CA $157 Cheap Air Canada fights from Toronto (YTO) to Chicago (CHI)

View CA $157 flight on Mon, Nov. 3, 2025Opens in a new window

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Air Canada flights from Toronto to Chicago (YTO→CHI)

Prices were available within the past 7 days and start at CA $157 for one-way flights and CA $245 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Nov. 3 - Sat, Nov. 8
YYZ
Toronto
ORD
Chicago
CA $245 Roundtrip, just found
CA $245
Roundtrip
just found
Select Air Canada flight, departing Mon, Nov. 3 from Toronto to Chicago, returning Sat, Nov. 8, priced at CA $245 just found
Air Canada
Mon, Nov. 17 - Thu, Nov. 20
YHM
Hamilton
ORD
Chicago
CA $245 Roundtrip, found 1 hour ago
CA $245
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Mon, Nov. 17 from Hamilton to Chicago, returning Thu, Nov. 20, priced at CA $245 found 1 hour ago
Air Canada
Mon, Nov. 17 - Thu, Nov. 20
YKF
Kitchener
ORD
Chicago
CA $245 Roundtrip, found 1 hour ago
CA $245
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Mon, Nov. 17 from Kitchener to Chicago, returning Thu, Nov. 20, priced at CA $245 found 1 hour ago
Air Canada
Fri, Nov. 28 - Sun, Nov. 30
YKF
Kitchener
ORD
Chicago
CA $245 Roundtrip, found 15 hours ago
CA $245
Roundtrip
found 15 hours ago
Select Air Canada flight, departing Fri, Nov. 28 from Kitchener to Chicago, returning Sun, Nov. 30, priced at CA $245 found 15 hours ago
Air Canada
Mon, Nov. 3 - Sat, Nov. 8
YYZ
Toronto
ORD
Chicago
CA $258 Roundtrip, just found
CA $258
Roundtrip
just found
Select Air Canada flight, departing Mon, Nov. 3 from Toronto to Chicago, returning Sat, Nov. 8, priced at CA $258 just found
Air Canada
Tue, Oct. 28 - Sun, Nov. 2
YKF
Kitchener
ORD
Chicago
CA $261 Roundtrip, found 1 hour ago
CA $261
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Tue, Oct. 28 from Kitchener to Chicago, returning Sun, Nov. 2, priced at CA $261 found 1 hour ago
Flight from Hamilton to Chicago (YHM - ORD) route information
Origin airport
John C. Munro Hamilton Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Air Transat, American Airlines, Delta, Porter Airlines, United, WestJet
Popular airline
WestJet
Distance
662 km
*Available to Expedia members.