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Cheap flights from Chicago O'Hare Intl Airport to Key West from $126

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 2/26. 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.
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
4:07 pm - 6:49 pmEYW-ORD
3h 42mnonstop
$242United Airlines
Find Deal
Mon, Feb 10 - Wed, Feb 19
8:10 am - 12:34 pmORD-EYW
3h 24mnonstop
1:01 pm - 3:29 pmEYW-ORD
3h 28mnonstop
$249American Airlines
Find Deal
Mon, Feb 10 - Wed, Feb 19
8:10 am - 12:34 pmORD-EYW
3h 24mnonstop
1:01 pm - 3:29 pmEYW-ORD
3h 28mnonstop
$250American Airlines
Find Deal
Mon, Feb 10 - Wed, Feb 19
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
1:50 pm - 9:43 pmEYW-ORD
8h 53m1 stop
$259United Airlines
Find Deal
Wed, Jan 29 - Tue, Feb 4
4:23 pm - 9:01 amORD-EYW
15h 38m1 stop
3:04 pm - 10:29 pmEYW-ORD
8h 25m1 stop
Sun, May 4 - Sat, May 10
7:00 am - 5:15 pmORD-EYW
9h 15m1 stop
10:00 am - 8:45 pmEYW-ORD
11h 45m1 stop
Sun, Jan 19 - Fri, Jan 24
7:35 am - 4:01 pmORD-EYW
7h 26m1 stop
12:12 pm - 6:52 pmEYW-ORD
7h 40m1 stop
$263United Airlines
Find Deal
Mon, Feb 10 - Wed, Feb 19
3:56 pm - 10:02 amORD-EYW
17h 06m2 stops
9:03 am - 5:20 pmEYW-ORD
9h 17m1 stop
Tue, Feb 4 - Sun, Feb 9
11:05 am - 5:21 pmORD-EYW
5h 16m1 stop
6:16 pm - 11:49 pmEYW-ORD
6h 33m1 stop
$268Delta
Find Deal
Tue, Jan 28 - Wed, Feb 5
5:45 am - 2:08 pmORD-EYW
7h 23m1 stop
6:14 pm - 11:48 pmEYW-ORD
6h 34m1 stop
$288Delta
Find Deal
Mon, Feb 10 - Wed, Feb 19
7:25 am - 5:15 pmORD-EYW
8h 50m1 stop
Wed, Feb 26
6:10 am - 5:15 pmORD-EYW
10h 05m1 stop
Sat, Feb 22
7:35 am - 4:01 pmORD-EYW
7h 26m1 stop
$149United Airlines
Find Deal
Sat, Jan 25
8:05 am - 3:30 pmORD-EYW
6h 25m1 stop
$159American Airlines
Find Deal
Tue, Jan 21
6:50 am - 5:15 pmORD-EYW
9h 25m1 stop
Thu, Jan 16
8:12 am - 6:37 pmORD-EYW
9h 25m2 stops
$204American Airlines
Find Deal
Sat, Jan 25
7:00 am - 6:55 pmORD-EYW
10h 55m1 stop
$206United Airlines
Find Deal
Sun, Jan 26
9:35 am - 5:21 pmORD-EYW
6h 46m1 stop
$254Delta
Find Deal
Mon, Jan 6
7:05 am - 1:50 pmORD-EYW
5h 45m1 stop
$283Delta
Find Deal
Tue, Mar 25
10:40 am - 11:46 amORD-EYW
24h 06m3 stops
$765Alaska Airlines
Find Deal
Wed, Mar 26
10:00 am - 5:07 pmORD-EYW
6h 07m1 stop
7:00 am - 1:43 pmEYW-ORD
7h 43m1 stop
$448Delta
Find Deal
Mon, Dec 30 - Fri, Jan 10
8:00 am - 12:37 pmORD-EYW
3h 37mnonstop
5:05 pm - 10:05 pmEYW-ORD
6h 00m1 stop
$449American Airlines
Find Deal
Mon, Dec 30 - Fri, Jan 3
10:00 am - 5:07 pmORD-EYW
6h 07m1 stop
7:00 am - 1:43 pmEYW-ORD
7h 43m1 stop
$458Delta
Find Deal
Mon, Dec 30 - Thu, Jan 9
5:02 am - 12:18 pmORD-EYW
6h 16m1 stop
1:40 pm - 4:11 pmEYW-ORD
3h 31mnonstop
$499American Airlines
Find Deal
Mon, Dec 30 - Fri, Jan 3
10:00 am - 5:07 pmORD-EYW
6h 07m1 stop
7:00 am - 1:44 pmEYW-ORD
7h 44m1 stop
$508Delta
Find Deal
Mon, Dec 30 - Wed, Jan 8
9:45 am - 5:11 pmORD-EYW
6h 26m1 stop
1:40 pm - 4:11 pmEYW-ORD
3h 31mnonstop
$509American Airlines
Find Deal
Mon, Dec 30 - Wed, Jan 1
10:00 am - 5:07 pmORD-EYW
6h 07m1 stop
3:03 pm - 6:49 pmEYW-ORD
4h 46m1 stop
$518Delta
Find Deal
Mon, Dec 30 - Sat, Jan 11
6:31 am - 1:56 pmORD-EYW
6h 25m1 stop
5:05 pm - 10:05 pmEYW-ORD
6h 00m1 stop
$538American Airlines
Find Deal
Sun, Dec 29 - Fri, Jan 3
7:10 am - 11:30 amORD-EYW
3h 20mnonstop
10:00 am - 2:47 pmEYW-ORD
5h 47m1 stop
$559United Airlines
Find Deal
Mon, Dec 30 - Mon, Jan 6
7:10 am - 11:30 amORD-EYW
3h 20mnonstop
2:00 pm - 10:57 pmEYW-ORD
9h 57m2 stops
$568United Airlines
Find Deal
Sun, Dec 29 - Sat, Jan 11
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
4:07 pm - 6:49 pmEYW-ORD
3h 42mnonstop
$242United Airlines
Find Deal
Mon, Feb 10 - Wed, Feb 19
8:10 am - 12:34 pmORD-EYW
3h 24mnonstop
1:01 pm - 3:29 pmEYW-ORD
3h 28mnonstop
$249American Airlines
Find Deal
Mon, Feb 10 - Wed, Feb 19
8:10 am - 12:34 pmORD-EYW
3h 24mnonstop
1:01 pm - 3:29 pmEYW-ORD
3h 28mnonstop
$250American Airlines
Find Deal
Mon, Feb 10 - Wed, Feb 19
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$271United Airlines
Find Deal
Wed, Jan 29 - Mon, Feb 3
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$292United Airlines
Find Deal
Tue, Jan 21 - Fri, Jan 31
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$294United Airlines
Find Deal
Tue, Feb 4 - Sat, Feb 8
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$314United Airlines
Find Deal
Thu, Jan 23 - Thu, Jan 30
10:36 am - 2:50 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$325United Airlines
Find Deal
Sat, Jan 11 - Wed, Jan 15
10:36 am - 2:50 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$326United Airlines
Find Deal
Sat, Jan 11 - Tue, Jan 14
10:35 am - 2:49 pmORD-EYW
3h 14mnonstop
3:50 pm - 6:21 pmEYW-ORD
3h 31mnonstop
$329United Airlines
Find Deal
Tue, Jan 28 - Tue, Feb 4

