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.

$108 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

Wed, Jan 20 - Tue, Jan 26

10:18 am - 2:35 pmORD Chicago O'Hare Intl-EYW Key West

27h 17m1 stop Tampa

1:16 pm - 9:13 amEYW Key West-ORD Chicago O'Hare Intl

20h 57m1 stop Tampa

$217Multiple Airlines

Sat, Jan 23 - Fri, Jan 29

10:18 am - 2:35 pmORD Chicago O'Hare Intl-EYW Key West

27h 17m1 stop Tampa

3:31 pm - 9:13 amEYW Key West-ORD Chicago O'Hare Intl

18h 42m1 stop Tampa St. Petersburg

$219Multiple Airlines

Mon, Jan 25 - Tue, Feb 2

10:18 am - 12:36 pmORD Chicago O'Hare Intl-EYW Key West

25h 18m1 stop Tampa

1:16 pm - 9:13 amEYW Key West-ORD Chicago O'Hare Intl

20h 57m1 stop Tampa

$221Multiple Airlines

Wed, Oct 28 - Wed, Nov 4

9:27 am - 4:11 pmSTL Lambert-St Louis-EYW Key West

5h 44m1 stop Charlotte Douglas

10:18 am - 3:50 pmEYW Key West-STL Lambert-St Louis

6h 32m1 stop Miami

$313American Airlines

Sat, Oct 24 - Sat, Oct 31

8:48 am - 4:54 pmSTL Lambert-St Louis-EYW Key West

7h 06m1 stop Dallas/Fort Worth

5:28 pm - 9:59 pmEYW Key West-STL Lambert-St Louis

5h 31m1 stop Miami

$316American 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

Sat, Dec 5 - Sat, Dec 12

12:06 pm - 8:01 pmBMI Bloomington-Normal-EYW Key West

6h 55m1 stop Atlanta Hartsfield-Jackson

7:25 am - 11:24 amEYW Key West-BMI Bloomington-Normal

4h 59m1 stop Atlanta Hartsfield-Jackson

$349Delta

Sat, Dec 5 - Sat, Dec 12

12:06 pm - 8:01 pmBMI Bloomington-Normal-EYW Key West

6h 55m1 stop Atlanta Hartsfield-Jackson

7:25 am - 11:24 amEYW Key West-BMI Bloomington-Normal

4h 59m1 stop Atlanta Hartsfield-Jackson

$349Delta

Mon, Oct 26 - Wed, Nov 4

11:00 am - 3:29 pmORD Chicago O'Hare Intl-EYW Key West

3h 29mnonstop

4:10 pm - 7:00 pmEYW Key West-ORD Chicago O'Hare Intl

3h 50mnonstop

$359United Airlines

Mon, Jan 4 - Sat, Jan 9

12:25 pm - 5:11 pmORD Chicago O'Hare Intl-EYW Key West

3h 46mnonstop

5:51 pm - 8:40 pmEYW Key West-ORD Chicago O'Hare Intl

3h 49mnonstop

$359United Airlines

Recent last minute flight deals from Illinois to Key West

Sat, Sep 26 - Wed, Oct 7

3:50 pm - 11:35 amORD Chicago O'Hare Intl-EYW Key West

18h 45m1 stop Orlando

10:04 am - 6:23 pmEYW Key West-ORD Chicago O'Hare Intl

9h 19m2 stops Tampa Atlanta Hartsfield-Jackson

$310Multiple Airlines

Sat, Sep 26 - Tue, Oct 6

3:50 pm - 11:35 amORD Chicago O'Hare Intl-EYW Key West

18h 45m1 stop Orlando

1:16 pm - 11:51 amEYW Key West-ORD Chicago O'Hare Intl

23h 35m2 stops Tampa Atlanta Hartsfield-Jackson

$310Multiple Airlines

Sat, Sep 26 - Mon, Oct 5

3:50 pm - 11:35 amORD Chicago O'Hare Intl-EYW Key West

18h 45m1 stop Orlando

10:59 am - 6:23 pmEYW Key West-ORD Chicago O'Hare Intl

32h 24m2 stops Orlando Atlanta Hartsfield-Jackson

$336Multiple Airlines

Sat, Sep 26 - Tue, Sep 29

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

5h 18m1 stop Charlotte Douglas

6:27 pm - 10:42 pmEYW Key West-STL Lambert-St Louis

5h 15m1 stop Charlotte Douglas

$409American Airlines

Sat, Sep 26 - Tue, Sep 29

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

5h 18m1 stop Charlotte Douglas

1:47 pm - 9:24 pmEYW Key West-STL Lambert-St Louis

8h 37m2 stops Miami Washington, D.C. Reagan-National

$414American Airlines

Tue, Sep 22 - Sat, Sep 26

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

7h 17m1 stop Miami

4:39 pm - 10:42 pmEYW Key West-STL Lambert-St Louis

7h 03m1 stop Charlotte Douglas

$416American Airlines

Tue, Sep 22 - Sat, Sep 26

12:00 pm - 8:00 pmSTL Lambert-St Louis-EYW Key West

7h 00m1 stop Atlanta Hartsfield-Jackson

7:40 am - 12:32 pmEYW Key West-STL Lambert-St Louis

5h 52m1 stop Atlanta Hartsfield-Jackson

$423Delta

Sat, Sep 26 - Wed, Oct 7

1:51 pm - 8:00 pmORD Chicago O'Hare Intl-EYW Key West

5h 09m1 stop Atlanta Hartsfield-Jackson

6:10 pm - 11:57 pmEYW Key West-ORD Chicago O'Hare Intl

6h 47m1 stop Atlanta Hartsfield-Jackson

$475Delta

Sat, Sep 26 - Sat, Oct 3

11:00 am - 3:24 pmORD Chicago O'Hare Intl-EYW Key West

3h 24mnonstop

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

3h 39mnonstop

$565United Airlines

Sat, Sep 26 - Wed, Oct 7

11:00 am - 3:24 pmORD Chicago O'Hare Intl-EYW Key West

3h 24mnonstop

2:15 pm - 10:28 pmEYW Key West-ORD Chicago O'Hare Intl

9h 13m1 stop Newark

$575United Airlines

Useful Info

Low season	September
High season	February
Cheapest flight	$108

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

Flight from St. Louis 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.