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Key West

$84+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
feb. 28 — mar. 71
sáb. 2/28
sáb. 3/7
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 enero 29, 2026.

Cheapest one-way flight

$49

Cheapest round-trip flight

$106

Cheapest airline

Allegiant Air

Most popular destination

Miami (MIA)

Good round-trip deal

$77 or less

Good one-way deal

$60 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 Tampa.
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On average, Allegiant Air currently has the cheapest one-way flight from Key West (avg. price of $112).
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Miami (MIA) is currently the most popular flight destination from Key West (average round-trip price of $354).
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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 enero 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
jue. 2/269:46 am
EYW
-
EWR
1 stop7h 18m
Multiple Airlines
mié. 3/410:30 pm
EWR
-
EYW
1 stop10h 36m
Multiple Airlines
Deal found 1/28$168
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
jue. 2/269:46 am
EYW
-
LGA
1 stop10h 14m
Multiple Airlines
mié. 3/410:00 pm
LGA
-
EYW
1 stop11h 06m
Multiple Airlines
Deal found 1/28$169
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
jue. 2/124:21 pm
EYW
-
EWR
1 stop16h 39m
Multiple Airlines
mié. 2/1810:30 pm
EWR
-
EYW
1 stop16h 49m
Multiple Airlines
Deal found 1/27$188
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/122:25 pm
EYW
-
BOS
1 stop9h 19m
Spirit Airlines
jue. 2/195:27 am
BOS
-
EYW
1 stop8h 03m
Spirit Airlines
Deal found 1/27$189
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
mar. 2/241:01 pm
EYW
-
ORD
1 stop29h 02m
Multiple Airlines
mar. 3/36:51 pm
ORD
-
EYW
2 stops37h 15m
Multiple Airlines
Deal found 1/27$214
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
jue. 2/129:46 am
EYW
-
BOS
1 stop12h 15m
Multiple Airlines
jue. 2/1911:31 am
BOS
-
EYW
2 stops21h 38m
Multiple Airlines
Deal found 1/27$217
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
jue. 2/129:46 am
EYW
-
CLT
1 stop4h 57m
Multiple Airlines
lun. 2/165:55 am
CLT
-
EYW
1 stop7h 35m
Multiple Airlines
Deal found 1/27$221
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/122:25 pm
EYW
-
EWR
1 stop9h 33m
Spirit Airlines
mié. 2/186:00 pm
EWR
-
EYW
2 stops19h 30m
Spirit Airlines
Deal found 1/27$231
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
mié. 3/1111:51 am
EYW
-
EWR
1 stop11h 28m
Multiple Airlines
dom. 3/155:10 am
EWR
-
EYW
1 stop10h 31m
Multiple Airlines
Deal found 1/26$237
This United Airlines deal was found by Cheapflights users on 1/27. 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.
mié. 3/46:35 pm
EYW
-
EWR
1 stop5h 19m
United Airlines
mié. 3/112:08 pm
EWR
-
EYW
Nonstop3h 37m
United Airlines
Deal found 1/27$239
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
mié. 3/1111:51 am
EYW
-
LGA
1 stop8h 09m
Multiple Airlines
dom. 3/155:45 am
LGA
-
EYW
1 stop5h 45m
Multiple Airlines
Deal found 1/26$246
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/96:45 pm
EYW
-
ORD
Nonstop3h 52m
American Airlines
lun. 4/131:51 pm
ORD
-
EYW
Nonstop3h 24m
American Airlines
Deal found 1/27$249

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 enero 29, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Boston

Route

Depart

Return

Price

Key WestNew York

EYW - LGA

EYWLGA

Key West

jue. 2/26

9:46 am-8:00 pm

1 stop10h 14m

New York LaGuardia

mié. 3/4

10:00 pm-9:06 am

1 stop11h 06m

$169

Key WestNewark

EYW - EWR

EYWEWR

Key West

jue. 2/26

9:46 am-5:04 pm

1 stop7h 18m

Newark

mié. 3/4

6:59 pm-9:06 am

2 stops14h 07m

$185

Key WestBoston

EYW - BOS

EYWBOS

Key West

jue. 2/12

2:25 pm-11:44 pm

1 stop9h 19m

Boston Logan Intl

jue. 2/19

5:27 am-1:30 pm

1 stop8h 03m

$189

Key WestBoston

EYW - BOS

EYWBOS

Key West

jue. 2/12

9:46 am-10:01 pm

1 stop12h 15m

Boston Logan Intl

jue. 2/19

11:31 am-9:09 am

2 stops21h 38m

$217

Key WestCharlotte

EYW - CLT

EYWCLT

Key West

jue. 2/12

9:46 am-2:43 pm

1 stop4h 57m

Charlotte Douglas

lun. 2/16

5:55 am-1:30 pm

1 stop7h 35m

$221

Key WestNewark

EYW - EWR

EYWEWR

Key West

jue. 2/12

2:25 pm-8:05 am

2 stops17h 40m

Newark

mié. 2/18

6:00 pm-1:30 pm

2 stops19h 30m

$244

Key WestNew York

EYW - LGA

EYWLGA

Key West

mié. 3/11

11:51 am-8:00 pm

1 stop8h 09m

New York LaGuardia

dom. 3/15

5:45 am-11:30 am

1 stop5h 45m

$246

Key WestChicago

EYW - ORD

EYWORD

Key West

mar. 2/24

6:54 pm-9:40 pm

Nonstop3h 46m

Chicago O'Hare Intl

mar. 3/3

1:59 pm-6:24 pm

Nonstop3h 25m

$249

Key WestNew York

EYW - LGA

EYWLGA

Key West

jue. 2/12

2:25 pm-11:48 pm

1 stop9h 23m

New York LaGuardia

mié. 2/18

8:59 pm-1:30 pm

2 stops16h 31m

$251

Key WestNewark

EYW - EWR

EYWEWR

Key West

jue. 2/12

9:46 am-4:59 pm

1 stop7h 13m

Newark

lun. 2/16

5:55 am-12:21 pm

2 stops30h 26m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 January
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
United Airlines
United Airlines
From $83
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 (146 flights per day), Chicago (52 flights per day), and Miami (42 flights per day).

Miami
Miami
From $158
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $158
Charlotte Douglas
Charlotte Douglas
From $182
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 Orlando, with prices starting at $49. Explore other affordable destinations below.

Orlando
Orlando
From $49
Tampa
Tampa
From $53
Fort Lauderdale
Fort Lauderdale
From $70
Boston Logan Intl
Boston Logan Intl
From $109

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 enero 29, 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 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.
American Airlines
7.2
Good
11,205 reviews

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,205 reviews
American Airlines
7.2
Good
11,205 reviews

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
JetBlue
7.2
Good
2,892 reviews
American Airlines
7.2
Good
11,205 reviews

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

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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 enero 29, 2026.

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

    This month, the top selected destinations from Key West are Tampa, Boston, Denver. 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 Sanford Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $319 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 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 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?

    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.

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