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Cheap flights from Illinois to Key West from $100

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 11/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Illinois to Key West

Cheap round-trip flights

These are some of the best round-trip flight deals from Illinois to Key West that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Illinois to Key West.

Cheap last minute flights

Planning a quick getaway from Illinois to Key West? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Key West, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Illinois to Key West

Find recent round-trip train or bus tickets from Illinois to Key West.

All round-trip flight deals to Key West

The cheapest plane tickets to Key West found on KAYAK recently.
6:00 am - 3:30 pmSTL-EYW
8h 30m1 stop
8:09 am - 12:45 pmEYW-STL
5h 36m1 stop
$208American Airlines
Find Deal
Wed, Jan 29 - Wed, Feb 5
5:40 am - 4:37 pmSTL-EYW
9h 57m2 stops
8:09 am - 12:45 pmEYW-STL
5h 36m1 stop
$213American Airlines
Find Deal
Wed, Jan 29 - Wed, Feb 5
10:57 am - 5:25 pmMDW-EYW
5h 28m1 stop
6:20 pm - 10:20 pmEYW-MDW
5h 00m1 stop
$218Delta
Find Deal
Tue, Jan 28 - Tue, Feb 4
11:05 am - 5:25 pmORD-EYW
5h 20m1 stop
6:20 pm - 11:59 pmEYW-ORD
6h 39m1 stop
$218Delta
Find Deal
Tue, Jan 28 - Tue, Feb 4
7:18 am - 4:37 pmSTL-EYW
8h 19m2 stops
11:40 am - 7:23 pmEYW-STL
8h 43m2 stops
$218American Airlines
Find Deal
Wed, Jan 29 - Wed, Feb 5
8:05 am - 3:01 pmSTL-EYW
5h 56m1 stop
4:19 pm - 9:45 pmEYW-STL
6h 26m1 stop
$233United Airlines
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Tue, Dec 17 - Sat, Dec 21
7:35 am - 4:01 pmORD-EYW
7h 26m1 stop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$234United Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 18
12:09 pm - 10:03 amORD-EYW
20h 54m2 stops
10:52 am - 8:49 pmEYW-ORD
10h 57m1 stop
Mon, Jan 6 - Wed, Jan 8
3:22 pm - 9:33 amORD-EYW
17h 11m2 stops
9:03 am - 5:20 pmEYW-ORD
9h 17m1 stop
Thu, Jan 9 - Sun, Jan 12
6:14 pm - 9:33 amPIA-EYW
14h 19m1 stop
8:53 am - 5:24 pmEYW-PIA
9h 31m1 stop
$347Allegiant Air
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Thu, Dec 12 - Sun, Dec 15
8:14 am - 12:32 pmORD-EYW
3h 18mnonstop
$100American Airlines
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Fri, Nov 29
6:00 am - 3:30 pmSTL-EYW
8h 30m1 stop
$104American Airlines
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Wed, Jan 22
11:17 am - 8:11 pmORD-EYW
7h 54m1 stop
$109Delta
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Wed, Feb 19
9:36 am - 6:51 pmSTL-EYW
8h 15m2 stops
$109American Airlines
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Wed, Jan 22
5:05 pm - 10:10 amSTL-EYW
16h 05m1 stop
Sat, Jan 18
12:43 pm - 8:30 pmMDW-EYW
6h 47m1 stop
$118Delta
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Tue, Nov 26
5:08 am - 1:15 pmORD-EYW
7h 07m1 stop
Fri, Feb 21
7:58 pm - 9:01 amMLI-EYW
12h 03m1 stop
$139Allegiant Air
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Thu, May 8
10:55 am - 3:01 pmORD-EYW
3h 06mnonstop
$140United Airlines
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Wed, Dec 18
1:05 pm - 2:20 pmORD-EYW
24h 15m1 stop
$184United Airlines
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Sun, Feb 23
12:15 pm - 6:48 pmORD-EYW
5h 33m1 stop
12:55 pm - 3:26 pmEYW-ORD
3h 31mnonstop
$359American Airlines
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Fri, Nov 22 - Tue, Nov 26
8:04 am - 12:20 pmORD-EYW
3h 16mnonstop
1:07 pm - 3:38 pmEYW-ORD
3h 31mnonstop
$374American Airlines
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Sun, Nov 24 - Thu, Dec 26
9:25 am - 5:18 pmORD-EYW
6h 53m1 stop
7:25 am - 12:21 pmEYW-ORD
5h 56m1 stop
$377Delta
Find Deal
Fri, Nov 22 - Tue, Nov 26
8:10 am - 4:35 pmORD-EYW
7h 25m1 stop
1:07 pm - 3:38 pmEYW-ORD
3h 31mnonstop
$384American Airlines
Find Deal
Sun, Nov 24 - Thu, Dec 26
7:00 am - 3:20 pmMLI-EYW
7h 20m1 stop
2:30 pm - 9:39 pmEYW-MLI
8h 09m1 stop
$408American Airlines
Find Deal
Sat, Nov 23 - Wed, Nov 27
6:00 am - 11:38 amMDW-EYW
4h 38m1 stop
7:25 am - 11:58 amEYW-MDW
5h 33m1 stop
$458Delta
Find Deal
Fri, Nov 22 - Wed, Nov 27
5:15 pm - 8:11 amORD-EYW
13h 56m1 stop
5:11 pm - 2:31 pmEYW-ORD
22h 20m2 stops
Sat, Nov 23 - Mon, Nov 25
6:15 pm - 9:01 amORD-EYW
13h 46m1 stop
5:56 pm - 11:04 amEYW-ORD
18h 08m2 stops
Sun, Nov 24 - Thu, Dec 26
8:05 am - 3:01 pmSTL-EYW
5h 56m1 stop
10:55 am - 2:12 pmEYW-STL
28h 17m2 stops
$569United Airlines
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Mon, Nov 25 - Wed, Nov 27
10:55 am - 3:01 pmORD-EYW
3h 06mnonstop
10:55 am - 2:19 pmEYW-ORD
28h 24m2 stops
$579United Airlines
Find Deal
Mon, Nov 25 - Wed, Nov 27
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$199United Airlines
Find Deal
Wed, Jan 8 - Wed, Jan 15
8:10 am - 12:35 pmORD-EYW
3h 25mnonstop
1:07 pm - 3:38 pmEYW-ORD
3h 31mnonstop
$224American Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$244United Airlines
Find Deal
Wed, Feb 5 - Wed, Feb 12
10:55 am - 3:01 pmORD-EYW
3h 06mnonstop
4:19 pm - 6:50 pmEYW-ORD
3h 31mnonstop
$249United Airlines
Find Deal
Mon, Dec 16 - Sat, Dec 21
11:02 am - 3:13 pmORD-EYW
3h 11mnonstop
4:19 pm - 6:50 pmEYW-ORD
3h 31mnonstop
$261United Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
10:55 am - 3:01 pmORD-EYW
3h 06mnonstop
4:19 pm - 6:50 pmEYW-ORD
3h 31mnonstop
$262United Airlines
Find Deal
Sat, Dec 14 - Sat, Dec 21
8:10 am - 12:35 pmORD-EYW
3h 25mnonstop
1:05 pm - 3:42 pmEYW-ORD
3h 37mnonstop
$269American Airlines
Find Deal
Wed, Dec 11 - Tue, Dec 17
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$279United Airlines
Find Deal
Wed, Jan 22 - Tue, Feb 4
8:10 am - 12:35 pmORD-EYW
3h 25mnonstop
1:07 pm - 3:38 pmEYW-ORD
3h 31mnonstop
$289American Airlines
Find Deal
Tue, Dec 17 - Sun, Dec 22
11:02 am - 3:13 pmORD-EYW
3h 11mnonstop
4:19 pm - 6:50 pmEYW-ORD
3h 31mnonstop
$304United Airlines
Find Deal
Tue, Dec 24 - Mon, Dec 30

