Cheap flights from Calgary to Chicago
Find cheap Chicago to Calgary flights with our free search service. Compare all available fares for direct or connection flights from Chicago to Calgary.
Calgary to Chicago flight schedules
| Flight | Departure Date | Arrival Date | Price | Duration | Number of stops | Updated |
|---|---|---|---|---|---|---|
| Calgary (YYC) - Chicago (CHI) | 2026-11-20 | 2026-11-23 | 316 USD | 12 hours 33 minutes | Connection | 2026-09-27T22:00:27 |
| Calgary (YYC) - Chicago (CHI) | 2026-11-04 | 2026-11-13 | 354 USD | 11 hours 58 minutes | Connection | 2026-09-29T05:30:26 |
| Calgary (YYC) - Chicago (CHI) | 2026-11-20 | 2026-11-22 | 389 USD | 18 hours 49 minutes | Connection | 2026-09-27T21:59:54 |
| Calgary (YYC) - Chicago (CHI) | 2026-10-09 | 2026-10-12 | 541 USD | 7 hours 23 minutes | Direct | 2026-09-27T21:45:38 |
Calgary to Chicago flight status
| Flight | Origin | Destination | Departure | Arrival | Equip |
|---|---|---|---|---|---|
| AC5240 | Calgary (YYC) | Chicago (ORD) | 8:30 a.m. | 1:07 p.m. | A319 |
| BA4778 | Calgary (YYC) | Chicago (ORD) | 8:04 p.m. | 10:26 p.m. | None |
| AC4026 | Calgary (YYC) | Chicago (ORD) | 1:28 p.m. | 5:04 p.m. | E7W |
| OO5760 | Calgary (YYC) | Chicago (ORD) | 1:20 p.m. | 4:42 p.m. | E75L |
| AV2181 | Calgary (YYC) | Chicago (ORD) | 8:30 a.m. | 1:07 p.m. | |
| BA1800 | Calgary (YYC) | Chicago (ORD) | 3 p.m. | 6:10 p.m. | M80 |
| UA1168 | Calgary (YYC) | Chicago (ORD) | 2:40 p.m. | 5:08 p.m. | Airbus A319 |
| UA5956 | Calgary (YYC) | Chicago (ORD) | 12:39 p.m. | 4:45 p.m. | E75L |
| AC4028 | Calgary (YYC) | Chicago (ORD) | 6:35 a.m. | 10:08 a.m. | E7W |
| UA2048 | Calgary (YYC) | Chicago (ORD) | 1:45 p.m. | 8:05 p.m. | Airbus A320-100/200 |
| AA4095 | Calgary (YYC) | Chicago (ORD) | 1:55 p.m. | 3:10 p.m. | E75L |
| OO5877 | Calgary (YYC) | Chicago (ORD) | 7:21 a.m. | 9:30 a.m. | |
| AC2458 | Calgary (YYC) | Chicago (ORD) | 9:40 p.m. | 11:10 p.m. | B752 |
| WS1578 | Calgary (YYC) | Chicago (ORD) | 9:15 a.m. | 2:57 p.m. | 73W |
| VA2520 | Calgary (YYC) | Chicago (ORD) | 10 a.m. | 11 a.m. | F50 |
| UA6445 | Calgary (YYC) | Chicago (ORD) | 12:30 p.m. | 4:50 p.m. | CR7 |
| EI6423 | Calgary (YYC) | Chicago (ORD) | 7:30 a.m. | 11:54 a.m. | E7W |
| EI6424 | Calgary (YYC) | Chicago (ORD) | 12:42 p.m. | 5:06 p.m. | 319 |
| WQ2522 | Calgary (YYC) | Chicago (ORD) | 10:30 p.m. | 3:10 a.m. | B738 |
| EI6425 | Calgary (YYC) | Chicago (ORD) | 2:10 p.m. | 6:46 p.m. | A319 |
| S55152 | Calgary (YYC) | Chicago (ORD) | 6 a.m. | 10:30 a.m. | E70 |
| EK4658 | Calgary (YYC) | Chicago (ORD) | 1:40 p.m. | 5:59 p.m. | B738 |
| W28547 | Calgary (YYC) | Chicago (ORD) | 12:32 p.m. | 4:52 p.m. | 320 |
| JC3057 | Calgary (YYC) | Chicago (ORD) | 12:24 p.m. | 1:42 p.m. | 73H |
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