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.

$132 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

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

$221Allegiant 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

$230Allegiant Air

Sat, Feb 6 - Wed, Feb 24

6:00 am - 10:19 amORD Chicago O'Hare Intl-EYW Key West

27h 19m2 stops Atlanta Hartsfield-Jackson Orlando

12:19 pm - 9:13 amEYW Key West-ORD Chicago O'Hare Intl

21h 54m1 stop Tampa

$237Multiple 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, 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 5 - Fri, Jan 15

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, Feb 16 - Tue, Feb 23

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

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

Fri, Dec 11 - Wed, Dec 16

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

3h 24mnonstop

12:05 pm - 2:55 pmEYW Key West-ORD Chicago O'Hare Intl

3h 50mnonstop

$356United Airlines

Sat, Dec 12 - Wed, Dec 16

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

3h 24mnonstop

12:05 pm - 2:55 pmEYW Key West-ORD Chicago O'Hare Intl

3h 50mnonstop

$371United Airlines

Sat, Oct 24 - Wed, Oct 28

8:46 am - 10:19 amORD Chicago O'Hare Intl-EYW Key West

24h 33m1 stop Orlando

10:04 am - 6:16 pmEYW Key West-ORD Chicago O'Hare Intl

9h 12m2 stops Tampa Atlanta Hartsfield-Jackson

$399Multiple Airlines

Sun, Oct 25 - Sat, Oct 31

8:26 am - 10:19 amORD Chicago O'Hare Intl-EYW Key West

24h 53m1 stop Orlando

10:04 am - 6:16 pmEYW Key West-ORD Chicago O'Hare Intl

9h 12m2 stops Tampa Atlanta Hartsfield-Jackson

$436Multiple Airlines

Sat, Oct 24 - Thu, Oct 29

8:46 am - 10:19 amORD Chicago O'Hare Intl-EYW Key West

24h 33m1 stop Orlando

10:59 am - 12:21 amEYW Key West-ORD Chicago O'Hare Intl

14h 22m2 stops Orlando Denver Intl

$441Multiple Airlines

Sat, Oct 24 - Thu, Oct 29

6:34 am - 4:11 pmMLI Moline Quad-City-EYW Key West

8h 37m1 stop Charlotte Douglas

4:45 pm - 10:01 pmEYW Key West-MLI Moline Quad-City

6h 16m1 stop Charlotte Douglas

$464American Airlines

Sat, Oct 24 - Thu, Oct 29

6:00 am - 4:58 pmMLI Moline Quad-City-EYW Key West

9h 58m2 stops Chicago O'Hare Intl Miami

4:45 pm - 10:01 pmEYW Key West-MLI Moline Quad-City

6h 16m1 stop Charlotte Douglas

$469American Airlines

Sat, Oct 24 - Thu, Oct 29

6:00 am - 4:58 pmMLI Moline Quad-City-EYW Key West

9h 58m2 stops Chicago O'Hare Intl Miami

1:43 pm - 12:11 amEYW Key West-MLI Moline Quad-City

11h 28m2 stops Miami Chicago O'Hare Intl

$474American Airlines

Sat, Oct 24 - Thu, Oct 29

6:04 am - 12:53 pmMDW Chicago Midway-EYW Key West

5h 49m1 stop Atlanta Hartsfield-Jackson

7:40 am - 11:54 amEYW Key West-MDW Chicago Midway

5h 14m1 stop Atlanta Hartsfield-Jackson

$495Delta

Sat, Oct 24 - Thu, Oct 29

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

3h 24mnonstop

2:50 pm - 9:30 pmEYW Key West-ORD Chicago O'Hare Intl

7h 40m1 stop Newark

$501United Airlines

Sun, Oct 25 - Sat, Oct 31

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

3h 29mnonstop

2:50 pm - 9:30 pmEYW Key West-ORD Chicago O'Hare Intl

7h 40m1 stop Newark

$504United Airlines

Thu, Oct 22 - Thu, Oct 29

12:49 pm - 8:01 pmMDW Chicago Midway-EYW Key West

6h 12m1 stop Atlanta Hartsfield-Jackson

6:10 pm - 10:33 pmEYW Key West-MDW Chicago Midway

5h 23m1 stop Atlanta Hartsfield-Jackson

$514Delta

Low season	September
High season	February
Cheapest flight	$132

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.