Cheap flights from Calgary to South Suburbs from CA $157

Cheap flights from Calgary (YYC) to South Suburbs (CHI)

Prices were available within the past 7 days and start at CA $157 for one-way flights and CA $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Oct. 16 - Thu, Oct. 23

YYC

Calgary

ORD

Chicago

CA $249 Roundtrip, found 10 hours ago

CA $249

Roundtrip

found 10 hours ago

Select WestJet flight, departing Thu, Oct. 16 from Calgary to Chicago, returning Thu, Oct. 23, priced at CA $249 found 10 hours ago

Wed, Sep. 10 - Mon, Sep. 15

YYC

Calgary

ORD

Chicago

CA $259 Roundtrip, found 2 hours ago

CA $259

Roundtrip

found 2 hours ago

Select WestJet flight, departing Wed, Sep. 10 from Calgary to Chicago, returning Mon, Sep. 15, priced at CA $259 found 2 hours ago

Wed, Oct. 1 - Mon, Oct. 6

YYC

Calgary

ORD

Chicago

CA $270 Roundtrip, found 5 hours ago

CA $270

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Wed, Oct. 1 from Calgary to Chicago, returning Mon, Oct. 6, priced at CA $270 found 5 hours ago

Mon, Oct. 20 - Sat, Oct. 25

YYC

Calgary

ORD

Chicago

CA $270 Roundtrip, found 9 hours ago

CA $270

Roundtrip

found 9 hours ago

Select Air Canada flight, departing Mon, Oct. 20 from Calgary to Chicago, returning Sat, Oct. 25, priced at CA $270 found 9 hours ago

Tue, Nov. 25 - Sat, Nov. 29

YYC

Calgary

ORD

Chicago

CA $274 Roundtrip, found 3 hours ago

CA $274

Roundtrip

found 3 hours ago

Select United flight, departing Tue, Nov. 25 from Calgary to Chicago, returning Sat, Nov. 29, priced at CA $274 found 3 hours ago

Wed, Sep. 10 - Mon, Sep. 15

YYC

Calgary

MDW

Chicago

CA $307 Roundtrip, found 2 hours ago

CA $307

Roundtrip

found 2 hours ago

Select Delta flight, departing Wed, Sep. 10 from Calgary to Chicago, returning Mon, Sep. 15, priced at CA $307 found 2 hours ago