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Cheap flights from Chicago O'Hare Intl Airport to Key West from $136

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago O'Hare Intl Airport to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:26 am - 12:36 pmORD  Chicago O'Hare Intl-EYW Key West
25h 10m2 stops Atlanta Hartsfield-Jackson Tampa
Multiple Airlines Logo
10:45 am - 9:48 amEYW  Key West-ORD Chicago O'Hare Intl
24h 03m1 stop Tampa
$251Multiple Airlines
Mon, Nov 9 - Wed, Dec 2
Multiple Airlines Logo
6:30 am - 8:56 pmORD  Chicago O'Hare Intl-EYW Key West
13h 26m1 stop Tampa
Multiple Airlines Logo
10:04 am - 12:43 amEYW  Key West-ORD Chicago O'Hare Intl
15h 39m1 stop Tampa
$304Multiple Airlines
Sat, Nov 21 - Tue, Nov 24
Multiple Airlines Logo
9:51 am - 10:19 amORD  Chicago O'Hare Intl-EYW Key West
23h 28m1 stop Orlando
Multiple Airlines Logo
10:04 am - 6:16 pmEYW  Key West-ORD Chicago O'Hare Intl
9h 12m2 stops Tampa Atlanta Hartsfield-Jackson
$310Multiple Airlines
Sat, Nov 14 - Wed, Nov 18
American Airlines Logo
11:49 am - 4:15 pmORD  Chicago O'Hare Intl-EYW Key West
3h 26mnonstop
American Airlines Logo
6:25 pm - 9:20 pmEYW  Key West-ORD Chicago O'Hare Intl
3h 55mnonstop
$339American Airlines
Sat, Nov 14 - Wed, Nov 18
American Airlines Logo
7:20 am - 11:51 amORD  Chicago O'Hare Intl-EYW Key West
3h 31mnonstop
American Airlines Logo
5:49 pm - 8:42 pmEYW  Key West-ORD Chicago O'Hare Intl
3h 53mnonstop
$339American Airlines
Mon, Jan 4 - Sun, Jan 10
United Airlines Logo
7:00 am - 11:41 amORD  Chicago O'Hare Intl-EYW Key West
3h 41mnonstop
United Airlines Logo
12:22 pm - 3:11 pmEYW  Key West-ORD Chicago O'Hare Intl
3h 49mnonstop
$339United Airlines
Mon, Dec 21 - Fri, Dec 25
American Airlines Logo
11:49 am - 4:15 pmORD  Chicago O'Hare Intl-EYW Key West
3h 26mnonstop
American Airlines Logo
6:35 pm - 9:30 pmEYW  Key West-ORD Chicago O'Hare Intl
3h 55mnonstop
$339American Airlines
Sat, Nov 7 - Tue, Nov 10
United Airlines Logo
7:30 am - 12:15 pmORD  Chicago O'Hare Intl-EYW Key West
3h 45mnonstop
United Airlines Logo
5:56 pm - 11:42 pmEYW  Key West-ORD Chicago O'Hare Intl
6h 46m1 stop Newark
$349United Airlines
Sun, Feb 7 - Sat, Feb 13
Delta Logo
9:30 am - 5:11 pmORD  Chicago O'Hare Intl-EYW Key West
6h 41m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:45 am - 4:37 pmEYW  Key West-ORD Chicago O'Hare Intl
5h 52m1 stop Atlanta Hartsfield-Jackson
$359Delta
Fri, Jan 8 - Wed, Jan 13
Delta Logo
1:30 pm - 8:02 pmORD  Chicago O'Hare Intl-EYW Key West
5h 32m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:20 pm - 11:59 pmEYW  Key West-ORD Chicago O'Hare Intl
6h 39m1 stop Atlanta Hartsfield-Jackson
$359Delta
Thu, Dec 17 - Sun, Dec 20

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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
Oct 24
ORD11:10 amChicago O'Hare Intl
2h 08m
EYW2:18 pmKey West
Oct 28
EYW2:51 pmKey West
8h 27m
1 stop
ORD10:18 pmChicago O'Hare Intl
$352
United Airlines
Sep 20
ORD5:00 amChicago O'Hare Intl
7h 29m
1 stop
EYW1:29 pmKey West
Sep 26
EYW4:00 pmKey West
2h 27m
ORD5:27 pmChicago O'Hare Intl
$869
United Airlines
Sep 16
ORD9:39 pmChicago O'Hare Intl
14h 50m
2 stops
EYW1:29 pmKey West
Sep 23
EYW2:20 pmKey West
16h 37m
2 stops
ORD5:57 amChicago O'Hare Intl
$925

