Cheapest return flights from Calgary to Chicago in June from $193

AirHint found the following cheapest return flights from Calgary (YYC) to Chicago (ORD) in June 2026 (see full year).

Return flights

08 Jun - 12 Jun WestJet direct
17 Jun - 22 Jun WestJet direct
09 Jun - 16 Jun WestJet direct
17 Jun - 21 Jun WestJet direct
16 Jun - 21 Jun WestJet direct
18 Jun - 23 Jun Delta
18 Jun - 23 Jun WestJet direct
03 Jun - 11 Jun Delta
28 Jun - 29 Jun WestJet direct
03 Jun - 11 Jun United direct

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

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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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