EYW

$140 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 8/5. 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

Sat, Jul 4 - Fri, Jul 10
Allegiant Air Logo
8:11 pm - 3:27 pm
PIA
-
EYW
18h 16m
1 stop
Allegiant Air Logo
10:31 am - 10:17 am
EYW
-
PIA
48h 46m
2 stops
$288Allegiant Air
Sat, Jul 4 - Fri, Jul 10
Allegiant Air Logo
8:11 pm - 3:27 pm
PIA
-
EYW
18h 16m
1 stop
Allegiant Air Logo
10:31 am - 10:17 am
EYW
-
PIA
48h 46m
2 stops
$289Allegiant Air
Tue, Jul 7 - Tue, Jul 14
Delta Logo
1:22 pm - 7:51 pm
STL
-
EYW
5h 29m
1 stop
Delta Logo
6:18 pm - 10:15 pm
EYW
-
STL
4h 57m
1 stop
$293Delta
Tue, Aug 11 - Sat, Aug 22
Delta Logo
7:00 am - 1:00 pm
STL
-
EYW
5h 00m
1 stop
Delta Logo
7:40 am - 11:56 am
EYW
-
STL
5h 16m
1 stop
$303Delta
Sun, Jun 28 - Thu, Jul 2
Multiple Airlines Logo
4:17 pm - 11:27 am
STL
-
EYW
18h 10m
1 stop
Multiple Airlines Logo
7:53 pm - 8:52 am
EYW
-
STL
37h 59m
2 stops
$306Multiple Airlines
Sun, Jun 28 - Sat, Jul 4
United Airlines Logo
8:00 am - 3:19 pm
STL
-
EYW
6h 19m
1 stop
United Airlines Logo
4:00 pm - 9:26 pm
EYW
-
STL
6h 26m
1 stop
$311United Airlines
Wed, Aug 12 - Fri, Aug 21
Multiple Airlines Logo
4:09 pm - 11:25 am
STL
-
EYW
18h 16m
1 stop
Multiple Airlines Logo
1:11 pm - 8:52 am
EYW
-
STL
20h 41m
2 stops
$313Multiple Airlines
Tue, Jul 7 - Tue, Jul 14
American Airlines Logo
10:05 am - 7:06 pm
ORD
-
EYW
8h 01m
1 stop
American Airlines Logo
4:18 pm - 7:06 pm
EYW
-
ORD
3h 48mnonstop
$319American Airlines
Thu, Jul 9 - Thu, Jul 16
United Airlines Logo
7:20 am - 3:19 pm
STL
-
EYW
6h 59m
1 stop
United Airlines Logo
4:00 pm - 9:26 pm
EYW
-
STL
6h 26m
1 stop
$329United Airlines
Thu, Aug 13 - Mon, Aug 17
American Airlines Logo
5:05 am - 12:55 pm
ORD
-
EYW
6h 50m
1 stop
American Airlines Logo
8:09 pm - 12:35 am
EYW
-
ORD
5h 26m
1 stop
$329American Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$140
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 4% 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)