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.

$114 CHEAP FLIGHTS from Illinois to Key West

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Cheap Flights from Illinois to Key West

Cheap flights from Illinois to Key West with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

Sat, Dec 12 - Tue, Dec 15

5:35 am - 10:19 amORD Chicago O'Hare Intl-EYW Key West

27h 44m1 stop Orlando

10:59 am - 1:01 amEYW Key West-ORD Chicago O'Hare Intl

15h 02m1 stop Orlando

$238Multiple Airlines

Mon, Dec 7 - Fri, Dec 11

8:00 am - 12:36 pmORD Chicago O'Hare Intl-EYW Key West

27h 36m1 stop Tampa

12:59 pm - 10:14 pmEYW Key West-ORD Chicago O'Hare Intl

10h 15m1 stop Tampa

$243Multiple Airlines

Sat, Dec 12 - Tue, Dec 15

5:35 am - 10:19 amORD Chicago O'Hare Intl-EYW Key West

27h 44m1 stop Orlando

10:59 am - 1:01 amEYW Key West-ORD Chicago O'Hare Intl

15h 02m1 stop Orlando

$243Multiple Airlines

Tue, Jan 5 - Thu, Jan 14

12:15 pm - 4:46 pmORD Chicago O'Hare Intl-EYW Key West

3h 31mnonstop

12:12 pm - 3:00 pmEYW Key West-ORD Chicago O'Hare Intl

3h 48mnonstop

$293American Airlines

Tue, Jan 5 - Thu, Jan 14

12:15 pm - 4:46 pmORD Chicago O'Hare Intl-EYW Key West

3h 31mnonstop

5:58 pm - 8:59 pmEYW Key West-ORD Chicago O'Hare Intl

4h 01mnonstop

$293American Airlines

Tue, Dec 8 - Fri, Dec 11

7:35 am - 12:07 pmORD Chicago O'Hare Intl-EYW Key West

3h 32mnonstop

5:16 pm - 8:09 pmEYW Key West-ORD Chicago O'Hare Intl

3h 53mnonstop

$293American Airlines

Tue, Jan 19 - Tue, Jan 26

6:00 am - 1:08 pmMDW Chicago Midway-EYW Key West

6h 08m1 stop Atlanta Hartsfield-Jackson

6:00 pm - 10:10 pmEYW Key West-MDW Chicago Midway

5h 10m1 stop Atlanta Hartsfield-Jackson

$313Delta

Sat, Dec 12 - Tue, Dec 15

11:28 am - 8:01 pmMDW Chicago Midway-EYW Key West

7h 33m1 stop Atlanta Hartsfield-Jackson

6:06 pm - 10:54 pmEYW Key West-MDW Chicago Midway

5h 48m1 stop Atlanta Hartsfield-Jackson

$313Delta

Sun, Dec 13 - Sun, Dec 20

7:00 am - 11:24 amORD Chicago O'Hare Intl-EYW Key West

3h 24mnonstop

4:04 pm - 6:53 pmEYW Key West-ORD Chicago O'Hare Intl

3h 49mnonstop

$359United Airlines

Mon, Dec 21 - Fri, Dec 25

7:00 am - 11:41 amORD Chicago O'Hare Intl-EYW Key West

3h 41mnonstop

12:22 pm - 3:11 pmEYW Key West-ORD Chicago O'Hare Intl

3h 49mnonstop

$359United Airlines

Sat, Oct 17 - Fri, Oct 23

4:51 pm - 8:12 amMLI Moline Quad-City-EYW Key West

14h 21m1 stop Tampa St. Petersburg

12:59 pm - 10:39 amEYW Key West-MLI Moline Quad-City

22h 40m1 stop Tampa

$319Multiple Airlines

Thu, Oct 15 - Tue, Oct 27

6:58 pm - 10:19 amORD Chicago O'Hare Intl-EYW Key West

14h 21m1 stop Orlando

1:16 pm - 6:16 pmEYW Key West-ORD Chicago O'Hare Intl

30h 00m2 stops Tampa Atlanta Hartsfield-Jackson

$335Multiple Airlines

Sat, Oct 17 - Tue, Oct 27

4:51 pm - 8:12 amMLI Moline Quad-City-EYW Key West

14h 21m1 stop Tampa St. Petersburg

1:16 pm - 10:39 amEYW Key West-MLI Moline Quad-City

22h 23m1 stop Tampa

$349Multiple Airlines

Mon, Oct 19 - Sat, Oct 24

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

5h 07m1 stop Atlanta Hartsfield-Jackson

6:11 pm - 10:30 pmEYW Key West-MLI Moline Quad-City

5h 19m1 stop Atlanta Hartsfield-Jackson

$464Delta

Sun, Oct 18 - Sat, Oct 24

6:00 am - 12:53 pmMLI Moline Quad-City-EYW Key West

5h 53m1 stop Atlanta Hartsfield-Jackson

6:11 pm - 10:30 pmEYW Key West-MLI Moline Quad-City

5h 19m1 stop Atlanta Hartsfield-Jackson

$464Delta

Mon, Oct 19 - Tue, Oct 27

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

5h 07m1 stop Atlanta Hartsfield-Jackson

6:10 pm - 10:30 pmEYW Key West-MLI Moline Quad-City

5h 20m1 stop Atlanta Hartsfield-Jackson

$464Delta

Sat, Oct 17 - Sat, Oct 24

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

$491United Airlines

Sat, Oct 17 - Sat, Oct 24

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

$501United Airlines

Sat, Oct 17 - Sat, Oct 24

7:59 am - 4:11 pmORD Chicago O'Hare Intl-EYW Key West

7h 12m1 stop Charlotte Douglas

4:45 pm - 11:00 pmEYW Key West-ORD Chicago O'Hare Intl

7h 15m1 stop Charlotte Douglas

$511American Airlines

Sat, Oct 17 - Mon, Oct 26

7:59 am - 4:11 pmORD Chicago O'Hare Intl-EYW Key West

7h 12m1 stop Charlotte Douglas

8:03 pm - 12:38 amEYW Key West-ORD Chicago O'Hare Intl

5h 35m1 stop Miami

$530American Airlines

Low season	September
High season	February
Cheapest flight	$114

Best time to beat the crowds but there is an average 7% 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.