American Airlines flights from Illinois to Key West

Our best American Airlines deals on Illinois to Key West flight tickets
American Airlines
Jan 29
STL6:00 amLambert-St Louis
8h 30m
1 stop
EYW3:30 pmKey West
Feb 5
EYW8:09 amKey West
5h 36m
1 stop
STL12:45 pmLambert-St Louis
American Airlines
Jan 29
STL5:40 amLambert-St Louis
9h 57m
2 stops
EYW4:37 pmKey West
Feb 5
EYW8:09 amKey West
5h 36m
1 stop
STL12:45 pmLambert-St Louis
American Airlines
Jan 29
STL7:18 amLambert-St Louis
8h 19m
2 stops
EYW4:37 pmKey West
Feb 5
EYW11:40 amKey West
8h 43m
2 stops
STL7:23 pmLambert-St Louis

United Airlines flights from Illinois to Key West

Our best United Airlines deals on Illinois to Key West flight tickets
United Airlines
Dec 17
STL8:05 amLambert-St Louis
5h 56m
1 stop
EYW3:01 pmKey West
Dec 21
EYW4:19 pmKey West
6h 26m
1 stop
STL9:45 pmLambert-St Louis
United Airlines
Jan 11
ORD7:35 amChicago O'Hare Intl
7h 26m
1 stop
EYW4:01 pmKey West
Jan 18
EYW3:50 pmKey West
3h 31m
ORD6:21 pmChicago O'Hare Intl
United Airlines
Feb 8
ORD7:35 amChicago O'Hare Intl
7h 26m
1 stop
EYW4:01 pmKey West
Feb 12
EYW3:50 pmKey West
3h 31m
ORD6:21 pmChicago O'Hare Intl

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, August 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 $358. If you are unable to visit Key West during the month of August, then departing from Illinois during the month September is also very affordable. Most momondo users find prices during this month for around $378.

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 $394. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Illinois to Key West for around $527.

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 at noon. momondo users have found flights departing from Illinois to Key West at noon for as low as $338. 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 in the evening, with an average ticket price of $563. Departure times in the evening 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?

Most flyers found that booking tickets 20 days in advance of their planned departure date is the best time to get cheap flights to Key West. During this timeframe, flight prices are around $449. 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 $267 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 22% 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

$100

Fastest flight time

3h 06m

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 $100. The best round-trip flight deal from Illinois to Key West found on momondo in the last 72 hours is $208.
The fastest flight from Illinois to Key West takes 3h 06m
Direct flights go from Illinois to Key West every day.
There is 1 airport near Key West: Key West (EYW)

  • 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
DeltaPriceFrom $216Free CancellationRating
8.0
8,755 reviews
Search Delta flights
American AirlinesPriceFrom $246Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $263Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights

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.


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