Flights from Chicago to Canada (ORD to CA)

Discover more affordable routes and cheaper dates from Chicago to Canada (ORD to CA) within a date range.

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US$204

2:00pm - 4:44pm
Fri Jul 4th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

8:50am - 12:01pm
Wed Aug 27th 2025

4h 11m
Toronto (YTZ) → Chicago (ORD)

1 Stop

Fri Jul 4th 2025 Air Canada · AC 8906 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)

Stay in Toronto for 53 nights

Wed Aug 27th 2025 Air Canada · AC 7704 Depart at 8:50am from Toronto (YTZ) Fly for 0h 57m Arrive at 9:47am in Ottawa (YOW)

Layover in Ottawa for 0h 50m

Wed Aug 27th 2025 Air Canada · AC 4113 Depart at 10:37am from Ottawa (YOW) Fly for 2h 24m Arrive at 12:01pm in Chicago (ORD)
US$226

9:14pm - 11:58pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Jul 29th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 5138 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 8905 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$226

1:01pm - 3:46pm
Tue Jul 15th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Jul 29th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4899 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 8905 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$226

9:14pm - 11:58pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 5138 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 511 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$226

9:14pm - 11:58pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 5138 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 507 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$226

9:14pm - 11:58pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 5138 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 503 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$226

1:01pm - 3:46pm
Tue Jul 15th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4899 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 507 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$226

1:01pm - 3:46pm
Tue Jul 15th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4899 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 14 nights

Tue Jul 29th 2025 Air Canada · AC 511 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$226

1:01pm - 3:46pm
Tue Jul 15th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4899 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 503 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$226

5:55pm - 8:44pm
Tue Jul 15th 2025

1h 49m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Jul 29th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4994 Depart at 5:55pm from Chicago (ORD) Fly for 1h 49m Arrive at 8:44pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 8905 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$226

9:14pm - 11:58pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

7:00am - 7:59am
Sun Aug 17th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 Air Canada · AC 5138 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 Air Canada · AC 5141 Depart at 7:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 7:59am in Chicago (ORD)
US$226

5:55pm - 8:44pm
Tue Jul 15th 2025

1h 49m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4994 Depart at 5:55pm from Chicago (ORD) Fly for 1h 49m Arrive at 8:44pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 511 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$226

9:14pm - 11:58pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

9:00am - 9:59am
Sun Aug 17th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 Air Canada · AC 5138 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 Air Canada · AC 5143 Depart at 9:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 9:59am in Chicago (ORD)
US$226

9:14pm - 11:58pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

9:00am - 9:59am
Tue Jul 29th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 5138 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 5143 Depart at 9:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 9:59am in Chicago (ORD)
US$226

9:14pm - 11:58pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

7:00am - 7:59am
Tue Jul 29th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 5138 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 5141 Depart at 7:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 7:59am in Chicago (ORD)
US$226

5:55pm - 8:44pm
Tue Jul 15th 2025

1h 49m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4994 Depart at 5:55pm from Chicago (ORD) Fly for 1h 49m Arrive at 8:44pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 507 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$226

5:55pm - 8:44pm
Tue Jul 15th 2025

1h 49m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4994 Depart at 5:55pm from Chicago (ORD) Fly for 1h 49m Arrive at 8:44pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 503 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$226

1:01pm - 3:46pm
Fri Aug 1st 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

9:00am - 9:59am
Sun Aug 17th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 Air Canada · AC 4899 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 Air Canada · AC 5143 Depart at 9:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 9:59am in Chicago (ORD)
US$226

1:01pm - 3:46pm
Tue Jul 15th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

7:00am - 7:59am
Tue Jul 29th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4899 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 5141 Depart at 7:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 7:59am in Chicago (ORD)
US$226

1:01pm - 3:46pm
Tue Jul 15th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

9:00am - 9:59am
Tue Jul 29th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4899 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 5143 Depart at 9:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 9:59am in Chicago (ORD)
US$226

1:01pm - 3:46pm
Fri Aug 1st 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

7:00am - 7:59am
Sun Aug 17th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 Air Canada · AC 4899 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 Air Canada · AC 5141 Depart at 7:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 7:59am in Chicago (ORD)
US$226

9:14pm - 11:58pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

5:15pm - 6:15pm
Tue Jul 29th 2025

2h 0m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 5138 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 4990 Depart at 5:15pm from Toronto (YYZ) Fly for 2h 0m Arrive at 6:15pm in Chicago (ORD)
US$226

10:50am - 1:42pm
Tue Jul 15th 2025

1h 52m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Jul 29th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4407 Depart at 10:50am from Chicago (ORD) Fly for 1h 52m Arrive at 1:42pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 8905 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$226

1:01pm - 3:46pm
Tue Jul 15th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

