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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 October , November 2026

19 Oct - 12 Nov $ 314.00
CHI
Chicago
Porter Airlines
DIRECT
YTO
Toronto
YTO
Toronto
Porter Airlines
DIRECT
CHI
Chicago
Pick dates
27 Oct - 10 Nov $ 363.00
CHI
Chicago
Air Canada
DIRECT
YTO
Toronto
YTO
Toronto
Air Canada
1 STOPS
CHI
Chicago
Pick dates
27 Oct - 10 Nov $ 370.00
CHI
Chicago
Air Canada
DIRECT
YTO
Toronto
YTO
Toronto
Air Canada
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Toronto

19 Oct - 31 Oct $ 419.00
CHI
Chicago
Air Canada
DIRECT
YTO
Toronto
YTO
Toronto
Air Canada
DIRECT
CHI
Chicago
Pick dates
27 Oct - 31 Oct $ 420.00
CHI
Chicago
Air Canada
DIRECT
YTO
Toronto
YTO
Toronto
Air Canada
DIRECT
CHI
Chicago
Pick dates
27 Oct - 31 Oct $ 420.00
CHI
Chicago
Air Canada
DIRECT
YTO
Toronto
YTO
Toronto
Air Canada
DIRECT
CHI
Chicago
Pick dates

One-way flights to Toronto from Chicago

3:20 PM - 3:20 PM
Porter Airlines
0 Stops
1h 40m
CHI - YTO
$ 145
Kiwi
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10:15 AM - 10:15 AM
Air Canada
0 Stops
1h 37m
CHI - YTO
$ 159
Kiwi
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8:45 AM - 8:45 AM
Air Canada
0 Stops
1h 42m
CHI - YTO
$ 159
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.