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Key West

$38+ Cheap flights from Key West

EYW — MIA
Oct 25 — Nov 11
Sun 10/25
Sun 11/1
1 adult, Economy
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Find flights from Key West within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Key WestTampa

EYW Key West - TPA Tampa

EYWTPA

Key West

Sat 11/14

10:04 am-11:14 am

Nonstop1h 10m

Tampa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$44

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 1/21

10:59 am-12:17 pm

Nonstop1h 18m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$55

Key WestTampa

EYW Key West - TPA Tampa

EYWTPA

Key West

Mon 11/2

12:59 pm-2:09 pm

Nonstop1h 10m

Tampa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$73

Key WestTampa

EYW Key West - TPA Tampa

EYWTPA

Key West

Wed 11/11

10:04 am-11:14 am

Nonstop1h 10m

Tampa

Wed 11/18

8:10 am-9:24 am

Nonstop1h 14m

$78

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

$94

Key WestTampa

EYW Key West - TPA Tampa

EYWTPA

Key West

Mon 11/2

10:59 am-5:33 pm

2 stops30h 34m

Tampa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$98

Key WestOrlando

EYW Key West - MCO Orlando

EYWMCO

Key West

Thu 11/12

10:59 am-12:17 pm

Nonstop1h 18m

Orlando

Sun 11/15

8:56 am-10:19 am

Nonstop1h 23m

$98

Key WestTampa

EYW Key West - TPA Tampa

EYWTPA

Key West

Sat 3/13

12:19 pm-1:29 pm

Nonstop1h 10m

Tampa

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$104

Key WestOrlando

EYW Key West - MCO Orlando

EYWMCO

Key West

Mon 10/26

10:59 am-12:17 pm

Nonstop1h 18m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$113

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/22

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 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.

Which airlines fly from Key West?

For flights departing from Key West check dates and pricing for the following: American Airlines. This airline departs to the following popular destinations: Miami.

American Airlines
American Airlines
From $182
Delta
Delta
From $237
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 (140 flights per day), Miami (50 flights per day), and Washington, D.C. (24 flights per day).

Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $274
Miami
Miami
From $203
Charlotte Douglas
Charlotte Douglas
From $242
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 $52
Raleigh-Durham
Raleigh-Durham
From $143
Chicago
Chicago
From $183

When is the cheapest time to fly from Key West?

Those who are seeking the cheapest fare on flights departing from Key West would be wise to consider leaving during Wednesday afternoons when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday at noon when fares are usually the most expensive.

Airline reviews for flights from Key West

Get a feel of what it's like to fly with American 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.
American Airlines
7.0
Good
12,085 reviews

Crew

7.9

Comfort

7.2

Boarding

7.4

Overall

7.0

Food

6.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.
American Airlines
7.0
Good
12,085 reviews
American Airlines
7.0
Good
12,085 reviews

Crew

7.9

Comfort

7.2

Boarding

7.4

Overall

7.0

Food

6.4

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

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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, Denver, 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 $547 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 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 Charlotte starting at $1,785

  • 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.

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