EYW

$113 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 11/9. 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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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

Mon, Nov 9 - Fri, Nov 13
Multiple Airlines Logo
10:35 am - 12:36 pmSTL  Lambert-St Louis-EYW Key West
25h 01m2 stops Atlanta Hartsfield-Jackson Tampa
Multiple Airlines Logo
8:25 am - 7:39 pmEYW  Key West-STL Lambert-St Louis
12h 14m1 stop Orlando Sanford Intl
$220Multiple Airlines
Wed, Sep 9 - Wed, Sep 16
Multiple Airlines Logo
3:50 pm - 10:19 amORD  Chicago O'Hare Intl-EYW Key West
17h 29m1 stop Orlando
Multiple Airlines Logo
10:04 am - 6:23 pmEYW  Key West-ORD Chicago O'Hare Intl
9h 19m2 stops Tampa Atlanta Hartsfield-Jackson
$231Multiple Airlines
Wed, Sep 9 - Sat, Sep 12
Multiple Airlines Logo
3:50 pm - 10:19 amORD  Chicago O'Hare Intl-EYW Key West
17h 29m1 stop Orlando
Multiple Airlines Logo
10:04 am - 6:23 pmEYW  Key West-ORD Chicago O'Hare Intl
9h 19m2 stops Tampa Atlanta Hartsfield-Jackson
$231Multiple Airlines
Sat, Sep 12 - Tue, Sep 15
American Airlines Logo
10:21 am - 5:51 pmSTL  Lambert-St Louis-EYW Key West
6h 30m1 stop Charlotte Douglas
American Airlines Logo
6:27 pm - 10:42 pmEYW  Key West-STL Lambert-St Louis
5h 15m1 stop Charlotte Douglas
$303American Airlines
Tue, Sep 22 - Sat, Sep 26
American Airlines Logo
10:21 am - 5:55 pmSTL  Lambert-St Louis-EYW Key West
6h 34m1 stop Charlotte Douglas
American Airlines Logo
7:47 pm - 11:59 pmEYW  Key West-STL Lambert-St Louis
5h 12m1 stop Miami
$303American Airlines
Tue, Sep 22 - Tue, Sep 29
American Airlines Logo
6:53 am - 1:11 pmSTL  Lambert-St Louis-EYW Key West
5h 18m1 stop Charlotte Douglas
American Airlines Logo
6:27 pm - 10:42 pmEYW  Key West-STL Lambert-St Louis
5h 15m1 stop Charlotte Douglas
$303American Airlines
Wed, Dec 16 - Sun, Dec 20
United Airlines Logo
5:00 am - 1:11 pmSTL  Lambert-St Louis-EYW Key West
7h 11m1 stop Chicago O'Hare Intl
United Airlines Logo
3:50 pm - 11:00 pmEYW  Key West-STL Lambert-St Louis
8h 10m1 stop Newark
$316United Airlines
Tue, Dec 1 - Wed, Dec 9
United Airlines Logo
7:00 am - 11:11 amORD  Chicago O'Hare Intl-EYW Key West
3h 11mnonstop
United Airlines Logo
4:05 pm - 6:30 pmEYW  Key West-ORD Chicago O'Hare Intl
3h 25mnonstop
$319United Airlines
Sat, Sep 12 - Sat, Sep 19
Delta Logo
8:05 am - 3:35 pmORD  Chicago O'Hare Intl-EYW Key West
6h 30m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:19 pm - 11:59 pmEYW  Key West-ORD Chicago O'Hare Intl
6h 40m1 stop Atlanta Hartsfield-Jackson
$323Delta
Wed, Sep 16 - Tue, Sep 22
Delta Logo
1:00 pm - 8:00 pmMDW  Chicago Midway-EYW Key West
6h 00m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:19 pm - 10:44 pmEYW  Key West-MDW Chicago Midway
5h 25m1 stop Atlanta Hartsfield-Jackson
$323Delta
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Good to know

Low season

September

Cheapest flight

$113
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)