$165 Find Cheap Flights from Tallahassee to Massachusetts - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Tallahassee to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Boston
Boston2 stops$356
Albany
Albany1 stop$321
Boston
Boston2 stops$356
Albany
Albany1 stop$321
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?

Flight prices are below average for this route right now.

Flights to Massachusetts from Tallahassee usually cost between $465 and $684 in November.
The lowest price found in the past 5 days was $356 on Multiple Airlines (Nov 3-Nov 7).

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

The cheapest month for flights from Tallahassee to Massachusetts is September, when tickets cost $486 (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 $621 respectively.

Good to know

Low season

January

Cheapest flight

$165
Best time to beat the crowds but there is an average 8% 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

 
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 8554 reviews
7.8Entertainment
8.1Boarding
7.8Comfort
8.5Crew
7.2Food
Airline reviews

The crew were very respectful. And also they were welcoming.they did help us locate our seats.i enjoyed.

10.0 ExcellentAnonymous, Sep 2026
Read more Delta reviews

The crew were very respectful. And also they were welcoming.they did help us locate our seats.i enjoyed.

Terrible. Waited on runway for 1+ hour after landing and then was brought to wrong terminal

My experience with Delta started with my luggage being found ripped open with items missing. The baggage office told me to bring the bag, and I wanted them to see how I found it. The agent refused, so I carried my bag into the office myself. The agent was nice enough to fix the zipper and gave me a red card with a number to call. I followed the steps; first one department, then the baggage department took over. This took more than two hours on the phone. The return flight was okay. The flight lead was checking her meals and then asked if we wanted anything before departure. However, throughout the flight, I had to ask for things because she was reading her book;which I have no issue with if she had been more attentive. At the end of the flight, the pilot appeared annoyed with the flight lead for not following his instructions regarding a meal he had requested; a chicken sandwichand said, "I asked for that for the flight." On the positive side, my work event in Vegas went well, and now I'm home relaxing.

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.

Flight was cancelled due to a myriad of operational issues. You guys really suck

Couldn't make the flight because connecting flight was canceled.

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.

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.

More options for your flight from Tallahassee to Massachusetts

Complete your trip to Massachusetts with a hotel stay or car rental