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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
$149
United, Delta, US Airways, American, Spirit, JetBlue, AirTran, Alaska
$122
American, JetBlue, AirTran, Alaska, Spirit, United, US Airways
$120
AirTran, Spirit, United, Delta, US Airways, American, JetBlue, Alaska
$120
JetBlue, AirTran, US Airways, Spirit, American, Delta, United
$203
JetBlue, AirTran, American, Alaska, United, Delta, US Airways, Spirit
$122
Delta, Spirit, US Airways, United, Alaska, American, AirTran
$120
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
$184
American, Delta, United, Frontier, Alaska, Spirit, US Airways
$82
Alaska, United, Delta, American, US Airways, JetBlue, AirTran
$184
Delta, United, Alaska, US Airways, AirTran, Frontier, Spirit, American
$80
US Airways, United, American, JetBlue, AirTran, Alaska, Delta
$80

Cheap Domestic Flights to Key West - EYW

Flights
Airline
Lowest Price
AirTran, American, Delta, United, US Airways
$465
AirTran, American, US Airways, Delta, United
$469
American, AirTran, United, Delta, US Airways
$492
American, US Airways, Delta, United
$524
United, Delta, US Airways, American
$505
American, US Airways, Delta, United
$334
US Airways, United, Delta, American
$474
United, American, US Airways, Delta
$322
United, Delta, US Airways
$509
US Airways, Delta, United
$505
Delta, American
$505
American, Delta
$334
American
$334
American
$334

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 $458 Round trip from CHI to EYW