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.

$112 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, Sep 12 - Sat, Sep 19

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

17h 29m1 stop Orlando

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

9h 19m2 stops Tampa Atlanta Hartsfield-Jackson

$250Multiple Airlines

Thu, Sep 17 - Thu, Sep 24

7:28 pm - 9:24 amORD Chicago O'Hare Intl-EYW Key West

36h 56m2 stops Atlanta Hartsfield-Jackson Tampa

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

13h 00m1 stop Orlando

$253Multiple Airlines

Sat, Oct 31 - Wed, Nov 4

4:44 pm - 11:19 amORD Chicago O'Hare Intl-EYW Key West

17h 35m1 stop Orlando

10:04 am - 12:02 pmEYW Key West-ORD Chicago O'Hare Intl

26h 58m2 stops Tampa Atlanta Hartsfield-Jackson

$254Multiple Airlines

Sat, Nov 28 - Sat, Dec 5

2:31 pm - 8:02 pmSTL Lambert-St Louis-EYW Key West

4h 31m1 stop Atlanta Hartsfield-Jackson

6:02 pm - 11:56 pmEYW Key West-STL Lambert-St Louis

6h 54m1 stop Atlanta Hartsfield-Jackson

$303Delta

Wed, Dec 2 - Sat, Dec 12

10:35 am - 6:01 pmSTL Lambert-St Louis-EYW Key West

6h 26m1 stop Charlotte Douglas

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

7:24 am - 4:35 pmSTL Lambert-St Louis-EYW Key West

8h 11m1 stop Chicago O'Hare Intl

4:49 pm - 10:24 pmEYW Key West-STL Lambert-St Louis

6h 35m1 stop Chicago O'Hare Intl

$303American Airlines

Sat, Dec 5 - Sat, Dec 12

9:00 am - 1:11 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

$319United Airlines

Mon, Dec 28 - Wed, Jan 13

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

3h 41mnonstop

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

3h 25mnonstop

$319United Airlines

Wed, Sep 30 - Wed, Oct 7

10:48 am - 5:23 pmMDW Chicago Midway-EYW Key West

5h 35m1 stop Atlanta Hartsfield-Jackson

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

5h 23m1 stop Atlanta Hartsfield-Jackson

$323Delta

Tue, Sep 29 - Tue, Oct 6

10:48 am - 5:23 pmMDW Chicago Midway-EYW Key West

5h 35m1 stop Atlanta Hartsfield-Jackson

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

5h 14m1 stop Atlanta Hartsfield-Jackson

$323Delta

Recent last minute flight deals from Illinois to Key West

Sat, Aug 22 - Mon, Aug 24

5:59 pm - 11:25 amORD Chicago O'Hare Intl-EYW Key West

16h 26m1 stop Orlando

12:07 pm - 11:08 pmEYW Key West-ORD Chicago O'Hare Intl

12h 01m1 stop Orlando

$344Multiple Airlines

Sat, Aug 22 - Mon, Aug 24

5:59 pm - 11:25 amORD Chicago O'Hare Intl-EYW Key West

16h 26m1 stop Orlando

12:07 pm - 11:08 pmEYW Key West-ORD Chicago O'Hare Intl

12h 01m1 stop Orlando

$354Multiple Airlines

Sat, Aug 22 - Mon, Aug 24

5:59 pm - 11:25 amORD Chicago O'Hare Intl-EYW Key West

16h 26m1 stop Orlando

12:07 pm - 11:08 pmEYW Key West-ORD Chicago O'Hare Intl

12h 01m1 stop Orlando

$361Multiple Airlines

Sat, Aug 22 - Fri, Aug 28

11:59 am - 4:18 pmORD Chicago O'Hare Intl-EYW Key West

3h 19mnonstop

4:56 pm - 7:48 pmEYW Key West-ORD Chicago O'Hare Intl

3h 52mnonstop

$373American Airlines

Wed, Aug 19 - Sat, Aug 22

11:59 am - 4:18 pmORD Chicago O'Hare Intl-EYW Key West

3h 19mnonstop

11:40 am - 5:28 pmEYW Key West-ORD Chicago O'Hare Intl

6h 48m1 stop Miami

$377American Airlines

Wed, Aug 19 - Sat, Aug 22

11:59 am - 4:18 pmORD Chicago O'Hare Intl-EYW Key West

3h 19mnonstop

10:15 am - 5:28 pmEYW Key West-ORD Chicago O'Hare Intl

8h 13m1 stop Miami

$377American Airlines

Wed, Aug 19 - Sat, Aug 22

10:54 am - 5:20 pmMDW Chicago Midway-EYW Key West

5h 26m1 stop Atlanta Hartsfield-Jackson

4:00 pm - 10:36 pmEYW Key West-MDW Chicago Midway

7h 36m1 stop Atlanta Hartsfield-Jackson

$387Delta

Sat, Aug 22 - Fri, Aug 28

6:11 am - 12:26 pmMDW Chicago Midway-EYW Key West

5h 15m1 stop Atlanta Hartsfield-Jackson

7:40 am - 11:51 amEYW Key West-MDW Chicago Midway

5h 11m1 stop Atlanta Hartsfield-Jackson

$393Delta

Sun, Aug 23 - Fri, Aug 28

7:25 am - 1:29 pmSTL Lambert-St Louis-EYW Key West

29h 04m3 stops Chicago O'Hare Intl Columbus Newark

2:15 pm - 10:59 pmEYW Key West-STL Lambert-St Louis

9h 44m2 stops Newark Chicago O'Hare Intl

$1,246United Airlines

Sun, Aug 23 - Fri, Aug 28

7:25 am - 1:29 pmSTL Lambert-St Louis-EYW Key West

29h 04m3 stops Chicago O'Hare Intl Columbus Newark

2:15 pm - 9:17 pmEYW Key West-STL Lambert-St Louis

32h 02m2 stops Newark Chicago O'Hare Intl

$1,387United Airlines

Useful Info

Low season	September
High season	February
Cheapest flight	$112

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

Most popular time to fly with an average 1% 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.

Little Torch Key

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Key West (EYW)

EYW

$112 Find Cheap Flights from Illinois to Key West - Compare and Save

Cheap Flights from Illinois to Key West

Recent round-trip flight deals from Illinois to Key West

Recent one-way flight deals from Illinois to Key West

Recent last minute flight deals from Illinois to Key West

Recent direct flight deals from Illinois to Key West

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Cheapest flight

FAQs for booking flights from Illinois to Key West

Traveling to a place near Key West?

Everything you need to know for your flight to Key West

Information on the airport you'll fly into in Key West

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Complete your trip to Key West with a hotel stay or car rental

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Choose which airport to fly into in Key West

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