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$140+ Cheap flights from Tallahassee (TLH) to Massachusetts

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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — BOS
Jun 23 — Jun 301
Tue 6/23
Tue 6/30
1 adult, Economy
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Cheap flight deals from Tallahassee to Massachusetts

Cheapest flights from Tallahassee to Massachusetts
Explore the most affordable flight options available from Tallahassee to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 24, 2026.

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.
Sat 9/53:31 pm
TLH
-
BDL
1 stop4h 35m
American Airlines
Sat 9/126:16 am
BDL
-
TLH
1 stop4h 38m
American Airlines
Deal found 5/21$311
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:10 pm
TLH
-
ALB
1 stop6h 28m
Delta
Wed 9/166:00 am
ALB
-
TLH
1 stop6h 03m
Delta
Deal found 5/21$345
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/247:01 pm
TLH
-
BDL
1 stop5h 06m
Delta
Tue 6/306:00 am
BDL
-
TLH
1 stop4h 15m
Delta
Deal found 5/21$365
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.
Thu 5/287:00 am
TLH
-
BDL
1 stop6h 43m
American Airlines
Sat 5/3010:18 am
BDL
-
TLH
1 stop4h 44m
American Airlines
Deal found 5/24$367
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.
Thu 9/39:35 am
TLH
-
ALB
1 stop5h 49m
American Airlines
Sat 9/55:13 pm
ALB
-
TLH
1 stop4h 46m
American Airlines
Deal found 5/22$387
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.
Wed 9/96:27 am
TLH
-
ALB
2 stops7h 55m
American Airlines
Thu 9/178:00 am
ALB
-
TLH
2 stops9h 00m
American Airlines
Deal found 5/22$397
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:43 pm
TLH
-
BDL
1 stop6h 44m
Delta
Tue 6/91:50 pm
BDL
-
TLH
1 stop5h 55m
Delta
Deal found 5/21$423
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.
Sat 6/67:43 pm
TLH
-
BDL
1 stop5h 12m
American Airlines
Wed 6/107:00 am
BDL
-
TLH
2 stops8h 02m
American Airlines
Deal found 5/24$428
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.
Sat 6/207:00 am
TLH
-
BDL
1 stop6h 11m
American Airlines
Wed 6/2410:49 am
BDL
-
TLH
2 stops9h 13m
American Airlines
Deal found 5/23$438
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.
Thu 10/88:25 am
TLH
-
BDL
1 stop13h 42m
Breeze Airways
Mon 10/122:36 pm
BDL
-
TLH
1 stop24h 36m
Breeze Airways
Deal found 5/22$447
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.
Wed 6/246:00 am
TLH
-
BOS
1 stop8h 21m
American Airlines
Tue 6/306:00 pm
BOS
-
TLH
1 stop5h 59m
American Airlines
Deal found 5/21$447
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:47 pm
TLH
-
ALB
2 stops31h 33m
Multiple Airlines
Mon 7/67:53 pm
ALB
-
TLH
1 stop13h 05m
Multiple Airlines
Deal found 5/19$452

Find flight deals from Tallahassee to Massachusetts

Keep the following information in mind while searching for Tallahassee to Massachusetts flight deals. Data was last updated May 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$311
(American Airlines)

One-way from

$140
(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 Massachusetts
Search Deals
One-way flight from Tallahassee to Massachusetts
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 Massachusetts 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 24, 2026.
Use the filters below to find and compare flights from Tallahassee to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeAlbany

