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.

$125 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

Sun, Nov 15 - Thu, Dec 3

7:05 pm - 8:30 amBMI Bloomington-Normal-EYW Key West

12h 25m1 stop Orlando Sanford Intl

3:21 pm - 8:15 amEYW Key West-BMI Bloomington-Normal

17h 54m1 stop Tampa St. Petersburg

$233Allegiant Air

Sun, Nov 15 - Thu, Dec 3

7:05 pm - 8:30 amBMI Bloomington-Normal-EYW Key West

12h 25m1 stop Orlando Sanford Intl

3:21 pm - 8:15 amEYW Key West-BMI Bloomington-Normal

17h 54m1 stop Tampa St. Petersburg

$238Allegiant Air

Thu, Dec 31 - Wed, Jan 6

8:54 am - 10:19 amMLI Moline Quad-City-EYW Key West

24h 25m1 stop Orlando Sanford Intl

11:19 am - 8:01 amEYW Key West-MLI Moline Quad-City

21h 42m1 stop Orlando

$307Multiple Airlines

Sat, Nov 28 - Wed, Dec 2

8:13 am - 3:29 pmMLI Moline Quad-City-EYW Key West

6h 16m1 stop Chicago O'Hare Intl

12:05 pm - 6:14 pmEYW Key West-MLI Moline Quad-City

7h 09m1 stop Chicago O'Hare Intl

$359United Airlines

Tue, Dec 1 - Sat, Dec 5

1:02 pm - 8:01 pmMDW Chicago Midway-EYW Key West

5h 59m1 stop Atlanta Hartsfield-Jackson

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

5h 48m1 stop Atlanta Hartsfield-Jackson

$361Delta

Thu, Feb 4 - Mon, Feb 8

8:25 am - 5:26 pmORD Chicago O'Hare Intl-EYW Key West

8h 01m1 stop Miami

5:56 pm - 1:05 amEYW Key West-ORD Chicago O'Hare Intl

8h 09m1 stop Miami

$361American Airlines

Sat, Jan 16 - Wed, Jan 20

9:00 am - 5:54 pmORD Chicago O'Hare Intl-EYW Key West

7h 54m1 stop Charlotte Douglas

1:52 pm - 7:24 pmEYW Key West-ORD Chicago O'Hare Intl

6h 32m1 stop Charlotte Douglas

$361American Airlines

Sat, Dec 12 - Sat, Dec 19

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

7h 33m1 stop Atlanta Hartsfield-Jackson

6:23 pm - 10:22 pmEYW Key West-MDW Chicago Midway

4h 59m1 stop Atlanta Hartsfield-Jackson

$366Delta

Fri, Apr 30 - Tue, May 4

10:55 am - 3:06 pmORD Chicago O'Hare Intl-EYW Key West

3h 11mnonstop

4:05 pm - 6:30 pmEYW Key West-ORD Chicago O'Hare Intl

3h 25mnonstop

$379United Airlines

Mon, Dec 21 - Fri, Dec 25

10:35 am - 3:23 pmORD Chicago O'Hare Intl-EYW Key West

3h 48mnonstop

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

3h 49mnonstop

$379United Airlines

Recent last minute flight deals from Illinois to Key West

Sun, Nov 8 - Wed, Nov 11

9:51 am - 8:30 amORD Chicago O'Hare Intl-EYW Key West

21h 39m1 stop Orlando

12:54 pm - 3:37 pmEYW Key West-ORD Chicago O'Hare Intl

27h 43m2 stops Tampa St. Petersburg Fort Lauderdale

$394Multiple Airlines

Sat, Nov 7 - Tue, Nov 10

4:00 pm - 10:19 amORD Chicago O'Hare Intl-EYW Key West

17h 19m1 stop Orlando

1:16 pm - 6:30 pmEYW Key West-ORD Chicago O'Hare Intl

30h 14m2 stops Tampa Atlanta Hartsfield-Jackson

$399Multiple Airlines

Tue, Nov 10 - Sat, Nov 14

7:29 am - 11:53 amORD Chicago O'Hare Intl-EYW Key West

3h 24mnonstop

5:35 pm - 11:30 pmEYW Key West-ORD Chicago O'Hare Intl

6h 55m1 stop Philadelphia

$478American Airlines

Tue, Nov 10 - Sat, Nov 14

8:15 am - 5:15 pmORD Chicago O'Hare Intl-EYW Key West

8h 00m1 stop Miami

5:35 pm - 11:30 pmEYW Key West-ORD Chicago O'Hare Intl

6h 55m1 stop Philadelphia

$487American Airlines

Sat, Nov 7 - Wed, Nov 11

