Cheapest return flights from Chicago to Calgary in May from 168€

Best time to book flights for Chicago (ORD) to Calgary (YYC) flights at AirHint

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

Return flights

22 May - 28 May WestJet direct
22 May - 26 May WestJet direct
13 May - 22 May WestJet direct
13 May - 23 May WestJet direct
13 May - 26 May WestJet direct
26 May - 28 May WestJet direct
14 May - 21 May WestJet direct
14 May - 26 May WestJet direct
14 May - 22 May WestJet direct
26 May - 02 Jun WestJet direct
26 May - 14 Jun WestJet direct
26 May - 16 Jun WestJet direct
07 May - 28 May Spirit Airlines
22 May - 03 Jun WestJet direct
29 May - 15 Jun WestJet direct
25 May - 08 Jun WestJet direct
25 May - 10 Jun WestJet direct
26 May - 03 Jun WestJet direct
14 May - 03 Jun WestJet direct
27 May - 03 Jun WestJet direct

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

Skyscanner

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.

Book a cheap hotel in Calgary

Cheap car rent in Calgary