Flights from Chicago to Key West starting at $145

Cheap flights for the route Chicago – Key West (CHI – EYW)

Jetradar will find you the cheapest airfare for Chicago – Key West by comparing the costs of flights to Key West using 45 agencies, five booking systems, and 728 airlines. Where exactly you buy tickets for Chicago – Key West is up to you.

Please keep in mind that, depending on the number of days remaining until your departure, the price of a ticket for Chicago – Key West could change by more than 3%.

Jetradar suggests purchasing tickets for Chicago – Key West in advance so you can choose your flight conditions and focus on your preferences and financial capabilities.

Airfare for Chicago – Key West by month *

May 201701.05.2017check01.05 - 08.05.2017check
June 201713.06.2017$14528.06 - 03.07.2017$315
July 201701.07.2017check01.07 - 08.07.2017check
August 201701.08.2017check01.08 - 08.08.2017check
September 201701.09.2017check01.09 - 08.09.2017check
October 201701.10.2017check01.10 - 08.10.2017check
November 201701.11.2017check01.11 - 08.11.2017check
December 201701.12.2017check23.12 - 30.12.2017$704
January 201801.01.2018check01.01 - 08.01.2018check
February 201801.02.2018check01.02 - 08.02.2018check
March 201801.03.2018check01.03 - 08.03.2018check
April 201801.04.2018check01.04 - 08.04.2018check

* prices found by users over the last 48 hours that do not represent an offer

Least expensive flight from Chicago to Key West found by our users over the last 48 hours: ticket with American Airlines with a departure on 13.06.2017 and a cost of 145 US dollars. Find this ticket

Fastest flight from Chicago to Key West: ticket with Delta Air Lines with a departure nearest to 30.05.2017 and a duration of 4hrs. 26min.. Find this ticket

Airports that offer Chicago – Key West flights

Chicago airports from which there are flights to Key West:

  • Midway (MDW)
  • Chicago O'hare International (ORD)

Key West airports accepting flights from Chicago:

  • International (EYW)

Most popular airports offering Chicago – Key West flights:

  • Midway (MDW) – International (EYW)

Most popular cities and airports through which you can fly from Chicago to Key West:

  • AtlantaHartsfield-jackson Atlanta International (ATL)
  • Fort MyersSouthwest Florida International (RSW)
  • OrlandoOrlando International (MCO)
  • Fort LauderdaleFort Lauderdale–Hollywood International (FLL)
  • TampaTampa International (TPA)

Most popular by Jetradar

Flights from Chicago

Flights to Key West

Jetradar Mobile App
Find and book cheap flights on your smartphone and get more from the Jetradar app, including history and favorites, to make your search more exciting.