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Cheap flights from Montreal (YUL) 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 Montreal (YUL) to Chicago (CHI)

How to find the cheapest flight from Montreal (YUL) to Chicago (CHI)
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How to find the cheapest flight from Montreal (YUL) to Chicago (CHI)
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How to find the cheapest flight from Montreal (YUL) to Chicago (CHI)
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Cheap flights from Montreal to Chicago in May , June 2026

28 May - 30 Jun $ 436.00
YUL
Montreal
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
YUL
Montreal
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27 May - 10 Jun $ 649.00
YUL
Montreal
WestJet
1 STOPS
CHI
Chicago
CHI
Chicago
WestJet
1 STOPS
YUL
Montreal
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27 May - 10 Jun $ 730.00
YUL
Montreal
WestJet
1 STOPS
CHI
Chicago
CHI
Chicago
WestJet
1 STOPS
YUL
Montreal
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Last minute flights from Montreal to Chicago

24 May - 31 May $ 508.00
YUL
Montreal
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
YUL
Montreal
Pick dates
24 May - 31 May $ 508.00
YUL
Montreal
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
YUL
Montreal
Pick dates
24 May - 31 May $ 582.00
YUL
Montreal
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
YUL
Montreal
Pick dates

One-way flights to Chicago from Montreal

12:30 PM - 12:30 PM
Porter Airlines
0 Stops
2h 46m
YUL - CHI
$ 262
Kiwi
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12:30 PM - 12:30 PM
Porter Airlines
0 Stops
2h 46m
YUL - CHI
$ 262
Kiwi
Pick dates
9:45 AM - 9:45 AM
United Airlines
0 Stops
2h 35m
YUL - CHI
$ 314
Kiwi
Pick dates

How to find the cheapest flight from Montreal (YUL) to Chicago (CHI)

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