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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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 31 - Tue, Nov 3

4:26 pm - 11:19 amSTL Lambert-St Louis-EYW Key West

17h 53m1 stop Orlando

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

29h 24m2 stops Tampa Atlanta Hartsfield-Jackson

$233Multiple Airlines

Sat, Oct 17 - Tue, Oct 20

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

16h 49m1 stop Orlando

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

29h 24m2 stops Tampa Atlanta Hartsfield-Jackson

$235Multiple Airlines

Tue, Nov 17 - Wed, Dec 9

7:15 am - 9:24 amORD Chicago O'Hare Intl-EYW Key West

25h 09m2 stops Atlanta Hartsfield-Jackson Tampa

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

24h 03m1 stop Tampa

$241Multiple Airlines

Tue, Dec 1 - Sat, Dec 5

7:26 am - 4:35 pmSTL Lambert-St Louis-EYW Key West

8h 09m1 stop Chicago O'Hare Intl

4:49 pm - 11:59 pmEYW Key West-STL Lambert-St Louis

8h 10m1 stop Chicago O'Hare Intl

$303American Airlines

Tue, Dec 1 - Sat, Dec 5

7:26 am - 4:35 pmSTL Lambert-St Louis-EYW Key West

8h 09m1 stop Chicago O'Hare Intl

4:49 pm - 11:59 pmEYW Key West-STL Lambert-St Louis

8h 10m1 stop Chicago O'Hare Intl

$323American Airlines

Tue, Jan 5 - Wed, May 19

7:30 am - 3:12 pmSTL Lambert-St Louis-EYW Key West

6h 42m1 stop Chicago O'Hare Intl

4:05 pm - 10:54 pmEYW Key West-STL Lambert-St Louis

7h 49m1 stop Chicago O'Hare Intl

$323United Airlines

Tue, Jan 19 - Tue, Jan 26

7:25 am - 5:19 pmSTL Lambert-St Louis-EYW Key West

8h 54m1 stop Chicago O'Hare Intl

1:52 pm - 5:49 pmEYW Key West-STL Lambert-St Louis

4h 57m1 stop Charlotte Douglas

$323American Airlines

Thu, Mar 4 - Wed, Mar 10

7:00 am - 11:11 amORD Chicago O'Hare Intl-EYW Key West

3h 11mnonstop

4:00 pm - 6:25 pmEYW Key West-ORD Chicago O'Hare Intl

3h 25mnonstop

$345United Airlines

Mon, Nov 2 - Thu, Nov 12

11:08 am - 5:15 pmMLI Moline Quad-City-EYW Key West

5h 07m1 stop Atlanta Hartsfield-Jackson

6:05 pm - 11:08 pmEYW Key West-MLI Moline Quad-City

6h 03m1 stop Atlanta Hartsfield-Jackson

$357Delta

Sat, Nov 14 - Wed, Nov 18

11:27 am - 8:00 pmMDW Chicago Midway-EYW Key West

7h 33m1 stop Atlanta Hartsfield-Jackson

6:05 pm - 10:54 pmEYW Key West-MDW Chicago Midway

5h 49m1 stop Atlanta Hartsfield-Jackson

$359Delta

Recent last minute flight deals from Illinois to Key West

Wed, Sep 16 - Sat, Sep 19

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

17h 29m1 stop Orlando

10:04 am - 1:30 pmEYW Key West-ORD Chicago O'Hare Intl

28h 26m2 stops Tampa Philadelphia

$411Multiple Airlines

Thu, Sep 17 - Thu, Sep 24

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

17h 29m1 stop Orlando

12:01 pm - 7:35 pmEYW Key West-ORD Chicago O'Hare Intl

32h 34m2 stops Tampa Dallas/Fort Worth

$436Multiple Airlines

Tue, Sep 15 - Thu, Sep 17

6:20 am - 9:24 amORD Chicago O'Hare Intl-EYW Key West

26h 04m2 stops Atlanta Hartsfield-Jackson Tampa

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

13h 00m1 stop Orlando

$438Multiple Airlines

Thu, Sep 17 - Thu, Sep 24

5:00 am - 10:57 amORD Chicago O'Hare Intl-EYW Key West

4h 57m1 stop Miami

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

8h 01m1 stop Charlotte Douglas

$474American Airlines

Sat, Sep 19 - Sun, Sep 20

5:00 am - 1:17 pmSTL Lambert-St Louis-EYW Key West

7h 17m1 stop Miami

7:22 pm - 11:41 pmEYW Key West-STL Lambert-St Louis

5h 19m1 stop Charlotte Douglas

$478American Airlines

Wed, Sep 16 - Wed, Sep 23

1:00 pm - 8:00 pmMDW Chicago Midway-EYW Key West

6h 00m1 stop Atlanta Hartsfield-Jackson

6:19 pm - 10:44 pmEYW Key West-MDW Chicago Midway

5h 25m1 stop Atlanta Hartsfield-Jackson

$491Delta

Wed, Sep 16 - Tue, Sep 22

1:00 pm - 8:00 pmMDW Chicago Midway-EYW Key West

6h 00m1 stop Atlanta Hartsfield-Jackson

6:19 pm - 10:44 pmEYW Key West-MDW Chicago Midway

5h 25m1 stop Atlanta Hartsfield-Jackson

$491Delta

Wed, Sep 16 - Tue, Sep 22

6:29 am - 2:49 pmORD Chicago O'Hare Intl-EYW Key West

7h 20m1 stop Charlotte Douglas

7:47 pm - 12:33 amEYW Key West-ORD Chicago O'Hare Intl

5h 46m1 stop Miami

$491American Airlines

Sun, Sep 20 - Sat, Sep 26

6:00 am - 1:29 pmORD Chicago O'Hare Intl-EYW Key West

6h 29m1 stop Newark

4:20 pm - 6:59 pmEYW Key West-ORD Chicago O'Hare Intl

3h 39mnonstop

$520United Airlines

Wed, Sep 16 - Fri, Sep 18

5:00 am - 1:29 pmORD Chicago O'Hare Intl-EYW Key West

7h 29m1 stop Newark

2:20 pm - 6:41 pmEYW Key West-ORD Chicago O'Hare Intl

29h 21m2 stops Newark Cleveland Hopkins Intl

$876United Airlines

Useful Info

Low season	September
High season	February
Cheapest flight	$136

Best time to beat the crowds but there is an average 6% 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.