AirHint found the following cheapest one-way flights from Calgary (YYC) to Chicago (ORD) in June 2026 (see full year).
One-Way flights
| 27 Jun | Air Canada | ||
| 18 Jun | Air Canada | ||
| 18 Jun | WestJet | direct | |
| 28 Jun | Delta | ||
| 28 Jun | WestJet | direct | |
| 27 Jun | WestJet | direct |
Also check the deals for return flights from Calgary to Chicago in June.
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