5:15pm - 6:15pm
Tue Jul 29th 2025

2h 0m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4899 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 14 nights

Tue Jul 29th 2025 Air Canada · AC 4990 Depart at 5:15pm from Toronto (YYZ) Fly for 2h 0m Arrive at 6:15pm in Chicago (ORD)
US$226

10:50am - 1:42pm
Tue Jul 15th 2025

1h 52m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4407 Depart at 10:50am from Chicago (ORD) Fly for 1h 52m Arrive at 1:42pm in Toronto (YYZ)

Stay in Toronto for 14 nights

Tue Jul 29th 2025 Air Canada · AC 507 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$226

10:50am - 1:42pm
Tue Jul 15th 2025

1h 52m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4407 Depart at 10:50am from Chicago (ORD) Fly for 1h 52m Arrive at 1:42pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 503 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$226

10:50am - 1:42pm
Tue Jul 15th 2025

1h 52m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4407 Depart at 10:50am from Chicago (ORD) Fly for 1h 52m Arrive at 1:42pm in Toronto (YYZ)

Stay in Toronto for 14 nights

Tue Jul 29th 2025 Air Canada · AC 511 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$226

4:43pm - 7:37pm
Tue Jul 15th 2025

1h 54m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Jul 29th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 5014 Depart at 4:43pm from Chicago (ORD) Fly for 1h 54m Arrive at 7:37pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 8905 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$226

7:04am - 9:58am
Tue Jul 15th 2025

1h 54m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Jul 29th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 Air Canada · AC 4986 Depart at 7:04am from Chicago (ORD) Fly for 1h 54m Arrive at 9:58am in Toronto (YYZ)

Stay in Toronto for 14 nights

Tue Jul 29th 2025 Air Canada · AC 8905 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$226

8:50am - 11:49am
Fri Aug 1st 2025

1h 59m
Chicago (ORD) → Toronto (YYZ)

Direct

9:00am - 9:59am
Sun Aug 17th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 Air Canada · AC 5212 Depart at 8:50am from Chicago (ORD) Fly for 1h 59m Arrive at 11:49am in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 Air Canada · AC 5143 Depart at 9:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 9:59am in Chicago (ORD)
US$226

8:50am - 11:49am
Fri Aug 1st 2025

1h 59m
Chicago (ORD) → Toronto (YYZ)

Direct

7:00am - 7:59am
Sun Aug 17th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 Air Canada · AC 5212 Depart at 8:50am from Chicago (ORD) Fly for 1h 59m Arrive at 11:49am in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 Air Canada · AC 5141 Depart at 7:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 7:59am in Chicago (ORD)
US$228

6:30pm - 9:14pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

7:00am - 7:59am
Tue Jul 29th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 5141 Depart at 7:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 7:59am in Chicago (ORD)
US$228

6:30pm - 9:14pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

9:00am - 9:59am
Tue Jul 29th 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 5143 Depart at 9:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 9:59am in Chicago (ORD)
US$228

6:30pm - 9:14pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

5:15pm - 6:15pm
Tue Jul 29th 2025

2h 0m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 Air Canada · AC 4990 Depart at 5:15pm from Toronto (YYZ) Fly for 2h 0m Arrive at 6:15pm in Chicago (ORD)
US$230

6:30pm - 9:14pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Sun Aug 17th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$230

9:14pm - 11:58pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Sun Aug 17th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$230

9:14pm - 11:58pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Sun Aug 17th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$230

9:14pm - 11:58pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Sun Aug 17th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$230

6:30pm - 9:14pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Sun Aug 17th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$230

6:30pm - 9:14pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Sun Aug 17th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$230

9:14pm - 11:58pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Sun Aug 17th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$230

6:30pm - 9:14pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Sun Aug 17th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$230

8:25pm - 11:10pm
Fri Aug 1st 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Sun Aug 17th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)

Stay in Toronto for 15 nights

Sun Aug 17th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$230

1:01pm - 3:46pm
Fri Aug 1st 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Sun Aug 17th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 2144 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 16 nights

Sun Aug 17th 2025 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$231

1:05pm - 3:46pm
Wed Aug 20th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Wed Aug 27th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Wed Aug 20th 2025 United Airlines · UA 2144 Depart at 1:05pm from Chicago (ORD) Fly for 1h 41m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Wed Aug 27th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

1:05pm - 3:46pm
Wed Aug 20th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Wed Aug 27th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Wed Aug 20th 2025 United Airlines · UA 2144 Depart at 1:05pm from Chicago (ORD) Fly for 1h 41m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Wed Aug 27th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

1:05pm - 3:46pm
Wed Aug 20th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Wed Aug 27th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Wed Aug 20th 2025 United Airlines · UA 2144 Depart at 1:05pm from Chicago (ORD) Fly for 1h 41m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 7 nights

