EYW

$81 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 1/1. 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
$203
Overall average: $428
Multiple Airlines
Sun 1/18Fri 1/23
STL - EYW • 1 stop
Cheapest non-stop
$299
Typical prices: $302-$620
United Airlines
Fri 12/19Mon 12/22
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

Sun, Jan 18 - Fri, Jan 23
Multiple Airlines Logo
8:45 am - 12:26 pmSTL-EYW
26h 41m1 stop
Multiple Airlines Logo
1:06 pm - 10:33 pmEYW-STL
10h 27m1 stop
$203Multiple Airlines
Find Deal
Sun, Jan 18 - Fri, Jan 23
Multiple Airlines Logo
8:45 am - 12:26 pmSTL-EYW
26h 41m1 stop
Multiple Airlines Logo
1:06 pm - 10:02 amEYW-STL
21h 56m2 stops
$207Multiple Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
Delta Logo
1:35 pm - 8:06 pmSTL-EYW
5h 31m1 stop
Delta Logo
6:20 pm - 11:42 pmEYW-STL
6h 22m1 stop
$223Delta
Find Deal
Sat, Jan 17 - Wed, Jan 21
American Airlines Logo
1:40 pm - 11:56 pmSTL-EYW
9h 16m2 stops
American Airlines Logo
6:43 pm - 11:12 pmEYW-STL
5h 29m1 stop
$228American Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
3:30 pm - 8:15 amSTL-EYW
15h 45m1 stop
Multiple Airlines Logo
8:55 am - 8:59 amEYW-STL
25h 04m1 stop
$230Multiple Airlines
Find Deal
Sat, Jan 17 - Wed, Jan 21
American Airlines Logo
1:40 pm - 11:56 pmSTL-EYW
9h 16m2 stops
American Airlines Logo
1:33 pm - 9:15 pmEYW-STL
8h 42m2 stops
$233American Airlines
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Sun, Dec 14 - Sat, Dec 20
Delta Logo
1:57 pm - 8:06 pmSTL-EYW
5h 09m1 stop
Delta Logo
6:20 pm - 11:42 pmEYW-STL
6h 22m1 stop
$241Delta
Find Deal
Tue, Dec 16 - Mon, Dec 22
United Airlines Logo
11:05 am - 3:24 pmORD-EYW
3h 19mnonstop
United Airlines Logo
4:10 pm - 6:43 pmEYW-ORD
3h 33mnonstop
$301United Airlines
Find Deal
Sun, Dec 14 - Thu, Dec 18
Allegiant Air Logo
3:27 pm - 12:29 pmEVV-EYW
20h 02m2 stops
Allegiant Air Logo
10:32 pm - 1:57 pmEYW-EVV
16h 25m1 stop
$336Allegiant Air
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Sun, Apr 12 - Sat, Apr 18
Allegiant Air Logo
9:05 am - 10:11 amPIA-EYW
24h 06m2 stops
Allegiant Air Logo
11:54 am - 8:15 amEYW-PIA
21h 21m1 stop
$441Allegiant Air
Find Deal
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$81
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Chicago Midway 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)