EYW

$96 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 1/21. 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
$191
Overall average: $429
Spirit Airlines
Wed 1/7Wed 1/14
ORD - EYW • 1 stop
Cheapest non-stop
$249
Typical prices: $466-$604
United Airlines
Mon 2/9Thu 2/19
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, Jan 7 - Wed, Jan 14
Spirit Airlines Logo
7:30 am - 1:30 pmORD-EYW
5h 00m1 stop
Spirit Airlines Logo
2:25 pm - 9:00 pmEYW-ORD
7h 35m1 stop
$191Spirit Airlines
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Sat, Jan 24 - Thu, Jan 29
Multiple Airlines Logo
5:11 pm - 9:06 amSTL-EYW
14h 55m1 stop
Multiple Airlines Logo
9:46 am - 10:33 pmEYW-STL
13h 47m1 stop
$193Multiple Airlines
Find Deal
Sun, Feb 8 - Thu, Feb 19
Multiple Airlines Logo
11:40 am - 9:09 amORD-EYW
20h 29m1 stop
Multiple Airlines Logo
9:46 am - 2:19 pmEYW-ORD
29h 33m1 stop
$197Multiple Airlines
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Sat, Nov 29 - Sat, Dec 6
Multiple Airlines Logo
6:48 am - 2:51 pmORD-EYW
7h 03m1 stop
Multiple Airlines Logo
2:30 pm - 12:19 amEYW-ORD
10h 49m1 stop
$206Multiple Airlines
Find Deal
Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
6:39 am - 1:50 pmSTL-EYW
6h 11m1 stop
American Airlines Logo
5:24 pm - 11:32 pmEYW-STL
7h 08m1 stop
$223American Airlines
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Wed, Dec 3 - Sat, Dec 6
American Airlines Logo
2:11 pm - 11:07 pmSTL-EYW
7h 56m2 stops
American Airlines Logo
4:59 pm - 10:47 pmEYW-STL
6h 48m1 stop
$228American Airlines
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Tue, Mar 24 - Thu, Apr 2
Delta Logo
10:00 am - 5:13 pmSTL-EYW
6h 13m1 stop
Delta Logo
6:00 pm - 11:40 pmEYW-STL
6h 40m1 stop
$241Delta
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Sat, Nov 8 - Sat, Nov 22
Delta Logo
1:30 pm - 8:06 pmSTL-EYW
5h 36m1 stop
Delta Logo
7:40 am - 12:26 pmEYW-STL
5h 46m1 stop
$256Delta
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Tue, Mar 3 - Sat, Mar 7
United Airlines Logo
6:35 am - 3:00 pmPIA-EYW
7h 25m1 stop
United Airlines Logo
4:53 pm - 11:43 amEYW-PIA
19h 50m2 stops
$458United Airlines
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Tue, Mar 3 - Sat, Mar 7
United Airlines Logo
6:35 am - 4:07 pmPIA-EYW
8h 32m2 stops
United Airlines Logo
4:53 pm - 9:43 amEYW-PIA
17h 50m2 stops
$488United Airlines
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Useful Info

Good to know

Low seasonSeptember
Cheapest flight$96
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 7% 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)

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