Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Orlando to Massachusetts from $38

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 6/4. 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
0 bags
Thu 6/27
Thu 7/4

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

In the last 7 days travelers have searched 42,816,550 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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

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

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

Best Massachusetts Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Boston1 stop$92
Nantucket
Nantucket1 stop$182
West Tisbury
West Tisbury1 stop$318
Albany
Albany1 stop$181

Good to know

Low season

January

High season

June

Cheapest flight

$38
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 29% increase in price.
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 to Massachusetts from Orlando 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 to Massachusetts with an airline and back to Orlando 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 to Massachusetts from Orlando up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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 $112 one-way - $144 round-trip
  • Morning departure is around 4% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Orlando to Massachusetts

 
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.
7.6
JetBlueOverall score based on 4383 reviews
7.1Food
8.3Crew
7.8Comfort
7.8Boarding
7.5Entertainment
Airline reviews

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

10.0 Excellenteileen, May 2024LAX - BOS
Read more about JetBlue reviews

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Everything was good except for deplaning in NY. Took way too long!!

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

The free wi-fi was great. But, the flight delay was not sustainable. It definitely impacted people schedules and JetBlue didn’t do anything to compensate clients for it

I loved the wifi, much better than Delta. Seats were old. and bathrooms dingy.

There was no wheelchair or wheelchair escort at the gate..unacceptable

The Wi-Fi was unavailable on this flight for some reason.

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

That flight was smooth, and staff we courteous. it was a full flight so very tight. The boarding through security was not properly controlled. it was rushed and the scanning process for our bags, etc. was pilling up at the other end with no time to empty our belonging my personal items almost toppled over on the floor if i hadn't caught it rapidly. Was it just that time, or always like this - cant say. other than that all else was fine.

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

It was terrible because the flight was delayed for 3 hours.

Flight canceled due to weather. Rescheduled flight canceled due to maintenance. I’m stuck!

Crowded flight, but upbeat and kind crew. Pilot greeted us at door, flight attendant thanked a number of “special” passengers for their business, another addressed an eight-year old boy as “young man.” United obviously trying to up their game, but though all of that is nice and notable, flying still feels like moving along a human assembly line, being herded into one small space after another (boarding areas with too few seats, planes with limited personal space, shuttles (IAD) packed too full.

You could have been ON TIME! And I was miffed because I spent an extra $82 to get my seat and the steward put a woman from the back in my aisle for nothing because her movies wouldn’t work. I’ll try that next time and save $82!

Again a nearly five hour flight and pretzels is all the food you get and all you can drink water. No electric plugs in economy. Staff was totally not caring. Delta next time

Did not like the seat spacing. The seat was very narrow and tight.

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

Delayed so that missed connecting flight. Connecting flight was also delayed on the tarmac but they closed the gate before the rescheduled time.

Took off over an hour late with multiple mechanical issues. Gate agent in Dallas was lazy and was slow as molasses. Had a line 10 people long. Spirit bad..

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Horrible people at the gate, they force me to check in my carry on, even thought no one behind me has to do it. I had to get out of the airport in NY to get my bag and go thru security again on my way to Honk Kong. The worst part is the employee threatened me with loosing the flights if don’t comply.

Delayed abs delayed Gate crew giving poor info - we are definitely leaving at —- Ultimately to cancel flight after 4+ hours of delays Just cancel it earlier

Delayed flight, few announcements with information, no comps, cluster f boarding because zones weren’t spread out and announced loud and repeatedly, staff did their job -nothing more nothing less, annoying kids were speaking and kicking the heck out of the back of my seat and parents weren’t willing to parent… so another typical day of air travel in the US.,

Flight was delayed until Next day as crew timed out

The flight was great until towards the end when the flight attendant read an excessively long commercial for purchasing an american airlines credit card. The worst part is that we are doing a lot of traveling this year so i was actually interested in getting the credit card, but I was so annoyed with the long commercial that I completely dismissed the flight attendant bringing around the information. Next time, keep the sales pitch to 10 seconds and then pass around the brochures!!

Missed our departing flight due to poor baggage drop staff. At the airport with 2 & 1/2 hours to spare and waited in bag check in until 15 minutes prior to gates closing before baggage staff asked us to move to the front of the line. We weren’t the only passengers that missed the flight. Poor organizational operations by Spirit staff. Otherwise , the return trip was fine.

Worst airline experience ever. Lost my IPad going thru security. Charged for my dog carriage at the gate not at ticket counter. Gave away my seat 6D. Expressed I wanted my seat back after charging me 99 for dog carriage. Should have thrown it out. Had a 16 yr old Yorkie heading to Boston after being a snowbird. Seats small. Very bad experience. Still don’t have my IPad. Horrible

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Seats suck, not enough room, overcrowded planes, hectic situation all together.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

Flight was canceled. Knew there was weather, and were notified of 20 min delayed, and then suddenly canceled. Next reschedule was for 2 days. No help other than to refund. Thankfully full refund and appreciate that. I appreciate discounted airline but felt they could've done more for customer inconvenience.

Flying on Spirit Airline is a penny-pinching beat down.

Bag self drop off was terrible! No staff there to help. Almost missed my flight. Would never check a bag in with Spirit again.

Desk staff at gate were helpful. Didn't have a plane until after scheduled departure time - no explanation offered while we waited. Seats are uncomfortable - arm rests are metal and uncomfortable in a narrow seat. No food, drinks or entertainment unless purchased. They charge a huge price for carryon luggage. Flight was good.

Retired military should be able to board with Active duty like Alligint airlines does

Frontier is a crappy airline nothing about it is honest

Crew members are very rude and not cooperate with passengers.

They lost my baggage on my connection flight, it’s been 24 hours since I put my claim in and still no update on my bags.

