Flights from Chicago to Toronto (ORD to YTZ)

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

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US$320

3:35pm - 9:35pm
Mon Mar 31st 2025

5h 0m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 522 Depart at 3:35pm from Chicago (ORD) Fly for 2h 15m Arrive at 6:50pm in Montreal (YUL)

Layover in Montreal for 1h 20m

Mon Mar 31st 2025 Air Canada · AC 7979 Depart at 8:10pm from Montreal (YUL) Fly for 1h 25m Arrive at 9:35pm in Toronto (YTZ)
US$320

11:35am - 5:50pm
Sun Mar 30th 2025

5h 15m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 8960 Depart at 11:35am from Chicago (ORD) Fly for 2h 16m Arrive at 2:51pm in Montreal (YUL)

Layover in Montreal for 1h 34m

Sun Mar 30th 2025 Air Canada · AC 7971 Depart at 4:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 5:50pm in Toronto (YTZ)
US$320

1:56pm - 8:37pm
Mon Mar 31st 2025

5h 41m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 4106 Depart at 1:56pm from Chicago (ORD) Fly for 2h 10m Arrive at 5:06pm in Ottawa (YOW)

Layover in Ottawa for 2h 29m

Mon Mar 31st 2025 Air Canada · AC 7711 Depart at 7:35pm from Ottawa (YOW) Fly for 1h 2m Arrive at 8:37pm in Toronto (YTZ)
US$320

1:56pm - 8:37pm
Sun Mar 30th 2025

5h 41m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 4106 Depart at 1:56pm from Chicago (ORD) Fly for 2h 10m Arrive at 5:06pm in Ottawa (YOW)

Layover in Ottawa for 2h 29m

Sun Mar 30th 2025 Air Canada · AC 7711 Depart at 7:35pm from Ottawa (YOW) Fly for 1h 2m Arrive at 8:37pm in Toronto (YTZ)
US$320

7:20am - 2:50pm
Mon Mar 31st 2025

6h 30m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 8958 Depart at 7:20am from Chicago (ORD) Fly for 2h 16m Arrive at 10:36am in Montreal (YUL)

Layover in Montreal for 2h 49m

Mon Mar 31st 2025 Air Canada · AC 7965 Depart at 1:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 2:50pm in Toronto (YTZ)
US$320

7:20am - 2:50pm
Sun Mar 30th 2025

6h 30m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 8958 Depart at 7:20am from Chicago (ORD) Fly for 2h 16m Arrive at 10:36am in Montreal (YUL)

Layover in Montreal for 2h 49m

Sun Mar 30th 2025 Air Canada · AC 7965 Depart at 1:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 2:50pm in Toronto (YTZ)
US$320

1:55pm - 9:35pm
Mon Mar 31st 2025

6h 40m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 3335 Depart at 1:55pm from Chicago (ORD) Fly for 2h 31m Arrive at 5:26pm in Montreal (YUL)

Layover in Montreal for 2h 44m

Mon Mar 31st 2025 Air Canada · AC 7979 Depart at 8:10pm from Montreal (YUL) Fly for 1h 25m Arrive at 9:35pm in Toronto (YTZ)
US$320

1:55pm - 9:35pm
Sun Mar 30th 2025

6h 40m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 3335 Depart at 1:55pm from Chicago (ORD) Fly for 2h 31m Arrive at 5:26pm in Montreal (YUL)

Layover in Montreal for 2h 44m

Sun Mar 30th 2025 Air Canada · AC 7979 Depart at 8:10pm from Montreal (YUL) Fly for 1h 25m Arrive at 9:35pm in Toronto (YTZ)
US$320

10:53am - 6:37pm
Mon Mar 31st 2025

6h 44m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 4114 Depart at 10:53am from Chicago (ORD) Fly for 2h 11m Arrive at 2:04pm in Ottawa (YOW)

