Earn point on your loyalty program!arrow arc left

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

Know your dates, get live prices in seconds
airplane logo

pin logo

calendar
Departure
calendar backward
Return
airplane logo
1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
Book Flight + Hotel at the same time

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

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

Cheap flights from Chicago to Montreal in May , June 2026

27 May - 01 Jun $ 371.00
CHI
Chicago
Porter Airlines
1 STOPS
YUL
Montreal
YUL
Montreal
Porter Airlines
1 STOPS
CHI
Chicago
Pick dates
31 May - 26 Jun $ 459.00
CHI
Chicago
United Airlines
DIRECT
YUL
Montreal
YUL
Montreal
United Airlines
DIRECT
CHI
Chicago
Pick dates
27 May - 10 Jun $ 778.00
CHI
Chicago
WestJet
1 STOPS
YUL
Montreal
YUL
Montreal
WestJet
1 STOPS
CHI
Chicago
Pick dates

Last minute flights from Chicago to Montreal

27 May - 31 May $ 460.00
CHI
Chicago
Porter Airlines
1 STOPS
YUL
Montreal
YUL
Montreal
Porter Airlines
1 STOPS
CHI
Chicago
Pick dates
24 May - 31 May $ 637.00
CHI
Chicago
United Airlines
1 STOPS
YUL
Montreal
YUL
Montreal
United Airlines
DIRECT
CHI
Chicago
Pick dates
25 May - 31 May $ 749.00
CHI
Chicago
United Airlines
DIRECT
YUL
Montreal
YUL
Montreal
United Airlines
DIRECT
CHI
Chicago
Pick dates

One-way flights to Montreal from Chicago

10:30 AM - 4:00 PM
Porter Airlines
1 Stops
5h 45m
CHI - YUL
$ 192
Kiwi
Pick dates
8:15 AM - 8:15 AM
Porter Airlines
0 Stops
2h 29m
CHI - YUL
$ 266
Kiwi
Pick dates
11:05 AM - 11:05 AM
United Airlines
0 Stops
2h 11m
CHI - YUL
$ 359
Kiwi
Pick dates

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

Related info for your journey
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 Montreal (YUL)
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 Montreal (YUL)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.