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Cheap Flights from Chicago to Key West - CHI to EYW

Did You Know?

US Airways has 399 connecting flights between Chicago, IL and Key West.
You must make at least one connection to fly from Chicago, IL to Key West.

Cheap Domestic Flights from Chicago - CHI

Flights
Airline
Lowest Price
American, United, Alaska, Delta, US Airways
$142
United, Delta, US Airways, American, Spirit, JetBlue, AirTran, Alaska
$142
American, JetBlue, AirTran, Alaska, Spirit, United, US Airways
$99
AirTran, Spirit, United, Delta, US Airways, American, JetBlue, Alaska
$182
JetBlue, AirTran, US Airways, Spirit, American, Delta, United
$204
JetBlue, AirTran, American, Alaska, United, Delta, US Airways, Spirit
$148
Delta, Spirit, US Airways, United, Alaska, American, AirTran
$101
US Airways, Delta, American, Sun Country, Spirit, Frontier, Virgin America, AirTran, United, Alaska
$140
AirTran, American, US Airways, Delta, United, Alaska, Sun Country, Virgin America, Frontier, Spirit
$163
American, Delta, United, Frontier, Alaska, Spirit, US Airways
$82
Alaska, United, Delta, American, US Airways, JetBlue, AirTran
$180
Delta, United, Alaska, US Airways, AirTran, Frontier, Spirit, American
$79
US Airways, United, American, JetBlue, AirTran, Alaska, Delta
$101

Cheap Domestic Flights to Key West - EYW

Flights
Airline
Lowest Price
AirTran, American, Delta, United, US Airways
$399
AirTran, American, US Airways, Delta, United
$401
American, AirTran, United, Delta, US Airways
$421
American, US Airways, Delta, United
$449
United, Delta, US Airways, American
$433
American, US Airways, Delta, United
$330
US Airways, United, Delta, American
$407
United, American, US Airways, Delta
$318
United, Delta, US Airways
$437
US Airways, Delta, United
$433
Delta, American
$433
American, Delta
$330
American
$330
American
$330

Cheap International Flights from Chicago - CHI

Flights
Airline
Lowest Price
Air Canada, United, Delta, American, US Airways, JetBlue, Frontier, AirTran, AeroMexico, Spirit
$374
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Cheap Flights from Chicago to Key West, from $391 Round trip from CHI to EYW