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Cheap flights from Chicago O'Hare Intl Airport to Key West from $109

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Key West departing on 2/4. 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 Chicago O'Hare Intl Airport to Key West

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Key West.

Cheap last minute flights

Planning a quick getaway from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Key West

Find recent round-trip train or bus tickets from Chicago O'Hare Intl Airport to Key West.

All round-trip flight deals to Key West

The cheapest plane tickets to Key West found on KAYAK recently.
3:56 pm - 9:33 amORD-EYW
16h 37m2 stops
9:03 am - 5:20 pmEYW-ORD
9h 17m1 stop
Sun, Jan 26 - Thu, Jan 30
3:56 pm - 9:33 amORD-EYW
16h 37m2 stops
10:52 am - 11:32 pmEYW-ORD
13h 40m2 stops
Sun, Jan 26 - Wed, Jan 29
3:56 pm - 9:33 amORD-EYW
16h 37m2 stops
9:03 am - 11:32 pmEYW-ORD
15h 29m2 stops
Sun, Jan 26 - Thu, Jan 30
8:14 pm - 9:51 amORD-EYW
12h 37m1 stop
10:52 am - 8:49 pmEYW-ORD
10h 57m1 stop
Sat, Jan 4 - Wed, Jan 8
10:36 am - 2:50 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$224United Airlines
Find Deal
Sun, Jan 19 - Tue, Jan 28
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 25 - Wed, Jan 29
8:10 am - 12:35 pmORD-EYW
3h 25mnonstop
1:07 pm - 3:38 pmEYW-ORD
3h 31mnonstop
$244American Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
5:45 am - 11:38 amORD-EYW
4h 53m1 stop
6:16 pm - 11:59 pmEYW-ORD
6h 43m1 stop
$252Delta
Find Deal
Tue, Jan 21 - Mon, Feb 3
8:05 am - 3:30 pmORD-EYW
6h 25m1 stop
1:07 pm - 3:38 pmEYW-ORD
3h 31mnonstop
$254American Airlines
Find Deal
Thu, Dec 19 - Tue, Dec 24
5:45 am - 11:38 amORD-EYW
4h 53m1 stop
7:00 am - 1:43 pmEYW-ORD
7h 43m1 stop
$268Delta
Find Deal
Tue, Jan 28 - Tue, Feb 4
5:45 am - 2:08 pmORD-EYW
7h 23m1 stop
$109Delta
Find Deal
Tue, Feb 4
8:14 pm - 9:30 amORD-EYW
12h 16m1 stop
Wed, Jan 8
7:10 am - 11:30 amORD-EYW
3h 20mnonstop
$140United Airlines
Find Deal
Tue, Dec 31
7:25 am - 4:09 pmORD-EYW
7h 44m1 stop
$149United Airlines
Find Deal
Wed, Jan 1
8:15 am - 12:52 pmORD-EYW
3h 37mnonstop
$169American Airlines
Find Deal
Mon, Jan 6
8:05 am - 3:30 pmORD-EYW
6h 25m1 stop
$178American Airlines
Find Deal
Mon, Jan 6
12:05 pm - 10:10 amORD-EYW
21h 05m1 stop
$184United Airlines
Find Deal
Mon, Feb 3
3:51 pm - 10:10 amORD-EYW
17h 19m2 stops
$189United Airlines
Find Deal
Tue, Feb 4
6:25 pm - 6:55 pmORD-EYW
23h 30m1 stop
$190United Airlines
Find Deal
Sat, Feb 1
1:10 pm - 10:10 amORD-EYW
20h 00m1 stop
$198United Airlines
Find Deal
Thu, Jan 30
