HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$58+ Cheap flights from Orlando (ORL) to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Mar 21 — Mar 281
Sat 3/21
Sat 3/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Orlando to Massachusetts with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Orlando to Massachusetts

Cheapest flights from Orlando to Massachusetts
Explore the most affordable flight options available from Orlando to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.

This Super.com deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/194:20 pm
MCO
-
BDL
Nonstop2h 53m
Frontier
Sun 3/228:08 pm
BDL
-
MCO
Nonstop3h 14m
Frontier
Deal found 2/16$77
This Super.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:32 pm
MCO
-
BDL
Nonstop2h 54m
Frontier
Sun 4/59:21 pm
BDL
-
MCO
Nonstop3h 06m
Frontier
Deal found 2/18$81
This Frontier deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:30 am
MCO
-
BDL
Nonstop2h 53m
Frontier
Mon 3/98:08 pm
BDL
-
MCO
Nonstop3h 14m
Frontier
Deal found 2/18$82
This Travelocity deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:50 am
MCO
-
BOS
Nonstop2h 58m
Spirit Airlines
Tue 3/104:22 pm
BOS
-
MCO
Nonstop3h 28m
Spirit Airlines
Deal found 2/16$90
This Priceline deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/52:25 pm
MCO
-
BDL
Nonstop2h 50m
Multiple Airlines
Mon 3/97:13 pm
BDL
-
MCO
1 stop4h 34m
Multiple Airlines
Deal found 2/16$91
This Frontier deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/124:20 pm
MCO
-
BDL
Nonstop2h 53m
Frontier
Fri 3/208:08 pm
BDL
-
MCO
Nonstop3h 14m
Frontier
Deal found 2/15$92
This Cheapflightsfares deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:00 pm
MCO
-
BOS
Nonstop3h 01m
Spirit Airlines
Tue 3/1012:43 pm
BOS
-
MCO
Nonstop3h 27m
Spirit Airlines
Deal found 2/15$94
This Priceline deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:48 pm
MCO
-
BDL
1 stop4h 08m
Multiple Airlines
Mon 4/69:53 pm
BDL
-
MCO
Nonstop3h 06m
Multiple Airlines
Deal found 2/18$95
This Expedia deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:33 pm
MCO
-
BOS
Nonstop3h 00m
Multiple Airlines
Tue 4/1411:16 am
BOS
-
MCO
Nonstop3h 24m
Multiple Airlines
Deal found 2/15$95
This Flightnetwork deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/11:55 pm
MCO
-
BOS
Nonstop2h 59m
Spirit Airlines
Wed 4/89:45 am
BOS
-
MCO
Nonstop3h 15m
Spirit Airlines
Deal found 2/15$96
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/124:20 pm
MCO
-
BDL
Nonstop2h 53m
Multiple Airlines
Mon 3/161:56 pm
BDL
-
MCO
1 stop4h 27m
Multiple Airlines
Deal found 2/15$97
This Super.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:32 pm
MCO
-
BDL
Nonstop2h 54m
Frontier
Sat 4/49:46 pm
BDL
-
MCO
Nonstop3h 06m
Frontier
Deal found 2/17$98

Find flight deals from Orlando to Massachusetts

Keep the following information in mind while searching for Orlando to Massachusetts flight deals. Data was last updated February 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$77
(Super.com)

One-way from

$58
(Super.com)

Popular in

September

Cheapest in

January

Average price

$139

Good round-trip deal

$152 or less

Good one-way deal

$114 or less
Provider with most accurate pricing for Orlando (ORL)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Boston Logan Intl flights.
Search Deals
From Orlando (ORL) to Massachusetts
Search Deals
One-way flight from Orlando (ORL) to Massachusetts
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Orlando (ORL) to Massachusetts.
Search Deals
Price to beat on a one-way flight from Orlando (ORL) to Massachusetts.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 19, 2026.
Use the filters below to find and compare flights from Orlando to Massachusetts that are best for you.

Fly from

Orlando

Fly to

Massachusetts

Route

Depart

Return

Price

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 3/19

4:20 pm-7:13 pm

Nonstop2h 53m

Hartford Bradley Intl

Mon 3/23

7:13 pm-11:47 pm

1 stop4h 34m

$81

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 3/26

4:20 pm-7:13 pm

Nonstop2h 53m

Hartford Bradley Intl

Sun 3/29

8:08 pm-11:22 pm

Nonstop3h 14m

$91

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 3/3

7:00 pm-10:01 pm

Nonstop3h 01m

Boston Logan Intl

Sun 3/8

4:22 pm-7:50 pm

Nonstop3h 28m

$100

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 3/20

4:20 pm-7:13 pm

Nonstop2h 53m

Hartford Bradley Intl

Mon 3/23

8:08 pm-11:22 pm

Nonstop3h 14m

$121

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 3/12

1:55 pm-4:54 pm

Nonstop2h 59m

Boston Logan Intl

Sun 3/15

4:23 pm-7:36 pm

Nonstop3h 13m

$125

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 3/26

1:55 pm-4:54 pm

Nonstop2h 59m

Boston Logan Intl

Sat 3/28

7:14 pm-10:31 pm

Nonstop3h 17m

$129

OrlandoWorcester

MCO - ORH

MCOORH

Orlando

Thu 4/2

8:00 am-10:55 am

Nonstop2h 55m

Worcester

Sun 4/5

11:45 am-2:49 pm

Nonstop3h 04m

$133

OrlandoWorcester

MCO - ORH

MCOORH

Orlando

Wed 3/11

7:00 am-9:49 am

Nonstop2h 49m

Worcester

Mon 3/23

12:39 pm-3:50 pm

Nonstop3h 11m

$133

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Sat 2/28

8:10 am-11:04 am

Nonstop2h 54m

Hartford Bradley Intl

Sat 2/28

9:05 pm-12:07 am

Nonstop3h 02m

$136

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 3/5

10:16 am-3:27 pm

1 stop5h 11m

Boston Logan Intl

Sun 3/8

4:22 pm-7:50 pm

Nonstop3h 28m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/14

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Orlando to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Orlando to Massachusetts?

