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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 April , May 2026

29 Apr - 05 May $ 262.00
YUL
Montreal
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
YUL
Montreal
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16 Apr - 04 May $ 607.00
YUL
Montreal
WestJet
1 STOPS
CHI
Chicago
CHI
Chicago
WestJet
1 STOPS
YUL
Montreal
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16 Apr - 03 May $ 611.00
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

28 Apr - 30 Apr $ 364.00
YUL
Montreal
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
YUL
Montreal
Pick dates
16 Apr - 30 Apr $ 611.00
YUL
Montreal
WestJet
1 STOPS
CHI
Chicago
CHI
Chicago
WestJet
1 STOPS
YUL
Montreal
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16 Apr - 30 Apr $ 629.00
YUL
Montreal
Porter Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Porter Airlines
1 STOPS
YUL
Montreal
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One-way flights to Chicago from Montreal

6:10 AM - 6:10 AM
United Airlines
0 Stops
2h 50m
YUL - CHI
$ 158
Kiwi
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12:30 PM - 12:30 PM
Porter Airlines
0 Stops
2h 40m
YUL - CHI
$ 249
Kiwi
Pick dates
6:30 PM - 6:30 PM
United Airlines
0 Stops
2h 35m
YUL - CHI
$ 313
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.