$118 Find Cheap Flights from Tallahassee to Massachusetts - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Tallahassee to Massachusetts departing on 8/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Tallahassee to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$228
Albany
Albany1 stop$321
Boston
Boston1 stop$228
Albany
Albany1 stop$321

Book Cheap Tallahassee to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Tallahassee to Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Tallahassee to Massachusetts

Fri, Oct 2 - Sat, Oct 31
Multiple Airlines Logo
10:10 am - 9:29 am
TLH
-
BOS
23h 19m
1 stop
Multiple Airlines Logo
10:19 am - 8:45 am
BOS
-
TLH
22h 26m
1 stop
$228Multiple Airlines
Thu, Aug 20 - Mon, Aug 24
Multiple Airlines Logo
8:08 am - 11:50 am
TLH
-
BOS
27h 42m
1 stop
Multiple Airlines Logo
12:45 pm - 1:37 pm
BOS
-
TLH
24h 52m
1 stop
$279Multiple Airlines
Fri, Oct 2 - Sat, Oct 31
Multiple Airlines Logo
10:10 am - 9:29 am
TLH
-
BOS
23h 19m
1 stop
Multiple Airlines Logo
12:35 pm - 8:45 am
BOS
-
TLH
20h 10m
2 stops
$284Multiple Airlines
Sun, Sep 6 - Sat, Oct 31
American Airlines Logo
3:31 pm - 10:40 pm
TLH
-
ALB
7h 09m
1 stop
American Airlines Logo
4:14 pm - 10:36 pm
ALB
-
TLH
6h 22m
1 stop
$321American Airlines
Sun, Sep 6 - Sat, Oct 31
Delta Logo
5:45 pm - 11:57 pm
TLH
-
ALB
6h 12m
1 stop
Delta Logo
6:00 am - 2:39 pm
ALB
-
TLH
8h 39m
2 stops
$326Delta
Tue, Aug 25 - Sat, Aug 29
Delta Logo
6:00 am - 11:37 am
TLH
-
ALB
5h 37m
1 stop
Delta Logo
6:00 am - 1:20 pm
ALB
-
TLH
7h 20m
2 stops
$336Delta
Tue, Aug 25 - Sat, Aug 29
Delta Logo
6:00 am - 4:24 pm
TLH
-
ALB
10h 24m
2 stops
Delta Logo
6:35 am - 1:20 pm
ALB
-
TLH
6h 45m
2 stops
$342Delta
Fri, Aug 28 - Wed, Sep 2
American Airlines Logo
6:52 pm - 11:31 pm
TLH
-
BDL
4h 39m
1 stop
American Airlines Logo
9:13 am - 3:33 pm
BDL
-
TLH
6h 20m
1 stop
$387American Airlines
Wed, Aug 26 - Mon, Aug 31
American Airlines Logo
6:43 am - 1:28 pm
TLH
-
BDL
6h 45m
1 stop
American Airlines Logo
11:10 am - 6:27 pm
BDL
-
TLH
7h 17m
1 stop
$397American Airlines
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
3:58 pm - 11:51 pm
TLH
-
BDL
7h 53m
2 stops
American Airlines Logo
2:06 pm - 9:35 pm
BDL
-
TLH
7h 29m
1 stop
$433American Airlines
Booking Insights

KAYAK's insights & trends for Tallahassee to Massachusetts flights

Get data-powered insights and trends into flights from Tallahassee to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Tallahassee to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Tallahassee to Massachusetts departing in October.

Flight prices are below average for this route right now.

Flights to Massachusetts from Tallahassee usually cost between $537 and $621 in October.
The lowest price found in the past 5 days was $228 on Multiple Airlines (Oct 2-Oct 31).

What is the cheapest month to fly from Tallahassee to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Tallahassee to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Tallahassee to Massachusetts is October, when tickets cost $477 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $649 and $624 respectively.

Good to know

Low season

January

Cheapest flight

$118
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Tallahassee to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Tallahassee to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Tallahassee to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Tallahassee to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Tallahassee to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Tallahassee to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Tallahassee to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Tallahassee to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Tallahassee to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Tallahassee to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Tallahassee to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Tallahassee to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8487 reviews
7.8Comfort
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
Airline reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

2.0 MediocrePreeti, Jul 2026
MCI - BOS
Read more Delta reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

The boarding agents appeared to do the minimum customer service. They did not appear to try to find solutions to problems.

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

The flight was on time and everything went very smoothly.

Free WiFi and movies were not free - everything required signing up for future billing. Boston bound crew were very courteous and gracious.

I left my wallet on flight 2225, no one has reached out to me yet, I field out the form online. Please give me a call Please.

Everything you need to know for your flight from Tallahassee to Massachusetts

Information on your arrival and departure airports