Cheap 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$77

8:01pm - 10:53pm
Sun Jun 8th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Sun Jun 8th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Mon Jun 9th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Mon Jun 9th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Fri Jun 13th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Fri Jun 13th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Thu Jun 12th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Thu Jun 12th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Mon Jun 16th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Mon Jun 16th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Tue Jun 10th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Tue Jun 10th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Fri Jun 6th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Fri Jun 6th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Wed Jun 4th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Wed Jun 4th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Sun Jun 15th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Sun Jun 15th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Thu Jun 5th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Thu Jun 5th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Mon May 26th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Mon May 26th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$77

8:01pm - 10:53pm
Thu May 29th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Thu May 29th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$89

8:05pm - 10:53pm
Fri Aug 8th 2025

3h 48m
Chicago (ORD) → Calgary (YYC)

Direct

Fri Aug 8th 2025 United Airlines · UA 1899 Depart at 8:05pm from Chicago (ORD) Fly for 3h 48m Arrive at 10:53pm in Calgary (YYC)
US$89

8:01pm - 10:53pm
Thu May 22nd 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Thu May 22nd 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$89

8:01pm - 10:53pm
Fri May 23rd 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Fri May 23rd 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$91

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

1h 41m
Chicago (ORD) → Toronto (YYZ)

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)
US$91

8:25pm - 11:07pm
Fri Jun 6th 2025

1h 42m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Jun 6th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 42m Arrive at 11:07pm in Toronto (YYZ)
US$91

8:25pm - 11:07pm
Sat Jun 14th 2025

1h 42m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat Jun 14th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 42m Arrive at 11:07pm in Toronto (YYZ)
US$91

8:25pm - 11:07pm
Mon Jun 16th 2025

1h 42m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jun 16th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 42m Arrive at 11:07pm in Toronto (YYZ)
US$91

8:25pm - 11:07pm
Wed Jun 11th 2025

1h 42m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jun 11th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 42m Arrive at 11:07pm in Toronto (YYZ)
US$91

8:25pm - 11:07pm
Tue Jun 17th 2025

1h 42m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jun 17th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 42m Arrive at 11:07pm in Toronto (YYZ)
US$91

8:25pm - 11:07pm
Fri Jun 13th 2025

1h 42m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Jun 13th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 42m Arrive at 11:07pm in Toronto (YYZ)
US$91

8:25pm - 11:07pm
Wed Jun 4th 2025

1h 42m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jun 4th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 42m Arrive at 11:07pm in Toronto (YYZ)
US$91

8:25pm - 11:07pm
Sat Jun 7th 2025

1h 42m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat Jun 7th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 42m Arrive at 11:07pm in Toronto (YYZ)
US$91

8:25pm - 11:07pm
Mon Jun 9th 2025

1h 42m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jun 9th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 42m Arrive at 11:07pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Tue Jul 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jul 1st 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Mon Jul 14th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jul 14th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Wed Jun 4th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jun 4th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

2:00pm - 4:44pm
Mon Jul 7th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jul 7th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Sat Jul 5th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat Jul 5th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

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

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jun 9th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Tue Jul 8th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jul 8th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Wed Jun 25th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jun 25th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Tue Jul 8th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jul 8th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Sat Jul 12th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat Jul 12th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Wed Jun 18th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jun 18th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Fri Jun 6th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Jun 6th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Fri Jun 20th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Jun 20th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Sat Jun 7th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat Jun 7th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Mon Jun 16th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jun 16th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Thu Jun 5th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Thu Jun 5th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

10:00am - 12:44pm
Sun Jun 29th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sun Jun 29th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 44m Arrive at 12:44pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Thu Jun 19th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Thu Jun 19th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Mon Jul 7th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jul 7th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Sat Jun 28th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat Jun 28th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Fri Aug 8th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Sun Jun 15th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sun Jun 15th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

2:00pm - 4:44pm
Fri Aug 8th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Wed Jun 11th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jun 11th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

2:00pm - 4:44pm
Tue Jul 8th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jul 8th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Sun Jul 6th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sun Jul 6th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Tue Jun 17th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jun 17th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Fri Aug 8th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Sun Jun 29th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sun Jun 29th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

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

1h 44m
Chicago (ORD) → Toronto (YYZ)

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)
US$91

9:14pm - 11:58pm
Tue Jun 3rd 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jun 3rd 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

