$84 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 6/12. 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, 0 bags

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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Massachusetts, as well as popular online travel agencies
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Cheap Flights from Orlando to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Bostonnonstop$157
Albany
Albanynonstop$202
Boston
Bostonnonstop$157
Albany
Albanynonstop$202

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

Fri, Jun 5 - Tue, Jun 9
Breeze Airways Logo
6:32 pm - 10:49 pm
MCO
-
BDL
4h 17m
1 stop
Breeze Airways Logo
6:00 am - 9:00 am
BDL
-
MCO
3h 00mnonstop
$123Breeze Airways
Fri, Jun 5 - Mon, Jun 8
Frontier Logo
1:52 pm - 4:45 pm
MCO
-
BDL
2h 53mnonstop
Frontier Logo
5:44 pm - 8:45 pm
BDL
-
MCO
3h 01mnonstop
$127Frontier
Fri, Jun 5 - Tue, Jun 9
Multiple Airlines Logo
1:52 pm - 4:45 pm
MCO
-
BDL
2h 53mnonstop
Multiple Airlines Logo
6:00 am - 9:00 am
BDL
-
MCO
3h 00mnonstop
$136Multiple Airlines
Fri, Jun 5 - Mon, Jun 8
Multiple Airlines Logo
6:32 pm - 10:49 pm
MCO
-
BDL
4h 17m
1 stop
Multiple Airlines Logo
5:44 pm - 8:45 pm
BDL
-
MCO
3h 01mnonstop
$139Multiple Airlines
Thu, Jun 4 - Tue, Jun 9
JetBlue Logo
8:50 pm - 11:44 pm
MCO
-
ALB
2h 54mnonstop
JetBlue Logo
6:00 am - 9:02 am
ALB
-
MCO
3h 02mnonstop
$202JetBlue
Thu, Jun 4 - Mon, Jun 8
JetBlue Logo
10:25 am - 1:16 pm
MCO
-
ORH
2h 51mnonstop
JetBlue Logo
2:16 pm - 5:10 pm
ORH
-
MCO
2h 54mnonstop
$206JetBlue
Mon, Jun 15 - Wed, Jun 17
American Airlines Logo
5:00 am - 10:52 am
MCO
-
ALB
5h 52m
1 stop
American Airlines Logo
5:39 am - 1:04 pm
ALB
-
MCO
7h 25m
1 stop
$227American Airlines
Sat, Jun 6 - Tue, Jun 9
American Airlines Logo
6:30 am - 4:53 pm
MCO
-
ORH
10h 23m
1 stop
American Airlines Logo
5:18 pm - 1:30 pm
ORH
-
MCO
20h 12m
1 stop
$252American Airlines
Tue, Jul 7 - Sat, Jul 11
Delta Logo
7:40 am - 2:41 pm
MCO
-
ACK
7h 01m
1 stop
Delta Logo
4:40 pm - 10:18 pm
ACK
-
MCO
5h 38m
1 stop
$312Delta
Tue, Jul 7 - Sat, Jul 11
Delta Logo
7:05 am - 2:41 pm
MCO
-
ACK
7h 36m
2 stops
Delta Logo
4:40 pm - 10:18 pm
ACK
-
MCO
5h 38m
1 stop
$318Delta
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.

How much is a round-trip flight from Orlando Airport 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 Orlando Airport to Massachusetts departing in July.

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 Boston, at $103 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 $103.

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

The average price for all round-trip flights from Orlando Airport to Massachusetts depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Massachusetts is generally at night, when round-trip flights cost $185 on average. Morning departures are around 60% 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 $662.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $304 on average.

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 December, when tickets cost $39 (return) on average. On the other hand, the most expensive months are November and October, when the average cost of round-trip tickets is $364 and $353 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 Thursday 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 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$84
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Orlando Airport to Hartford

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.

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 $154 one-way - $245 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 8452 reviews
7.2Food
8.5Crew
7.8Comfort
7.8Entertainment
8.1Boarding
Airline reviews

Aside from a completely packed plane, I really have no complaints.

10.0 ExcellentMark, May 2026
JAX - ATL
Read more Delta reviews

Aside from a completely packed plane, I really have no complaints.

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.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The WiFi was horrific. I fly delta often and love their (usually reliable and free) WiFi. On this flight it was intermittent and when it did connect was extremely slow. I couldn’t get any work done while I was on the flight which was extremely frustrating. I was also in the exit row seat where there is now immediate seat in front of you, so while the leg room was nice, I couldn’t even watch the TV when the internet wasn’t working. Finally, for the last 20 mins of the flight, the announcement indicator came on the TV screens and took them over, even though no announcement was being made. Really disappointed.

The tray table was broken and the food was terrible.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Entertainment and wifi were very sub-par - audio issues and no wifi

They forced me to check my hand luggage at the gate.

Still hasn’t left. Why are you asking how it was?

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

We had several flights and they were all on-time and flawless

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

Business class was very good, one of my best flights

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.

If there WAS a flight it would have been EXCELENT..Maybe?

There was a crack in my window seal. And Spirit is now closed forever.

The AC broke and we were onboard for 2 hrs waiting for them to fix it. It was so hot and we could not get any water or anything to drink. They finally let us off the plane after the second attempt and we boarded a new plane. We didn't land till 12:15am!

There was no flight. Call the airline and confirmed. I have no idea why you think that I flew on the days that you say I did.

Easy to get our TSA pre check #added. Flight crew was great and entertaining and we landed early!

baggage drop off was a bit much. I felt like I worked for spirit airlines since I did all the work.

Very nice. Although, it would be nice to offer a glass of water for free. At least.....

Long long delay, no AC while delayed, gate changes, just for the most uncomfortable flight of your life.

I truly admired that the last minute flight attendants were willing to come to serve flight # 1465 and think they should be extra compensated. Doesn't have to beonetary a star a permanent position with Spirit as long as she flies etc. They were o so pleasant and accommodating. 😊😊. Please also serve water. Plain unadulterated water 💧! Invest in a filter of your own the cost of bottles are a penny on the dollar and you could have a plug on advertising with labeling. This could be hilarious "WATER TO REFREST THE SPIRIT FROM SPIRIT ITSELF!" - Free idea!😄😄😄. Anyway overall, though a tad late the flight met expectations. Thanks you Spirit, for everything.

Spirit is awful. Do not fly spirit. Nothing but delays, cancellations.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

It was an early flight and most people napped/slept and the crew let us which was nice.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

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

Information on your arrival and departure airports