Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Flights
Hotels
1 traveler
Unsupported Browser!
Find Flights

Cheap Flights from Key West to Chicago, IL, United States - EYW to CHI

Popular flights from Key West to Chicago

If your flight days are flexible and you looking for a good deal, our charts on cheap flights provide some insight regarding affordable flight options for your next big adventure.

United Airlines
Departure Date Return Date Lowest Price
Mar 9, 2016 Mar 12, 2016 $542

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

We have collected flight cost data from across the web for travel from Key West to Chicago, and have found the average flight price for this trip to be $542.

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

Airlines can adjust prices for plane tickets from Key West to Chicago 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.

Key West to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: What are the most popular connecting cities when flying from Key West to Chicago?
Answer: Atlanta, GA

Airlines Flying from Key West to Chicago (EYW to CHI)

Below are the different airlines that fly from Key West to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Key West to Chicago.

Key West to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American DCA X X X X X X X
Delta ATL X X X X X X X
Delta ATL / DTW X X X X X X X

Airports for Your Route

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

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
West Palm Beach to Chicago American, Spirit, United $142
Ft Myers to Chicago American, Frontier, Spirit, United $77
Miami to Milwaukee American, United $294
Ft Lauderdale to Milwaukee American, United $280
Miami to Detroit American, United $104
Ft Myers to Milwaukee American, Frontier, United $164
West Palm Beach to Milwaukee American, United $228
Ft Lauderdale to Detroit American, JetBlue, Frontier, Spirit, United $77
Ft Lauderdale to Indianapolis American, JetBlue, United $223
Miami to Indianapolis American, United $216
Ft Lauderdale to South Bend American, United $312
Miami to South Bend American, United $346
Ft Myers to Detroit American, Frontier, Spirit, United $157
Miami to St Louis American, United $311
Ft Lauderdale to Grand Rapids American, United $289
Ft Lauderdale to Minneapolis - St Paul American, Alaska, Spirit, United $137
Miami to Washington American, United $84
Ft Myers to South Bend United $312
Miami to Grand Rapids American, United $341
Miami to Minneapolis - St Paul American, Alaska, Frontier, Sun Country, United $177
Miami to Los Angeles American, Alaska, Frontier, Sun Country, United $200
West Palm Beach to Detroit American, Alaska, JetBlue, Spirit, United $258
Ft Lauderdale to St Louis American, United $262
Miami to Charlotte American, United $290
Ft Lauderdale to Madison American, United $328
Miami to Denver American, Alaska, Frontier, United $123
Ft Myers to Atlanta Spirit, United $81
Ft Lauderdale to Baltimore American, JetBlue, Spirit, United $77

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
Miami to Toronto Silver, American, Air Canada, JetBlue, Frontier, Sun Country, Air Transat, United, Sunwing, WestJet $270
Ft Lauderdale to Toronto Silver, American, Air Canada, Alaska, JetBlue, Spirit, Air Transat, United, Virgin America, Sunwing, WestJet $227
Cheap Flights from Key West to Chicago, IL, United States, from $542 Round trip from EYW to CHI