American Airlines Cheap Flights from Chicago to Key West

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 15% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

${flightsLowestPriceOW} Cheap American Airlines flights ${flightsOriginNameOW} (${flightsOriginCodeOW}) to ${flightsDestinationNameOW} (${flightsDestinationCodeOW})

Prices were available within the past 7 days and start at ${flightsLowestPriceOW} for one-way flights and €384 for return, for the period specified. Prices and availability are subject to change. Additional terms apply.
American Airlines
Thu, 3 Jul - Mon, 7 Jul
ORD
Chicago
EYW
Key West
€384
Return
Found 6 days ago
Select American Airlines flight, departing Thu, 3 Jul from Chicago to Key West, returning Mon, 7 Jul, priced at €384 Found 6 days ago
American Airlines
Thu, 3 Jul - Mon, 7 Jul
ORD
Chicago
EYW
Key West
€412
Return
Found 6 days ago
Select American Airlines flight, departing Thu, 3 Jul from Chicago to Key West, returning Mon, 7 Jul, priced at €412 Found 6 days ago
American Airlines
Thu, 3 Jul - Mon, 7 Jul
ORD
Chicago
EYW
Key West
€413
Return
Found 6 days ago
Select American Airlines flight, departing Thu, 3 Jul from Chicago to Key West, returning Mon, 7 Jul, priced at €413 Found 6 days ago
American Airlines
Thu, 3 Jul - Mon, 7 Jul
ORD
Chicago
EYW
Key West
€415
Return
Found 6 days ago
Select American Airlines flight, departing Thu, 3 Jul from Chicago to Key West, returning Mon, 7 Jul, priced at €415 Found 6 days ago
Chicago to Key West route information
Origin airport
O'Hare Intl.
Destination airport
Key West Intl.
Distance
2006 km
Average flight time
3 hours 14 mins
*Available to Expedia members.