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

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1 Adults (11+)
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 May , June 2026

31 May - 04 Jun $ 278.00
CHI
Chicago
United Airlines
DIRECT
YTO
Toronto
YTO
Toronto
United Airlines
DIRECT
CHI
Chicago
Pick dates
27 May - 10 Jun $ 565.00
CHI
Chicago
WestJet
1 STOPS
YTO
Toronto
YTO
Toronto
WestJet
1 STOPS
CHI
Chicago
Pick dates
27 May - 05 Jun $ 629.00
CHI
Chicago
WestJet
1 STOPS
YTO
Toronto
YTO
Toronto
WestJet
1 STOPS
CHI
Chicago
Pick dates

Last minute flights from Chicago to Toronto

31 May - 31 May $ 278.00
CHI
Chicago
United Airlines
DIRECT
YTO
Toronto
YTO
Toronto
United Airlines
DIRECT
CHI
Chicago
Pick dates
26 May - 31 May $ 385.00
CHI
Chicago
United Airlines
DIRECT
YTO
Toronto
YTO
Toronto
United Airlines
DIRECT
CHI
Chicago
Pick dates
27 May - 31 May $ 802.00
CHI
Chicago
United Airlines
DIRECT
YTO
Toronto
YTO
Toronto
United Airlines
DIRECT
CHI
Chicago
Pick dates

One-way flights to Toronto from Chicago

10:30 AM - 10:30 AM
Porter Airlines
0 Stops
1h 40m
CHI - YTO
$ 196
Kiwi
Pick dates
9:20 PM - 9:20 PM
United Airlines
0 Stops
1h 39m
CHI - YTO
$ 219
Kiwi
Pick dates
7:09 AM - 7:09 AM
United Airlines
0 Stops
1h 45m
CHI - YTO
$ 219
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.