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Key West

$68+ Cheap flights from Key West

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — ORD
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
1 adult, Economy
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What to know about flights from Key West

Discover essential information about flights departing from Key West, including flight schedules, destinations, airlines operating at the Key West airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated December 27, 2025.

Cheapest one-way flight

$49

Cheapest round-trip flight

$230

Cheapest airline

Allegiant Air

Most popular destination

Atlanta Hartsfield-Jackson (ATL)

Good round-trip deal

$92 or less

Good one-way deal

$49 or less
The cheapest one-way flight from Key West is currently to Fort Lauderdale.
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The cheapest round-trip flight from Key West is currently to Atlanta Hartsfield-Jackson.
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On average, Allegiant Air currently has the cheapest one-way flight from Key West (avg. price of $138).
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Atlanta Hartsfield-Jackson (ATL) is currently the most popular flight destination from Key West (average round-trip price of $348).
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Price to beat on a round-trip flight from Key West.
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Price to beat on a one-way flight from Key West.
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Find flights from Key West

Cheapest flights from Key West
Explore the most affordable flight options available from Key West. Find the lowest fares based on data from user searches, with prices last updated on December 27, 2025.

This Flightnetwork deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2912:51 pmEYW - ATL
1 stop6h 25mSpirit Airlines
Sun 2/15:25 amATL - EYW
1 stop6h 31mSpirit Airlines
Deal found 12/25$148
This Priceline deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2212:51 pmEYW - ORD
1 stop7h 47mSpirit Airlines
Mon 1/267:20 amORD - EYW
1 stop5h 10mSpirit Airlines
Deal found 12/26$157
This Priceline deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/92:25 pmEYW - ATL
1 stop4h 51mSpirit Airlines
Thu 1/225:25 amATL - EYW
1 stop6h 31mSpirit Airlines
Deal found 12/26$168
This Kiwi.com deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/161:06 pmEYW - EWR
1 stop27h 54mMultiple Airlines
Sun 1/255:00 amEWR - EYW
1 stop9h 56mMultiple Airlines
Deal found 12/26$168
This Priceline deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2212:51 pmEYW - ORD
1 stop9h 12mSpirit Airlines
Fri 1/237:20 amORD - EYW
1 stop5h 10mSpirit Airlines
Deal found 12/26$169
This Kiwi.com deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/161:06 pmEYW - LGA
1 stop6h 54mMultiple Airlines
Sun 1/257:59 pmLGA - EYW
1 stop16h 27mMultiple Airlines
Deal found 12/26$171
This Kiwi.com deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1510:06 amEYW - ORD
1 stop10h 35mMultiple Airlines
Wed 1/2110:48 amORD - EYW
1 stop27h 08mMultiple Airlines
Deal found 12/25$179
This Mytrip deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1512:51 pmEYW - LGA
1 stop6h 49mSpirit Airlines
Wed 1/217:59 pmLGA - EYW
2 stops15h 57mSpirit Airlines
Deal found 12/25$186
This Kiwi.com deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1512:51 pmEYW - EWR
1 stop8h 23mSpirit Airlines
Wed 1/216:59 pmEWR - EYW
1 stop16h 57mSpirit Airlines
Deal found 12/25$187
This Kiwi.com deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/91:06 pmEYW - BWI
1 stop9h 38mMultiple Airlines
Mon 1/126:00 amBWI - EYW
1 stop6h 26mMultiple Airlines
Deal found 12/26$192
This Kiwi.com deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/261:06 pmEYW - CLT
1 stop27h 48mMultiple Airlines
Thu 1/296:02 pmCLT - EYW
1 stop19h 28mMultiple Airlines
Deal found 12/25$193
This Kiwi.com deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/121:06 pmEYW - EWR
1 stop10h 21mMultiple Airlines
Mon 1/265:00 amEWR - EYW
1 stop7h 26mMultiple Airlines
Deal found 12/25$193

Find flights from Key West within your budget

 
Find flights departing from Key West that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on December 27, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

