EYW

$100 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 2/2. 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
$175
Typical prices: $318-$507
Multiple Airlines
Sat 2/7Fri 2/13
STL - EYW • 1 stop
Cheapest non-stop
$299
Typical prices: $390-$575
American Airlines
Fri 1/30Fri 2/6
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

Sat, Feb 7 - Fri, Feb 13
Multiple Airlines Logo
5:42 pm - 9:06 am
STL
-
EYW
14h 24m
1 stop
Multiple Airlines Logo
1:06 pm - 12:27 am
EYW
-
STL
12h 21m
1 stop
$175Multiple Airlines
Sun, Feb 15 - Fri, Feb 20
Multiple Airlines Logo
3:49 pm - 12:26 pm
STL
-
EYW
19h 37m
1 stop
Multiple Airlines Logo
1:06 pm - 12:27 am
EYW
-
STL
12h 21m
1 stop
$193Multiple Airlines
Sat, Feb 21 - Tue, Feb 24
American Airlines Logo
1:36 pm - 10:37 pm
STL
-
EYW
8h 01m
1 stop
American Airlines Logo
7:45 pm - 11:56 pm
EYW
-
STL
5h 11m
1 stop
$223American Airlines
Sat, Feb 21 - Wed, Feb 25
American Airlines Logo
1:36 pm - 10:37 pm
STL
-
EYW
8h 01m
1 stop
American Airlines Logo
1:55 pm - 9:37 pm
EYW
-
STL
8h 42m
2 stops
$228American Airlines
Sat, Feb 7 - Fri, Feb 13
Multiple Airlines Logo
8:22 pm - 9:09 am
STL
-
EYW
35h 47m
2 stops
Multiple Airlines Logo
1:06 pm - 12:27 am
EYW
-
STL
12h 21m
1 stop
$230Multiple Airlines
Wed, Feb 11 - Fri, Feb 13
Multiple Airlines Logo
8:17 pm - 1:30 pm
STL
-
EYW
16h 13m
2 stops
Multiple Airlines Logo
1:06 pm - 12:27 am
EYW
-
STL
12h 21m
1 stop
$239Multiple Airlines
Tue, Feb 24 - Thu, Mar 5
Delta Logo
12:45 pm - 7:42 pm
MDW
-
EYW
5h 57m
1 stop
Delta Logo
5:56 pm - 10:31 pm
EYW
-
MDW
5h 35m
1 stop
$289Delta
Tue, Feb 24 - Wed, Mar 4
Delta Logo
11:18 am - 7:42 pm
ORD
-
EYW
7h 24m
1 stop
Delta Logo
5:56 pm - 11:56 pm
EYW
-
ORD
7h 00m
1 stop
$289Delta
Mon, Feb 2 - Thu, Feb 5
Spirit Airlines Logo
7:20 am - 1:30 pm
ORD
-
EYW
5h 10m
1 stop
Spirit Airlines Logo
12:51 pm - 2:17 pm
EYW
-
ORD
26h 26m
3 stops
$294Spirit Airlines
Thu, Jan 29 - Thu, Feb 5
United Airlines Logo
6:30 am - 3:17 pm
PIA
-
EYW
7h 47m
1 stop
United Airlines Logo
4:15 pm - 9:39 pm
EYW
-
PIA
6h 24m
1 stop
$314United Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$100
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 8% 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)