United flights from Chicago to Key West from $ 234*
Featured daily fares for flights from Chicago (ORD) to Key West (EYW)
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More United deals on Chicago (ORD) to Key West (EYW) flights
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From | To | Fare Type | Dates | Price |
---|---|---|---|---|
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 04/11/25 - 04/14/25 | from $ 508* Viewed: 1 hour ago |
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 11/10/25 - 11/17/25 | from $ 334* Viewed: 22 hours ago |
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 11/01/25 - 11/08/25 | from $ 371* Viewed: 1 day ago |
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 11/10/25 - 11/17/25 | from $ 414* Viewed: 22 hours ago |
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 04/23/25 - 04/26/25 | from $ 419* Viewed: 16 hours ago |
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 11/01/25 - 11/08/25 | from $ 424* Viewed: 1 day ago |
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 04/23/25 - 04/26/25 | from $ 440* Viewed: 16 hours ago |
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 11/10/25 - 11/17/25 | from $ 506* Viewed: 22 hours ago |
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 11/01/25 - 11/08/25 | from $ 519* Viewed: 1 day ago |
FromChicago (ORD) | ToKey West (EYW) | Roundtrip | Economy | 04/23/25 - 04/26/25 | from $ 535* Viewed: 16 hours ago |
*Prices have been available for round trips within the last 48 hours and may not be currently available. For Economy class, fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.