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Key West

$82+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Apr 1 — Apr 81
Wed 4/1
Wed 4/8
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 March 2, 2026.

Cheapest one-way flight

$49

Cheapest round-trip flight

$264

Cheapest airline

Allegiant Air

Most popular destination

Atlanta Hartsfield-Jackson (ATL)

Good round-trip deal

$89 or less

Good one-way deal

$63 or less
The cheapest one-way flight from Key West is currently to Orlando.
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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 $111).
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Atlanta Hartsfield-Jackson (ATL) is currently the most popular flight destination from Key West (average round-trip price of $425).
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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 March 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/1. 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 6/49:16 pm
EYW
-
EWR
1 stop13h 15m
Multiple Airlines
Sun 6/75:15 am
EWR
-
EYW
1 stop6h 10m
Multiple Airlines
Deal found 3/1$201
This Kiwi.com deal was found by Cheapflights users on 2/27. 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 3/239:49 am
EYW
-
CLT
2 stops28h 28m
Multiple Airlines
Wed 3/251:59 pm
CLT
-
EYW
1 stop19h 07m
Multiple Airlines
Deal found 2/27$208
This Kiwi.com deal was found by Cheapflights users on 2/27. 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 5/2812:05 pm
EYW
-
LGA
1 stop27h 52m
Multiple Airlines
Sun 5/318:29 pm
LGA
-
EYW
1 stop15h 01m
Multiple Airlines
Deal found 2/27$209
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 6/53:25 pm
EYW
-
EWR
1 stop19h 06m
Multiple Airlines
Mon 6/85:10 am
EWR
-
EYW
1 stop9h 25m
Multiple Airlines
Deal found 2/26$213
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 3/199:46 am
EYW
-
LGA
1 stop7h 46m
Multiple Airlines
Wed 3/2512:30 pm
LGA
-
EYW
1 stop20h 36m
Multiple Airlines
Deal found 2/28$216
This Kiwi.com deal was found by Cheapflights users on 2/26. 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.
Thu 6/49:16 pm
EYW
-
LGA
1 stop18h 41m
Multiple Airlines
Sun 6/78:29 pm
LGA
-
EYW
1 stop18h 06m
Multiple Airlines
Deal found 2/26$218
This Kiwi.com deal was found by Cheapflights users on 2/26. 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.
Thu 6/412:05 pm
EYW
-
EWR
1 stop11h 38m
Multiple Airlines
Mon 6/85:10 am
EWR
-
EYW
1 stop9h 25m
Multiple Airlines
Deal found 2/26$224
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 8/69:31 pm
EYW
-
LGA
1 stop18h 26m
Multiple Airlines
Thu 8/278:29 pm
LGA
-
EYW
1 stop15h 01m
Multiple Airlines
Deal found 2/28$225
This Delta deal was found by Cheapflights users on 3/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:23 pm
EYW
-
ORD
1 stop6h 36m
Delta
Sun 5/35:15 am
ORD
-
EYW
1 stop5h 10m
Delta
Deal found 3/1$227
This American Airlines deal was found by Cheapflights users on 2/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:04 pm
EYW
-
DCA
Nonstop2h 48m
American Airlines
Sun 5/312:14 pm
DCA
-
EYW
Nonstop3h 10m
American Airlines
Deal found 2/26$229
This United Airlines deal was found by Cheapflights users on 2/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:26 pm
EYW
-
EWR
Nonstop3h 11m
United Airlines
Sun 6/710:18 am
EWR
-
EYW
Nonstop3h 12m
United Airlines
Deal found 2/27$229
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 4/91:57 pm
EYW
-
ORD
1 stop19h 20m
Multiple Airlines
Sat 4/114:21 pm
ORD
-
EYW
1 stop21h 39m
Multiple Airlines
Deal found 2/28$231

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 March 2, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Key WestCharlotte

