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Key West

$71+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — EWR
Sep 6 — Sep 131
Sun 9/6
Sun 9/13
1 adult, Economy
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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 August 7, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestRaleigh

EYW Key West - RDU Raleigh-Durham

EYWRDU

Key West

Thu 8/20

7:53 pm-8:59 am

1 stop13h 06m

Raleigh-Durham

Mon 8/24

9:27 pm-12:34 pm

1 stop15h 07m

$145
Quickest round-trip

Key WestRaleigh

EYW Key West - RDU Raleigh-Durham

EYWRDU

Key West

Fri 9/4

11:07 am-1:19 pm

Nonstop2h 12m

Raleigh-Durham

Mon 9/7

8:02 am-10:27 am

Nonstop2h 25m

$157

Key WestRaleigh

EYW Key West - RDU Raleigh-Durham

EYWRDU

Key West

Fri 9/11

10:59 am-5:50 pm

1 stop6h 51m

Raleigh-Durham

Wed 9/16

9:47 pm-10:19 am

1 stop12h 32m

$185

Key WestRaleigh

EYW Key West - RDU Raleigh-Durham

EYWRDU

Key West

Wed 9/2

11:46 am-4:19 pm

1 stop4h 33m

Raleigh-Durham

Wed 9/9

9:47 pm-10:19 am

1 stop12h 32m

$185

Key WestRaleigh

EYW Key West - RDU Raleigh-Durham

EYWRDU

Key West

Thu 10/29

12:01 pm-8:59 am

1 stop20h 58m

Raleigh-Durham

Mon 11/2

8:45 am-11:19 am

Nonstop2h 34m

$186

Key WestRaleigh

EYW Key West - RDU Raleigh-Durham

EYWRDU

Key West

Fri 9/4

11:07 am-1:19 pm

Nonstop2h 12m

Raleigh-Durham

Mon 9/7

4:02 pm-9:24 am

2 stops41h 22m

$198

Key WestPhiladelphia

EYW Key West - PHL Philadelphia

EYWPHL

Key West

Sun 9/6

7:53 pm-10:48 am

2 stops38h 55m

Philadelphia

Sun 9/13

6:00 am-11:21 am

1 stop5h 21m

$244

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Thu 9/3

8:09 pm-12:58 am

1 stop4h 49m

Boston Logan Intl

Thu 9/10

11:05 am-7:17 pm

1 stop8h 12m

$277

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Wed 9/16

1:47 pm-8:58 pm

1 stop7h 11m

Boston Logan Intl

Tue 9/22

8:10 am-2:04 pm

1 stop5h 54m

$277

Key WestHouston

EYW Key West - HOU Houston Hobby

EYWHOU

Key West

Fri 8/28

7:40 am-12:16 pm

1 stop5h 36m

Houston Hobby

Tue 9/1

1:13 pm-7:57 pm

1 stop5h 44m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Showing 1-10 of 60 resultsSorted by cheapest first
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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 August
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub 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 FlightHub the highest out of those offering flight deals from Key West. FlightHub 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.

What is the cheapest month to book a flight from Key West?

Currently, October is the cheapest month in which you can book a flight from Key West (average of $293). Flying from Key West in April will prove the most costly (average of $1,058). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Key West?

For flights departing from Key West check dates and pricing for the following: United Airlines. This airline departs to the following popular destinations: New York.

American Airlines
American Airlines
From $182
Delta
Delta
From $228
Breeze Airways
Breeze Airways
From $73
Allegiant Air
Allegiant Air
From $58

What are popular destinations to fly to from Key West?

Some of the most frequent flights departing from Key West everyday are: Atlanta (143 flights per day), Chicago (32 flights per day), and New York (14 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $283
Miami
Miami
From $228
Tampa
Tampa
From $39
Charlotte Douglas
Charlotte Douglas
From $247

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

The cheapest city to fly to from Key West is Tampa, with prices starting at $39. Explore other affordable destinations below.

Tampa
Tampa
From $39
Knoxville McGhee Tyson
Knoxville McGhee Tyson
From $46
Orlando
Orlando
From $58
Cincinnati Cinci./N. Kentucky
Cincinnati Cinci./N. Kentucky
From $74

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 August 7, 2026. 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 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
10,081 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.7

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this
United Airlines
7.4
Good
10,081 reviews
United Airlines
7.4
Good
10,081 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.7

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this

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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 August 7, 2026.

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

    This month, the top selected destinations from Key West are Orlando Airport, Washington, D.C. Reagan-National Airport, Tampa. Throughout the year, Tampa, Boston, New York 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 $39 to Tampa (prices may vary depending on the airline and departure time). On average, users have booked flights for $388 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 American Airlines have the cheapest prices from Key West. Allegiant Air flights from Key West to Asheville Regional ($58), Breeze Airways flights from Key West to Akron/Canton ($73), and American Airlines flights from Key West to Hartford Bradley Intl ($182).

  • 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 Raleigh starting at $351
    Fly from Key West to Chicago O'Hare Intl Airport starting at $1,323
    Fly from Key West to Charlotte starting at $1,785
    Fly from Key West to Dallas/Fort Worth Airport starting at $1,956

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

    If you’re looking for a cheap first-class flight from Key West, consider Washington, D.C.. Prices start at $856 so you can fly first-class even on a budget.

  • What is the cheapest month to fly from Key West?

    October is currently the cheapest month to fly from Key West. At this moment in time April is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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