The flight was canceled, then delayed twice, we were moved gates twice. Short staff at the counter and check in. We waited for our flight 9 hours. Will never use Frontier ever again, or Spirit.

Good - Leg spar, cleanliness, and on time performance. Bad - No snacks and entertainment.

The plane was on time. Boarding went fast. Smooth flight and landing. I filled out info for a frontier credit card on the flight from Indy to Orlando and have have heard nothing back. I was supposed to get all these “instant” rewards and have received nothing g.

The only thing that may be concerning to others is the multiple notifications of a delayed flight. Then, with less than an hour before boarding, the flight was on time. The gate changed several times, leading to confusion.

The flights were right on time. The issue that was the most difficult was the lack of legroom on the planes

There was only room for a quarter of the passengers to sit at the gate at MCO. The gate attendant allowed people who did not require assistance to board early before they realized and started to turn people back. The flight was extremely uncomfortable due to pressure. My ears, eyes, sinuses and joints were very painful the whole flight. My sister also complained about her ears and sinuses as well as joints and while deplaning I heard several other passengers complain about the same issues. I’ve never felt that much discomfort flying before and I’ve been doing it for over 40 years.

Delayed over 2 hours on the way there, and back, no free drinks, no free water, no Wifi, bathroom dirty!

Book cheap flights from Orlando to Massachusetts

Recent round-trip flight deals

6/8Sat
1 stopSpirit Airlines
7h 10mMCO-BOS
6/11Tue
1 stopSpirit Airlines
9h 22mBOS-MCO
$92
6/7Fri
nonstop
3h 06mMCO-BOS
6/11Tue
1 stop
9h 22mBOS-MCO
$93
7/17Wed
nonstopFrontier
2h 51mMCO-BDL
7/31Wed
nonstopFrontier
3h 03mBDL-MCO
$98
6/7Fri
nonstopFrontier
3h 06mMCO-BOS
6/12Wed
nonstopFrontier
3h 18mBOS-MCO
$98
8/7Wed
2 stopsAmerican Airlines
19h 49mMCO-ORH
8/16Fri
2 stopsAmerican Airlines
20h 10mORH-MCO
$165
6/9Sun
2 stopsAmerican Airlines
16h 24mMCO-ORH
6/16Sun
2 stopsAmerican Airlines
23h 35mORH-MCO
$168
6/10Mon
nonstopJetBlue
2h 52mMCO-BDL
6/11Tue
nonstopJetBlue
2h 58mBDL-MCO
$187
8/30Fri
nonstopJetBlue
2h 55mMCO-ORH
9/2Mon
nonstopJetBlue
3h 09mORH-MCO
$188
6/11Tue
1 stopUnited Airlines
6h 48mMCO-ALB
6/15Sat
2 stopsUnited Airlines
12h 05mALB-MCO
$402
6/13Thu
1 stopUnited Airlines
7h 17mMCO-ALB
6/16Sun
2 stopsUnited Airlines
14h 55mALB-MCO
$441

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/4Tue
1 stopSpirit Airlines
11h 56mMCO-BOS
$38
6/5Wed
1 stopSpirit Airlines
10h 18mMCO-BOS
$39
6/5Wed
nonstopFrontier
3h 06mMCO-BOS
$47
6/13Thu
nonstopFrontier
2h 50mMCO-BDL
$49
6/9Sun
nonstopJetBlue
2h 53mMCO-ORH
$84
6/25Tue
2 stopsAmerican Airlines
24h 03mMCO-ORH
$89
6/9Sun
2 stopsAmerican Airlines
16h 24mMCO-ORH
$90
7/12Fri
nonstopJetBlue
2h 47mMCO-BDL
$94
10/10Thu
1 stopUnited Airlines
4h 49mMCO-BOS
$138
6/3Mon
1 stopUnited Airlines
4h 55mMCO-BDL
$143

Search by stops

Search by airline

Search by price

Last minute flights from Orlando to Massachusetts

Last minute flight, train and bus deals

6/1Sat
nonstop
3h 12mMCO-BOS
6/4Tue
multi-stop
14h 29mBOS-MCO
$96
6/1Sat
nonstopFrontier
3h 12mMCO-BOS
6/3Mon
nonstopFrontier
3h 20mBOS-MCO
$108
6/1Sat
nonstopSpirit Airlines
3h 07mMCO-BOS
6/5Wed
multi-stopSpirit Airlines
17h 49mBOS-MCO
$112
6/1Sat
nonstopSpirit Airlines
3h 07mMCO-BOS
6/5Wed
nonstopSpirit Airlines
3h 24mBOS-MCO
$114
5/31Fri
nonstopJetBlue
2h 50mMCO-ORH
6/5Wed
nonstopJetBlue
3h 15mORH-MCO
$288
5/31Fri
multi-stopAmerican Airlines
23h 27mMCO-ORH
6/5Wed
multi-stopAmerican Airlines
23h 23mORH-MCO
$290
5/30Thu
nonstopJetBlue
2h 47mMCO-BDL
6/3Mon
nonstopJetBlue
2h 58mBDL-MCO
$298
5/31Fri
multi-stopAmerican Airlines
6h 06mMCO-ALB
6/4Tue
multi-stopAmerican Airlines
6h 44mALB-MCO
$307
5/29Wed
multi-stopUnited Airlines
4h 41mMCO-ALB
6/5Wed
multi-stopUnited Airlines
14h 35mALB-MCO
$440
6/2Sun
multi-stopUnited Airlines
5h 20mMCO-ALB
6/5Wed
multi-stopUnited Airlines
14h 35mALB-MCO
$510

Search by stops

Search by airline

Search by price

Orlando - Massachusetts Flights