EYW

$93 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 1/30. 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
$223
Overall average: $572
American Airlines
Wed 3/18Wed 3/25
STL - EYW • 1 stop
Cheapest non-stop
$289
Typical prices: $402-$572
United Airlines
Sat 1/24Sat 2/7
ORD - EYW • Non-stop
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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, Mar 18 - Wed, Mar 25
American Airlines Logo
6:00 am - 1:45 pm
STL
-
EYW
6h 45m1 stop
American Airlines Logo
7:42 pm - 11:56 pm
EYW
-
STL
5h 14m1 stop
$223American Airlines
Sun, Mar 1 - Thu, Mar 5
Multiple Airlines Logo
9:21 am - 3:23 pm
EVV
-
EYW
5h 02m1 stop
Multiple Airlines Logo
4:22 pm - 7:39 am
EYW
-
EVV
16h 17m1 stop
$226Multiple Airlines
Tue, Feb 3 - Tue, Feb 10
American Airlines Logo
8:13 am - 7:10 pm
STL
-
EYW
9h 57m2 stops
American Airlines Logo
2:58 pm - 10:59 pm
EYW
-
STL
9h 01m1 stop
$228American Airlines
Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
6:00 am - 1:45 pm
STL
-
EYW
6h 45m1 stop
American Airlines Logo
12:55 pm - 9:26 pm
EYW
-
STL
9h 31m2 stops
$229American Airlines
Sun, Feb 1 - Sun, Feb 8
Multiple Airlines Logo
5:42 pm - 12:26 pm
STL
-
EYW
17h 44m1 stop
Multiple Airlines Logo
12:51 pm - 11:33 pm
EYW
-
STL
35h 42m2 stops
$231Multiple Airlines
Sat, Jan 17 - Wed, Jan 21
Allegiant Air Logo
5:55 pm - 2:56 pm
PIA
-
EYW
20h 01m1 stop
Allegiant Air Logo
4:06 pm - 5:48 pm
EYW
-
PIA
26h 42m1 stop
$238Allegiant Air
Sun, Mar 1 - Thu, Mar 5
Allegiant Air Logo
9:21 am - 3:23 pm
EVV
-
EYW
5h 02m1 stop
Allegiant Air Logo
11:01 am - 7:39 am
EYW
-
EVV
21h 38m2 stops
$280Allegiant Air
Fri, Jan 23 - Tue, Jan 27
United Airlines Logo
8:52 am - 4:22 pm
ORD
-
EYW
6h 30m1 stop
United Airlines Logo
6:05 pm - 11:39 pm
EYW
-
ORD
6h 34m1 stop
$288United Airlines
Sat, Feb 21 - Wed, Feb 25
Delta Logo
11:06 am - 7:42 pm
MDW
-
EYW
7h 36m1 stop
Delta Logo
5:56 pm - 10:31 pm
EYW
-
MDW
5h 35m1 stop
$294Delta
Mon, Jan 19 - Thu, Jan 29
Delta Logo
12:48 pm - 7:40 pm
MDW
-
EYW
5h 52m1 stop
Delta Logo
7:10 am - 11:59 am
EYW
-
MDW
5h 49m1 stop
$299Delta
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$93
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 6% 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)