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.

$136 CHEAP FLIGHTS from Illinois to Key West

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Flight Deals

Cheap Flights from Illinois to Key West

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Illinois to Key West

Sat, Oct 24 - Wed, Oct 28

4:30 pm - 10:19 amSTL Lambert-St Louis-EYW Key West

16h 49m1 stop Orlando

10:04 am - 5:40 pmEYW Key West-STL Lambert-St Louis

8h 36m2 stops Tampa Atlanta Hartsfield-Jackson

$243Multiple Airlines

Sat, Nov 7 - Wed, Nov 11

4:26 pm - 10:19 amSTL Lambert-St Louis-EYW Key West

16h 53m1 stop Orlando

10:04 am - 5:40 pmEYW Key West-STL Lambert-St Louis

8h 36m2 stops Tampa Atlanta Hartsfield-Jackson

$247Multiple Airlines

Mon, Nov 9 - Wed, Dec 2

10:26 am - 12:36 pmORD Chicago O'Hare Intl-EYW Key West

25h 10m2 stops Atlanta Hartsfield-Jackson Tampa

10:45 am - 9:48 amEYW Key West-ORD Chicago O'Hare Intl

24h 03m1 stop Tampa

$251Multiple Airlines

Wed, Dec 9 - Wed, Dec 16

2:33 pm - 8:02 pmSTL Lambert-St Louis-EYW Key West

4h 29m1 stop Atlanta Hartsfield-Jackson

6:06 pm - 12:05 amEYW Key West-STL Lambert-St Louis

6h 59m1 stop Atlanta Hartsfield-Jackson

$303Delta

Sat, Nov 7 - Wed, Nov 11

2:25 pm - 8:01 pmSTL Lambert-St Louis-EYW Key West

4h 36m1 stop Atlanta Hartsfield-Jackson

6:05 pm - 9:42 pmEYW Key West-STL Lambert-St Louis

4h 37m1 stop Atlanta Hartsfield-Jackson

$303Delta

Tue, Dec 1 - Wed, Dec 9

6:43 am - 12:37 pmSTL Lambert-St Louis-EYW Key West

4h 54m1 stop Charlotte Douglas

10:18 am - 3:48 pmEYW Key West-STL Lambert-St Louis

6h 30m1 stop Miami

$303American Airlines

Sat, Dec 12 - Wed, Dec 16

7:26 am - 4:16 pmSTL Lambert-St Louis-EYW Key West

7h 50m1 stop Chicago O'Hare Intl

10:18 am - 3:48 pmEYW Key West-STL Lambert-St Louis

6h 30m1 stop Miami

$303American Airlines

Wed, Dec 9 - Tue, Dec 15

2:33 pm - 8:02 pmSTL Lambert-St Louis-EYW Key West

4h 29m1 stop Atlanta Hartsfield-Jackson

6:06 pm - 12:05 amEYW Key West-STL Lambert-St Louis

6h 59m1 stop Atlanta Hartsfield-Jackson

$303Delta

Sat, Feb 20 - Wed, Feb 24

6:30 am - 5:02 pmSTL Lambert-St Louis-EYW Key West

9h 32m1 stop Newark

4:05 pm - 9:13 pmEYW Key West-STL Lambert-St Louis

6h 08m1 stop Chicago O'Hare Intl

$316United Airlines

Mon, Feb 1 - Thu, Feb 11

7:30 am - 5:10 pmSTL Lambert-St Louis-EYW Key West

8h 40m1 stop Chicago O'Hare Intl

4:05 pm - 9:13 pmEYW Key West-STL Lambert-St Louis

6h 08m1 stop Chicago O'Hare Intl

$329United Airlines

Recent last minute flight deals from Illinois to Key West

Wed, Sep 9 - Fri, Sep 11

3:50 pm - 10:19 amORD Chicago O'Hare Intl-EYW Key West

17h 29m1 stop Orlando

10:59 am - 10:59 pmEYW Key West-ORD Chicago O'Hare Intl

13h 00m1 stop Orlando

$369Multiple Airlines

Thu, Sep 10 - Tue, Oct 13

6:39 pm - 10:19 amSTL Lambert-St Louis-EYW Key West

14h 40m1 stop Orlando

1:16 pm - 5:40 pmEYW Key West-STL Lambert-St Louis

29h 24m2 stops Tampa Atlanta Hartsfield-Jackson

$380Multiple Airlines

Tue, Sep 8 - Tue, Sep 15

11:59 am - 4:18 pmORD Chicago O'Hare Intl-EYW Key West

3h 19mnonstop

3:30 pm - 10:31 pmEYW Key West-ORD Chicago O'Hare Intl

8h 01m1 stop Charlotte Douglas

$481American Airlines

Tue, Sep 8 - Tue, Sep 15

7:30 am - 4:18 pmORD Chicago O'Hare Intl-EYW Key West

7h 48m1 stop Charlotte Douglas

1:47 pm - 7:38 pmEYW Key West-ORD Chicago O'Hare Intl

6h 51m1 stop Miami

$491American Airlines

Wed, Sep 9 - Fri, Sep 11

3:50 pm - 10:19 amORD Chicago O'Hare Intl-EYW Key West

17h 29m1 stop Orlando

11:59 am - 12:23 amEYW Key West-ORD Chicago O'Hare Intl

13h 24m2 stops Raleigh-Durham Denver Intl

$522Multiple Airlines

Thu, Sep 10 - Tue, Oct 13

6:53 am - 1:11 pmSTL Lambert-St Louis-EYW Key West

5h 18m1 stop Charlotte Douglas

2:49 pm - 8:32 pmEYW Key West-STL Lambert-St Louis

6h 43m1 stop Washington, D.C. Reagan-National

$531American Airlines

Thu, Sep 10 - Sun, Sep 20

6:39 pm - 10:19 amSTL Lambert-St Louis-EYW Key West

14h 40m1 stop Orlando

6:11 pm - 1:10 pmEYW Key West-STL Lambert-St Louis

19h 59m2 stops Orlando Sanford Intl Atlanta Hartsfield-Jackson

$548Multiple Airlines

Tue, Sep 8 - Tue, Sep 15

8:55 am - 8:00 pmORD Chicago O'Hare Intl-EYW Key West

10h 05m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

7:40 am - 2:29 pmEYW Key West-ORD Chicago O'Hare Intl

7h 49m1 stop Atlanta Hartsfield-Jackson

$765Delta

Tue, Sep 8 - Tue, Sep 15

8:25 am - 8:00 pmORD Chicago O'Hare Intl-EYW Key West

10h 35m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson

11:42 am - 9:33 pmEYW Key West-ORD Chicago O'Hare Intl

10h 51m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul

$949Delta

Wed, Sep 9 - Fri, Sep 11

11:35 am - 5:23 pmMDW Chicago Midway-EYW Key West

4h 48m1 stop Atlanta Hartsfield-Jackson

11:42 am - 3:24 pmEYW Key West-MDW Chicago Midway

4h 42m1 stop Atlanta Hartsfield-Jackson

$1,016Delta

Useful Info

Low season	September
High season	February
Cheapest flight	$136

Best time to beat the crowds but there is an average 5% increase in price.

Flight from Chicago O'Hare Airport 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.