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Cheap flights from Key West to Chicago (EYW - CHI)

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$570
$480
$390
$299
Price
$299 - $498
Temperature
34 - 84 °F
Rainfall
1 - 4 inches
Most popular in February High demand for flights, 13% potential price rise
Cheapest in August Best time to find cheap flights, 2% potential price drop
Average price $498 Price for this month
Cheapest price $299 From Key West to Chicago

Cheap flights from Key West to Chicago in February 2020

The best prices found for EYW to ORD flights for February
26 Feb - 4 Mar
$365pp
EYW
Key West
JetBlue
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
EYW
Key West
25 Feb - 28 Feb
$466pp
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
23 Feb - 25 Feb
$469pp
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West

Key West to Chicago 2020 flight deals

Cheap flights to Chicago from Key West found for this year
14 Apr - 22 Apr
$298pp
EYW
Key West
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
EYW
Key West
8 Jul - 13 Jul
$344pp
EYW
Key West
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
EYW
Key West
9 Jul - 13 Jul
$345pp
EYW
Key West
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
EYW
Key West

Non-stop flights to Chicago from Key West

Save time with Key West to Chicago direct flight deals
14 Apr - 22 Apr
$384pp
EYW
Key West
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
EYW
Key West
26 Feb - 4 Mar
$511pp
EYW
Key West
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EYW
Key West
3 Mar - 5 Mar
$551pp
EYW
Key West
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EYW
Key West

Last minute flights from Key West to Chicago

Late deals on round-trip flights to Chicago from Key West, departing today and this week
23 Feb - 25 Feb
$469pp
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
18 Feb - 25 Feb
$608pp
EYW
Key West
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
EYW
Key West
23 Feb - 25 Feb
$2358pp
EYW
Key West
Delta
   
2 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
EYW
Key West

One-way flights to Chicago from Key West

The cheapest one-way flights from Key West to Chicago
8:28 am - 11:02 am
American Airlines
Nonstop
3h 34m
EYW - ORD
American Airlines
8:28 am - 11:02 am
American Airlines
Nonstop
3h 34m
EYW - ORD
American Airlines
6:55 am - 9:25 am
United Airlines
Nonstop
3h 30m
EYW - ORD
United Airlines
$410
United

Alternative routes for Key West to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Key West to Chicago
Average temperature for February in Chicago
39.2 °F
Avg rainfall for February in Chicago
1.0 ″

Airports servicing Key West

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)
Weekly flight availability
from Key West to Chicago
Sunday
5 daily flights
Monday
3 daily flights
Tuesday
3 daily flights
Wednesday
4 daily flights
Thursday
3 daily flights
Friday
4 daily flights
Saturday
4 daily flights

Related info for your journey

Useful info, stats and facts about Key West to Chicago flights.

Flight FAQs

From Key West to Chicago

What days are nonstop flights available from Key West to Chicago?

Nonstop flights can be found on the following days: Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday.

What percent of flights are delayed?

Flights from Key West to Chicago are usually on time.

How many passenger seats are available on a flight on this route?

Generally, 35,139,738 passengers can be accommodated when flying from Key West to Chicago on commercial airlines.

What is the cheapest airline for this route?

While looking for the best option consider American Eagle, Inc., our data currently shows that they have the cheapest flight available for the flight path. When traveling from Key West to Chicago, generally 169 flights depart for this route daily.

How long does the flight from Key West to Chicago take?

You can expect a flight time of up to 4 hours for nonstop. Airlines will travel a distance of up to 784 miles.

How many flights depart from Key West to Chicago on average per day?

6 flight departures from Key West to Chicago per day on average.
Morning (6am - Noon) - 67% of flight departures
Afternoon (Noon - 6pm) - 33% of flight departures

Is Key West weather warmer or cooler than Chicago?

Our data indicates that the weather will be 91 °F on average in the month of August. The temperature in Chicago is typically colder than in Key West. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.