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
Feb 10
ORD8:10 amChicago O'Hare Intl
3h 24m
EYW12:34 pmKey West
Feb 19
EYW1:01 pmKey West
3h 28m
ORD3:29 pmChicago O'Hare Intl
American Airlines
Feb 10
ORD8:10 amChicago O'Hare Intl
3h 24m
EYW12:34 pmKey West
Feb 19
EYW1:01 pmKey West
3h 28m
ORD3:29 pmChicago O'Hare Intl
American Airlines
Feb 10
ORD8:12 amChicago O'Hare Intl
6h 31m
1 stop
EYW3:43 pmKey West
Feb 19
EYW1:01 pmKey West
3h 28m
ORD3:29 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
Feb 10
ORD10:35 amChicago O'Hare Intl
3h 14m
EYW2:49 pmKey West
Feb 19
EYW4:07 pmKey West
3h 42m
ORD6:49 pmChicago O'Hare Intl
United Airlines
Jan 29
ORD10:35 amChicago O'Hare Intl
3h 14m
EYW2:49 pmKey West
Feb 4
EYW1:50 pmKey West
8h 53m
1 stop
ORD9:43 pmChicago O'Hare Intl
United Airlines
Feb 10
ORD7:35 amChicago O'Hare Intl
7h 26m
1 stop
EYW4:01 pmKey West
Feb 19
EYW12:12 pmKey West
7h 40m
1 stop
ORD6:52 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 $383.

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 $383. 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 $514.

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 $822. 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 44 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 $438. 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 $308 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 48% 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

$126

Fastest flight time

3h 05m

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 $126. The best round-trip flight deal from Chicago O'Hare Intl Airport to Key West found on momondo in the last 72 hours is $242.
The fastest flight from Chicago O'Hare Intl Airport to Key West takes 3h 05m
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 12m.

  • 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
8,560 reviews
Search Delta flights
American AirlinesPriceFrom $246Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $257Free CancellationRating
7.4
9,001 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago O'Hare Intl Airport to Key West

    United Airlines operates around 14 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 $475, but momondo users have found United Airlines deals from Chicago O'Hare Intl Airport to Key West from as low as $257 round-trip. United Airlines has been scored 7.4/10 in 9,001 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 6 times each week, with ticket deals ranging from $246 to $464. 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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