TLH - ALB

TLHALB

Tallahassee

Tue 9/8

5:10 pm-11:38 pm

1 stop6h 28m

Albany Intl

Wed 9/16

6:00 am-12:03 pm

1 stop6h 03m

$345
Quickest round-trip

TallahasseeHartford

TLH - BDL

TLHBDL

Tallahassee

Wed 6/24

7:01 pm-12:07 am

1 stop5h 06m

Hartford Bradley Intl

Tue 6/30

6:00 am-10:15 am

1 stop4h 15m

$365

TallahasseeHartford

TLH - BDL

TLHBDL

Tallahassee

Sat 6/20

5:41 pm-12:04 am

1 stop6h 23m

Hartford Bradley Intl

Wed 6/24

7:00 am-11:24 am

1 stop4h 24m

$367

TallahasseeAlbany

TLH - ALB

TLHALB

Tallahassee

Thu 9/3

11:19 am-6:21 pm

1 stop7h 02m

Albany Intl

Sat 9/5

5:13 pm-9:59 pm

1 stop4h 46m

$387

TallahasseeAlbany

TLH - ALB

TLHALB

Tallahassee

Wed 9/9

5:35 am-12:00 pm

1 stop6h 25m

Albany Intl

Thu 9/17

6:00 am-12:03 pm

1 stop6h 03m

$387

TallahasseeAlbany

TLH - ALB

TLHALB

Tallahassee

Wed 9/9

6:27 am-2:22 pm

2 stops7h 55m

Albany Intl

Thu 9/17

8:19 am-2:49 pm

1 stop6h 30m

$392

TallahasseeHartford

TLH - BDL

TLHBDL

Tallahassee

Wed 6/24

6:00 am-2:14 pm

2 stops8h 14m

Hartford Bradley Intl

Tue 6/30

5:23 pm-10:36 pm

1 stop5h 13m

$423

TallahasseeHartford

TLH - BDL

TLHBDL

Tallahassee

Sat 6/6

2:43 pm-9:27 pm

1 stop6h 44m

Hartford Bradley Intl

Wed 6/10

6:15 pm-10:53 pm

1 stop4h 38m

$423

TallahasseeHartford

TLH - BDL

TLHBDL

Tallahassee

Sat 6/20

7:00 am-1:11 pm

1 stop6h 11m

Hartford Bradley Intl

Wed 6/24

10:49 am-8:02 pm

2 stops9h 13m

$438

TallahasseeAlbany

TLH - ALB

TLHALB

Tallahassee

Thu 7/2

12:47 pm-8:20 pm

2 stops31h 33m

Albany Intl

Mon 7/6

7:53 pm-8:58 am

1 stop13h 05m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/22

Showing 1-10 of 32 resultsSorted by cheapest first
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Best time to book a flight from Tallahassee to Massachusetts

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

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

Currently, April is the cheapest month in which you can book a flight from Tallahassee to Massachusetts (average of $284). Flying from Tallahassee to Massachusetts in January is currently the most expensive (average of $596). 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 Massachusetts?

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated May 24, 2026.
Read reviews from past customers who have flown Delta and American Airlines from Tallahassee to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,436 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.8

Crew

8.5

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
8,436 reviews
Delta
7.9
Good
8,436 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.8

Crew

8.5

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
11,631 reviews
Delta
7.9
Good
8,436 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.8

Crew

8.5

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 Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Tallahassee to Massachusetts?

    For a flight from Tallahassee to Massachusetts, you will be flying from Tallahassee. Tallahassee (TLH) is just 5.0 mi from the center of the city.

  • How long is the flight from Tallahassee to Massachusetts?

    There are many flights that can get you from Tallahassee to Massachusetts in 6h 28m. Fly via Delta or American Airlines to get the fastest option. The distance between Tallahassee and Massachusetts is about 1032 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Tallahassee to Massachusetts?

    The most popular flight routes from Tallahassee to Massachusetts are Tallahassee - Boston Logan Intl, Tallahassee - Hartford Bradley Intl and Tallahassee - Albany Intl.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Tallahassee to Massachusetts (average of $284). Flying from Tallahassee to Massachusetts in January is currently the most expensive (average of $596). 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 Massachusetts

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Top 2 airlines flying from Tallahassee to Massachusetts

Discover the top 2 airlines that operate flights from Tallahassee to Massachusetts. 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 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$324Average$573FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$396Average$507FlexibilityNo cancel feeOn-time71%

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