Layover in Ottawa for 3h 31m

Mon Mar 31st 2025 Air Canada · AC 7709 Depart at 5:35pm from Ottawa (YOW) Fly for 1h 2m Arrive at 6:37pm in Toronto (YTZ)
US$320

10:53am - 6:37pm
Sun Mar 30th 2025

6h 44m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 4114 Depart at 10:53am from Chicago (ORD) Fly for 2h 11m Arrive at 2:04pm in Ottawa (YOW)

Layover in Ottawa for 3h 31m

Sun Mar 30th 2025 Air Canada · AC 7709 Depart at 5:35pm from Ottawa (YOW) Fly for 1h 2m Arrive at 6:37pm in Toronto (YTZ)
US$320

7:00am - 2:50pm
Mon Mar 31st 2025

6h 50m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 3110 Depart at 7:00am from Chicago (ORD) Fly for 2h 28m Arrive at 10:28am in Montreal (YUL)

Layover in Montreal for 2h 57m

Mon Mar 31st 2025 Air Canada · AC 7965 Depart at 1:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 2:50pm in Toronto (YTZ)
US$320

7:00am - 2:50pm
Sun Mar 30th 2025

6h 50m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 3110 Depart at 7:00am from Chicago (ORD) Fly for 2h 28m Arrive at 10:28am in Montreal (YUL)

Layover in Montreal for 2h 57m

Sun Mar 30th 2025 Air Canada · AC 7965 Depart at 1:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 2:50pm in Toronto (YTZ)
US$320

11:35am - 7:50pm
Mon Mar 31st 2025

7h 15m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 8960 Depart at 11:35am from Chicago (ORD) Fly for 2h 16m Arrive at 2:51pm in Montreal (YUL)

Layover in Montreal for 3h 34m

Mon Mar 31st 2025 Air Canada · AC 7975 Depart at 6:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 7:50pm in Toronto (YTZ)
US$320

11:35am - 7:50pm
Sun Mar 30th 2025

7h 15m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 8960 Depart at 11:35am from Chicago (ORD) Fly for 2h 16m Arrive at 2:51pm in Montreal (YUL)

Layover in Montreal for 3h 34m

Sun Mar 30th 2025 Air Canada · AC 7975 Depart at 6:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 7:50pm in Toronto (YTZ)
US$323

11:35am - 6:37pm
Sun Mar 30th 2025

6h 2m
Chicago (ORD) → Toronto (YTZ)

2 Stops

Sun Mar 30th 2025 Air Canada · AC 8960 Depart at 11:35am from Chicago (ORD) Fly for 2h 16m Arrive at 2:51pm in Montreal (YUL)

Layover in Montreal for 1h 19m

Sun Mar 30th 2025 Air Canada · AC 8009 Depart at 4:10pm from Montreal (YUL) Fly for 0h 47m Arrive at 4:57pm in Ottawa (YOW)

Layover in Ottawa for 0h 38m

Sun Mar 30th 2025 Air Canada · AC 7709 Depart at 5:35pm from Ottawa (YOW) Fly for 1h 2m Arrive at 6:37pm in Toronto (YTZ)
US$323

11:35am - 8:37pm
Sun Mar 30th 2025

8h 2m
Chicago (ORD) → Toronto (YTZ)

2 Stops

Sun Mar 30th 2025 Air Canada · AC 8960 Depart at 11:35am from Chicago (ORD) Fly for 2h 16m Arrive at 2:51pm in Montreal (YUL)

Layover in Montreal for 1h 19m

Sun Mar 30th 2025 Air Canada · AC 8009 Depart at 4:10pm from Montreal (YUL) Fly for 0h 47m Arrive at 4:57pm in Ottawa (YOW)

Layover in Ottawa for 2h 38m

Sun Mar 30th 2025 Air Canada · AC 7711 Depart at 7:35pm from Ottawa (YOW) Fly for 1h 2m Arrive at 8:37pm in Toronto (YTZ)
US$350

