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Key West

$268+ Cheap flights from Tallahassee to Key West (TLH - EYW)

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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — EYW
Jun 25 — Jul 21
Thu 6/25
Thu 7/2
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 May 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:08 am
TLH
-
EYW
1 stop26h 19m
Breeze Airways
Sun 8/307:53 pm
EYW
-
TLH
2 stops41h 44m
Breeze Airways
Deal found 5/22$277
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Tue 7/286:00 am
TLH
-
EYW
1 stop4h 55m
American Airlines
Sat 8/111:31 am
EYW
-
TLH
1 stop6h 20m
American Airlines
Deal found 5/25$338
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Tue 6/26:00 am
TLH
-
EYW
1 stop4h 56m
American Airlines
Tue 6/97:40 pm
EYW
-
TLH
1 stop4h 19m
American Airlines
Deal found 5/22$359
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Sun 8/239:51 am
TLH
-
EYW
1 stop3h 14m
American Airlines
Sun 8/308:09 pm
EYW
-
TLH
1 stop3h 50m
American Airlines
Deal found 5/22$367
This American Airlines deal was found by Cheapflights users on 5/21. 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 6/56:00 am
TLH
-
EYW
1 stop4h 56m
American Airlines
Tue 6/97:40 pm
EYW
-
TLH
1 stop4h 19m
American Airlines
Deal found 5/21$403
This American Airlines deal was found by Cheapflights users on 5/25. 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 9/106:00 am
TLH
-
EYW
1 stop3h 41m
American Airlines
Mon 9/1410:15 am
EYW
-
TLH
1 stop3h 17m
American Airlines
Deal found 5/25$420
This Delta deal was found by Cheapflights users on 5/23. 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 7/266:30 am
TLH
-
EYW
1 stop4h 30m
Delta
Thu 7/306:18 pm
EYW
-
TLH
1 stop4h 36m
Delta
Deal found 5/23$535
This American Airlines deal was found by Cheapflights users on 5/23. 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 6/226:00 am
TLH
-
EYW
1 stop4h 56m
American Airlines
Mon 6/291:39 pm
EYW
-
TLH
1 stop6h 23m
American Airlines
Deal found 5/23$572
This American Airlines deal was found by Cheapflights users on 5/24. 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 6/156:00 am
TLH
-
EYW
1 stop4h 56m
American Airlines
Wed 6/171:39 pm
EYW
-
TLH
1 stop6h 23m
American Airlines
Deal found 5/24$575
This American Airlines deal was found by Cheapflights users on 5/25. 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 6/46:00 am
TLH
-
EYW
1 stop4h 56m
American Airlines
Mon 6/87:40 pm
EYW
-
TLH
1 stop4h 19m
American Airlines
Deal found 5/25$612
This Delta deal was found by Cheapflights users on 5/24. 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.
Sat 11/213:40 pm
TLH
-
EYW
1 stop4h 03m
Delta
Wed 11/256:00 pm
EYW
-
TLH
1 stop4h 20m
Delta
Deal found 5/24$696
This KAYAK deal was found by Cheapflights users on 5/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:25 am
TLH
-
EYW
2 stops25h 54m
Breeze Airways
Mon 9/1411:59 am
EYW
-
TLH
1 stop27h 13m
Breeze Airways
Deal found 5/25$708

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 May 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Kiwi.com)

One-way from

$268
(Delta)

Popular in

May

Cheapest in

August

Average price

$599
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
One-way flight from Tallahassee to Key West
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 26, 2026.
Use the filters below to find and compare flights from Tallahassee to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Tue 7/28

6:00 am-10:55 am

1 stop4h 55m

Key West

Sat 8/1

11:31 am-5:51 pm

1 stop6h 20m

$338

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Tue 6/2

6:00 am-10:56 am

1 stop4h 56m

Key West

Tue 6/9

7:40 pm-11:59 pm

1 stop4h 19m

$359
Quickest round-trip

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sun 8/23

9:51 am-1:05 pm

1 stop3h 14m

Key West

Sun 8/30

8:09 pm-11:59 pm

1 stop3h 50m

$367

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Tue 6/9

6:00 am-10:56 am

1 stop4h 56m

Key West

Sat 6/13

11:31 am-4:37 pm

1 stop5h 06m

$403

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sun 7/26

6:30 am-11:00 am

1 stop4h 30m

Key West

Thu 7/30

6:18 pm-10:54 pm

1 stop4h 36m

$535

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sun 7/26

6:30 am-11:00 am

1 stop4h 30m

Key West

Wed 7/29

7:50 am-2:37 pm

1 stop6h 47m

$535

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Tue 8/11

10:20 am-5:20 pm

1 stop7h 00m

Key West

Thu 8/13

11:48 am-6:16 pm

1 stop6h 28m

$535

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Mon 6/15

6:00 am-10:56 am

1 stop4h 56m

Key West

Wed 6/17

1:39 pm-8:02 pm

1 stop6h 23m

$575

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sun 7/26

8:08 am-10:27 am

1 stop26h 19m

Key West

Wed 7/29

11:46 am-12:07 pm

2 stops24h 21m

$718
Cheapest one-way

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Mon 8/3

6:00 am-10:55 am

1 stop4h 55m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/22

Showing 1-10 of 14 resultsSorted by cheapest first
1
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 May.
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

How much does it cost to fly round-trip from Tallahassee to Key West?

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 May 26, 2026.
Read through reviews of airlines operating flights from Tallahassee to Key West, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,425 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
Delta
7.9
Good
8,425 reviews
Delta
7.9
Good
8,425 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
American Airlines
7.1
Good
11,629 reviews
Delta
7.9
Good
8,425 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.8

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

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 30m. American Airlines provides one of the quickest options available for as low as $535. Tallahassee and Key West are separated by a distance of 433 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $228. Another airline that can offer you cheap pricing is Delta. You may be able to fly from Tallahassee to Key West for 47% 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.

See more FAQs

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Top 2 airlines flying from Tallahassee to Key West

Discover the top 2 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 May 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$228Average$485FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$425FlexibilityNo cancel feeOn-time71%

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