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Key West

$319+ Cheap flights from Tallahassee to Key West (TLH - EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — EYW
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Tallahassee to Key West

Cheapest flights from Tallahassee to Key West
Explore the most affordable flight options available from Tallahassee to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
TLH
-
EYW
1 stop4h 57m
American Airlines
Tue 7/77:51 pm
EYW
-
TLH
1 stop4h 08m
American Airlines
Deal found 2/2$319
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:00 am
TLH
-
EYW
1 stop4h 57m
American Airlines
Sat 8/811:26 am
EYW
-
TLH
1 stop3h 15m
American Airlines
Deal found 2/1$392
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/68:40 pm
TLH
-
EYW
1 stop3h 16m
American Airlines
Tue 2/107:45 pm
EYW
-
TLH
1 stop4h 12m
American Airlines
Deal found 2/2$451
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2811:37 am
TLH
-
EYW
1 stop4h 01m
American Airlines
Tue 3/317:42 pm
EYW
-
TLH
1 stop4h 27m
American Airlines
Deal found 2/2$475
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2511:13 am
TLH
-
EYW
1 stop5h 36m
American Airlines
Mon 3/307:42 pm
EYW
-
TLH
1 stop4h 27m
American Airlines
Deal found 2/1$489
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:09 am
TLH
-
EYW
1 stop4h 53m
American Airlines
Sat 4/251:38 pm
EYW
-
TLH
1 stop6h 07m
American Airlines
Deal found 2/2$508
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/13:41 pm
TLH
-
EYW
1 stop4h 01m
Delta
Fri 3/65:56 pm
EYW
-
TLH
1 stop4h 24m
Delta
Deal found 2/2$515
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:09 am
TLH
-
EYW
1 stop4h 45m
American Airlines
Tue 5/53:58 pm
EYW
-
TLH
1 stop3h 47m
American Airlines
Deal found 2/2$529
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/27:21 am
TLH
-
EYW
1 stop6h 27m
Delta
Mon 2/96:06 pm
EYW
-
TLH
1 stop4h 14m
Delta
Deal found 2/1$549
This American Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/1610:48 am
TLH
-
EYW
1 stop6h 01m
American Airlines
Fri 2/203:51 pm
EYW
-
TLH
1 stop4h 27m
American Airlines
Deal found 2/2$595
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/56:15 am
TLH
-
EYW
1 stop4h 42m
American Airlines
Sat 2/71:53 pm
EYW
-
TLH
1 stop6h 04m
American Airlines
Deal found 2/1$600

Find flight deals from Tallahassee to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Tallahassee (TLH) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$319
(American Airlines)

Popular in

July

Cheapest in

August

Average price

$347
Provider with most accurate pricing for Tallahassee-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tallahassee-Key West flights.
Search Deals
From Tallahassee to Key West
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tallahassee to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Tallahassee to Key West that are best for you.

Fly from

Tallahassee

Fly to

Key West

Route

Depart

Return

Price

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sat 7/4

6:00 am-10:57 am

1 stop4h 57m

Key West

Tue 7/7

7:51 pm-11:59 pm

1 stop4h 08m

$319

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sat 8/1

6:00 am-10:57 am

1 stop4h 57m

Key West

Sat 8/8

11:26 am-2:41 pm

1 stop3h 15m

$392

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sat 3/28

11:37 am-3:38 pm

1 stop4h 01m

Key West

Tue 3/31

7:42 pm-12:09 am

1 stop4h 27m

$475

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Wed 3/25

11:13 am-4:49 pm

1 stop5h 36m

Key West

Mon 3/30

7:42 pm-12:09 am

1 stop4h 27m

$489

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sat 4/18

6:09 am-11:02 am

1 stop4h 53m

Key West

Sat 4/25

1:38 pm-7:45 pm

1 stop6h 07m

$508

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sun 3/1

3:41 pm-7:42 pm

1 stop4h 01m

Key West

Fri 3/6

5:56 pm-10:20 pm

1 stop4h 24m

$515

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Mon 2/16

10:48 am-4:49 pm

1 stop6h 01m

Key West

Fri 2/20

3:51 pm-8:18 pm

1 stop4h 27m

$595

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Compare providers for flights from Tallahassee to 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 Tallahassee to Key West in February.
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: When it comes to deals on Tallahassee-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tallahassee-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tallahassee-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tallahassee-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Tallahassee-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Tallahassee to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Tallahassee 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.

Cheapflights Insights

Everything you need to know about your flight from Tallahassee to Key West

What is the cheapest month to book a flight from Tallahassee to Key West?

Currently, August is the cheapest month in which you can book a flight from Tallahassee to Key West (average of $161). Flying from Tallahassee to Key West in October is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated February 3, 2026.
Read through reviews of airlines operating flights from Tallahassee to Key West, such as Delta, American Airlines, and Silver Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,136 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,136 reviews
Delta
7.9
Good
8,136 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,215 reviews
Delta
7.9
Good
8,136 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Silver Airways
5.7
Fair
Delta
7.9
Good
8,136 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Tallahassee to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Tallahassee to Key West?

    A quick flight from Tallahassee to Key West can take about 4h 57m. American Airlines provides one of the quickest options available for as low as $319. Tallahassee and Key West are separated by a distance of 433 mi.

  • What are the cheapest airlines flying from Tallahassee to Key West round-trip?

    Cheapflights users have booked flights from Tallahassee to Key West round-trip from $189. Other airlines that can offer you cheap pricing are American Airlines, from $228, and Delta, from $293. You may be able to fly from Tallahassee to Key West for 49% less than the average price by searching for these airlines.

  • Can I find deals for flights from Tallahassee to Key West that include hotel bookings?

    Yes. In addition to deals on Tallahassee to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tallahassee to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tallahassee to Key West.

  • Can I find deals for business class flights from Tallahassee to Key West?

    Yes. Cheapflights offers flight deals from Tallahassee to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tallahassee to Key West?

    Currently, August is the cheapest month in which you can book a flight from Tallahassee to Key West (average of $161). Flying from Tallahassee to Key West in October is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Tallahassee to Key West

Discover the top 3 airlines that operate flights from Tallahassee to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Silver AirwaysCheapest$189Average$324FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$401FlexibilityNo cancel feeOn-time71%
DeltaCheapest$293Average$496FlexibilityNo cancel feeOn-timeN/A

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