10:53am - 8:37pm
Mon Mar 31st 2025

8h 44m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 4114 Depart at 10:53am from Chicago (ORD) Fly for 2h 11m Arrive at 2:04pm in Ottawa (YOW)

Layover in Ottawa for 5h 31m

Mon Mar 31st 2025 Air Canada · AC 7711 Depart at 7:35pm from Ottawa (YOW) Fly for 1h 2m Arrive at 8:37pm in Toronto (YTZ)
US$350

10:53am - 8:37pm
Sun Mar 30th 2025

8h 44m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 4114 Depart at 10:53am from Chicago (ORD) Fly for 2h 11m Arrive at 2:04pm in Ottawa (YOW)

Layover in Ottawa for 5h 31m

Sun Mar 30th 2025 Air Canada · AC 7711 Depart at 7:35pm from Ottawa (YOW) Fly for 1h 2m Arrive at 8:37pm in Toronto (YTZ)
US$355

7:20am - 4:50pm
Mon Mar 31st 2025

8h 30m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 8958 Depart at 7:20am from Chicago (ORD) Fly for 2h 16m Arrive at 10:36am in Montreal (YUL)

Layover in Montreal for 4h 49m

Mon Mar 31st 2025 Air Canada · AC 7969 Depart at 3:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 4:50pm in Toronto (YTZ)
US$355

7:00am - 4:50pm
Mon Mar 31st 2025

8h 50m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 3110 Depart at 7:00am from Chicago (ORD) Fly for 2h 28m Arrive at 10:28am in Montreal (YUL)

Layover in Montreal for 4h 57m

Mon Mar 31st 2025 Air Canada · AC 7969 Depart at 3:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 4:50pm in Toronto (YTZ)
US$355

11:35am - 9:35pm
Mon Mar 31st 2025

9h 0m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 8960 Depart at 11:35am from Chicago (ORD) Fly for 2h 16m Arrive at 2:51pm in Montreal (YUL)

Layover in Montreal for 5h 19m

Mon Mar 31st 2025 Air Canada · AC 7979 Depart at 8:10pm from Montreal (YUL) Fly for 1h 25m Arrive at 9:35pm in Toronto (YTZ)
US$355

11:35am - 9:35pm
Sun Mar 30th 2025

9h 0m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 8960 Depart at 11:35am from Chicago (ORD) Fly for 2h 16m Arrive at 2:51pm in Montreal (YUL)

Layover in Montreal for 5h 19m

Sun Mar 30th 2025 Air Canada · AC 7979 Depart at 8:10pm from Montreal (YUL) Fly for 1h 25m Arrive at 9:35pm in Toronto (YTZ)
US$355

7:20am - 5:50pm
Mon Mar 31st 2025

9h 30m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 8958 Depart at 7:20am from Chicago (ORD) Fly for 2h 16m Arrive at 10:36am in Montreal (YUL)

Layover in Montreal for 5h 49m

Mon Mar 31st 2025 Air Canada · AC 7971 Depart at 4:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 5:50pm in Toronto (YTZ)
US$355

7:20am - 5:50pm
Sun Mar 30th 2025

9h 30m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 8958 Depart at 7:20am from Chicago (ORD) Fly for 2h 16m Arrive at 10:36am in Montreal (YUL)

Layover in Montreal for 5h 49m

Sun Mar 30th 2025 Air Canada · AC 7971 Depart at 4:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 5:50pm in Toronto (YTZ)
US$355

7:00am - 5:50pm
Mon Mar 31st 2025

9h 50m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Mon Mar 31st 2025 Air Canada · AC 3110 Depart at 7:00am from Chicago (ORD) Fly for 2h 28m Arrive at 10:28am in Montreal (YUL)

Layover in Montreal for 5h 57m

Mon Mar 31st 2025 Air Canada · AC 7971 Depart at 4:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 5:50pm in Toronto (YTZ)
US$461

