Cheap flights from Montreal to Northwest Chicago

View AU$182 flight on Thu, 25 Sep. 2025Opens in a new window

Popular airlines from Montreal to Northwest Chicago

  • Delta

    Delta

  • American Airlines

    American Airlines

  • WestJet

    WestJet

  • Porter Airlines

    Porter Airlines

  • Air Canada

    Air Canada

  • United

    United

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Cheap Flights from Montreal (YMQ) to Northwest Chicago (CHI)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, 6 Nov. - Wed, 12 Nov.
YUL
Montreal
ORD
Chicago
AU$291 Return, found 2 days ago
AU$291
Return
found 2 days ago
Select Air Canada flight, departing Thu, 6 Nov. from Montreal to Chicago, returning Wed, 12 Nov., priced at AU$291 found 2 days ago
Air Canada
Thu, 4 Sep. - Sun, 7 Sep.
YUL
Montreal
ORD
Chicago
AU$315 Return, found 2 days ago
AU$315
Return
found 2 days ago
Select Air Canada flight, departing Thu, 4 Sep. from Montreal to Chicago, returning Sun, 7 Sep., priced at AU$315 found 2 days ago
Delta
Thu, 4 Sep. - Sun, 7 Sep.
YUL
Montreal
ORD
Chicago
AU$348 Return, found 2 days ago
AU$348
Return
found 2 days ago
Select Delta flight, departing Thu, 4 Sep. from Montreal to Chicago, returning Sun, 7 Sep., priced at AU$348 found 2 days ago
United
Thu, 4 Sep. - Sun, 7 Sep.
YUL
Montreal
ORD
Chicago
AU$377 Return, found 2 days ago
AU$377
Return
found 2 days ago
Select United flight, departing Thu, 4 Sep. from Montreal to Chicago, returning Sun, 7 Sep., priced at AU$377 found 2 days ago
American Airlines
Thu, 6 Nov. - Wed, 12 Nov.
YUL
Montreal
ORD
Chicago
AU$401 Return, found 2 days ago
AU$401
Return
found 2 days ago
Select American Airlines flight, departing Thu, 6 Nov. from Montreal to Chicago, returning Wed, 12 Nov., priced at AU$401 found 2 days ago
Porter Airlines
Tue, 19 Aug. - Thu, 21 Aug.
YUL
Montreal
MDW
Chicago
AU$445 Return, found 1 day ago
AU$445
Return
found 1 day ago
Select Porter Airlines flight, departing Tue, 19 Aug. from Montreal to Chicago, returning Thu, 21 Aug., priced at AU$445 found 1 day ago

Find the cheapest month to fly from Montreal (YMQ) to Chicago (ORD)

October is typically the cheapest month to fly

From AU$268 - AU$715 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.