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Cheap flights from Chicago (CHI) to Toronto (YTO)

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0 Children (2~11)
0 Infants (0~2)
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How to find the cheapest flight from Chicago (CHI) to Toronto (YTO)

How to find the cheapest flight from Chicago (CHI) to Toronto (YTO)
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How to find the cheapest flight from Chicago (CHI) to Toronto (YTO)
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How to find the cheapest flight from Chicago (CHI) to Toronto (YTO)
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Cheap flights from Chicago to Toronto in April , May 2026

27 Apr - 24 May $ 236.00
CHI
Chicago
Porter Airlines
DIRECT
YTO
Toronto
YTO
Toronto
Porter Airlines
DIRECT
CHI
Chicago
Pick dates
19 Apr - 03 May $ 535.00
CHI
Chicago
WestJet
1 STOPS
YTO
Toronto
YTO
Toronto
WestJet
1 STOPS
CHI
Chicago
Pick dates
19 Apr - 01 May $ 535.00
CHI
Chicago
WestJet
1 STOPS
YTO
Toronto
YTO
Toronto
WestJet
1 STOPS
CHI
Chicago
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Last minute flights from Chicago to Toronto

27 Apr - 30 Apr $ 269.00
CHI
Chicago
Porter Airlines
DIRECT
YTO
Toronto
YTO
Toronto
Porter Airlines
DIRECT
CHI
Chicago
Pick dates
16 Apr - 30 Apr $ 381.00
CHI
Chicago
United Airlines
DIRECT
YTO
Toronto
YTO
Toronto
United Airlines
DIRECT
CHI
Chicago
Pick dates
16 Apr - 30 Apr $ 451.00
CHI
Chicago
United Airlines
DIRECT
YTO
Toronto
YTO
Toronto
United Airlines
DIRECT
CHI
Chicago
Pick dates

One-way flights to Toronto from Chicago

11:00 AM - 11:00 AM
Porter Airlines
0 Stops
1h 42m
CHI - YTO
$ 128
Kiwi
Pick dates
7:55 AM - 7:55 AM
United Airlines
0 Stops
1h 36m
CHI - YTO
$ 388
Kiwi
Pick dates
2:25 PM - 8:29 PM
United Airlines
1 Stops
6h 58m
CHI - YTO
$ 388
Kiwi
Pick dates

How to find the cheapest flight from Chicago (CHI) to Toronto (YTO)

Related info for your journey
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How to find the cheapest flight from Chicago (CHI) to Toronto (YTO)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Chicago (CHI) to Toronto (YTO)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.