Cheap flights from Chicago to Key West
Travel > North America > United States > Chicago to Key West flights
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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Cheap airfares from /OW are provided by . This flight is going on , from () airport and arrives to () at so it makes 0 hours and 0 minutes. This is a oneway flight. Date posted: 31 Dec 1969
Price evolution for flights From Chicago To Key West

Recent Deals on Flights from Chicago to Key West:Roundtrip / Oneway
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Recently found cheap flight deals
Newark To Bari Lufthansa airfares from Newark in February
$960 Depart: 02/20/2025
Return: 03/04/2025
provided by Cheapoair.com
Montreal To Orlando Multiple Airlines airfares from Montreal in February
$489 Depart: 02/15/2025
Return: 02/22/2025
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Newark To Edmonton Multiple Airlines airfares from Newark in March
$536 Depart: 03/22/2025
Return: 04/03/2025
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Houston To Liberia Multiple Airlines airfares from Houston in March
$6505 Depart: 03/11/2025
Return: 03/19/2025
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Baltimore To Delhi Multiple Airlines airfares from Baltimore in April
$1114 Depart: 04/29/2025
Return: 05/07/2025
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Milwaukee To New York City Frontier Airlines airfares from Milwaukee in March
$660 Depart: 03/09/2025
Return: 03/22/2025
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Salt Lake City To San Francisco Frontier Airlines airfares from Salt Lake City in March
$83 Depart: 03/17/2025
Return: 03/25/2025
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Orlando To Trenton Multiple Airlines airfares from Orlando in April
$475 Depart: 04/18/2025
Return: 04/20/2025
provided by Cheapoair.com
Dallas To Chicago Multiple Airlines airfares from Dallas in March
$143 Depart: 03/27/2025
Return: 04/03/2025
provided by Cheapoair.com
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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 [...]