Delta flights from Chicago O'Hare Intl Airport to Key West

Our best Delta deals on Chicago O'Hare Intl Airport to Key West flight tickets
Delta
Jan 7
ORD11:10 amChicago O'Hare Intl
7h 33m
1 stop
EYW7:43 pmKey West
Jan 14
EYW11:45 amKey West
5h 52m
1 stop
ORD4:37 pmChicago O'Hare Intl
$379
Delta
Sep 8
ORD8:55 amChicago O'Hare Intl
10h 05m
2 stops
EYW8:00 pmKey West
Sep 15
EYW7:40 amKey West
7h 49m
1 stop
ORD2:29 pmChicago O'Hare Intl
$765
Delta
Sep 16
ORD8:55 amChicago O'Hare Intl
10h 05m
2 stops
EYW8:00 pmKey West
Sep 23
EYW11:42 amKey West
10h 51m
2 stops
ORD9:33 pmChicago O'Hare Intl
$949

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Mon 11/9

10:26 am-12:36 pm

2 stops25h 10m

Key West

Wed 12/2

10:45 am-9:48 am

1 stop24h 03m

$251

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Sat 11/21

6:30 am-8:56 pm

1 stop13h 26m

Key West

Tue 11/24

10:04 am-12:43 am

1 stop15h 39m

$304

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Sat 11/14

9:51 am-10:19 am

1 stop23h 28m

Key West

Wed 11/18

10:04 am-6:16 pm

2 stops9h 12m

$310
Quickest round-trip

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Sat 11/14

11:49 am-4:15 pm

Nonstop3h 26m

Key West

Wed 11/18

6:25 pm-9:20 pm

Nonstop3h 55m

$339

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Mon 1/4

7:20 am-11:51 am

Nonstop3h 31m

Key West

Sun 1/10

5:49 pm-8:42 pm

Nonstop3h 53m

$339

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Mon 12/21

7:00 am-11:41 am

Nonstop3h 41m

Key West

Fri 12/25

12:22 pm-3:11 pm

Nonstop3h 49m

$339

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Sat 11/7

11:49 am-4:15 pm

Nonstop3h 26m

Key West

Tue 11/10

6:35 pm-9:30 pm

Nonstop3h 55m

$339

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Sun 2/7

7:30 am-12:15 pm

Nonstop3h 45m

Key West

Sat 2/13

5:56 pm-11:42 pm

1 stop6h 46m

$349

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Fri 1/8

9:30 am-5:11 pm

1 stop6h 41m

Key West

Wed 1/13

11:45 am-4:37 pm

1 stop5h 52m

$359

ChicagoKey West

ORD Chicago O'Hare Intl - EYW Key West

ORDEYW

Chicago O'Hare Intl

Thu 12/17

1:30 pm-8:02 pm

1 stop5h 32m

Key West

Sun 12/20

6:20 pm-11:59 pm

1 stop6h 39m

$359

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 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 typical price of a round-trip flight between Chicago O'Hare Intl Airport and Key West?

Prices are currently low for flights on this route.

Typical prices usually range from $333 to $477.
The lowest price recently found on this route was $251.

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 $329. If you are unable to visit Key West during the month of August, then departing from Chicago O'Hare Intl Airport during the month May is also very affordable. Most momondo users find prices during this month for around $369.

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 $360. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Sunday, 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 $509.

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 $448. 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 afternoon, with an average ticket price of $449. Departure times in the afternoon 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 from Chicago O'Hare Intl Airport to Key West?

You are more likely to see cheaper flights to Key West from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $425 when searching weeks out. 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 $372 on momondo.

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

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

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Key West.

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

$136

Fastest flight time

3h 11m

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 $136. The best round-trip flight deal from Chicago O'Hare Intl Airport to Key West found on momondo in the last 72 hours is $251.
The fastest flight from Chicago O'Hare Intl Airport to Key West takes 3h 11m
Direct flights go from Chicago O'Hare Intl Airport to Key West every day.
There is 1 airport in Key West. From Chicago O'Hare Intl Airport there are direct flights to Key West (EYW).
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Key West

  • 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 11m.

  • 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 $196Free CancellationRating
7.8
8,557 reviews
Search Delta flights
United AirlinesPriceFrom $249Free CancellationRating
7.4
10,173 reviews
Search United Airlines flights
American AirlinesPriceFrom $304Free CancellationRating
7.1
12,039 reviews
Search American Airlines flights

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

    American Airlines operates around 5 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 $473, but momondo users have found American Airlines deals from Chicago O'Hare Intl Airport to Key West from as low as $304 round-trip. American Airlines has been scored 7.1/10 in 12,039 reviews.

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 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.

An easier way to manage your Key West trip

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