HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$88+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Jul 11 — Jul 181
Sat 7/11
Sat 7/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 June 11, 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 WestAtlanta

EYW - ATL

EYWATL

Key West

Tue 7/21

1:14 pm-9:01 am

1 stop19h 47m

Atlanta Hartsfield-Jackson

Mon 8/3

5:14 pm-12:34 pm

1 stop19h 20m

$216

Key WestAtlanta

EYW - ATL

EYWATL

Key West

Wed 9/9

10:04 am-12:27 am

2 stops14h 23m

Atlanta Hartsfield-Jackson

Sat 9/12

9:23 pm-11:21 am

1 stop13h 58m

$252

Key WestChicago

EYW - ORD

EYWORD

Key West

Wed 7/29

4:00 pm-6:55 pm

Nonstop3h 55m

Chicago O'Hare Intl

Fri 8/7

10:55 am-3:19 pm

Nonstop3h 24m

$309

Key WestNewark

EYW - EWR

EYWEWR

Key West

Fri 10/23

6:00 pm-10:58 pm

1 stop4h 58m

Newark

Sun 10/25

2:30 pm-7:43 pm

1 stop5h 13m

$309

Key WestChicago

EYW - ORD

EYWORD

Key West

Tue 7/28

11:28 am-6:00 pm

1 stop7h 32m

Chicago O'Hare Intl

Wed 8/5

11:59 am-4:18 pm

Nonstop3h 19m

$319

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Thu 10/8

2:35 pm-9:12 pm

1 stop6h 37m

Washington, D.C. Dulles Intl

Sun 10/11

6:00 am-10:58 am

1 stop4h 58m

$319

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 7/21

7:40 pm-12:59 am

1 stop5h 19m

Boston Logan Intl

Tue 8/18

5:36 am-1:09 pm

1 stop7h 33m

$327

Key WestChicago

EYW - ORD

EYWORD

Key West

Thu 7/9

4:11 pm-6:59 pm

Nonstop3h 48m

Chicago O'Hare Intl

Thu 7/16

5:07 am-12:14 pm

1 stop6h 07m

$329

Key WestAtlanta

EYW - ATL

EYWATL

Key West

Wed 9/16

6:19 pm-8:24 pm

Nonstop2h 05m

Atlanta Hartsfield-Jackson

Sun 9/20

11:05 am-12:58 pm

Nonstop1h 53m

$339

Key WestNew York

EYW - LGA

EYWLGA

Key West

Thu 7/23

1:01 pm-6:29 pm

1 stop5h 28m

New York LaGuardia

Mon 7/27

11:00 am-7:06 pm

1 stop8h 06m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
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 June
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 $301). Flying from Key West in April will prove the most costly (average of $609). 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
Breeze Airways
Breeze Airways
From $73
Delta
Delta
From $228
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 (144 flights per day), Chicago (38 flights per day), and Miami (38 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $263
Miami
Miami
From $188
Tampa
Tampa
From $39
Charlotte Douglas
Charlotte Douglas
From $178

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
Orlando
Orlando
From $46
Charlotte Douglas
Charlotte Douglas
From $178
Washington, D.C.
Washington, D.C.
From $178

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 June 11, 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
7.1
Good
11,640 reviews

Boarding

7.5

Food

6.4

Crew

7.9

Entertainment

6.9

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,640 reviews
American Airlines
7.1
Good
11,640 reviews

Boarding

7.5

Food

6.4

Crew

7.9

Entertainment

6.9

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
JetBlue
7.1
Good
2,980 reviews
American Airlines
7.1
Good
11,640 reviews

Boarding

7.5

Food

6.4

Crew

7.9

Entertainment

6.9

Overall

7.1

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 June 11, 2026.

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

    This month, the top selected destinations from Key West are New York, Denver, Prague. 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 $454 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 Albany 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 Atlanta starting at $788
    Fly from Key West to Chicago O'Hare Intl Airport starting at $1,323
    Fly from Key West to Fort Lauderdale starting at $1,439

  • 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 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.

  • 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 $309 round trip
    Fly from Key West to Boston from $317 round trip

See more FAQs

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.