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$116+ Cheap flights from Tallahassee to Boston (TLH - BOS)

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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — BOS
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
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Cheap flight deals from Tallahassee to Boston

Cheapest flights from Tallahassee to Boston
Explore the most affordable flight options available from Tallahassee to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Thu 10/88:25 am
TLH
-
BOS
1 stop26h 07m
Multiple Airlines
Mon 10/121:00 pm
BOS
-
TLH
1 stop26h 12m
Multiple Airlines
Deal found 5/16$377
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Tue 10/63:52 pm
TLH
-
BOS
2 stops20h 13m
Multiple Airlines
Mon 10/121:00 pm
BOS
-
TLH
1 stop26h 12m
Multiple Airlines
Deal found 5/16$387
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 9/138:25 am
TLH
-
BOS
1 stop26h 07m
Multiple Airlines
Sun 9/271:00 pm
BOS
-
TLH
2 stops45h 30m
Multiple Airlines
Deal found 5/16$394
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 10/118:25 am
TLH
-
BOS
1 stop26h 07m
Multiple Airlines
Mon 10/191:00 pm
BOS
-
TLH
1 stop26h 12m
Multiple Airlines
Deal found 5/18$397
This Delta deal was found by Cheapflights users on 5/18. 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.
Wed 6/247:01 pm
TLH
-
BOS
1 stop6h 30m
Delta
Wed 7/18:05 am
BOS
-
TLH
1 stop6h 36m
Delta
Deal found 5/18$447
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1612:47 pm
TLH
-
BOS
2 stops20h 27m
Multiple Airlines
Mon 7/208:47 am
BOS
-
TLH
1 stop28h 50m
Multiple Airlines
Deal found 5/15$453
This American Airlines deal was found by Cheapflights users on 5/19. 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 8/46:00 am
TLH
-
BOS
1 stop5h 58m
American Airlines
Sat 8/86:05 am
BOS
-
TLH
1 stop8h 26m
American Airlines
Deal found 5/19$456
This Delta deal was found by Cheapflights users on 5/18. 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 8/146:00 pm
TLH
-
BOS
1 stop7h 25m
Delta
Wed 8/1912:19 pm
BOS
-
TLH
1 stop4h 52m
Delta
Deal found 5/18$457
This American Airlines deal was found by Cheapflights users on 5/15. 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.
Fri 7/177:50 pm
TLH
-
BOS
1 stop4h 47m
American Airlines
Sat 7/255:55 pm
BOS
-
TLH
1 stop6h 04m
American Airlines
Deal found 5/15$466
This American Airlines deal was found by Cheapflights users on 5/19. 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 7/245:50 pm
TLH
-
BOS
1 stop6h 47m
American Airlines
Mon 7/278:00 am
BOS
-
TLH
1 stop9h 01m
American Airlines
Deal found 5/19$467
This American Airlines deal was found by Cheapflights users on 5/15. 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.
Wed 7/86:20 am
TLH
-
BOS
2 stops7h 13m
American Airlines
Sat 7/1810:56 am
BOS
-
TLH
1 stop6h 55m
American Airlines
Deal found 5/15$470
This American Airlines deal was found by Cheapflights users on 5/17. 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 6/119:32 am
TLH
-
BOS
1 stop6h 43m
American Airlines
Fri 6/266:00 am
BOS
-
TLH
1 stop5h 20m
American Airlines
Deal found 5/17$477

Find flight deals from Tallahassee to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Tallahassee (TLH) to Boston (BOS). 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 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$377
(Kiwi.com)

One-way from

$116
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$500
Provider with most accurate pricing for Tallahassee-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tallahassee-Boston Logan Intl flights.
Search Deals
From Tallahassee to Boston Logan Intl
Search Deals
One-way flight from Tallahassee to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 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 Boston 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 20, 2026.
Use the filters below to find and compare flights from Tallahassee to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Wed 7/8

3:23 pm-9:00 pm

1 stop5h 37m

Boston Logan Intl

Sun 7/12

6:45 am-2:37 pm

1 stop7h 52m

$457

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Thu 9/3

7:15 pm-1:06 am

1 stop5h 51m

Boston Logan Intl

Wed 9/9

5:45 am-10:26 am

1 stop4h 41m

$457

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Fri 7/24

5:50 pm-12:37 am

1 stop6h 47m

Boston Logan Intl

Mon 7/27

8:00 am-5:01 pm

1 stop9h 01m

$467

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Fri 10/23

3:40 pm-8:26 pm

1 stop4h 46m

Boston Logan Intl

Mon 10/26

4:20 pm-10:20 pm

1 stop6h 00m

$467
Quickest round-trip

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Sat 6/27

5:41 pm-11:14 pm

1 stop5h 33m

Boston Logan Intl

Wed 7/1

5:30 am-10:15 am

1 stop4h 45m

$493

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Fri 6/5

7:07 pm-11:57 pm

1 stop4h 50m

Boston Logan Intl

Sun 6/7

5:30 am-11:24 am

1 stop5h 54m

$527

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Thu 6/25

3:26 pm-9:01 pm

1 stop5h 35m

Boston Logan Intl

Mon 6/29

12:30 pm-10:53 pm

2 stops10h 23m

$635

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Thu 6/25

8:18 am-6:12 pm

2 stops9h 54m

Boston Logan Intl

Wed 7/1

6:00 am-4:47 pm

2 stops10h 47m

$640

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Sun 6/7

7:01 pm-1:31 am

1 stop6h 30m

Boston Logan Intl

Fri 6/12

10:20 am-6:14 pm

1 stop7h 54m

$715

TallahasseeBoston

TLH - BOS

TLHBOS

Tallahassee

Wed 7/15

8:14 am-4:08 pm

2 stops7h 54m

Boston Logan Intl

Fri 7/24

6:45 am-2:37 pm

1 stop7h 52m

$946

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Tallahassee to Boston

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 Boston in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tallahassee-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tallahassee-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tallahassee-Boston 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-Boston 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 Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

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

Currently, October is the cheapest month in which you can book a flight from Tallahassee to Boston (average of $472). Flying from Tallahassee to Boston in December is currently the most expensive (average of $649). 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.

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

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated May 20, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Tallahassee to Boston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,454 reviews

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.8

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
8,454 reviews
Delta
7.9
Good
8,454 reviews

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.8

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
7.1
Good
11,642 reviews
Delta
7.9
Good
8,454 reviews

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.8

Entertainment

7.8

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 Boston. 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 Boston?

    Airlines like Delta and American Airlines fly from Tallahassee to Boston in about 5h 37m. The time it takes to get you to your destination can typically vary by up to 1h 10m. Tallahassee and Boston are separated by a distance of 1108 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Currently priced at $324, Delta will fly you from Tallahassee to Boston and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $396. Delta is 39% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

  • How can I find direct flights from Tallahassee to Boston?

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

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

    Yes. Cheapflights offers flight deals from Tallahassee to Boston 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 Boston?

    Currently, October is the cheapest month in which you can book a flight from Tallahassee to Boston (average of $472). Flying from Tallahassee to Boston in December is currently the most expensive (average of $649). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Medford
Cambridge
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Warwick
Peabody
York Beach
Seabrook
Londonderry
Swansea
Old Orchard Beach
Auburn
Quincy
Lowell

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Tallahassee to Boston

Discover the top 2 airlines that operate flights from Tallahassee to Boston. 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 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$324Average$573FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$396Average$507FlexibilityNo cancel feeOn-time71%

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