Cheap flights from Montreal to Northwest Chicago

View AU$181 flight on Fri, 21 Nov. 2025Opens in a new window

Popular airlines from Montreal to Northwest Chicago

  • Jetstar

    Jetstar

  • Qantas Airways

    Qantas Airways

  • Virgin Australia

    Virgin Australia

  • Scoot

    Scoot

  • American Airlines

    American Airlines

  • Emirates

    Emirates

  • 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
Fri, 21 Nov. - Fri, 28 Nov.
YUL
Montreal
ORD
Chicago
AU$279 Return, found 15 hours ago
AU$279
Return
found 15 hours ago
Select Air Canada flight, departing Fri, 21 Nov. from Montreal to Chicago, returning Fri, 28 Nov., priced at AU$279 found 15 hours ago
Air Canada
Fri, 21 Nov. - Fri, 28 Nov.
YUL
Montreal
ORD
Chicago
AU$290 Return, found 15 hours ago
AU$290
Return
found 15 hours ago
Select Air Canada flight, departing Fri, 21 Nov. from Montreal to Chicago, returning Fri, 28 Nov., priced at AU$290 found 15 hours ago
Delta
Thu, 4 Sep. - Sun, 7 Sep.
YUL
Montreal
ORD
Chicago
AU$323 Return, found 22 hours ago
AU$323
Return
found 22 hours ago
Select Delta flight, departing Thu, 4 Sep. from Montreal to Chicago, returning Sun, 7 Sep., priced at AU$323 found 22 hours ago
United
Thu, 4 Sep. - Sun, 7 Sep.
YUL
Montreal
ORD
Chicago
AU$367 Return, found 22 hours ago
AU$367
Return
found 22 hours ago
Select United flight, departing Thu, 4 Sep. from Montreal to Chicago, returning Sun, 7 Sep., priced at AU$367 found 22 hours ago
American Airlines
Thu, 4 Sep. - Sun, 7 Sep.
YUL
Montreal
ORD
Chicago
AU$407 Return, found 22 hours ago
AU$407
Return
found 22 hours ago
Select American Airlines flight, departing Thu, 4 Sep. from Montreal to Chicago, returning Sun, 7 Sep., priced at AU$407 found 22 hours ago
Porter Airlines
Tue, 19 Aug. - Thu, 21 Aug.
YUL
Montreal
MDW
Chicago
AU$445 Return, found 2 days ago
AU$445
Return
found 2 days ago
Select Porter Airlines flight, departing Tue, 19 Aug. from Montreal to Chicago, returning Thu, 21 Aug., priced at AU$445 found 2 days 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.