2:00pm - 4:44pm
Tue Jul 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jul 1st 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Sun Jul 6th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sun Jul 6th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Sun Jul 13th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sun Jul 13th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

2:00pm - 4:44pm
Sat Jul 5th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat Jul 5th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Mon Jun 30th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jun 30th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Sat Jun 28th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat Jun 28th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Tue Jul 1st 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jul 1st 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Thu Jul 3rd 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Thu Jul 3rd 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

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

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Jul 4th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Mon Jul 7th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jul 7th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

2:00pm - 4:44pm
Wed Jul 16th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jul 16th 2025 United Airlines · UA 8474 Depart at 2:00pm from Chicago (ORD) Fly for 1h 44m Arrive at 4:44pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Sun Jun 22nd 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sun Jun 22nd 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Fri Jul 4th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Jul 4th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

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

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jul 9th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Thu Jun 26th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Thu Jun 26th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

6:30pm - 9:14pm
Wed Jul 9th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jul 9th 2025 United Airlines · UA 8088 Depart at 6:30pm from Chicago (ORD) Fly for 1h 44m Arrive at 9:14pm in Toronto (YYZ)
US$91

10:00am - 12:44pm
Tue Jun 24th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue Jun 24th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 44m Arrive at 12:44pm in Toronto (YYZ)
US$91

9:14pm - 11:58pm
Sat Jul 5th 2025

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat Jul 5th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

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

1h 44m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jul 14th 2025 United Airlines · UA 1756 Depart at 9:14pm from Chicago (ORD) Fly for 1h 44m Arrive at 11:58pm in Toronto (YYZ)
US$91

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

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 8473 Depart at 8:25pm from Chicago (ORD) Fly for 1h 45m Arrive at 11:10pm in Toronto (YYZ)
US$91

10:00am - 12:45pm
Fri Aug 8th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 45m Arrive at 12:45pm in Toronto (YYZ)
US$91

3:50pm - 6:35pm
Fri Aug 8th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 8308 Depart at 3:50pm from Chicago (ORD) Fly for 1h 45m Arrive at 6:35pm in Toronto (YYZ)
US$91

1:01pm - 3:46pm
Fri Aug 8th 2025

1h 45m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 2144 Depart at 1:01pm from Chicago (ORD) Fly for 1h 45m Arrive at 3:46pm in Toronto (YYZ)
US$91

5:55pm - 8:44pm
Fri Aug 8th 2025

1h 49m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 265 Depart at 5:55pm from Chicago (ORD) Fly for 1h 49m Arrive at 8:44pm in Toronto (YYZ)
US$91

7:04am - 9:58am
Fri Aug 8th 2025

1h 54m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 3440 Depart at 7:04am from Chicago (ORD) Fly for 1h 54m Arrive at 9:58am in Toronto (YYZ)
US$91

4:43pm - 7:37pm
Fri Aug 8th 2025

1h 54m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 3525 Depart at 4:43pm from Chicago (ORD) Fly for 1h 54m Arrive at 7:37pm in Toronto (YYZ)
US$91

8:50am - 11:49am
Fri Aug 8th 2025

1h 59m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri Aug 8th 2025 United Airlines · UA 3601 Depart at 8:50am from Chicago (ORD) Fly for 1h 59m Arrive at 11:49am in Toronto (YYZ)
US$94

8:01pm - 10:53pm
Wed May 28th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Wed May 28th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$94

8:01pm - 10:53pm
Tue May 27th 2025

3h 52m
Chicago (ORD) → Calgary (YYC)

Direct

Tue May 27th 2025 United Airlines · UA 1899 Depart at 8:01pm from Chicago (ORD) Fly for 3h 52m Arrive at 10:53pm in Calgary (YYC)
US$94

8:45am - 11:38am
Wed May 28th 2025

3h 53m
Chicago (ORD) → Calgary (YYC)

Direct

Wed May 28th 2025 United Airlines · UA 764 Depart at 8:45am from Chicago (ORD) Fly for 3h 53m Arrive at 11:38am in Calgary (YYC)
US$94

8:45am - 11:38am
Tue May 27th 2025

3h 53m
Chicago (ORD) → Calgary (YYC)

Direct

Tue May 27th 2025 United Airlines · UA 764 Depart at 8:45am from Chicago (ORD) Fly for 3h 53m Arrive at 11:38am in Calgary (YYC)
US$114

