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Flights from Montreal (YMQ-All Airports) to Chicago, IL (CHI-All Airports)
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United States of America
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Popular airlines from Montreal to Chicago

Porter Airlines
WestJet
Delta
American Airlines
Air Canada
Air Transat
United

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Cheap Flights from Montreal to Chicago (YMQ-CHI)

Prices were available within the past 7 days and start at CA $253 for one-way flights and CA $414 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Sat, Nov 7 - Sat, Nov 7

YUL

Montreal

MDW

Chicago

CA $414

Roundtrip

Found 13 hours ago

Select Delta flight, departing Sat, Nov 7 from Montreal to Chicago, returning Sat, Nov 7, priced at CA $414 Found 13 hours ago

Wed, Nov 4 - Wed, Nov 4

YUL

Montreal

ORD

Chicago

CA $415

Roundtrip

Found 2 hours ago

Select Delta flight, departing Wed, Nov 4 from Montreal to Chicago, returning Wed, Nov 4, priced at CA $415 Found 2 hours ago

Wed, Dec 2 - Fri, Dec 4

YUL

Montreal

ORD

Chicago

CA $422

Roundtrip

Found 6 hours ago

Select Delta flight, departing Wed, Dec 2 from Montreal to Chicago, returning Fri, Dec 4, priced at CA $422 Found 6 hours ago

Fri, Nov 20 - Fri, Nov 20

YUL

Montreal

MDW

Chicago

CA $445

Roundtrip

Found 13 hours ago

Select Delta flight, departing Fri, Nov 20 from Montreal to Chicago, returning Fri, Nov 20, priced at CA $445 Found 13 hours ago

Wed, Dec 2 - Mon, Dec 7

YUL

Montreal

ORD

Chicago

CA $453

Roundtrip

Found 13 hours ago

Select Delta flight, departing Wed, Dec 2 from Montreal to Chicago, returning Mon, Dec 7, priced at CA $453 Found 13 hours ago

Wed, Dec 2 - Fri, Dec 4

YUL

Montreal

ORD

Chicago

CA $457

Roundtrip

Found 6 hours ago

Select Delta flight, departing Wed, Dec 2 from Montreal to Chicago, returning Fri, Dec 4, priced at CA $457 Found 6 hours ago

Wed, Nov 4 - Wed, Nov 11

YUL

Montreal

ORD

Chicago

CA $475

Roundtrip

Found 11 hours ago

Select American Airlines flight, departing Wed, Nov 4 from Montreal to Chicago, returning Wed, Nov 11, priced at CA $475 Found 11 hours ago

Wed, Nov 11 - Sat, Nov 14

YUL

Montreal

ORD

Chicago

CA $476

Roundtrip

Found 1 hour ago

Select United flight, departing Wed, Nov 11 from Montreal to Chicago, returning Sat, Nov 14, priced at CA $476 Found 1 hour ago

Fri, Dec 4 - Sun, Dec 6

YUL

Montreal

ORD

Chicago

CA $481

Roundtrip

Found 1 day ago

Select Air Canada flight, departing Fri, Dec 4 from Montreal to Chicago, returning Sun, Dec 6, priced at CA $481 Found 1 day ago

Tue, Dec 8 - Thu, Dec 17

YUL

Montreal

ORD

Chicago

CA $550

Roundtrip

Found 14 hours ago

Select Porter Airlines flight, departing Tue, Dec 8 from Montreal to Chicago, returning Thu, Dec 17, priced at CA $550 Found 14 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city centre is 23 minutes. Flights from CA $516

ORD

O'Hare Intl.

23 min

Flights from CA $516

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city centre is 16 minutes. Flights from CA $457

MDW

Midway Intl.

CheapestClosest

16 min

Flights from CA $457

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

October is typically the cheapest month to fly

From CA $408 - CA $583 per traveller.

Travel information

Origin airport	Montreal, QC
Destination airport	Chicago Midway Airport
Distance	1,181 km away
Roundtrip price	CA $414

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CA $253 Cheap Flights from Montreal (YMQ) to Chicago (CHI)

Popular airlines from Montreal to Chicago

Be in the know

Book smarter

Earn twice

Cheap Flights from Montreal to Chicago (YMQ-CHI)

Alternative airports near Chicago

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

October is typically the cheapest month to flyOctober is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

October is typically the cheapest month to fly