EYW - CLT

EYWCLT

Key West

Mon 3/23

2:35 pm-2:17 pm

1 stop23h 42m

Charlotte Douglas

Wed 3/25

1:59 pm-9:06 am

1 stop19h 07m

$220

Key WestNew York

EYW - LGA

EYWLGA

Key West

Thu 3/19

9:46 am-3:30 pm

1 stop5h 44m

New York LaGuardia

Wed 3/25

5:30 pm-10:21 am

2 stops16h 51m

$223

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 4/30

6:23 pm-11:59 pm

1 stop6h 36m

Chicago O'Hare Intl

Sun 5/3

5:15 am-11:25 am

1 stop5h 10m

$227

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 5/1

12:04 pm-2:52 pm

Nonstop2h 48m

Washington, D.C. Reagan-National

Sun 5/3

8:20 am-11:24 am

Nonstop3h 04m

$229

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 5/1

6:23 pm-12:42 am

1 stop6h 19m

Washington, D.C. Dulles Intl

Sun 5/3

6:00 am-11:25 am

1 stop5h 25m

$249

Key WestNewark

EYW - EWR

EYWEWR

Key West

Fri 5/1

6:23 pm-12:51 am

1 stop6h 28m

Newark

Mon 5/4

12:00 pm-5:23 pm

1 stop5h 23m

$249

Key WestNewark

EYW - EWR

EYWEWR

Key West

Thu 6/4

12:05 pm-10:31 am

1 stop22h 26m

Newark

Sun 6/7

12:04 pm-6:27 pm

2 stops30h 23m

$250

Key WestCharlotte

EYW - CLT

EYWCLT

Key West

Fri 3/20

1:06 pm-9:00 am

1 stop19h 54m

Charlotte Douglas

Mon 3/23

10:16 am-12:21 pm

1 stop26h 05m

$253

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/9

12:25 pm-11:59 pm

1 stop11h 34m

Boston Logan Intl

Tue 4/14

5:45 am-11:30 am

1 stop5h 45m

$256

Key WestNewark

EYW - EWR

EYWEWR

Key West

Fri 5/29

2:26 pm-5:37 pm

Nonstop3h 11m

Newark

Mon 6/1

10:18 am-1:30 pm

Nonstop3h 12m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/27

Showing 1-10 of 60 resultsSorted by cheapest first
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2
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6

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 March
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
PricelinePrice 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, November is the cheapest month in which you can book a flight from Key West (average of $170). Flying from Key West in May will prove the most costly (average of $321). 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. These airlines depart to the following popular destinations: Boston.

American Airlines
American Airlines
From $182
Delta
Delta
From $138
Breeze Airways
Breeze Airways
From $75
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 (150 flights per day), Chicago (74 flights per day), and New York (50 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $198
Charlotte Douglas
Charlotte Douglas
From $129
Miami
Miami
From $128
Washington, D.C.
Washington, D.C.
From $148

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

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

Orlando
Orlando
From $49
Tampa
Tampa
From $53
Fort Lauderdale
Fort Lauderdale
From $79
Boston Logan Intl
Boston Logan Intl
From $108

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 March 2, 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 JetBlue 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.
JetBlue
7.2
Good
2,894 reviews

Boarding

7.4

Comfort

7.5

Food

6.6

Overall

7.2

Entertainment

7.2

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Wei,Feb 2026

JFK - BOS

The JFK to BOS flight was uneventful. The delay of the inbound plane was difficult since we were near 1.5 hours in delays from the original departure time.
JetBlue
7.2
Good
2,894 reviews
JetBlue
7.2
Good
2,894 reviews

Boarding

7.4

Comfort

7.5

Food

6.6

Overall

7.2

Entertainment

7.2

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Wei,Feb 2026

JFK - BOS

The JFK to BOS flight was uneventful. The delay of the inbound plane was difficult since we were near 1.5 hours in delays from the original departure time.
American Airlines
7.1
Good
11,369 reviews
JetBlue
7.2
Good
2,894 reviews

Boarding

7.4

Comfort

7.5

Food

6.6

Overall

7.2

Entertainment

7.2

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Wei,Feb 2026

JFK - BOS

The JFK to BOS flight was uneventful. The delay of the inbound plane was difficult since we were near 1.5 hours in delays from the original departure time.

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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 March 2, 2026.

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

    This month, the top selected destinations from Key West are Boston, New York, Tampa. 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 Orlando Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $384 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 ($83).

  • 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 Newark Airport starting at $353
    Fly from Key West to Atlanta starting at $467
    Fly from Key West to Chicago O'Hare Intl Airport starting at $716

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

    If you’re looking for a cheap first-class flight from Key West, consider New York. Prices start at $598 so you can fly first-class even on a budget.

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

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

  • Where are the cheapest places to fly to from Key West?

    Check out the cheapest flights from Key West to embark to:
    Fly from Key West to New York from $201 round trip
    Fly from Key West to Boston from $237 round trip
    Fly from Key West to Seattle from $429 round trip

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