5:30pm - 8:19pm
Fri Aug 8th 2025

3h 49m
Chicago (ORD) → Calgary (YYC)

Direct

Fri Aug 8th 2025 WestJet · WS 1589 Depart at 5:30pm from Chicago (ORD) Fly for 3h 49m Arrive at 8:19pm in Calgary (YYC)
US$118

1:20pm - 4:25pm
Sat May 24th 2025

4h 5m
Chicago (ORD) → Edmonton (YEG)

Direct

Sat May 24th 2025 United Airlines · UA 455 Depart at 1:20pm from Chicago (ORD) Fly for 4h 5m Arrive at 4:25pm in Edmonton (YEG)
US$126

5:30pm - 8:19pm
Thu May 29th 2025

3h 49m
Chicago (ORD) → Calgary (YYC)

Direct

Thu May 29th 2025 WestJet · WS 1589 Depart at 5:30pm from Chicago (ORD) Fly for 3h 49m Arrive at 8:19pm in Calgary (YYC)
US$175

12:00pm - 2:38pm
Thu May 29th 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Thu May 29th 2025 United Airlines · UA 8070 Depart at 12:00pm from Chicago (ORD) Fly for 1h 38m Arrive at 2:38pm in Toronto (YYZ)
US$209

10:00am - 12:38pm
Wed Jun 4th 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jun 4th 2025 United Airlines · UA 8472 Depart at 10:00am from Chicago (ORD) Fly for 1h 38m Arrive at 12:38pm in Toronto (YYZ)
US$209

12:00pm - 2:38pm
Wed Jun 4th 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed Jun 4th 2025 United Airlines · UA 8027 Depart at 12:00pm from Chicago (ORD) Fly for 1h 38m Arrive at 2:38pm in Toronto (YYZ)
US$209

12:00pm - 2:38pm
Fri May 30th 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Fri May 30th 2025 United Airlines · UA 8027 Depart at 12:00pm from Chicago (ORD) Fly for 1h 38m Arrive at 2:38pm in Toronto (YYZ)
US$209

12:00pm - 2:38pm
Wed May 28th 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Wed May 28th 2025 United Airlines · UA 8027 Depart at 12:00pm from Chicago (ORD) Fly for 1h 38m Arrive at 2:38pm in Toronto (YYZ)
US$266

12:00pm - 2:38pm
Mon Jun 2nd 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Mon Jun 2nd 2025 United Airlines · UA 8070 Depart at 12:00pm from Chicago (ORD) Fly for 1h 38m Arrive at 2:38pm in Toronto (YYZ)
US$266

12:00pm - 2:38pm
Sat May 31st 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat May 31st 2025 United Airlines · UA 8027 Depart at 12:00pm from Chicago (ORD) Fly for 1h 38m Arrive at 2:38pm in Toronto (YYZ)
US$266

12:00pm - 2:38pm
Tue May 27th 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Tue May 27th 2025 United Airlines · UA 8070 Depart at 12:00pm from Chicago (ORD) Fly for 1h 38m Arrive at 2:38pm in Toronto (YYZ)
US$336

12:00pm - 2:38pm
Sat May 24th 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Sat May 24th 2025 United Airlines · UA 8027 Depart at 12:00pm from Chicago (ORD) Fly for 1h 38m Arrive at 2:38pm in Toronto (YYZ)
US$336

12:00pm - 2:38pm
Sun Jun 1st 2025

1h 38m
Chicago (ORD) → Toronto (YYZ)

Direct

Sun Jun 1st 2025 United Airlines · UA 8070 Depart at 12:00pm from Chicago (ORD) Fly for 1h 38m Arrive at 2:38pm in Toronto (YYZ)

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

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

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. It's designed for remote workers, backpackers, and people living abroad.

Read Sonaa's 7 Amazing Skyscanner Alternatives for Booking Travel

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! 💪

Read Josh's Ultimate Guide To Find Cheap One Way Flights

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.

Read Wesley's My Best Cheap Flight Hacks (Why Pay More?)

Cheap Flights from Chicago to Canada (ORD to CA)

Sarah Belizaire

John Ford

Roaming Sonaa

ANDY TRAVELS

Travel With Bender

Wesley Mergard

Latest Cheap Flight Searches

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Why I Built FlightList & Solved My Own Problem

About FlightList