1:59 pm - 8:34 pmORD-EYW
5h 35m1 stop
7:25 am - 2:26 pmEYW-ORD
8h 01m1 stop
$353Delta
Find Deal
Tue, Dec 10 - Tue, Dec 17
7:00 am - 1:24 pmORD-EYW
5h 24m1 stop
7:25 am - 2:26 pmEYW-ORD
8h 01m1 stop
$413Delta
Find Deal
Fri, Dec 6 - Tue, Dec 17
8:10 am - 12:35 pmORD-EYW
3h 25mnonstop
11:55 am - 6:00 pmEYW-ORD
7h 05m1 stop
$424American Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
7:00 am - 4:36 pmORD-EYW
8h 36m2 stops
8:05 am - 12:28 pmEYW-ORD
5h 23m1 stop
$438American Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
8:10 am - 12:35 pmORD-EYW
3h 25mnonstop
3:30 pm - 9:34 pmEYW-ORD
7h 04m1 stop
$449American Airlines
Find Deal
Mon, Dec 9 - Sat, Dec 14
5:40 am - 1:24 pmORD-EYW
6h 44m1 stop
12:32 pm - 4:33 pmEYW-ORD
5h 01m1 stop
$458Delta
Find Deal
Sat, Dec 7 - Wed, Dec 11
8:10 am - 12:35 pmORD-EYW
3h 25mnonstop
2:13 pm - 8:30 pmEYW-ORD
7h 17m1 stop
$469American Airlines
Find Deal
Tue, Dec 10 - Mon, Dec 16
10:55 am - 3:01 pmORD-EYW
3h 06mnonstop
4:05 pm - 6:26 pmEYW-ORD
3h 21mnonstop
$519United Airlines
Find Deal
Fri, Dec 6 - Fri, Dec 13
10:55 am - 3:01 pmORD-EYW
3h 06mnonstop
10:55 am - 4:38 pmEYW-ORD
6h 43m1 stop
$564United Airlines
Find Deal
Tue, Dec 10 - Sun, Dec 15
10:55 am - 3:01 pmORD-EYW
3h 06mnonstop
4:05 pm - 6:26 pmEYW-ORD
3h 21mnonstop
$568United Airlines
Find Deal
Sat, Dec 7 - Wed, Dec 11
10:36 am - 2:50 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$224United Airlines
Find Deal
Sun, Jan 19 - Tue, Jan 28
8:10 am - 12:35 pmORD-EYW
3h 25mnonstop
1:07 pm - 3:38 pmEYW-ORD
3h 31mnonstop
$244American Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
7:10 am - 11:30 amORD-EYW
3h 20mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$249United Airlines
Find Deal
Wed, Jan 1 - Thu, Jan 9
10:36 am - 2:50 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$262United Airlines
Find Deal
Sat, Jan 25 - Wed, Jan 29
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$285United Airlines
Find Deal
Tue, Jan 7 - Mon, Jan 13
7:10 am - 11:30 amORD-EYW
3h 20mnonstop
12:26 pm - 2:55 pmEYW-ORD
3h 29mnonstop
$304United Airlines
Find Deal
Tue, Dec 24 - Sat, Dec 28
8:10 am - 12:34 pmORD-EYW
3h 24mnonstop
1:06 pm - 3:37 pmEYW-ORD
3h 31mnonstop
$314American Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16
10:55 am - 3:01 pmORD-EYW
3h 06mnonstop
4:19 pm - 6:50 pmEYW-ORD
3h 31mnonstop
$324United Airlines
Find Deal
Tue, Dec 17 - Tue, Dec 24
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$329United Airlines
Find Deal
Wed, Jan 22 - Wed, Jan 29
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$330United Airlines
Find Deal
Fri, Jan 10 - Mon, Jan 13

