EYW

$118 Find Cheap Flights from Illinois to Key West - Compare and Save

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 9/29. 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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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, Sep 6 - Thu, Sep 10
Multiple Airlines Logo
6:17 pm - 11:27 am
STL
-
EYW
16h 10m
2 stops
Multiple Airlines Logo
10:59 am - 5:54 pm
EYW
-
STL
7h 55m
1 stop
$241Multiple Airlines
Sun, Sep 6 - Thu, Sep 10
Multiple Airlines Logo
6:17 pm - 11:27 am
STL
-
EYW
16h 10m
2 stops
Multiple Airlines Logo
10:59 am - 5:54 pm
EYW
-
STL
7h 55m
1 stop
$248Multiple Airlines
Fri, Sep 4 - Thu, Sep 10
Multiple Airlines Logo
6:17 pm - 11:25 am
STL
-
EYW
40h 08m
2 stops
Multiple Airlines Logo
10:59 am - 5:54 pm
EYW
-
STL
7h 55m
1 stop
$249Multiple Airlines
Sat, Dec 5 - Sat, Dec 12
United Airlines Logo
5:00 am - 1:11 pm
STL
-
EYW
7h 11m
1 stop
United Airlines Logo
4:05 pm - 9:13 pm
EYW
-
STL
6h 08m
1 stop
$303United Airlines
Tue, Aug 25 - Tue, Sep 1
Delta Logo
11:00 am - 5:20 pm
STL
-
EYW
5h 20m
1 stop
Delta Logo
7:40 am - 11:46 am
EYW
-
STL
5h 06m
1 stop
$303Delta
Tue, Aug 25 - Tue, Sep 1
Delta Logo
6:00 am - 1:00 pm
STL
-
EYW
6h 00m
1 stop
Delta Logo
7:40 am - 11:46 am
EYW
-
STL
5h 06m
1 stop
$303Delta
Tue, Sep 22 - Sat, Sep 26
American Airlines Logo
10:21 am - 5:55 pm
STL
-
EYW
6h 34m
1 stop
American Airlines Logo
7:47 pm - 11:59 pm
EYW
-
STL
5h 12m
1 stop
$303American Airlines
Sun, Sep 6 - Thu, Sep 10
American Airlines Logo
5:23 am - 12:27 pm
STL
-
EYW
6h 04m
1 stop
American Airlines Logo
7:47 pm - 11:59 pm
EYW
-
STL
5h 12m
1 stop
$303American Airlines
Tue, Sep 22 - Sat, Sep 26
United Airlines Logo
6:00 am - 1:29 pm
ORD
-
EYW
6h 29m
1 stop
United Airlines Logo
4:00 pm - 5:27 pm
EYW
-
ORD
2h 27mnonstop
$316United Airlines
Sat, Dec 5 - Thu, Dec 10
United Airlines Logo
9:00 am - 1:11 pm
ORD
-
EYW
3h 11mnonstop
United Airlines Logo
12:41 pm - 3:31 pm
EYW
-
ORD
3h 50mnonstop
$319United Airlines
Useful Info

Good to know

Low season

September

Cheapest flight

$118
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 3% 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)