HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$101+ Cheap flights from Key West

EYW — EWR
Oct 4 — Oct 111
Sun 10/4
Sun 10/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find flights from Key West within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestMiami

EYW Key West - MIA Miami

EYWMIA

Key West

Sat 10/10

10:04 am-9:24 pm

2 stops11h 20m

Miami

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$150

Key WestDenver

EYW Key West - DEN Denver Intl

EYWDEN

Key West

Fri 12/11

12:59 pm-8:26 am

2 stops21h 27m

Denver Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$166

Key WestNew York

EYW Key West - LGA New York LaGuardia

EYWLGA

Key West

Sat 9/19

10:04 am-8:59 pm

2 stops10h 55m

New York LaGuardia

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$172

Key WestDenver

EYW Key West - DEN Denver Intl

EYWDEN

Key West

Sun 11/22

7:20 pm-7:42 pm

1 stop26h 22m

Denver Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$182

Key WestLas Vegas

EYW Key West - LAS Las Vegas Harry Reid Intl

EYWLAS

Key West

Wed 12/16

1:14 pm-9:08 pm

1 stop10h 54m

Las Vegas Harry Reid Intl

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$184

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Fri 1/22

3:04 pm-9:54 pm

1 stop6h 50m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$189

Key WestLas Vegas

EYW Key West - LAS Las Vegas Harry Reid Intl

EYWLAS

Key West

Sat 1/9

12:19 pm-10:59 pm

1 stop13h 40m

Las Vegas Harry Reid Intl

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$192

Key WestDenver

EYW Key West - DEN Denver Intl

EYWDEN

Key West

Sat 10/24

10:04 am-10:11 pm

1 stop14h 07m

Denver Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$192

Key WestLas Vegas

EYW Key West - LAS Las Vegas Harry Reid Intl

EYWLAS

Key West

Thu 9/24

12:01 pm-8:25 am

3 stops47h 24m

Las Vegas Harry Reid Intl

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$193

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Wed 3/3

6:20 pm-11:54 pm

1 stop5h 34m

Boston Logan Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/3

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Compare providers for flights from Key West

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West in September
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

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, October is the cheapest month in which you can book a flight from Key West (average of $293). Flying from Key West in April will prove the most costly (average of $1,058). 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: United Airlines. This airline departs to the following popular destinations: New York.

American Airlines
American Airlines
From $182
Delta
Delta
From $236
Breeze Airways
Breeze Airways
From $79
Allegiant Air
Allegiant Air
From $57

What are popular destinations to fly to from Key West?

Some of the most frequent flights departing from Key West everyday are: Atlanta (101 flights per day), Miami (33 flights per day), and Washington, D.C. (28 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $241
Miami
Miami
From $161
Charlotte Douglas
Charlotte Douglas
From $253
Tampa
Tampa
From $39

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 $60
Raleigh-Durham
Raleigh-Durham
From $143
Miami
Miami
From $161

Airline reviews for flights from Key West

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
10,169 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.7

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this
United Airlines
7.4
Good
10,169 reviews
United Airlines
7.4
Good
10,169 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Food

6.7

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this

Browse thousands of different options on Cheapflights for your next trip

Related info for your journey

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

    This month, the top selected destinations from Key West are Boston, Orlando Airport, Las Vegas. 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 $499 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 ($57), Breeze Airways flights from Key West to Akron/Canton ($79), and American Airlines flights from Key West to Hartford Bradley 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 Chicago O'Hare Intl Airport starting at $1,323
    Fly from Key West to Charlotte starting at $1,785
    Fly from Key West to Dallas/Fort Worth Airport starting at $1,956

  • 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?

    October 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 $319 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.