7:00am - 5:50pm
Sun Mar 30th 2025

9h 50m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 Air Canada · AC 3110 Depart at 7:00am from Chicago (ORD) Fly for 2h 28m Arrive at 10:28am in Montreal (YUL)

Layover in Montreal for 5h 57m

Sun Mar 30th 2025 Air Canada · AC 7971 Depart at 4:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 5:50pm in Toronto (YTZ)
US$515

7:10am - 4:50pm
Mon Mar 31st 2025

8h 40m
Chicago (ORD) → Toronto (YTZ)

2 Stops

Mon Mar 31st 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 16m Arrive at 10:26am in New York (EWR)

Layover in New York for 1h 1m

Mon Mar 31st 2025 Air Canada · AC 4593 Depart at 11:27am from New York (EWR) Fly for 1h 42m Arrive at 1:09pm in Montreal (YUL)

Layover in Montreal for 2h 16m

Mon Mar 31st 2025 Air Canada · AC 7969 Depart at 3:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 4:50pm in Toronto (YTZ)
US$515

6:00am - 4:50pm
Mon Mar 31st 2025

9h 50m
Chicago (ORD) → Toronto (YTZ)

2 Stops

Mon Mar 31st 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Layover in New York for 2h 13m

Mon Mar 31st 2025 Air Canada · AC 4593 Depart at 11:27am from New York (EWR) Fly for 1h 42m Arrive at 1:09pm in Montreal (YUL)

Layover in Montreal for 2h 16m

Mon Mar 31st 2025 Air Canada · AC 7969 Depart at 3:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 4:50pm in Toronto (YTZ)
US$521

6:00am - 2:50pm
Sun Mar 30th 2025

7h 50m
Chicago (ORD) → Toronto (YTZ)

2 Stops

Sun Mar 30th 2025 United Airlines · UA 2725 Depart at 6:00am from Chicago (ORD) Fly for 2h 11m Arrive at 9:11am in New York (LGA)

Layover in New York for 1h 9m

Sun Mar 30th 2025 Air Canada · AC 8635 Depart at 10:20am from New York (LGA) Fly for 1h 31m Arrive at 11:51am in Montreal (YUL)

Layover in Montreal for 1h 34m

Sun Mar 30th 2025 Air Canada · AC 7965 Depart at 1:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 2:50pm in Toronto (YTZ)
US$711

11:00am - 9:35pm
Sun Mar 30th 2025

9h 35m
Chicago (ORD) → Toronto (YTZ)

2 Stops

Sun Mar 30th 2025 United Airlines · UA 293 Depart at 11:00am from Chicago (ORD) Fly for 2h 16m Arrive at 2:16pm in New York (LGA)

Layover in New York for 1h 19m

Sun Mar 30th 2025 Air Canada · AC 8639 Depart at 3:35pm from New York (LGA) Fly for 1h 31m Arrive at 5:06pm in Montreal (YUL)

Layover in Montreal for 3h 4m

Sun Mar 30th 2025 Air Canada · AC 7979 Depart at 8:10pm from Montreal (YUL) Fly for 1h 25m Arrive at 9:35pm in Toronto (YTZ)
US$803

7:00am - 2:50pm
Sun Mar 30th 2025

6h 50m
Chicago (ORD) → Toronto (YTZ)

1 Stop

Sun Mar 30th 2025 United Airlines · UA 3654 Depart at 7:00am from Chicago (ORD) Fly for 2h 28m Arrive at 10:28am in Montreal (YUL)

Layover in Montreal for 2h 57m

Sun Mar 30th 2025 Air Canada · AC 7965 Depart at 1:25pm from Montreal (YUL) Fly for 1h 25m Arrive at 2:50pm in Toronto (YTZ)

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@sarahbb1

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@eyupitsjohn

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Roaming Sonaa

@roamingsonaa

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Andy Travels

@andy_travels

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Travel With Bender

@travelwitbender

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Wesley Mergard

@travel.with.wes

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Flights from Chicago to Toronto (ORD to YTZ)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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