HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$85+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — EWR
May 7 — May 141
Thu 5/7
Thu 5/14
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 April 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 WestChicago

EYW - ORD

EYWORD

Key West

Wed 4/22

11:51 am-9:05 am

1 stop22h 14m

Chicago O'Hare Intl

Sun 4/26

8:52 pm-9:09 am

1 stop11h 17m

$231

Key WestNashville

EYW - BNA

EYWBNA

Key West

Thu 5/7

1:57 pm-12:29 pm

1 stop23h 32m

Nashville Intl

Thu 5/14

6:30 am-10:11 am

2 stops26h 41m

$257

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 5/1

5:03 pm-7:59 pm

Nonstop2h 56m

Washington, D.C. Reagan-National

Sun 5/3

5:00 am-11:16 am

1 stop6h 16m

$299

Key WestNashville

EYW - BNA

EYWBNA

Key West

Sat 6/13

2:48 pm-7:22 am

1 stop17h 34m

Nashville Intl

Tue 6/16

6:00 am-11:06 am

2 stops28h 06m

$301

Key WestChicago

EYW - ORD

EYWORD

Key West

Mon 4/20

9:49 am-1:09 am

1 stop16h 20m

Chicago O'Hare Intl

Fri 4/24

6:16 pm-9:06 am

2 stops37h 50m

$307

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 5/1

1:22 pm-8:55 pm

1 stop7h 33m

Washington, D.C. Reagan-National

Sun 5/3

6:00 am-11:25 am

1 stop5h 25m

$309

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 6/26

6:24 pm-12:44 am

1 stop6h 20m

Washington, D.C. Dulles Intl

Sun 7/12

6:00 am-11:00 am

1 stop5h 00m

$309

Key WestHouston

EYW - HOU

EYWHOU

Key West

Fri 5/1

2:29 pm-7:51 pm

1 stop6h 22m

Houston Hobby

Sun 5/10

12:42 pm-6:49 pm

1 stop5h 07m

$309

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 5/1

2:40 pm-9:05 pm

1 stop6h 25m

Washington, D.C. Dulles Intl

Sun 5/3

6:00 am-11:25 am

1 stop5h 25m

$309

Key WestNewark

EYW - EWR

EYWEWR

Key West

Thu 8/6

7:45 am-3:24 pm

1 stop7h 39m

Newark

Sat 8/15

7:00 am-12:23 pm

1 stop5h 23m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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 April
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.

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 $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 (148 flights per day), New York (66 flights per day), and Chicago (36 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $199
Charlotte Douglas
Charlotte Douglas
From $183
Miami
Miami
From $167
Orlando
Orlando
From $41

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 $41. Explore other affordable destinations below.

Orlando
Orlando
From $41
Tampa
Tampa
From $54
Fort Lauderdale
Fort Lauderdale
From $90
Houston Hobby
Houston Hobby
From $144

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 April 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
9,548 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
United Airlines
7.4
Good
9,548 reviews
United Airlines
7.4
Good
9,548 reviews

Overall

7.4

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

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 April 7, 2026.

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

    This month, the top selected destinations from Key West are New Orleans, Boston, Orlando Airport. Throughout the year, Tampa, Las Vegas, Boston 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 $41 to Orlando Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $380 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 Silver Airways 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 Silver Airways flights from Key West to Fort Lauderdale ($76).

  • 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 $788
    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 Atlanta. Prices start at $813 so you can fly first-class even on a budget.

  • 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 $217 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.