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Did you mean flights from Key West to Chicago?

Cheap Flights from Chicago to Key West, FL, United States - CHI to EYW Last modified: Jul 1, 2016 12:58 PM

Popular flights from Chicago to Key West Last modified: Jul 1, 2016 12:58 PM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American
CHIEYW
Sat 10/8
1 stop
EYWCHI
Wed 10/12
1 stop
$389
Select
American
CHIEYW
Tue 10/18
1 stop
EYWCHI
Wed 10/26
1 stop
$389
Select
United
CHIEYW
Sat 7/30
1 stop
EYWCHI
Tue 8/2
1 stop
$392
Select
United
CHIEYW
Thu 8/11
1 stop
EYWCHI
Tue 8/16
1 stop
$392
Select
United
CHIEYW
Thu 8/25
1 stop
EYWCHI
Wed 8/31
1 stop
$392
Select
United
CHIEYW
Fri 9/9
1 stop
EYWCHI
Tue 9/13
1 stop
$392
Select
United
CHIEYW
Sat 9/10
1 stop
EYWCHI
Wed 9/14
1 stop
$392
Select
JetBlue
CHIEYW
Sat 10/1
2 stops
EYWCHI
Sat 10/8
2 stops
$532
Select

How Much Does it Cost to Fly from Chicago to Key West (CHI to EYW)?

We have collected flight cost data from across the web for travel from Chicago to Key West, and have found the average flight price for this trip to be $394.

When Can I Buy the Cheapest Flight from Chicago to Key West (CHI to EYW)?

Airlines can adjust prices for plane tickets from Chicago to Key West based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

Cheapest Day To Fly from Chicago to Key West

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to Key West.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$402 $392 $392 $392 $392 $392 $392

Lowest Fares Chart By Month from Chicago to Key West

The chart below shows the lowest fare by month when flying from Chicago to Key West.

Month Origin Destination Carrier Depart Date Return Date Stops Price
July Chicago Key West American 7/30/16 8/2/16 1 $392
August Chicago Key West American 8/3/16 8/9/16 1 $392
September Chicago Key West American 9/3/16 9/6/16 1 $392
October Chicago Key West American 10/8/16 10/12/16 1 $389
November Chicago Key West American 11/24/16 11/30/16 1 $390
December Chicago Key West American 12/1/16 12/8/16 1 $390
January Chicago Key West American 1/26/17 1/31/17 1 $390
February Chicago Key West American 2/14/17 2/21/17 1 $390
TIPSave $524 by flying into Miami instead of Key West from Chicago

Round Trip vs One Way Flights from Chicago to Key West (CHI to EYW)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Key West. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Key West is $247.

The average price for round trip flights from Chicago to Key West is $443.

Airports for Your Route

These pages contain information about the major airports in Chicago and Key West, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Miami American, Alaska, Frontier, United $139
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $139
Chicago to New York American, Alaska, JetBlue, Spirit, United $81
Chicago to Ft Lauderdale American, Alaska, JetBlue, Spirit, United $157
Chicago to Ft Myers American, Spirit, United $197
Chicago to Tampa American, Frontier, Spirit, United $137
Chicago to Atlanta American, Frontier, Spirit, United $77
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $133
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $119
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $81
Chicago to West Palm Beach American, JetBlue, United $197
Chicago to Houston American, Spirit, United $207
Chicago to Washington American, Alaska, Frontier, United $99

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Cancun Silver, Interjet, American, AeroMexico, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America, Volaris $315

Cheap Domestic Flights to Key West - EYW

Cheap Flights from Chicago to Key West, FL, United States, from $389 Round trip from CHI to EYW