Cheap flights from Chicago, IL to Key West, FL

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Travelers usually depart from O Hare International, Chicago Midway International, or Chicago Rockford International when they travel from Chicago to Key West. The distance between Chicago and Key West is 2020 km. The most popular airline for this route is United Airlines. Chicago and Key West have 40 direct flights per week.

Weekly direct flights

Discover the top airlines offering direct flights from Chicago to Key West in the next month. You’ll find the number of daily direct flights per airline in the table.

Weekly direct flights for Sun 17.11 - Sat 23.11

AirlineSun 17.11Mon 18.11Tue 19.11Wed 20.11Thu 21.11Fri 22.11Sat 23.11
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Weekly direct flights for Sun 24.11 - Sat 30.11

AirlineSun 24.11Mon 25.11Tue 26.11Wed 27.11Thu 28.11Fri 29.11Sat 30.11
1111111

Weekly direct flights for Sun 01.12 - Sat 07.12

AirlineSun 01.12Mon 02.12Tue 03.12Wed 04.12Thu 05.12Fri 06.12Sat 07.12
1111111

Weekly direct flights for Sun 08.12 - Sat 14.12

AirlineSun 08.12Mon 09.12Tue 10.12Wed 11.12Thu 12.12Fri 13.12Sat 14.12
1111111

Check-in for a flight from Chicago to Key West

NameCarrier codeIATA CodePassport needed during booking
United AirlinesUALUAYes

Travel tips & how to get from Chicago to Key West

The cheapest price of a one-way ticket from Chicago to Key West is $208. Round trip fares cost between $392 at the lowest and $765 at most.

Weather in Key West

Average Weather

MonthAverage monthly max temperatureAverage monthly min temperature
January22°C20°C
February23°C21°C
March23°C22°C
April25°C24°C
May26°C25°C
June28°C27°C
July29°C28°C
August29°C28°C
September29°C28°C
October27°C26°C
November25°C24°C
December24°C22°C
Hottest Month
29°C
August
Coldest month
20°C
January
Sunny days
294
days per year

14 day forecast

Monday
18 Nov
26°C25°C
25 Nov
24°C23°C
Tuesday
19 Nov
25°C24°C
26 Nov
24°C23°C
Wednesday
20 Nov
69%
27°C25°C
27 Nov
24°C23°C
Thursday
21 Nov
65%
25°C22°C
28 Nov
23°C23°C
Friday
22 Nov
22°C19°C
29 Nov
24°C23°C
Saturday
23 Nov
22°C18°C
30 Nov
21°C19°C
Sunday
24 Nov
21°C20°C
1 Dec
88%
24°C22°C

Frequently asked questions

How long does it take to travel from Chicago to Key West?
What is the flight distance between Chicago and Key West?
What airlines offer nonstop (direct) flights between Chicago and Key West?
What are the most popular routes to and from Chicago?
What are the most popular routes to and from Key West?
What airports are near Key West?
Which airlines fly between Chicago and Key West?
When's the best time to travel between Chicago and Key West?
What flights operate between Chicago and Key West?
How many airports are there near Key West?
What time do nonstop (direct) flights between Chicago and Key West depart?
What time do nonstop (direct) flights between Chicago and Key West arrive?
What time do flights between Chicago and Key West depart?
What time do flights between Chicago and Key West arrive?

Explore alternative trips

Flights from Chicago

Flights to Key West

Popular routes

The nearest countries with flights to Key West

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Other destination countries from Chicago

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