$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 2/25. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Massachusetts.
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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$73
Albany
Albanynonstop$147
Boston
Bostonnonstop$73
Albany
Albanynonstop$147

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, Mar 13 - Mon, Mar 16
Frontier Logo
4:20 pm - 7:13 pm
MCO
-
BDL
2h 53mnonstop
Frontier Logo
8:08 pm - 11:22 pm
BDL
-
MCO
3h 14mnonstop
$71Frontier
Fri, Mar 6 - Mon, Mar 9
Frontier Logo
4:20 pm - 7:13 pm
MCO
-
BDL
2h 53mnonstop
Frontier Logo
8:08 pm - 11:22 pm
BDL
-
MCO
3h 14mnonstop
$72Frontier
Sat, Feb 14 - Wed, Feb 18
Spirit Airlines Logo
8:39 am - 11:37 am
MCO
-
BOS
2h 58mnonstop
Spirit Airlines Logo
6:10 pm - 11:54 pm
BOS
-
MCO
5h 44m
1 stop
$82Spirit Airlines
Wed, Feb 18 - Mon, Mar 2
Spirit Airlines Logo
8:39 am - 11:37 am
MCO
-
BOS
2h 58mnonstop
Spirit Airlines Logo
4:22 pm - 7:50 pm
BOS
-
MCO
3h 28mnonstop
$84Spirit Airlines
Fri, Feb 13 - Fri, Feb 20
JetBlue Logo
7:25 pm - 10:13 pm
MCO
-
ALB
2h 48mnonstop
JetBlue Logo
7:00 am - 10:06 am
ALB
-
MCO
3h 06mnonstop
$147JetBlue
Sat, Feb 28 - Mon, Mar 2
American Airlines Logo
5:00 am - 1:05 pm
MCO
-
ORH
8h 05m
2 stops
American Airlines Logo
1:30 pm - 6:47 pm
ORH
-
MCO
5h 17m
1 stop
$173American Airlines
Sat, Feb 28 - Mon, Mar 2
American Airlines Logo
5:00 am - 1:05 pm
MCO
-
ORH
8h 05m
2 stops
American Airlines Logo
1:30 pm - 12:32 am
ORH
-
MCO
11h 02m
2 stops
$178American Airlines
Thu, May 7 - Mon, May 11
JetBlue Logo
9:45 am - 12:39 pm
MCO
-
ORH
2h 54mnonstop
JetBlue Logo
1:34 pm - 4:40 pm
ORH
-
MCO
3h 06mnonstop
$185JetBlue
Fri, Feb 13 - Fri, Feb 20
Delta Logo
3:59 pm - 11:02 pm
MCO
-
ALB
7h 03m
1 stop
Delta Logo
2:30 pm - 9:05 pm
ALB
-
MCO
6h 35m
1 stop
$197Delta
Fri, May 1 - Fri, May 8
Delta Logo
8:50 am - 4:43 pm
MCO
-
ORH
7h 53m
1 stop
Delta Logo
3:18 pm - 11:00 pm
ORH
-
MCO
7h 42m
1 stop
$205Delta
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 February.

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 $64 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 $64.

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 $170, 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 $127 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $240 and $230 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 35% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$53
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Orlando Airport to Boston

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 $155 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 $740.

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 $100 one-way - $106 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 8128 reviews
7.2Food
8.5Crew
8.1Boarding
7.9Comfort
7.8Entertainment
Airline reviews

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

2.0 MediocreJulia, Jan 2026
MSP - BOS
Read more Delta reviews

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

Advertised fruit trays with cheese, but only snacks handed out!

The food is terrible. The staff is wonderful. Comfort is good.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

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

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

All very good except they didn’t load our walker so haven’t gotten it yet

For the cost you can't e too critical, but the inablitiy to recline the seat and minimal cushioning in the seats made for a less than comfortable flight. Other than that we had an ealry departure and arrival, boarding was smooth.

Extra legroom with my upgrade bundle. Clean aircraft, on-time departure, early arrival. Good value for the price.

Spirit loves to pick and choose when to harass you about your personal item. I’ve flown numerous times with the same bag with no problem yet flying out of Orlando they forced me to pay $99 for a carry on and then ran out of overhead space. Do better!

Horrible experience. First and last time using this airline. Made an announcement that boarding will start in 15 minutes, canceled the flight 5 minutes later due to no airline staff. Had to book another flight on Delta since Spirit had no other flights arriving to my original destination the same day. I wouldn't recommend anyone to fly with Spirit. No wonder why it consistently ranks high among worst airlines.

Flight was delayed from 10:09pm back to 12:41am and actually took off closer to 1am as they were waiting for an additional flight attendant. Plane was new and crew was fine once we got moving but the delay was rough. Also Spirit (have flown this twice) lands at the satellite gates at BNA and there is a ground shuttle to get you back to the main terminal that adds outdoor elements, extra walking and about 20 min total to the arrival timing. BNA may eventually connect this concourse in a better way as they grow but it’s notable.

Spirit has improved a lot since I flew with it in 2011. I give the airline a huge thumbs up!!

Customer feedback I sent to Spirited today: “I will never fly Spirit Airlines again and will work hard to convince my friends and family to boycott/avoid Spirit Airlines at all costs. I booked three seats for me and my 8 and 10 year old children on NK 1222 from Orlando to Kansas City for 12/7/25 leaving Orlando at 10:37AM. This itinerary was abandoned by Spirit and we were rebooked onto Spirit flight NK 213 leaving at 9:06PM without any notice. Then the nightmare really began. Flight 213 was delayed a total of 12 times, finally leaving at 6:35AM the following day. The gate was changed 5 times and our electronic boarding passes were invalidated at midnight. The worst part was that the 12 separate delays were incremental making it impossible to plan for accommodations for my family. My kids missed a day of school and barely slept under the harsh lights with lots of noise on the filthy airport floor. The customer service agent at Spirit Airlines told us we would be emailed a voucher for a hotel which never happened. I asked about it multiple times and it never arrived in my email inbox. This whole unfortunate situation could’ve been avoided if spirit had taken a realistic approach and delayed the flight from 9 PM until 6 AM from the beginning. My son gleefully deleted the Spirit app from my phone once we landed and we will never fly with Spirit again.”

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

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.

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.

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

Information on your arrival and departure airports