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Key West

$47+ Cheap flights from Key West

EYW — EWR
Nov 29 — Dec 61
Sun 11/29
Sun 12/6
1 adult, Economy
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Find flights from Key West within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestOrlando

EYW Key West - MCO Orlando

EYWMCO

Key West

Mon 2/1

10:59 am-12:17 pm

Nonstop1h 18m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$48
Quickest round-trip

Key WestTampa

EYW Key West - TPA Tampa

EYWTPA

Key West

Fri 11/13

12:59 pm-2:09 pm

Nonstop1h 10m

Tampa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$49

Key WestOrlando

EYW Key West - MCO Orlando

EYWMCO

Key West

Wed 1/20

11:19 am-12:37 pm

Nonstop1h 18m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$49

Key WestOrlando

EYW Key West - MCO Orlando

EYWMCO

Key West

Thu 11/12

10:59 am-12:17 pm

Nonstop1h 18m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$55

Key WestCincinnati

EYW Key West - CVG Cincinnati Cinci./N. Kentucky

EYWCVG

Key West

Wed 1/27

12:34 pm-3:21 pm

Nonstop2h 47m

Cincinnati Cinci./N. Kentucky

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$66

Key WestOrlando

EYW Key West - MCO Orlando

EYWMCO

Key West

Fri 4/23

10:56 am-12:14 pm

Nonstop1h 18m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$68

Key WestOrlando

EYW Key West - MCO Orlando

EYWMCO

Key West

Fri 4/16

10:56 am-12:14 pm

Nonstop1h 18m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$78

Key WestTampa

EYW Key West - TPA Tampa

EYWTPA

Key West

Fri 11/13

12:59 pm-2:09 pm

Nonstop1h 10m

Tampa

Tue 11/17

11:22 am-12:36 pm

Nonstop1h 14m

$96

Key WestTampa

EYW Key West - TPA Tampa

EYWTPA

Key West

Tue 3/30

1:16 pm-2:30 pm

Nonstop1h 14m

Tampa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$97

Key WestTampa

EYW Key West - TPA Tampa

EYWTPA

Key West

Sun 12/27

12:01 pm-1:11 pm

Nonstop1h 10m

Tampa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$99

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 resultsSorted by cheapest first
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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 October
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, December is the cheapest month in which you can book a flight from Key West (average of $319). 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 $180
Delta
Delta
From $228
Breeze Airways
Breeze Airways
From $87
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 (69 flights per day), Miami (18 flights per day), and Chicago (16 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $328
Miami
Miami
From $228
Tampa
Tampa
From $49
Charlotte Douglas
Charlotte Douglas
From $304

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 $43. Explore other affordable destinations below.

Orlando
Orlando
From $43
Tampa
Tampa
From $49
Asheville Regional
Asheville Regional
From $77
Raleigh-Durham
Raleigh-Durham
From $89

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
7.3
Good
10,451 reviews

Food

6.7

Entertainment

7.1

Crew

8.1

Overall

7.3

Boarding

7.7

Comfort

7.3

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
7.3
Good
10,451 reviews
United Airlines
7.3
Good
10,451 reviews

Food

6.7

Entertainment

7.1

Crew

8.1

Overall

7.3

Boarding

7.7

Comfort

7.3

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 Washington, D.C. Reagan-National Airport, Denver, Boston. 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 $43 to Orlando Sanford Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $474 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 ($87), and American Airlines flights from Key West to Austin Bergstrom ($180).

  • 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 Tampa starting at $191
    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 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?

    December 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 $257 round trip

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