7:30 am - 11:54 amORD Chicago O'Hare Intl-EYW Key West

3h 24mnonstop

1:14 pm - 4:00 pmEYW Key West-ORD Chicago O'Hare Intl

3h 46mnonstop

$511American Airlines

Wed, Nov 11 - Tue, Nov 17

11:05 am - 5:10 pmMLI Moline Quad-City-EYW Key West

5h 05m1 stop Atlanta Hartsfield-Jackson

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

6h 00m1 stop Atlanta Hartsfield-Jackson

$550Delta

Sun, Nov 8 - Wed, Nov 11

5:00 am - 1:56 pmORD Chicago O'Hare Intl-EYW Key West

7h 56m1 stop Newark

2:51 pm - 10:18 pmEYW Key West-ORD Chicago O'Hare Intl

8h 27m1 stop Newark

$667United Airlines

Sat, Nov 7 - Tue, Nov 10

1:23 pm - 8:01 pmORD Chicago O'Hare Intl-EYW Key West

5h 38m1 stop Atlanta Hartsfield-Jackson

2:07 pm - 8:49 pmEYW Key West-ORD Chicago O'Hare Intl

7h 42m1 stop Atlanta Hartsfield-Jackson

$710Delta

Sat, Nov 7 - Tue, Nov 10

11:33 am - 8:01 pmMDW Chicago Midway-EYW Key West

7h 28m1 stop Atlanta Hartsfield-Jackson

6:08 pm - 10:54 pmEYW Key West-MDW Chicago Midway

5h 46m1 stop Atlanta Hartsfield-Jackson

$815Delta

Sat, Nov 7 - Tue, Nov 10

10:58 am - 3:29 pmORD Chicago O'Hare Intl-EYW Key West

3h 31mnonstop

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

3h 50mnonstop

$1,209United Airlines

Recent direct flight deals from Illinois to Key West

Fri, Jan 1 - Fri, Jan 8

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

$370American Airlines

Sun, Nov 29 - Fri, Dec 4

12:15 pm - 4:35 pmORD Chicago O'Hare Intl-EYW Key West

3h 20mnonstop

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

3h 53mnonstop

$370American Airlines

Fri, Jan 1 - Fri, Jan 8

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

$375American Airlines

Fri, Jan 1 - Thu, Jan 7

7:20 am - 11:51 amORD Chicago O'Hare Intl-EYW Key West

3h 31mnonstop

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

4h 01mnonstop

$375American Airlines

Mon, Dec 21 - Fri, Dec 25

10:35 am - 3:23 pmORD Chicago O'Hare Intl-EYW Key West

3h 48mnonstop

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

3h 49mnonstop

$379United Airlines

Mon, Dec 21 - Fri, Dec 25

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

3h 46mnonstop

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

3h 49mnonstop

$379United Airlines

Wed, Dec 23 - Mon, Dec 28

7:20 am - 11:51 amORD Chicago O'Hare Intl-EYW Key West

3h 31mnonstop

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

3h 53mnonstop

$379American Airlines

Mon, Dec 21 - Mon, Dec 28

7:20 am - 11:51 amORD Chicago O'Hare Intl-EYW Key West

3h 31mnonstop

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

3h 53mnonstop

$379American Airlines

Mon, Dec 21 - Tue, Dec 29

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

3h 31mnonstop

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

3h 53mnonstop

$379American Airlines

Mon, Dec 21 - Tue, Dec 22

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

3h 31mnonstop

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

3h 53mnonstop

$379American Airlines

Useful Info

Low season	September
High season	February
Cheapest flight	$125

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

Most popular time to fly and prices are also 2% lower on average.

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.