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Cheap flights from Illinois to Key West from $94

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Key West departing on 3/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Illinois to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:42 pm - 9:06 am
STL
-
EYW
14h 24m
1 stop
Multiple Airlines Logo
1:06 pm - 12:27 am
EYW
-
STL
12h 21m
1 stop
$175Multiple Airlines
sáb., feb. 7 - vie., feb. 13
Multiple Airlines Logo
3:49 pm - 12:26 pm
STL
-
EYW
19h 37m
1 stop
Multiple Airlines Logo
1:06 pm - 12:27 am
EYW
-
STL
12h 21m
1 stop
$193Multiple Airlines
dom., feb. 15 - vie., feb. 20
American Airlines Logo
1:36 pm - 10:37 pm
STL
-
EYW
8h 01m
1 stop
American Airlines Logo
7:45 pm - 11:56 pm
EYW
-
STL
5h 11m
1 stop
$223American Airlines
sáb., feb. 21 - mar., feb. 24
American Airlines Logo
1:36 pm - 10:37 pm
STL
-
EYW
8h 01m
1 stop
American Airlines Logo
1:55 pm - 9:37 pm
EYW
-
STL
8h 42m
2 stops
$228American Airlines
sáb., feb. 21 - mié., feb. 25
Delta Logo
12:45 pm - 7:42 pm
MDW
-
EYW
5h 57m
1 stop
Delta Logo
5:56 pm - 10:31 pm
EYW
-
MDW
5h 35m
1 stop
$289Delta
mar., feb. 24 - mié., mar. 4
United Airlines Logo
10:50 am - 3:17 pm
ORD
-
EYW
3h 27mnonstop
United Airlines Logo
6:05 pm - 11:39 pm
EYW
-
ORD
6h 34m
1 stop
$289United Airlines
sáb., ene. 31 - vie., feb. 6
Delta Logo
12:55 pm - 7:40 pm
MDW
-
EYW
5h 45m
1 stop
Delta Logo
6:25 pm - 10:29 pm
EYW
-
MDW
5h 04m
1 stop
$294Delta
mié., abr. 29 - sáb., may. 2
United Airlines Logo
6:30 am - 3:17 pm
PIA
-
EYW
7h 47m
1 stop
United Airlines Logo
4:15 pm - 9:39 pm
EYW
-
PIA
6h 24m
1 stop
$314United Airlines
jue., ene. 29 - jue., feb. 5
Allegiant Air Logo
10:10 am - 3:22 pm
EVV
-
EYW
4h 12m
1 stop
Allegiant Air Logo
5:07 pm - 9:20 am
EYW
-
EVV
17h 13m
1 stop
$338Allegiant Air
jue., jun. 18 - mié., jun. 24
Allegiant Air Logo
10:10 am - 9:41 am
EVV
-
EYW
22h 31m
2 stops
Allegiant Air Logo
5:07 pm - 9:20 am
EYW
-
EVV
17h 13m
1 stop
$424Allegiant Air
jue., jun. 18 - mié., jun. 24

Delta flights from Illinois to Key West

Our best Delta deals on Illinois to Key West flight tickets
Delta
Feb 24
MDW12:45 pmChicago Midway
5h 57m
1 stop
EYW7:42 pmKey West
Mar 4
EYW5:56 pmKey West
5h 35m
1 stop
MDW10:31 pmChicago Midway
$289
Delta
Apr 29
MDW12:55 pmChicago Midway
5h 45m
1 stop
EYW7:40 pmKey West
May 2
EYW6:25 pmKey West
5h 04m
1 stop
MDW10:29 pmChicago Midway
$294
Delta
Jan 30
MDW12:48 pmChicago Midway
5h 52m
1 stop
EYW7:40 pmKey West
Feb 5
EYW7:10 amKey West
5h 49m
1 stop
MDW11:59 amChicago Midway
$299

American Airlines flights from Illinois to Key West

Our best American Airlines deals on Illinois to Key West flight tickets
American Airlines
Feb 21
STL1:36 pmLambert-St Louis
8h 01m
1 stop
EYW10:37 pmKey West
Feb 25
EYW2:26 pmKey West
6h 50m
1 stop
STL8:16 pmLambert-St Louis
$223
American Airlines
Feb 21
STL1:36 pmLambert-St Louis
8h 01m
1 stop
EYW10:37 pmKey West
Feb 25
EYW1:55 pmKey West
8h 42m
2 stops
STL9:37 pmLambert-St Louis
$228
American Airlines
Feb 25
STL9:37 amLambert-St Louis
8h 38m
2 stops
EYW7:15 pmKey West
Mar 4
EYW1:55 pmKey West
8h 42m
2 stops
STL9:37 pmLambert-St Louis
$234

