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 August , September 2026

29 Aug - 30 Sep $ 447.00
CHI
Chicago
Air Canada
DIRECT
YUL
Montreal
YUL
Montreal
Air Canada
DIRECT
CHI
Chicago
Pick dates
25 Aug - 09 Sep $ 460.00
CHI
Chicago
Air Canada
1 STOPS
YUL
Montreal
YUL
Montreal
Air Canada
DIRECT
CHI
Chicago
Pick dates
25 Aug - 06 Sep $ 484.00
CHI
Chicago
Air Canada
DIRECT
YUL
Montreal
YUL
Montreal
Air Canada
DIRECT
CHI
Chicago
Pick dates

Last minute flights from Chicago to Montreal

25 Aug - 31 Aug $ 532.00
CHI
Chicago
Air Canada
DIRECT
YUL
Montreal
YUL
Montreal
Air Canada
1 STOPS
CHI
Chicago
Pick dates
25 Aug - 31 Aug $ 542.00
CHI
Chicago
Air Canada
DIRECT
YUL
Montreal
YUL
Montreal
Air Canada
DIRECT
CHI
Chicago
Pick dates
26 Aug - 31 Aug $ 662.00
CHI
Chicago
Air Canada
DIRECT
YUL
Montreal
YUL
Montreal
Air Canada
DIRECT
CHI
Chicago
Pick dates

One-way flights to Montreal from Chicago

7:11 AM - 7:11 AM
United Airlines
0 Stops
2h 29m
CHI - YUL
$ 261
Kiwi
Pick dates
7:25 AM - 12:30 PM
Air Canada
1 Stops
5h 22m
CHI - YUL
$ 270
Kiwi
Pick dates
11:05 AM - 11:05 AM
Air Canada
0 Stops
2h 18m
CHI - YUL
$ 273
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.