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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$93 CHEAP FLIGHTS from Illinois to Key West

EYW

KAYAK searches hundreds of travel sites at once for deals on flights to Key West

...and more

Travelers love KAYAK

41 299 237 searches in the past 7 days on KAYAK

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Cheapest round-trip

$219

Overall average: $398

Multiple Airlines

Sun 2/22Thu 3/5

STL - EYW • 1 stop

Cheapest non-stop

$317

Typical prices: $459-$662

United Airlines

Sun 2/22Thu 2/26

ORD - EYW • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Key West!

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, Feb 22 - Thu, Mar 5

3:49 pm - 12:26 pm

STL

EYW

19h 37m

1 stop

9:46 am - 7:02 am

EYW

STL

22h 16m

1 stop

$219Multiple Airlines

Wed, Mar 18 - Wed, Mar 25

11:22 am - 7:12 pm

STL

EYW

6h 50m

1 stop

7:42 pm - 11:58 pm

EYW

STL

5h 16m

1 stop

$223American Airlines

Wed, Apr 15 - Wed, Apr 22

6:00 am - 4:30 pm

STL

EYW

9h 30m

2 stops

2:01 pm - 7:30 pm

EYW

STL

6h 29m

1 stop

$228American Airlines

Sun, Feb 15 - Thu, Feb 19

3:49 pm - 12:26 pm

STL

EYW

19h 37m

1 stop

11:01 am - 6:51 am

EYW

STL

20h 50m

2 stops

$241Multiple Airlines

Sat, Apr 11 - Wed, Apr 15

6:00 am - 3:57 pm

STL

EYW

8h 57m

1 stop

3:47 pm - 9:57 pm

EYW

STL

7h 10m

1 stop

$259United Airlines

Wed, Mar 4 - Tue, Mar 10

11:55 am - 7:42 pm

STL

EYW

6h 47m

1 stop

6:25 pm - 11:58 pm

EYW

STL

6h 33m

1 stop

$266Delta

Sat, Feb 14 - Thu, Feb 19

5:45 pm - 10:09 pm

ORD

EYW

3h 24mnonstop

6:35 pm - 11:43 pm

EYW

ORD

6h 08m

1 stop

$289United Airlines

Tue, Feb 24 - Thu, Mar 5

12:45 pm - 7:42 pm

MDW

EYW

5h 57m

1 stop

5:56 pm - 10:31 pm

EYW

MDW

5h 35m

1 stop

$289Delta

Sat, Feb 28 - Wed, Mar 4

5:49 pm - 3:23 pm

MLI

EYW

20h 34m

1 stop

12:40 pm - 7:58 am

EYW

MLI

20h 18m

1 stop

$289Allegiant Air

Wed, Feb 25 - Wed, Mar 4

1:10 pm - 3:23 pm

MLI

EYW

25h 13m

1 stop

12:40 pm - 7:58 am

EYW

MLI

20h 18m

1 stop

$319Allegiant Air

Useful Info

Low season	September
High season	March
Cheapest flight	$93

Best time to beat the crowds with an average 8% drop in price.

Most popular time to fly with an average 9% 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

Everything you need to know for your flight to Key West

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

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

Key West (EYW)

EYW

$93 Find Cheap Flights from Illinois to Key West

KAYAK searches hundreds of travel sites at once for deals on flights to Key West

Everything you should know

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

Good to know

FAQs for booking flights from Illinois 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.

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

Cabin class types available on flights to Illinois

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

Find direct flights for Key West

Flights to other popular destinations

Flights from domestic origins to Key West

Choose which airport to fly into in Key West

Find deals for your return flight