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated enero 15, 2026.
Use the filters below to find and compare flights from Illinois to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

sáb. 2/7

5:42 pm-9:06 am

1 stop14h 24m

Key West

vie. 2/13

1:06 pm-12:27 am

1 stop12h 21m

$175

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

dom. 2/15

3:49 pm-12:26 pm

1 stop19h 37m

Key West

vie. 2/20

1:06 pm-12:27 am

1 stop12h 21m

$193

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

sáb. 2/21

1:36 pm-10:37 pm

1 stop8h 01m

Key West

mar. 2/24

7:45 pm-11:56 pm

1 stop5h 11m

$223

St. LouisKey West

STL - EYW

STLEYW

Lambert-St Louis

sáb. 2/21

1:36 pm-10:37 pm

1 stop8h 01m

Key West

mié. 2/25

1:55 pm-9:37 pm

2 stops8h 42m

$228

ChicagoKey West

MDW - EYW

MDWEYW

Chicago Midway

mar. 2/24

12:45 pm-7:42 pm

1 stop5h 57m

Key West

mié. 3/4

5:56 pm-10:31 pm

1 stop5h 35m

$289

ChicagoKey West

ORD - EYW

ORDEYW

Chicago O'Hare Intl

sáb. 1/31

10:50 am-3:17 pm

Nonstop3h 27m

Key West

vie. 2/6

6:05 pm-11:39 pm

1 stop6h 34m

$289

ChicagoKey West

MDW - EYW

MDWEYW

Chicago Midway

mié. 4/29

12:55 pm-7:40 pm

1 stop5h 45m

Key West

sáb. 5/2

6:25 pm-10:29 pm

1 stop5h 04m

$294

PeoriaKey West

PIA - EYW

PIAEYW

Greater Peoria

jue. 1/29

6:30 am-3:17 pm

1 stop7h 47m

Key West

jue. 2/5

4:15 pm-9:39 pm

1 stop6h 24m

$314

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

jue. 6/18

10:10 am-3:22 pm

1 stop4h 12m

Key West

mié. 6/24

5:07 pm-9:20 am

1 stop17h 13m

$338

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

jue. 6/18

10:10 am-9:41 am

2 stops22h 31m

Key West

mié. 6/24

5:07 pm-9:20 am

1 stop17h 13m

$424

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Key West from

How to get the cheapest flight ticket from Illinois to Key West

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Key West?

In general, January is the cheapest month to fly from Illinois to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $390. If you are unable to visit Key West during the month of January, then departing from Illinois during the month July is also very affordable. Most momondo users find prices during this month for around $399.

What is the cheapest day to depart on your flight to Key West?

On average, the least expensive day to fly to Key West from Illinois is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $378. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Illinois to Key West for around $539.

What is the cheapest time of day to depart on your flight to Key West?

According to our data, the cheapest time of day to fly to Key West is in the afternoon. momondo users have found flights departing from Illinois to Key West in the afternoon for as low as $454. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Key West are more costly at noon, with an average ticket price of $509. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Illinois to Key West flight route?

Fly from Chicago O'Hare Intl to Key West for the best Illinois - Key West flight prices

How far in advance should I book a flight to Key West?

You are more likely to see cheaper flights to Key West from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $439 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Illinois for as low as $373 on momondo.

What cabin class options are available on Illinois to Key West flights?

There are 3 cabin classes available to choose from on Illinois to Key West flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Illinois to Key West flights?

You could potentially save up to 6% on your flight if you consider stops on a Illinois to Key West flight.

Cheap Illinois to Key West flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Key West

Best Price Found

$258

Fastest flight time

3h 11m

Direct flights

Every day

Airports in Key West

1 airport
The best one-way flight to Key West from Illinois in the past 72 hours is $258. The best round-trip flight deal from Illinois to Key West found on momondo in the last 72 hours is $329.
The fastest flight from Illinois to Key West takes 3h 11m
Direct flights go from Illinois to Key West every day.
There is 1 airport in Key West. From Illinois there are direct flights to Key West (EYW).
Search flight deals

  • When did momondo last update prices for flights from Illinois to Key West Airport?

    Prices for flights from Illinois to Key West Airport were last updated today.

  • How many operators does momondo search for flights from Illinois to Key West Airport?

  • How old do you have to be to fly from Illinois to Key West Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Illinois to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The travel and health documents you'll need for your trip to Key West Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Key West Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Illinois to Key West?

Best airlines flying from Illinois to Key West

Compare and see reviews for airlines that fly from Illinois to Key West with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $145Free CancellationRating
6.3
8,319 reviews
Search Spirit Airlines flights
DeltaPriceFrom $248Free CancellationRating
7.9
8,048 reviews
Search Delta flights
United AirlinesPriceFrom $249Free CancellationRating
7.4
9,163 reviews
Search United Airlines flights
American AirlinesPriceFrom $268Free CancellationRating
7.2
11,130 reviews
Search American Airlines flights

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Key West?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Key West from Illinois.

Can I find flights from Illinois to Key West with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Illinois to Key West flights to just show those with flexible booking policies.

How can momondo help me find flights from Illinois to Key West?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Key West from Illinois.

I’m not ready to book a flight from Illinois to Key West right now. Can momondo alert me if prices change?

Price alerts on flights to Key West from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Key West trip

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