EYW

$87 Find Cheap Flights from Illinois to Key West

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Key West departing on 1/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$202
Typical prices: $303-$578
Multiple Airlines
Wed 1/7Sun 1/11
STL - EYW • 1 stop
Cheapest non-stop
$303
Typical prices: $446-$704
American Airlines
Tue 2/24Wed 3/4
ORD - EYW • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Key West!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Illinois to Key West

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Key West that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to Key West

Wed, Jan 7 - Sun, Jan 11
Multiple Airlines Logo
5:11 pm - 9:26 amSTL-EYW
15h 15m1 stop
Multiple Airlines Logo
10:06 am - 8:05 amEYW-STL
22h 59m1 stop
$202Multiple Airlines
Find Deal
Thu, Feb 19 - Mon, Feb 23
Multiple Airlines Logo
10:42 am - 1:30 pmSTL-EYW
25h 48m2 stops
Multiple Airlines Logo
1:06 pm - 10:33 pmEYW-STL
10h 27m1 stop
$222Multiple Airlines
Find Deal
Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
11:22 am - 7:19 pmSTL-EYW
6h 57m1 stop
American Airlines Logo
6:45 am - 10:32 amEYW-STL
4h 47m1 stop
$223American Airlines
Find Deal
Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
9:35 am - 7:19 pmSTL-EYW
8h 44m2 stops
American Airlines Logo
3:56 pm - 9:51 pmEYW-STL
6h 55m1 stop
$228American Airlines
Find Deal
Fri, Jan 30 - Fri, Feb 6
Multiple Airlines Logo
7:39 pm - 9:26 amSTL-EYW
36h 47m2 stops
Multiple Airlines Logo
1:06 pm - 11:33 pmEYW-STL
11h 27m1 stop
$231Multiple Airlines
Find Deal
Wed, Jan 7 - Fri, Jan 30
Delta Logo
12:00 pm - 7:40 pmSTL-EYW
6h 40m1 stop
Delta Logo
1:28 pm - 8:06 pmEYW-STL
7h 38m1 stop
$241Delta
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Sun, Dec 7 - Thu, Dec 11
Allegiant Air Logo
3:27 pm - 1:39 pmEVV-EYW
21h 12m2 stops
Allegiant Air Logo
10:27 pm - 6:56 pmEYW-EVV
21h 29m1 stop
$272Allegiant Air
Find Deal
Thu, Dec 11 - Tue, Dec 23
Spirit Airlines Logo
5:00 am - 11:20 amORD-EYW
5h 20m1 stop
Spirit Airlines Logo
12:20 pm - 5:00 pmEYW-ORD
29h 40m3 stops
$297Spirit Airlines
Find Deal
Thu, Dec 11 - Tue, Dec 16
Delta Logo
12:50 pm - 8:06 pmMDW-EYW
6h 16m1 stop
Delta Logo
6:10 pm - 11:47 pmEYW-MDW
6h 37m1 stop
$299Delta
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Fri, Dec 19 - Tue, Dec 23
Spirit Airlines Logo
7:30 am - 1:30 pmORD-EYW
5h 00m1 stop
Spirit Airlines Logo
12:20 pm - 5:00 pmEYW-ORD
29h 40m3 stops
$306Spirit Airlines
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Useful Info

Good to know

Low seasonSeptember
Cheapest flight$87
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Chicago O'Hare Airport to Key West

FAQs for booking flights from Illinois to Key West

  • How does KAYAK find such low prices on flights from Illinois to Key West?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Key West.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Key West?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Key West?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Key West with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Key West?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Key West from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Little Torch Key

Everything you need to know for your flight to Key West

Information on the airport you'll fly into in Key West

Key West (EYW)