Wed Aug 27th 2025 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$231

1:05pm - 3:46pm
Wed Aug 20th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Wed Aug 27th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Wed Aug 20th 2025 United Airlines · UA 2144 Depart at 1:05pm from Chicago (ORD) Fly for 1h 41m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Wed Aug 27th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

1:05pm - 3:46pm
Wed Aug 20th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

9:00am - 9:55am
Wed Aug 27th 2025

1h 55m
Toronto (YYZ) → Chicago (ORD)

Direct

Wed Aug 20th 2025 United Airlines · UA 2144 Depart at 1:05pm from Chicago (ORD) Fly for 1h 41m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Wed Aug 27th 2025 United Airlines · UA 1538 Depart at 9:00am from Toronto (YYZ) Fly for 1h 55m Arrive at 9:55am in Chicago (ORD)
US$231

9:14pm - 11:58pm
Mon Aug 11th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Mon Aug 18th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Aug 18th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

9:14pm - 11:58pm
Thu Aug 14th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Thu Aug 21st 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Thu Aug 14th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Thu Aug 21st 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

6:30pm - 9:14pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Jul 29th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

9:14pm - 11:58pm
Tue Aug 5th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Aug 12th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

6:30pm - 9:14pm
Fri Jul 11th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Fri Jul 25th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Jul 11th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Fri Jul 25th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

9:14pm - 11:58pm
Mon Aug 18th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Mon Aug 25th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 18th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Aug 25th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

6:30pm - 9:14pm
Thu Aug 21st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Thu Aug 28th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Thu Aug 21st 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Thu Aug 28th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

2:00pm - 4:44pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Jul 29th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

9:14pm - 11:58pm
Wed Aug 13th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Wed Aug 20th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Wed Aug 13th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Wed Aug 20th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

1:01pm - 3:46pm
Mon Aug 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Mon Aug 18th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 2144 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Aug 18th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

10:00am - 12:45pm
Mon Aug 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Mon Aug 18th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Aug 18th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

6:30pm - 9:14pm
Fri Jul 11th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Fri Jul 25th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Jul 11th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Fri Jul 25th 2025 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$231

8:25pm - 11:10pm
Mon Jul 14th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Mon Jul 21st 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Jul 21st 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

9:14pm - 11:58pm
Tue Aug 5th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Tue Aug 12th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

10:00am - 12:45pm
Tue Aug 5th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Aug 12th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

8:25pm - 11:10pm
Tue Aug 5th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Aug 12th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

3:50pm - 6:35pm
Tue Aug 5th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Aug 12th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 8308 Depart at 3:50pm from Chicago (ORD) Fly for 1h 45m Arrive at 6:35pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

1:01pm - 3:46pm
Tue Aug 5th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Aug 12th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 2144 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

2:00pm - 4:44pm
Mon Aug 11th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Mon Aug 18th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Aug 18th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

6:30pm - 9:14pm
Fri Jul 11th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Fri Jul 25th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Jul 11th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Fri Jul 25th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

6:30pm - 9:14pm
Fri Aug 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Sun Aug 3rd 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)

Stay in Toronto for 1 night

Sun Aug 3rd 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

3:50pm - 6:35pm
Tue Jul 15th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Tue Jul 29th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 United Airlines · UA 8308 Depart at 3:50pm from Chicago (ORD) Fly for 1h 45m Arrive at 6:35pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$231

2:00pm - 4:44pm
Tue Jul 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

10:00am - 12:45pm
Mon Aug 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Mon Aug 18th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)

Stay in Toronto for 7 nights

Mon Aug 18th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

8:25pm - 11:10pm
Tue Aug 5th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Tue Aug 12th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

10:00am - 12:45pm
Tue Aug 5th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Tue Aug 12th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

10:00am - 12:45pm
Fri Jul 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Fri Jul 25th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Jul 11th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)

Stay in Toronto for 14 nights

Fri Jul 25th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

10:00am - 12:45pm
Fri Jul 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Sun Jul 13th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Jul 11th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)

Stay in Toronto for 1 night

Sun Jul 13th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

8:25pm - 11:10pm
Fri Jul 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Fri Jul 25th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Jul 11th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Fri Jul 25th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

3:50pm - 6:35pm
Tue Aug 5th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Tue Aug 12th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 8308 Depart at 3:50pm from Chicago (ORD) Fly for 1h 45m Arrive at 6:35pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

1:01pm - 3:46pm
Tue Aug 5th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Tue Aug 12th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 2144 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

8:25pm - 11:10pm
Tue Aug 5th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Tue Aug 12th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Aug 5th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Tue Aug 12th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