O'Hare Intl

Route

Depart

Return

Price

Key WestAtlanta

EYW - ATL

EYWATL

Key West

Fri 2/20

2:25 pm-9:25 pm

1 stop7h 00m

Atlanta Hartsfield-Jackson

Sun 2/22

8:39 am-1:30 pm

1 stop4h 51m

$148

Key WestAtlanta

EYW - ATL

EYWATL

Key West

Thu 1/29

12:51 pm-7:16 pm

1 stop6h 25m

Atlanta Hartsfield-Jackson

Sun 2/1

5:25 am-11:56 am

1 stop6h 31m

$148

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 1/22

12:51 pm-7:38 pm

1 stop7h 47m

Chicago O'Hare Intl

Mon 1/26

7:20 am-1:30 pm

1 stop5h 10m

$157

Key WestNewark

EYW - EWR

EYWEWR

Key West

Fri 1/16

1:06 pm-5:00 pm

1 stop27h 54m

Newark

Sun 1/25

5:00 am-2:56 pm

1 stop9h 56m

$168

Key WestNew York

EYW - LGA

EYWLGA

Key West

Fri 1/16

1:06 pm-8:00 pm

1 stop6h 54m

New York LaGuardia

Sun 1/25

7:59 pm-12:26 pm

1 stop16h 27m

$171

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 1/15

10:06 am-7:41 pm

1 stop10h 35m

Chicago O'Hare Intl

Wed 1/21

10:48 am-2:56 pm

1 stop27h 08m

$179

Key WestNew York

EYW - LGA

EYWLGA

Key West

Thu 1/15

12:51 pm-7:40 pm

1 stop6h 49m

New York LaGuardia

Wed 1/21

7:59 pm-11:56 am

2 stops15h 57m

$186

Key WestCharlotte

EYW - CLT

EYWCLT

Key West

Mon 1/26

1:06 pm-4:54 pm

1 stop27h 48m

Charlotte Douglas

Thu 1/29

6:02 pm-1:30 pm

1 stop19h 28m

$193

Key WestNew York

EYW - LGA

EYWLGA

Key West

Mon 1/12

1:06 pm-8:00 pm

1 stop6h 54m

New York LaGuardia

Mon 1/26

6:30 am-12:26 pm

1 stop5h 56m

$194

Key WestNewark

EYW - EWR

EYWEWR

Key West

Thu 1/15

12:51 pm-9:14 pm

1 stop8h 23m

Newark

Wed 1/21

5:40 pm-11:56 am

2 stops18h 16m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 60 results
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Compare providers for flights from Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West in December
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Among all the travel providers offering deals on flights from Key West, eDreams has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as eDreams about >95% of the time. This is based on searches for flights from Key West made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate eDreams the highest out of those offering flight deals from Key West. eDreams has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Key West. This info is gathered from Cheapflights searches over the past month.

Best time to book a flight from Key West

Have a flexible travel schedule? Discover the best time to fly from Key West with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Key West

Get recent, data-driven insights about flights from Key West including ideal travel times, pricing trends, and more.

Which airlines fly from Key West?

For flights departing from Key West check dates and pricing for the following: American Airlines, United Airlines. These airlines depart to the following popular destinations: Chicago.

American Airlines
American Airlines
From $182
Delta
Delta
From $223
United Airlines
United Airlines
From $87
Allegiant Air
Allegiant Air
From $50

What are popular destinations to fly to from Key West?

Some of the most frequent flights departing from Key West everyday are: Atlanta (148 flights per day), Chicago (94 flights per day), and Washington, D.C. (53 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $169
Charlotte Douglas
Charlotte Douglas
From $125
Miami
Miami
From $119
Tampa
Tampa
From $53

What is the cheapest place to fly to from Key West?

The cheapest city to fly to from Key West is Fort Lauderdale, with prices starting at $49. Explore other affordable destinations below.

Fort Lauderdale
Fort Lauderdale
From $49
Orlando
Orlando
From $49
Tampa
Tampa
From $53
Raleigh-Durham
Raleigh-Durham
From $99

Airline reviews for flights from Key West

Read reviews and ratings of airlines operating flights from Key West. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Key West travel. Please note that the reviews are sourced from user searches and were last updated on December 27, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Get a feel of what it's like to fly with United Airlines and American Airlines from Key West by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,116 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,116 reviews
United Airlines
7.4
Good
9,116 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.2
Good
11,068 reviews
United Airlines
7.4
Good
9,116 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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Related info for your journey

Access useful and relevant information related to your journey from Key West. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated December 27, 2025.

  • What are the most popular destinations to fly to from Key West?

    This month, the top selected destinations from Key West are Boston, Tampa, New York. Throughout the year, Tampa, Boston, Las Vegas are some of the top choices made by users flying from Key West.

  • What is the cheapest flight from Key West to anywhere?

    Users have flown out of Key West for as low as $49 to Fort Lauderdale (prices may vary depending on the airline and departure time). On average, users have booked flights for $346 to fly from Key West.

  • What are the cheapest airlines flying from Key West to anywhere?

    Over the past few days, we've found that Allegiant Air, Breeze Airways, and United Airlines have the cheapest prices from Key West. Allegiant Air flights from Key West to Asheville Regional ($50), Breeze Airways flights from Key West to Orlando ($75), and United Airlines flights from Key West to Chicago ($87).

  • What is the cheapest premium economy flight from Key West?

    Options for some of the cheapest premium economy flights from Key West we have found on Cheapflights are as follows:
    Fly from Key West to Newark Airport starting at $353
    Fly from Key West to Orlando Airport starting at $581
    Fly from Key West to Chicago O'Hare Intl Airport starting at $716
    Fly from Key West to New York LaGuardia Airport starting at $809

  • What is the cheapest first class flight from Key West?

    If you’re looking for a cheap first-class flight from Key West, consider Atlanta. Prices start at $749 so you can fly first-class even on a budget.

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