AirHint found the following cheapest return flights from Calgary (YYC) to Chicago (ORD) in July 2025 (see full year).

Return flights

24 Jul - 28 Jul	Air Canada
17 Jul - 19 Jul	WestJet
18 Jul - 21 Jul	WestJet
24 Jul - 29 Jul	American Airlines
31 Jul - 14 Aug	WestJet
17 Jul - 20 Jul	Delta
24 Jul - 28 Jul	American Airlines	direct
18 Jul - 20 Jul	WestJet	direct
29 Jul - 04 Aug	WestJet
12 Jul - 17 Jul	WestJet
31 Jul - 16 Aug	WestJet
14 Jul - 16 Jul	Delta
23 Jul - 27 Jul	WestJet
24 Jul - 14 Aug	United	direct
31 Jul - 14 Aug	United	direct
29 Jul - 04 Aug	Air Canada	direct

Also check the deals for one-way flights from Calgary to Chicago in July.

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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Cheapest return flights from Calgary to Chicago in July from 178€

Return flights