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Key West

$59+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Cheapest one-way flight

$59

Cheapest round-trip flight

$163

Cheapest airline

Allegiant Air

Most popular destination

Atlanta Hartsfield-Jackson (ATL)

Good round-trip deal

$89 or less

Good one-way deal

$53 or less
The cheapest one-way flight from Key West is currently to Tampa.
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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 $84).
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Atlanta Hartsfield-Jackson (ATL) is currently the most popular flight destination from Key West (average round-trip price of $279).
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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 August 14, 2025.

Fri 8/291:47 pmEYW - TPA
Nonstop1h 07mBreeze Airways
Sun 8/318:15 amTPA - EYW
Nonstop1h 07mBreeze Airways
Deal found 8/14$118
Fri 9/58:47 amEYW - MCO
Nonstop1h 10mBreeze Airways
Sun 9/77:00 amMCO - EYW
Nonstop1h 15mBreeze Airways
Deal found 8/13$118
Thu 10/28:55 amEYW - MCO
Nonstop1h 10mBreeze Airways
Mon 10/610:37 amMCO - EYW
Nonstop1h 15mBreeze Airways
Deal found 8/14$122
Mon 9/812:32 pmEYW - TPA
Nonstop1h 07mBreeze Airways
Tue 9/98:00 amTPA - EYW
Nonstop1h 07mBreeze Airways
Deal found 8/13$123
Fri 8/291:47 pmEYW - TPA
Nonstop1h 07mBreeze Airways
Tue 9/28:15 amTPA - EYW
Nonstop1h 07mBreeze Airways
Deal found 8/14$125
Thu 8/281:47 pmEYW - TPA
Nonstop1h 07mBreeze Airways
Mon 9/18:15 amTPA - EYW
Nonstop1h 07mBreeze Airways
Deal found 8/13$128
Mon 10/68:47 amEYW - MCO
Nonstop1h 10mBreeze Airways
Mon 10/1310:37 amMCO - EYW
Nonstop1h 15mBreeze Airways
Deal found 8/12$128
Tue 9/210:02 amEYW - TPA
Nonstop1h 07mBreeze Airways
Thu 9/49:12 amTPA - EYW
Nonstop1h 07mBreeze Airways
Deal found 8/13$133
Tue 9/237:31 pmEYW - BOS
1 stop5h 28mAmerican Airlines
Tue 10/77:10 amBOS - EYW
1 stop5h 48mAmerican Airlines
Deal found 8/14$171
Wed 9/107:31 pmEYW - BOS
1 stop5h 28mAmerican Airlines
Tue 9/166:00 amBOS - EYW
2 stops7h 29mAmerican Airlines
Deal found 8/14$186
Wed 11/129:47 amEYW - TPA
Nonstop1h 07mBreeze Airways
Thu 11/139:12 amTPA - EYW
Nonstop1h 07mBreeze Airways
Deal found 8/14$198
Thu 9/114:50 pmEYW - ATL
1 stop14h 57mMultiple Airlines
Sun 9/1410:00 pmATL - EYW
1 stop16h 54mMultiple Airlines
Deal found 8/13$202

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 14, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Boston

Route

Depart

Return

Price

Key WestTampa

EYW - TPA

EYWTPA

Key West

Fri 8/29

1:47 pm-2:54 pm

Nonstop1h 07m

Tampa

Sun 8/31

8:15 am-9:22 am

Nonstop1h 07m

$118

Key WestOrlando

EYW - MCO

EYWMCO

Key West

Fri 9/5

8:47 am-9:57 am

Nonstop1h 10m

Orlando

Sun 9/7

7:00 am-8:15 am

Nonstop1h 15m

$118

Key WestOrlando

EYW - MCO

EYWMCO

Key West

Thu 10/2

8:55 am-10:05 am

Nonstop1h 10m

Orlando

Mon 10/6

10:37 am-11:52 am

Nonstop1h 15m

$122

Key WestOrlando

EYW - MCO

EYWMCO

Key West

Mon 11/3

8:47 am-9:57 am

Nonstop1h 10m

Orlando

Thu 11/6

7:00 am-8:15 am

Nonstop1h 15m

$122

Key WestTampa

EYW - TPA

EYWTPA

Key West

Mon 9/8

12:32 pm-1:39 pm

Nonstop1h 07m

Tampa

Tue 9/9

8:00 am-9:07 am

Nonstop1h 07m

$123

Key WestTampa

EYW - TPA

EYWTPA

Key West

Fri 8/29

1:47 pm-2:54 pm

Nonstop1h 07m

Tampa

Tue 9/2

8:15 am-9:22 am

Nonstop1h 07m

$125

Key WestTampa

EYW - TPA

EYWTPA

Key West

Thu 8/28

1:47 pm-2:54 pm

Nonstop1h 07m

Tampa

Mon 9/1

8:15 am-9:22 am

Nonstop1h 07m

$128

Key WestOrlando

EYW - MCO

EYWMCO

Key West

Mon 10/6

8:47 am-9:57 am

Nonstop1h 10m

Orlando

Mon 10/13

10:37 am-11:52 am

Nonstop1h 15m

$128

Key WestTampa

EYW - TPA

EYWTPA

Key West

Tue 9/2

10:02 am-11:09 am

Nonstop1h 07m

Tampa

Thu 9/4

9:12 am-10:19 am

Nonstop1h 07m

$133

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/23

7:31 pm-12:59 am

1 stop5h 28m

Boston Logan Intl

Tue 10/7

6:44 am-2:46 pm

1 stop8h 02m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 60 results
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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, June is the cheapest month in which you can book a flight from Key West (average of $182). Flying from Key West in February will prove the most costly (average of $331). 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: American Airlines, JetBlue, Delta. These airlines depart to the following popular destinations: Boston.

American Airlines
American Airlines
From $167
Delta
Delta
From $216
United Airlines
United Airlines
From $78
Silver Airways
Silver Airways
From $104

What are popular destinations to fly to from Key West?

Some of the most frequent flights departing from Key West everyday are: Atlanta (154 flights per day), Miami (40 flights per day), and Washington, D.C. (28 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $139
Charlotte Douglas
Charlotte Douglas
From $125
Miami
Miami
From $125
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 Tampa, with prices starting at $53. Explore other affordable destinations below.

Tampa
Tampa
From $53
Orlando
Orlando
From $61
Fort Lauderdale
Fort Lauderdale
From $77
Miami
Miami
From $125

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 14, 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 Delta, American Airlines, and JetBlue 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.
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,913 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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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 14, 2025.

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

    This month, the top selected destinations from Key West are Boston, Nashville, 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 $53 to Tampa (prices may vary depending on the airline and departure time). On average, users have booked flights for $255 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, United Airlines, and Breeze Airways have the cheapest prices from Key West. Allegiant Air flights from Key West to Asheville Regional ($50), United Airlines flights from Key West to Chicago ($78), and Breeze Airways flights from Key West to Orlando ($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 Philadelphia. Prices start at $1,037 so you can fly first-class even on a budget.

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

    June is currently the cheapest month to fly from Key West. At this moment in time February 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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