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

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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 Toronto (YTO) to Chicago (CHI)

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

30 Mar - 04 Apr $ 164.00
YTO
Toronto
Porter Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Porter Airlines
DIRECT
YTO
Toronto
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14 Mar - 05 Apr $ 460.00
YTO
Toronto
WestJet
1 STOPS
CHI
Chicago
CHI
Chicago
WestJet
1 STOPS
YTO
Toronto
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10 Mar - 02 Apr $ 521.00
YTO
Toronto
WestJet
1 STOPS
CHI
Chicago
CHI
Chicago
WestJet
1 STOPS
YTO
Toronto
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Last minute flights from Toronto to Chicago

29 Mar - 31 Mar $ 206.00
YTO
Toronto
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
YTO
Toronto
Pick dates
14 Mar - 31 Mar $ 460.00
YTO
Toronto
WestJet
1 STOPS
CHI
Chicago
CHI
Chicago
WestJet
1 STOPS
YTO
Toronto
Pick dates
10 Mar - 31 Mar $ 529.00
YTO
Toronto
WestJet
1 STOPS
CHI
Chicago
CHI
Chicago
WestJet
1 STOPS
YTO
Toronto
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One-way flights to Chicago from Toronto

9:15 AM - 9:15 AM
Porter Airlines
0 Stops
1h 50m
YTO - CHI
$ 100
Kiwi
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2:15 PM - 2:15 PM
United Airlines
0 Stops
1h 55m
YTO - CHI
$ 230
Kiwi
Pick dates
7:40 PM - 10:31 PM
United Airlines
1 Stops
5h 4m
YTO - CHI
$ 334
Kiwi
Pick dates

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

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