1:01pm - 3:46pm
Mon Aug 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Mon Aug 18th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 2144 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Aug 18th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

1:01pm - 3:46pm
Mon Aug 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Mon Aug 18th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 2144 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Aug 18th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

8:25pm - 11:10pm
Fri Aug 1st 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Sun Aug 3rd 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Aug 1st 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)

Stay in Toronto for 1 night

Sun Aug 3rd 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

10:00am - 12:45pm
Mon Aug 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Mon Aug 18th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Aug 18th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

1:01pm - 3:46pm
Mon Aug 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Mon Aug 18th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 2144 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 7 nights

Mon Aug 18th 2025 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$231

10:00am - 12:45pm
Mon Aug 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

6:35pm - 7:29pm
Mon Aug 18th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Aug 11th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)

Stay in Toronto for 7 nights

Mon Aug 18th 2025 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
US$231

8:25pm - 11:10pm
Mon Jul 14th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Mon Jul 21st 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Jul 21st 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

10:00am - 12:45pm
Fri Jul 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Fri Jul 25th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Jul 11th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Fri Jul 25th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

8:25pm - 11:10pm
Fri Jul 11th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Fri Jul 25th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Jul 11th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Fri Jul 25th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

1:01pm - 3:46pm
Mon Jul 14th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Mon Jul 21st 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 2144 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Jul 21st 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$231

3:50pm - 6:35pm
Tue Jul 15th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Tue Jul 29th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Tue Jul 15th 2025 United Airlines · UA 8308 Depart at 3:50pm from Chicago (ORD) Fly for 1h 45m Arrive at 6:35pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Tue Jul 29th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$231

9:14pm - 11:58pm
Fri Jul 11th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

7:00am - 7:56am
Sun Jul 13th 2025

1h 56m
Toronto (YYZ) → Chicago (ORD)

Direct

Fri Jul 11th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)

Stay in Toronto for 1 night

Sun Jul 13th 2025 United Airlines · UA 490 Depart at 7:00am from Toronto (YYZ) Fly for 1h 56m Arrive at 7:56am in Chicago (ORD)
US$231

2:00pm - 4:41pm
Mon Jul 14th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

7:00am - 7:59am
Mon Jul 21st 2025

1h 59m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 41m Arrive at 4:41pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Jul 21st 2025 United Airlines · UA 490 Depart at 7:00am from Toronto (YYZ) Fly for 1h 59m Arrive at 7:59am in Chicago (ORD)
US$261

2:00pm - 4:41pm
Mon Jul 14th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Mon Jul 21st 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 41m Arrive at 4:41pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Jul 21st 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$261

2:00pm - 4:41pm
Mon Jul 14th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Mon Jul 21st 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 41m Arrive at 4:41pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Jul 21st 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)
US$261

2:00pm - 4:41pm
Mon Jul 14th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Mon Jul 21st 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 41m Arrive at 4:41pm in Toronto (YYZ)

Stay in Toronto for 6 nights

Mon Jul 21st 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$415

2:00pm - 4:41pm
Mon Jul 14th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

12:00pm - 12:53pm
Mon Jul 28th 2025

1h 53m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 41m Arrive at 4:41pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Mon Jul 28th 2025 United Airlines · UA 8694 Depart at 12:00pm from Toronto (YYZ) Fly for 1h 53m Arrive at 12:53pm in Chicago (ORD)
US$505

2:00pm - 4:41pm
Mon Jul 14th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

8:15am - 9:09am
Mon Jul 28th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 41m Arrive at 4:41pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Mon Jul 28th 2025 United Airlines · UA 8533 Depart at 8:15am from Toronto (YYZ) Fly for 1h 54m Arrive at 9:09am in Chicago (ORD)
US$613

2:00pm - 4:41pm
Mon Jul 14th 2025

1h 41m
Chicago (ORD) → Toronto (YYZ)

Direct

2:10pm - 3:04pm
Mon Jul 28th 2025

1h 54m
Toronto (YYZ) → Chicago (ORD)

Direct

Mon Jul 14th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 41m Arrive at 4:41pm in Toronto (YYZ)

Stay in Toronto for 13 nights

Mon Jul 28th 2025 United Airlines · UA 8307 Depart at 2:10pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:04pm in Chicago (ORD)

Sarah Belizaire

@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

John Ford

@eyupitsjohn

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Roaming Sonaa

@roamingsonaa

For people wanting to maximize their trips, Flightlist is my newest travel hack for uncovering the coolest routes at irresistible prices. No stress, no annoying ads — just seamless flight booking with amazing functionality.

Andy Travels

@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

Travel With Bender

@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Wesley Mergard

@travel.with.wes

One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.

Flights from Chicago to Canada (ORD to CA)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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