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Cheap Flights from Chicago to Key West (CHI-EYW)
Prices were available within the past 7 days and start at $147 for one-way flights and $229 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Nov 30 - Wed, Dec 4
ORD
Chicago
EYW
Key West
$229 Roundtrip, found 9 hours ago
$229
Roundtrip
found 9 hours ago
Tue, Jan 14 - Tue, Jan 21
ORD
Chicago
EYW
Key West
$239 Roundtrip, found 1 day ago
$239
Roundtrip
found 1 day ago
Tue, Sep 24 - Tue, Oct 1
MDW
Chicago
EYW
Key West
$248 Roundtrip, found 14 hours ago
$248
Roundtrip
found 14 hours ago
Tue, Dec 17 - Tue, Dec 24
ORD
Chicago
EYW
Key West
$248 Roundtrip, just found
$248
Roundtrip
just found
Tue, Jan 14 - Wed, Jan 22
ORD
Chicago
EYW
Key West
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Tue, Nov 19 - Sat, Nov 23
ORD
Chicago
EYW
Key West
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Nearby Cities
- Chicago to Key West
- Newark to Key West
- Raleigh to Key West
- Washington to Key West
- Tampa to Key West
- Boston to Key West
- New York to Key West
- Charlotte to Key West
- Houston to Key West
- Baltimore to Key West
- Orlando to Key West
- Atlanta to Key West
- Pittsburgh to Key West
- Cleveland to Key West
- Indianapolis to Key West
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