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>

$103 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

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$185

Typical prices: $307-$527

Multiple Airlines

Sat 1/31Mon 2/2

STL - EYW • 1 stop

Cheapest non-stop

$308

Typical prices: $411-$785

United Airlines

Thu 3/12Thu 3/19

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

Sat, Jan 31 - Mon, Feb 2

5:42 pm - 9:26 am

STL

EYW

14h 44m

1 stop

1:06 pm - 11:33 pm

EYW

STL

11h 27m

1 stop

$185Multiple Airlines

Sat, Jan 31 - Wed, Feb 4

5:42 pm - 9:26 am

STL

EYW

14h 44m

1 stop

10:49 am - 6:51 am

EYW

STL

45h 02m

2 stops

$211Multiple Airlines

Wed, Mar 18 - Wed, Mar 25

11:22 am - 7:12 pm

STL

EYW

6h 50m

1 stop

6:49 pm - 11:48 pm

EYW

STL

5h 59m

1 stop

$223American Airlines

Tue, Feb 24 - Tue, Mar 3

6:00 am - 3:57 pm

STL

EYW

8h 57m

2 stops

7:45 pm - 11:56 pm

EYW

STL

5h 11m

1 stop

$228American Airlines

Mon, May 11 - Wed, May 20

1:30 pm - 7:44 pm

STL

EYW

5h 14m

1 stop

6:00 pm - 11:38 pm

EYW

STL

6h 38m

1 stop

$251Delta

Tue, Feb 24 - Wed, Mar 11

8:15 am - 3:00 pm

MLI

EYW

5h 45m

1 stop

4:05 pm - 10:22 pm

EYW

MLI

7h 17m

1 stop

$283United Airlines

Tue, Feb 24 - Wed, Mar 11

6:30 am - 4:07 pm

MLI

EYW

8h 37m

2 stops

4:05 pm - 10:22 pm

EYW

MLI

7h 17m

1 stop

$288United Airlines

Thu, Feb 5 - Mon, Feb 9

8:43 pm - 1:30 pm

ORD

EYW

15h 47m

1 stop

2:25 pm - 11:47 am

EYW

ORD

22h 22m

2 stops

$293Spirit Airlines

Tue, Feb 24 - Thu, Mar 5

10:49 am - 5:01 pm

MDW

EYW

5h 12m

1 stop

5:56 pm - 10:31 pm

EYW

MDW

5h 35m

1 stop

$294Delta

Thu, Feb 19 - Thu, Feb 26

5:15 am - 1:30 pm

ORD

EYW

7h 15m

1 stop

2:25 pm - 9:22 am

EYW

ORD

19h 57m

3 stops

$297Spirit Airlines

Useful Info

Low season	September
High season	March
Cheapest flight	$103

Best time to beat the crowds with an average 7% drop in price.

Most popular time to fly with an average 8% 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

$103 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