Currently, March is the cheapest month in which you can book a flight from Orlando to Massachusetts (average of $46). Flying from Orlando to Massachusetts in July is currently the most expensive (average of $101). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORL to MA?

Find hourly flight availability from Orlando to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 19, 2026.

When flying from Orlando to Massachusetts, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 78% versus a flight in the afternoon.

What is the cheapest day to fly from Orlando to Massachusetts?

Use this chart to determine the cheapest time to fly round-trip from Orlando to Massachusetts. Price data was last updated on February 17, 2026.

Travelers seeking maximum savings on their Orlando to Massachusetts flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Orlando to Massachusetts

Explore weekly flight availability from Orlando to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 19, 2026.

The most flights from ORL to USMA are scheduled on a Monday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 on average).

How much does it cost to fly round-trip from Orlando to Massachusetts?

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated February 19, 2026.
Peruse reviews from past customers who have flown with Delta, American Airlines, and JetBlue from Orlando to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,212 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,212 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,313 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,900 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,473 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.7
Fair
3,048 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Orlando to Massachusetts?

    A quick flight from Orlando to Massachusetts can take about 2h 49m. Frontier provides one of the quickest options available for as low as $133. Orlando and Massachusetts are separated by a distance of 1091 mi. Most flights are nonstop.

  • What are the cheapest airlines to fly from Orlando to Massachusetts one-way?

    The cheapest airlines for a one-way flight from Orlando to Massachusetts are Frontier ($39), Spirit Airlines ($40), and Breeze Airways ($51).

  • What are the most popular routes from Orlando to Massachusetts?

    The most popular flight routes from Orlando to Massachusetts are Orlando - Boston Logan Intl, Orlando - Hartford Bradley Intl and Orlando - Albany Intl.

  • What are the most reliable airlines from Orlando to Massachusetts?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Orlando to Massachusetts on time: Southwest (100%), Japan Airlines (89%), Korean Air (87%).

  • What are the cheapest flights from Orlando to Massachusetts?

    Looking at all options, your cheapest flight can be booked for $59. While the most popular route (Orlando - Boston Logan Intl) can be booked for $99 on average, our data indicates $720 when flying from Orlando to Massachusetts.

  • Can I find deals for flights from Orlando to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Orlando to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Massachusetts.

  • Can I find deals for business class flights from Orlando to Massachusetts?

    Yes. Cheapflights offers flight deals from Orlando to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando to Massachusetts?

    Currently, March is the cheapest month in which you can book a flight from Orlando to Massachusetts (average of $46). Flying from Orlando to Massachusetts in July is currently the most expensive (average of $101). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Orlando to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Fort Lauderdale to LaGuardia flights
Miami to LaGuardia flights
Orlando to Las Vegas flights
Miami to Newark flights
Orlando to Seattle flights
Tampa to Newark flights
Orlando to Los Angeles flights
Orlando to LaGuardia flights
West Palm Beach to Newark flights
Orlando to Dallas/Fort Worth flights
Orlando to Newark flights
Fort Lauderdale to Las Vegas flights
Orlando to Denver flights
Tampa to Las Vegas flights
West Palm Beach to John F Kennedy Intl flights
Tampa to Denver flights
Fort Lauderdale to Atlanta flights
Tampa to John F Kennedy Intl flights
Tampa to Seattle flights
Miami to Las Vegas flights
Orlando to Dulles Intl flights
Tampa to LaGuardia flights
Tampa to Atlanta flights
West Palm Beach to LaGuardia flights
Miami to Los Angeles flights
Miami to Denver flights
Tampa to Boston flights
Miami to Atlanta flights
Miami to Dulles Intl flights
Tampa to Dallas/Fort Worth flights
Jacksonville to John F Kennedy Intl flights
Fort Lauderdale to Los Angeles flights
Fort Lauderdale to Hobby flights
Fort Lauderdale to Baltimore flights
Orlando to Hobby flights
Fort Lauderdale to Dallas/Fort Worth flights
Fort Lauderdale to O'Hare Intl flights
Tampa to Dulles Intl flights
Orlando to Sky Harbor Intl flights
Tampa to O'Hare Intl flights
Tampa to Los Angeles flights
West Palm Beach to Atlanta flights
Fort Lauderdale to Boston flights
Orlando to Boston flights
Tampa to Baltimore flights
Fort Lauderdale to Dulles Intl flights

Top 6 airlines flying from Orlando to Massachusetts

Discover the top 6 airlines that operate flights from Orlando to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$125FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$59Average$150FlexibilityNo cancel feeOn-time65%
DeltaCheapest$98Average$259FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$100Average$320FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$198Average$353FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$276FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.