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Key West

$229+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — EYW
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$229
(American Airlines)

Popular in

July

Cheapest in

October

Average price

$370
From Tallahassee to Key West
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find 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 September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 10/224:25 pmTLH - EYW
1 stop2h 57mAmerican Airlines
Wed 10/2911:22 amEYW - TLH
1 stop4h 33mAmerican Airlines
Deal found 9/14$229
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/204:21 pmTLH - EYW
1 stop3h 01mAmerican Airlines
Sat 10/2511:22 amEYW - TLH
1 stop4h 33mAmerican Airlines
Deal found 9/14$319
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/306:15 amTLH - EYW
1 stop4h 39mAmerican Airlines
Sat 10/47:31 pmEYW - TLH
1 stop4h 19mAmerican Airlines
Deal found 9/15$382
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/64:01 pmTLH - EYW
1 stop3h 22mAmerican Airlines
Tue 11/117:53 pmEYW - TLH
1 stop4h 06mAmerican Airlines
Deal found 9/15$386
This Delta deal was found by Cheapflights users on 9/14. 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 9/202:30 pmTLH - EYW
1 stop5h 37mDelta
Tue 9/237:00 amEYW - TLH
1 stop5h 00mDelta
Deal found 9/14$406
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/295:26 amTLH - EYW
1 stop5h 40mAmerican Airlines
Wed 1/73:55 pmEYW - TLH
1 stop3h 11mAmerican Airlines
Deal found 9/14$426
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/99:59 amTLH - EYW
1 stop3h 04mAmerican Airlines
Wed 11/1212:00 pmEYW - TLH
1 stop3h 31mAmerican Airlines
Deal found 9/15$455
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/186:15 amTLH - EYW
1 stop4h 39mAmerican Airlines
Sat 9/207:31 pmEYW - TLH
1 stop4h 19mAmerican Airlines
Deal found 9/14$456
This Delta deal was found by Cheapflights users on 9/14. 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.
Fri 10/35:40 amTLH - EYW
1 stop5h 15mDelta
Tue 10/712:22 pmEYW - TLH
1 stop3h 58mDelta
Deal found 9/14$463
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/234:21 pmTLH - EYW
1 stop3h 01mAmerican Airlines
Sat 10/2511:22 amEYW - TLH
1 stop4h 33mAmerican Airlines
Deal found 9/14$486
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/36:15 amTLH - EYW
1 stop4h 39mAmerican Airlines
Tue 10/711:22 amEYW - TLH
1 stop4h 39mAmerican Airlines
Deal found 9/14$525
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/126:05 amTLH - EYW
1 stop4h 47mAmerican Airlines
Sun 10/1911:22 amEYW - TLH
1 stop4h 29mAmerican Airlines
Deal found 9/15$629

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 September 15, 2025.
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

Wed 10/22

4:25 pm-7:22 pm

1 stop2h 57m

Key West

Wed 10/29

11:22 am-3:55 pm

1 stop4h 33m

$229

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Mon 10/20

4:21 pm-7:22 pm

1 stop3h 01m

Key West

Sat 10/25

11:22 am-3:55 pm

1 stop4h 33m

$319

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Thu 11/6

4:01 pm-7:23 pm

1 stop3h 22m

Key West

Tue 11/11

7:53 pm-11:59 pm

1 stop4h 06m

$386

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Mon 12/29

5:26 am-11:06 am

1 stop5h 40m

Key West

Wed 1/7

3:55 pm-7:06 pm

1 stop3h 11m

$426

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Mon 11/10

4:01 pm-7:23 pm

1 stop3h 22m

Key West

Fri 11/14

7:53 pm-11:59 pm

1 stop4h 06m

$455

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sun 11/9

9:59 am-1:03 pm

1 stop3h 04m

Key West

Wed 11/12

12:00 pm-3:31 pm

1 stop3h 31m

$455

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Fri 10/3

5:40 am-10:55 am

1 stop5h 15m

Key West

Tue 10/7

12:22 pm-4:20 pm

1 stop3h 58m

$463

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Thu 10/23

4:21 pm-7:22 pm

1 stop3h 01m

Key West

Sat 10/25

11:22 am-3:55 pm

1 stop4h 33m

$486

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Fri 10/3

6:15 am-10:54 am

1 stop4h 39m

Key West

Tue 10/7

11:22 am-4:01 pm

1 stop4h 39m

$525

TallahasseeKey West

TLH - EYW

TLHEYW

Tallahassee

Sun 10/12

6:05 am-10:52 am

1 stop4h 47m

Key West

Sun 10/19

11:22 am-3:51 pm

1 stop4h 29m

$629

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 11 results
1
2

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 $328). Flying from Tallahassee to Key West in March is currently the most expensive (average of $491). 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.

What is the cheapest time of day to fly from TLH to EYW?

Find hourly flight availability from Tallahassee to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

A simple way to save on the total cost of your ticket is to fly from Tallahassee to Key West at noon. If you’re flexible enough to do this you can expect to save up to 54% on your trip compared to booking a flight in the evening.

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 September 15, 2025.
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
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

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
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

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
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

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
5.8
Fair
242 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

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 2h 57m. American Airlines provides one of the quickest options available for as low as $229. 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 $183. Other airlines that can offer you cheap pricing are American Airlines, from $228, and Delta, from $228. You may be able to fly from Tallahassee to Key West for 48% 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 $328). Flying from Tallahassee to Key West in March is currently the most expensive (average of $491). 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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Alternative routes for Tallahassee to Key West

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Silver AirwaysCheapest$183Average$254FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$228Average$496FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$418FlexibilityNo cancel feeOn-time71%

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