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Cheap Flights from Chicago to Key West - CHI to EYW (reverse)

Popular Flights from Chicago to Key West

  • Airfare from Chicago to Key West on US Airways from $409 round trip
  • Airfare from Chicago to Key West on American from $412 round trip
  • Airfare from Chicago to Key West on Delta from $412 round trip
  • Airfare from Chicago to Key West on AirTran from $412 round trip
  • Airfare from Chicago to Key West on United from $412 round trip

Did You Know?

  • 221 flights per week fly out of Chicago, IL connecting to Key West, FL
  • American has the most one stop flights between Chicago, IL and Key West, FL.
  • 63,459 seats are available per day to fly out of Chicago, IL connecting to Key West, FL
  • American has 10 one stop flights between Chicago, IL and Key West, FL.
  • The largest aircraft operated by Air Berlin flying between Chicago, IL and Key West, FL is a 767 with 225 seats.
  • The shortest flight between Chicago, IL and Key West, FL on United is 1,347 miles.
  • The smallest aircraft operated by Air Berlin flying between Chicago, IL and Key West, FL is a 767 with 225 seats.
  • 4 airlines operate between Chicago, IL and Key West, FL

Advance Purchase Prices from Chicago to Key West

  • Carrier
    0 Days
    1 Day
    3 Days
    7 Days
    10 Days
    14 Days
    21 Days
  • AirTran
    $1007
    $1007
    $1007
    $533
    $533
    $419
    $419
  • American
    $995
    $995
    $995
    $525
    $525
    $411
    $411
  • Continental
    $1061
    $1061
    $1061
    $553
    $553
    $725
    $477
  • Delta
    $995
    $995
    $995
    $525
    $525
    $411
    $411
  • US Airways
    $992
    $992
    $992
    $522
    $522
    $408
    $466
  • United
    $1053
    $1053
    $1053
    $545
    $545
    $717
    $469

Cheap Domestic Flights from Chicago - CHI

Flights
Airline
Lowest Price
American, Spirit, AirTran, Delta, Alaska, United, US Airways
$190
United, AirTran, JetBlue, Spirit, US Airways, American, Alaska
$108
US Airways, Spirit, American, Frontier, Delta, United, Alaska
$108
Alaska, AirTran, Frontier, Spirit, Delta, United, US Airways, American
$108
Sun Ctry, Spirit, Frontier, Virgin America, AirTran, American, US Airways, Delta, United, Alaska
$238
US Airways, American, United, Sun Ctry, Spirit, Alaska, Delta
$72
Alaska, United, Delta, US Airways, AirTran, JetBlue, American
$194
AirTran, Virgin America, Frontier, Spirit, Sun Ctry, American, US Airways, Delta, United, Alaska
$228
US Airways, Frontier, Delta, United, American, AirTran, Alaska, Spirit
$107
Delta, AirTran, Virgin America, Frontier, Sun Ctry, US Airways, Alaska, American, United
$264
Delta, American, US Airways, United, Alaska
$118
Delta, Alaska, United, US Airways, American, Sun Ctry, AirTran, Frontier
$260
Delta, United, Alaska, JetBlue, US Airways, AirTran, American
$250
Alaska, AirTran, JetBlue, United, Delta, American, US Airways
$293
JetBlue, United, AirTran, Alaska, Delta, Spirit, American, US Airways
$138
American, Delta, Alaska, JetBlue, United, US Airways
$214
Spirit, American, AirTran, JetBlue, Alaska, US Airways, Delta, United
$178
Alaska, United, US Airways, AirTran, Delta, Sun Ctry, American, Frontier, Virgin America
$264
AirTran, JetBlue, Delta, American, United, Alaska, US Airways
$218
United, Pacific Wings, Alaska, American, US Airways, Delta
$168
American, US Airways, Delta, United, Alaska
$220
Delta, Alaska, US Airways, American, Sun Ctry, Spirit, Frontier, Virgin America, AirTran, United
$250
Delta, United, Alaska, AirTran, American, Spirit, US Airways, JetBlue
$168
American, US Airways, Alaska, Delta, United
$184
United, US Airways, Alaska, Delta, American, Spirit, AirTran, JetBlue
$176
American, Frontier, United, Delta, US Airways, AirTran
$208
Alaska, United, Delta, American, US Airways
$168
US Airways, Delta, Alaska, American, United
$197
Alaska, United, Delta, US Airways, American, Spirit, Frontier, Virgin America, AirTran
$250
American, Alaska, AirTran, US Airways, United, Delta
$184
Delta, Alaska, US Airways, American, United
$168
Delta, United, AirTran, Alaska, JetBlue, American, US Airways
$172
American, Delta, United, Alaska, US Airways
$206
AirTran, Alaska, United, Delta, American, Frontier, US Airways
$264
American, US Airways, Alaska, AirTran, Frontier, United, Delta
$264
Publiccharters.Com, American, US Airways, Delta, Alaska, United
$182
US Airways, United, Alaska, Delta, American
$196
United, Delta, Alaska, American, US Airways
$114
US Airways, AirTran, American, Delta, United, Alaska
$320
Delta, Alaska, American, US Airways, AirTran, Spirit
$337
American, US Airways, United, Alaska
$164
Spirit, Delta, Alaska, United, US Airways, American, AirTran
$210
AirTran, US Airways, Delta, United, Alaska, American
$266
United, Delta, Alaska, US Airways, American, AirTran
$394
AirTran, Alaska, United, Delta, US Airways, American
$180
American, US Airways, United, Delta, Alaska, AirTran
$184
Virgin America, AirTran, American, Delta, United, Alaska, US Airways
$338
American, United, US Airways, JetBlue, Delta, AirTran, Spirit
$236
Alaska, United, American, Delta, US Airways, Hawaiian
$706
Frontier, American, US Airways, Delta, United
$208
Alaska, United, US Airways, American, Frontier, AirTran, Delta
$208
AirTran, US Airways, Delta, United
$218
American, United, Delta, US Airways, AirTran
$330
Cheap Flights from Chicago to Key West, from $409 Round trip from CHI to EYW