Cheap flights from Chicago to Lake Windermere Area

View AU$147 flight on Mon, 17 Nov. 2025Opens in a new window

Popular airlines from Chicago to Lake Windermere Area

  • 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 Chicago (CHI) to Lake Windermere Area (YYC)

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.

United
Fri, 31 Oct. - Sun, 2 Nov.
ORD
Chicago
YYC
Calgary
AU$345 Return, found 9 hours ago
AU$345
Return
found 9 hours ago
Select United flight, departing Fri, 31 Oct. from Chicago to Calgary, returning Sun, 2 Nov., priced at AU$345 found 9 hours ago
United
Sun, 7 Sep. - Tue, 16 Sep.
ORD
Chicago
YYC
Calgary
AU$352 Return, found 3 days ago
AU$352
Return
found 3 days ago
Select United flight, departing Sun, 7 Sep. from Chicago to Calgary, returning Tue, 16 Sep., priced at AU$352 found 3 days ago
WestJet
Fri, 31 Oct. - Sun, 2 Nov.
ORD
Chicago
YYC
Calgary
AU$367 Return, found 9 hours ago
AU$367
Return
found 9 hours ago
Select WestJet flight, departing Fri, 31 Oct. from Chicago to Calgary, returning Sun, 2 Nov., priced at AU$367 found 9 hours ago
Delta
Sun, 31 Aug. - Sun, 7 Sep.
ORD
Chicago
YYC
Calgary
AU$379 Return, found 6 days ago
AU$379
Return
found 6 days ago
Select Delta flight, departing Sun, 31 Aug. from Chicago to Calgary, returning Sun, 7 Sep., priced at AU$379 found 6 days ago
Air Canada
Sun, 7 Sep. - Tue, 16 Sep.
ORD
Chicago
YYC
Calgary
AU$406 Return, found 3 days ago
AU$406
Return
found 3 days ago
Select Air Canada flight, departing Sun, 7 Sep. from Chicago to Calgary, returning Tue, 16 Sep., priced at AU$406 found 3 days ago
American Airlines
Sun, 7 Sep. - Tue, 16 Sep.
ORD
Chicago
YYC
Calgary
AU$445 Return, found 3 days ago
AU$445
Return
found 3 days ago
Select American Airlines flight, departing Sun, 7 Sep. from Chicago to Calgary, returning Tue, 16 Sep., priced at AU$445 found 3 days ago

Find the cheapest month to fly from Chicago (CHI) to Calgary (YYC)

April is typically the cheapest month to fly

From AU$248 - AU$815 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.