Flights from Chicago to Key West

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Chicago to Key West flight comparison made easy

Below you can see the best fares for your route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Key West by changing tabs
Quickest
Cheapest
American Airlines
American Airlines
06 Nov
ORD
6:30 am
Chicago O'Hare Intl airport
9h 22m
2 Stops
4:52 pm
EYW
Key West airport
American Airlines
13 Nov
EYW
1:50 am
Key West airport
5h 07m
1 Stop
5:57 am
ORD
Chicago O'Hare Intl airport
328 USD
American Airlines
American Airlines
06 Nov
ORD
6:30 am
Chicago O'Hare Intl airport
9h 22m
2 Stops
4:52 pm
EYW
Key West airport
American Airlines
13 Nov
EYW
1:50 am
Key West airport
5h 07m
1 Stop
5:57 am
ORD
Chicago O'Hare Intl airport
328 USD
American Airlines
American Airlines
13 Nov
ORD
7:45 am
Chicago O'Hare Intl airport
8h 07m
2 Stops
4:52 pm
EYW
Key West airport
American Airlines
20 Nov
EYW
1:50 am
Key West airport
6h 34m
1 Stop
7:24 am
ORD
Chicago O'Hare Intl airport
341 USD
United Airlines
United Airlines
20 Nov
ORD
2:00 am
Chicago O'Hare Intl airport
3h 10m
6:10 am
EYW
Key West airport
United Airlines
27 Nov
EYW
11:20 am
Key West airport
3h 28m
1:48 pm
ORD
Chicago O'Hare Intl airport
409 USD
United Airlines
United Airlines
20 Nov
ORD
2:00 am
Chicago O'Hare Intl airport
3h 10m
6:10 am
EYW
Key West airport
United Airlines
27 Nov
EYW
11:20 am
Key West airport
3h 28m
1:48 pm
ORD
Chicago O'Hare Intl airport
409 USD
United Airlines
United Airlines
06 Nov
ORD
2:00 am
Chicago O'Hare Intl airport
3h 10m
6:10 am
EYW
Key West airport
United Airlines
13 Nov
EYW
1:40 pm
Key West airport
6h 26m
1 Stop
7:06 pm
ORD
Chicago O'Hare Intl airport
367 USD

How to get the cheapest flight from Chicago to Key West

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight for your trip
CHEAPEST MONTH TO FLY
September
The cheapest time of year to fly to Key West from Chicago is September. Most expensive is December
CHEAPEST DAY TO FLY
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Thursday
CHEAPEST TIME TO FLY
in the Evening
Chicago to Key West flights are approximately 33% more expensive in the Morning than in the Evening
CHEAPEST AIRLINE
JetBlue
JetBlue, American Airlines, and Major Airline are the most popular carriers operating from Chicago to Key West
CHEAPEST ROUTE
Chicago O'Hare Intl - Key West
Fly from Chicago O'Hare Intl to Key West for the best Chicago - Key West flight prices
CHEAPEST TIME TO BOOK
33 days before
The cheapest time to buy a flight from Chicago to Key West is approximately 33 days to departure
60
Days before departure
0

Flight information for Chicago to Key West

Find info about flight duration, direct flights, and airports for your flight from Chicago to Key West
Fastest flight time
3h 12m
The fastest flight from Chicago to Key West takes 3h 12m.
Direct flights
Every day
Direct flights go from Chicago to Key West every day.
Airports in Key West
1 airport
There is 1 airport near Key West: Key West (EYW)

Alternative routes for Chicago to Key West

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times

Flights from Chicago to:

Flights to Key West from:

  • Chicago
  • Illinois
  • United States
  • North America