Cheap flights from Chicago to Key West

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Check our current prices for flights from Chicago to Key West. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Key West, you will need to run a search below.

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From $235 / RT details

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Cheap Key West airfares from $235/RT are provided by Cheapoair.com. Outbound flight is leaving on 11/14/2020, 05:30 am from Chicago O`hare (ORD) airport and arrives at Key West (EYW) at 04:10 pm. The flight time is 10 hours and 40 minutes. The Returning flight departes on 11/21/2020, 12:15 pm (other return dates are also available). Date posted: 20 Sep 2020

Price evolution for flights From Chicago To Key West

Price overview for flights from Chicago to Key West

Recent Deals on Flights from Chicago to Key West:Roundtrip / Oneway

  • $235Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Key West, FL (EYW)11/14/202005:30 am
    Key West, FL (EYW)Chicago, IL (ORD)11/21/202012:15 pm
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  • $277Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Key West, FL (EYW)11/14/202005:55 am
    Key West, FL (EYW)Chicago, IL (ORD)11/21/202004:55 pm
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  • $380Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Key West, FL (EYW)11/04/202010:20 am
    Key West, FL (EYW)Chicago, IL (ORD)11/15/202006:10 pm
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  • $581Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Key West, FL (EYW)11/04/202010:20 am
    Key West, FL (EYW)Chicago, IL (ORD)11/15/202012:15 pm
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  • $103Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Key West, FL (EYW)11/15/202006:33 pm
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  • $138Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Key West, FL (EYW)10/29/202003:45 pm
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  • $158Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Key West, FL (EYW)11/12/202005:55 am
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  • $210Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Key West, FL (EYW)11/12/202005:55 am
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  • $211Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Key West, FL (EYW)10/29/202003:45 pm
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Know what to do when flying to Key West?

Key West Travel Guide Located close to Cuba, Key West is a city with a population of thirty thousand. It is famous for the local’s tolerant and liberal attitude that has attracted a great number of gay people. Even if it is no longer as wild as it was a [...]
Key West History The history of Key West city in the US is basically the history of the island. The island is believed to have been the homeland of the Calusa people. Like Florida Keys, Key West was non-existent for the outsiders till the Spanish conquistador [...]
Key West Sightseeing Speaking of Key West sights, sunset, especially seen from Mallory Square, is a breathtaking sight. People, both locals and tourists, gather at Mallory Square regularly to watch this spectacular sight. Nevertheless, what one needs to remember is [...]
Key West Nightlife If you have been to Key West in Florida, you will know for sure what nightlife means in this part of US; but if you have not been to the place yet, you simply cannot imagine it. In fact, there are more watering holes in the Key West area than [...]
Key West Pictures
  • Key West, FL, United States - Key Westview
  • The Keys, FL, United States - Key Westview
  • Key West, FL, United States - Key Westview
  • Key West, FL, United States - Key Westview
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