Flights to Historic Route 66 from Montreal - ￥16,656

View ￥16,656 flight on Thu, Oct 2, 2025Opens in a new window

Popular airlines from Montreal to Historic Route 66

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  • Jetstar Japan

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    Solaseed Air

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Cheap Flights from Montreal to Historic Route 66 (YMQ-CHI)

Prices were available within the past 7 days and start at ￥16,656 for one-way flights and ￥26,358 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Oct 16 - Wed, Oct 22
YUL
Montreal
ORD
Chicago
￥26,358 Roundtrip, found 5 days ago
￥26,358
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Oct 16 from Montreal to Chicago, returning Wed, Oct 22, priced at ￥26,358 found 5 days ago
Air Canada
Thu, Oct 16 - Wed, Oct 22
YUL
Montreal
ORD
Chicago
￥26,570 Roundtrip, found 5 days ago
￥26,570
Roundtrip
found 5 days ago
Select Air Canada flight, departing Thu, Oct 16 from Montreal to Chicago, returning Wed, Oct 22, priced at ￥26,570 found 5 days ago
Porter Airlines
Thu, Jul 24 - Mon, Jul 28
YUL
Montreal
MDW
Chicago
￥30,490 Roundtrip, found 6 days ago
￥30,490
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Thu, Jul 24 from Montreal to Chicago, returning Mon, Jul 28, priced at ￥30,490 found 6 days ago
American Airlines
Thu, Aug 14 - Sun, Aug 17
YUL
Montreal
ORD
Chicago
￥31,217 Roundtrip, found 5 days ago
￥31,217
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Aug 14 from Montreal to Chicago, returning Sun, Aug 17, priced at ￥31,217 found 5 days ago
Delta
Thu, Oct 16 - Wed, Oct 22
YUL
Montreal
ORD
Chicago
￥34,490 Roundtrip, found 5 days ago
￥34,490
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Oct 16 from Montreal to Chicago, returning Wed, Oct 22, priced at ￥34,490 found 5 days ago
United
Thu, Aug 14 - Sun, Aug 17
YUL
Montreal
ORD
Chicago
￥41,760 Roundtrip, found 5 days ago
￥41,760
Roundtrip
found 5 days ago
Select United flight, departing Thu, Aug 14 from Montreal to Chicago, returning Sun, Aug 17, priced at ￥41,760 found 5 days ago

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

November is typically the cheapest month to fly

From ￥25,795 - ￥71,326 per traveler.

Graph displaying average flight prices per month

*Available to Expedia members.