$53 Find Cheap Flights from Orlando to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Massachusetts departing on 10/16. 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.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Massachusetts.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Massachusetts.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Orlando to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Bostonnonstop$86
Albany
Albany1 stop$121
Boston
Bostonnonstop$86
Albany
Albany1 stop$121

Book Cheap Orlando 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 Orlando 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 Orlando to Massachusetts

Wed, Oct 1 - Fri, Oct 3
Spirit Airlines Logo
10:42 am - 1:48 pmMCO-BOS
3h 06mnonstop
Spirit Airlines Logo
2:53 pm - 6:09 pmBOS-MCO
3h 16mnonstop
$86Spirit Airlines
Find Deal
Fri, Oct 3 - Mon, Oct 6
Breeze Airways Logo
5:41 pm - 9:48 pmMCO-BDL
4h 07m1 stop
Breeze Airways Logo
6:36 pm - 10:59 pmBDL-MCO
4h 23m1 stop
$87Breeze Airways
Find Deal
Fri, Oct 3 - Sun, Oct 5
Frontier Logo
5:05 pm - 7:57 pmMCO-BDL
2h 52mnonstop
Frontier Logo
8:37 pm - 11:42 pmBDL-MCO
3h 05mnonstop
$92Frontier
Find Deal
Fri, Sep 26 - Mon, Sep 29
Frontier Logo
5:05 pm - 7:57 pmMCO-BDL
2h 52mnonstop
Frontier Logo
8:52 pm - 11:57 pmBDL-MCO
3h 05mnonstop
$93Frontier
Find Deal
Wed, Oct 29 - Tue, Nov 4
JetBlue Logo
8:20 am - 11:10 amMCO-ORH
2h 50mnonstop
JetBlue Logo
11:57 am - 3:06 pmORH-MCO
3h 09mnonstop
$123JetBlue
Find Deal
Wed, Oct 22 - Mon, Oct 27
JetBlue Logo
8:00 am - 10:40 amMCO-BDL
2h 40mnonstop
JetBlue Logo
3:41 pm - 6:43 pmBDL-MCO
3h 02mnonstop
$137JetBlue
Find Deal
Fri, Oct 3 - Sat, Oct 4
American Airlines Logo
7:00 am - 3:51 pmMCO-ORH
8h 51m1 stop
American Airlines Logo
4:24 pm - 10:02 pmORH-MCO
5h 38m1 stop
$154American Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
Delta Logo
5:25 pm - 10:31 pmMCO-BOS
5h 06m1 stop
Delta Logo
7:20 pm - 10:41 pmBOS-MCO
3h 21mnonstop
$157Delta
Find Deal
Sat, Nov 1 - Sat, Nov 8
American Airlines Logo
8:00 am - 3:08 pmMCO-ALB
7h 08m1 stop
American Airlines Logo
5:21 pm - 9:58 pmALB-MCO
4h 37m1 stop
$159American Airlines
Find Deal
Wed, Oct 15 - Wed, Oct 22
Delta Logo
6:11 pm - 11:49 pmMCO-BOS
5h 38m1 stop
Delta Logo
11:14 am - 6:14 pmBOS-MCO
7h 00m1 stop
$167Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Orlando to Massachusetts flights

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

What is the cheapest Orlando Airport to Massachusetts flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Massachusetts from Orlando Airport found in the last 72 hours was to Worcester, at $73 round-trip. The most popular route is from Orlando Airport (MCO) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $84.

Can I save money by flying with a layover from Orlando Airport to Massachusetts?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $184, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Orlando Airport to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Airport 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 Orlando Airport to Massachusetts is January, when tickets cost $138 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $228 and $227 respectively.

What’s the cheapest day of the week to fly from Orlando to Massachusetts?

The average price of all round-trip flights from Orlando Airport to Massachusetts clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Massachusetts on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Orlando to Massachusetts. For your return ticket, we recommend flying on a Tuesday and avoiding Mondays for the best deals.

How far in advance should I book a flight from Orlando Airport to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Orlando Airport to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Orlando Airport to Massachusetts, you should book around 2 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$53
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Orlando Airport to Albany

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Orlando 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 Orlando to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Orlando 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 Orlando 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 Orlando 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 Orlando 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 Orlando to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally at night, when round-trip flights cost $134 on average. Morning departures are around 66% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $749.

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Orlando to the following destinations at these prices or less: Boston $106 one-way - $150 round-trip

Reviews of the top 5 airlines serving from Orlando to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Orlando 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 Orlando 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.
7.9
DeltaOverall score based on 7954 reviews
7.3Food
8.2Boarding
7.9Comfort
8.5Crew
7.9Entertainment
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

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

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

I didn’t mind being delayed due to weather, but continuing to post (and not update) that we would be delayed until after the flight was already supposed to have taken off was a bit much. In the future, please announce the delay even if the time is still unknown.

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Friendly employees, good seat, on time, Great flight. Pilot and attendants greeted passengers as we deplaned. However, I could not ever understand what the flight attendant was saying on the mic. It was too fast, and too loud.

The flight was canceled and was bounced around time wise with my elderly parents. That being said the gentleman in custody service was amazingly helpful

Easy boarding and good flight. Need to work on the beverage and snack situation

While on the flight we had a delay and had to sit on the plane while maintenance fixed it. It’s ended up taking an hour and a half longer to leave than expected. I had an unruly passenger sitting behind me that vaped during the flight and was rude and loud for the majority of the flight.

Not great. Overpriced and charge you for everything. All but breathing was an extra charge. Never again! Oh if you didn’t check a carry on, you couldn’t use the overhead bins. Crew said those spaces were not available. Personal items MUST go on floor. Yet, there was only 50% capacity at best! So ridiculous.

It was fine, Can’t blame you about airport issues.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

I paid for streaming wifi and the connection was poor.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

The confirmation # CK8GNW and my name was not recognized/in Frontier system. I was able to check in on Frintier app so i went to the Frontier ticket agent, at time they told me that my name/ confirmation did not show up as a purchased ticket. I had to purchase a new ticket that cost $289.00 one way.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.