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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 August , September 2026

31 Aug - 10 Sep $ 287.00
CHI
Chicago
Porter Airlines
DIRECT
YTO
Toronto
YTO
Toronto
Porter Airlines
DIRECT
CHI
Chicago
Pick dates
27 Aug - 10 Sep $ 374.00
CHI
Chicago
Air Canada
DIRECT
YTO
Toronto
YTO
Toronto
Air Canada
DIRECT
CHI
Chicago
Pick dates
18 Aug - 16 Sep $ 441.00
CHI
Chicago
Air Canada
DIRECT
YTO
Toronto
YTO
Toronto
Air Canada
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Toronto

31 Aug - 31 Aug $ 367.00
CHI
Chicago
Air Canada
DIRECT
YTO
Toronto
YTO
Toronto
Air Canada
DIRECT
CHI
Chicago
Pick dates
27 Aug - 31 Aug $ 450.00
CHI
Chicago
Porter Airlines
DIRECT
YTO
Toronto
YTO
Toronto
Porter Airlines
DIRECT
CHI
Chicago
Pick dates
27 Aug - 31 Aug $ 450.00
CHI
Chicago
Porter Airlines
DIRECT
YTO
Toronto
YTO
Toronto
Porter Airlines
DIRECT
CHI
Chicago
Pick dates

One-way flights to Toronto from Chicago

10:25 AM - 10:25 AM
Porter Airlines
0 Stops
1h 40m
CHI - YTO
$ 197
Kiwi
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9:15 PM - 9:15 PM
United Airlines
0 Stops
1h 44m
CHI - YTO
$ 230
Kiwi
Pick dates
9:45 AM - 9:45 AM
Air Canada
0 Stops
1h 45m
CHI - YTO
$ 238
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.