American Airlines flights from Chicago O'Hare Intl Airport to Key West

Our best American Airlines deals on Chicago O'Hare Intl Airport to Key West flight tickets
American Airlines
Dec 18
ORD8:10 amChicago O'Hare Intl
3h 25m
EYW12:35 pmKey West
Dec 25
EYW1:07 pmKey West
3h 31m
ORD3:38 pmChicago O'Hare Intl
American Airlines
Dec 19
ORD8:05 amChicago O'Hare Intl
6h 25m
1 stop
EYW3:30 pmKey West
Dec 24
EYW1:07 pmKey West
3h 31m
ORD3:38 pmChicago O'Hare Intl
American Airlines
Dec 18
ORD10:05 amChicago O'Hare Intl
5h 31m
1 stop
EYW4:36 pmKey West
Dec 25
EYW1:07 pmKey West
3h 31m
ORD3:38 pmChicago O'Hare Intl

United Airlines flights from Chicago O'Hare Intl Airport to Key West

Our best United Airlines deals on Chicago O'Hare Intl Airport to Key West flight tickets
United Airlines
Jan 19
ORD10:36 amChicago O'Hare Intl
3h 14m
EYW2:50 pmKey West
Jan 28
EYW3:50 pmKey West
3h 31m
ORD6:21 pmChicago O'Hare Intl
United Airlines
Jan 25
ORD7:35 amChicago O'Hare Intl
7h 26m
1 stop
EYW4:01 pmKey West
Jan 29
EYW3:50 pmKey West
3h 31m
ORD6:21 pmChicago O'Hare Intl
United Airlines
Jan 25
ORD5:45 amChicago O'Hare Intl
9h 16m
1 stop
EYW4:01 pmKey West
Jan 29
EYW12:25 pmKey West
9h 00m
1 stop
ORD8:25 pmChicago O'Hare Intl

See travel insights to Key West from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $392. 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 Chicago O'Hare Intl Airport to Key West for around $524.

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 Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl to Key West flight route?

Fly from Chicago O'Hare Intl to Key West for the best Chicago O'Hare Intl - 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 Chicago O'Hare Intl Airport for as low as $267 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Key West flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl 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 Chicago O'Hare Intl Airport to Key West flights?

You could potentially save up to 22% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Key West flight.

How have Chicago O'Hare Intl Airport to Key West flight prices changed over time?


When to book flights from Chicago O'Hare Intl Airport to Key West

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Key West according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Key West (ORD to EYW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Key West

Best Price Found

$109

Fastest flight time

3h 06m

Direct flights

Every day

Airports in Key West

1 airport
The best one-way flight to Key West from Chicago O'Hare Intl Airport in the past 72 hours is $109. The best round-trip flight deal from Chicago O'Hare Intl Airport to Key West found on momondo in the last 72 hours is $154.
The fastest flight from Chicago O'Hare Intl Airport to Key West takes 3h 06m
Direct flights go from Chicago O'Hare Intl Airport to Key West every day.
There is 1 airport near Key West: Key West (EYW)

  • How far is Chicago O'Hare Intl to Key West by plane?

    Key West is 1252.7 mi away from Chicago O'Hare Intl. A reasonable flight in good conditions will take 3h 06m.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Key West Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Key West Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Key West Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Key West Airport.

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

    The required travel and health documents for your Key West Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Key West Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Key West?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Key West?


Best airlines flying from Chicago O'Hare Intl Airport to Key West

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Key West with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $216Free CancellationRating
8.0
8,687 reviews
Search Delta flights
American AirlinesPriceFrom $246Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $264Free CancellationRating
7.4
9,137 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago O'Hare Intl Airport to Key West

    United Airlines operates around 7 flights from Chicago O'Hare Intl Airport to Key West every week. The average price of these flights found in the last 72 hours has been $479, but momondo users have found United Airlines deals from Chicago O'Hare Intl Airport to Key West from as low as $264 round-trip. United Airlines has been scored 7.4/10 in 9,137 reviews.

  • American Airlines Flights From Chicago O'Hare Intl Airport to Key West

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Chicago O'Hare Intl Airport to Key West about 2 times each week, with ticket deals ranging from $246 to $470. Price data is based on momondo searches in the last 72 hours.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Key West. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Chicago to Key West on momondo can be filtered to show those which offer flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Key West.

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

If you are simply researching potential flights to Key West, momondo offers a useful price alert feature which will track prices for flights to Key West from Chicago and alert you when they change.


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