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$44+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheap flight deals from Orlando to Massachusetts

Keep the following information in mind while searching for Orlando to Massachusetts flight deals. Data was last updated July 3, 2025.

Round-trip from

$90
(Frontier)

One-way from

$44
(Breeze Airways)

Popular in

April

Cheapest in

January

Average price

$175

Good round-trip deal

$186 or less

Good one-way deal

$70 or less
From Orlando (ORL) to Massachusetts
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One-way flight from Orlando (ORL) to Massachusetts
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Highest demand for flights based on searches. 10% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Orlando (ORL) to Massachusetts.
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Price to beat on a one-way flight from Orlando (ORL) to Massachusetts.
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Find 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 July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/2. 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 8/287:25 amMCO - BDL
Nonstop2h 55mFrontier
Sun 8/3111:05 amBDL - MCO
Nonstop3h 01mFrontier
Deal found 7/2$90
This FlightHub deal was found by Cheapflights users on 7/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/148:39 amMCO - BDL
Nonstop2h 42mSpirit Airlines
Thu 8/216:15 pmBDL - MCO
Nonstop2h 58mSpirit Airlines
Deal found 7/3$108
This Expedia deal was found by Cheapflights users on 7/2. 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.
Thu 8/287:25 amMCO - BDL
Nonstop2h 55mMultiple Airlines
Sun 8/317:05 amBDL - MCO
1 stop4h 22mMultiple Airlines
Deal found 7/2$109
This Frontier deal was found by Cheapflights users on 7/3. 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.
Fri 7/185:30 amMCO - BOS
Nonstop3h 05mFrontier
Sat 7/199:40 amBOS - MCO
Nonstop3h 18mFrontier
Deal found 7/3$113
This Justfly.com deal was found by Cheapflights users on 7/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/115:30 amMCO - BOS
Nonstop3h 05mMultiple Airlines
Sat 7/127:26 pmBOS - MCO
Nonstop3h 31mMultiple Airlines
Deal found 7/1$115
This Breeze Airways deal was found by Cheapflights users on 7/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/291:27 pmMCO - BDL
1 stop4h 14mBreeze Airways
Mon 9/16:21 pmBDL - MCO
1 stop4h 23mBreeze Airways
Deal found 7/2$118
This FlightHub deal was found by Cheapflights users on 7/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/106:00 amMCO - BOS
Nonstop2h 58mSpirit Airlines
Sat 7/127:26 pmBOS - MCO
Nonstop3h 31mSpirit Airlines
Deal found 7/3$121
This JetBlue deal was found by Cheapflights users on 7/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/227:29 pmMCO - BDL
Nonstop2h 56mJetBlue
Fri 7/256:59 pmBDL - MCO
Nonstop2h 58mJetBlue
Deal found 7/3$137
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/108:50 amMCO - ALB
Nonstop2h 45mSouthwest
Sun 9/145:35 pmALB - MCO
1 stop5h 00mSouthwest
Deal found 7/2$162
This Breeze Airways deal was found by Cheapflights users on 7/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/118:30 amMCO - ALB
1 stop4h 10mBreeze Airways
Sun 9/141:20 pmALB - MCO
1 stop4h 20mBreeze Airways
Deal found 7/1$164
This JetBlue deal was found by Cheapflights users on 7/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1311:20 amMCO - ALB
Nonstop2h 47mJetBlue
Wed 8/203:10 pmALB - MCO
Nonstop3h 11mJetBlue
Deal found 7/2$167
This JetBlue deal was found by Cheapflights users on 6/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/289:45 amMCO - ORH
Nonstop2h 54mJetBlue
Tue 9/21:34 pmORH - MCO
Nonstop3h 06mJetBlue
Deal found 6/30$183

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 July 3, 2025.
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 8/28

7:25 am-10:20 am

Nonstop2h 55m

Hartford Bradley Intl

Sun 8/31

11:05 am-2:06 pm

Nonstop3h 01m

$90

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 8/14

8:39 am-11:21 am

Nonstop2h 42m

Hartford Bradley Intl

Thu 8/21

6:15 pm-9:13 pm

Nonstop2h 58m

$108

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 8/28

7:25 am-10:20 am

Nonstop2h 55m

Hartford Bradley Intl

Sun 8/31

7:05 am-11:27 am

1 stop4h 22m

$109

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 7/18

5:30 am-8:35 am

Nonstop3h 05m

Boston Logan Intl

Sat 7/19

9:40 am-12:58 pm

Nonstop3h 18m

$113

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 7/11

5:30 am-8:35 am

Nonstop3h 05m

Boston Logan Intl

Sat 7/12

7:26 pm-10:57 pm

Nonstop3h 31m

$115

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 8/29

1:27 pm-5:41 pm

1 stop4h 14m

Hartford Bradley Intl

Mon 9/1

6:21 pm-10:44 pm

1 stop4h 23m

$118

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 7/10

6:00 am-8:58 am

Nonstop2h 58m

Boston Logan Intl

Sat 7/12

7:26 pm-10:57 pm

Nonstop3h 31m

$121

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Tue 7/22

7:29 pm-10:25 pm

Nonstop2h 56m

Hartford Bradley Intl

Fri 7/25

6:59 pm-9:57 pm

Nonstop2h 58m

$137

OrlandoAlbany

MCO - ALB

MCOALB

Orlando

Wed 9/10

8:50 am-11:35 am

Nonstop2h 45m

Albany Intl

Sun 9/14

5:35 pm-10:35 pm

1 stop5h 00m

$162

OrlandoAlbany

MCO - ALB

MCOALB

Orlando

Thu 9/11

8:30 am-12:40 pm

1 stop4h 10m

Albany Intl

Sun 9/14

1:20 pm-5:40 pm

1 stop4h 20m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 60 results
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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, January is the cheapest month in which you can book a flight from Orlando to Massachusetts (average of $218). Flying from Orlando to Massachusetts in June is currently the most expensive (average of $306). 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 July 3, 2025.

When flying from Orlando to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 3, 2025.

The most flights from ORL to USMA are scheduled on a Monday (55 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (32 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 July 3, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Southwest, and Delta 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.
Breeze Airways
8.1
Very good
183 reviews

Crew

8.8

Food

6.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Crew

8.8

Food

6.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,270 reviews
Breeze Airways
8.1
Very good
183 reviews

Crew

8.8

Food

6.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,970 reviews
Breeze Airways
8.1
Very good
183 reviews

Crew

8.8

Food

6.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,845 reviews
Breeze Airways
8.1
Very good
183 reviews

Crew

8.8

Food

6.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,916 reviews
Breeze Airways
8.1
Very good
183 reviews

Crew

8.8

Food

6.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • 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 Breeze Airways ($44), Frontier ($56), and Spirit Airlines ($67).

  • 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: Japan Airlines (95%), Etihad Airways (92%), Air France (91%).

  • What are the cheapest flights from Orlando to Massachusetts?

    Looking at all options, your cheapest flight can be booked for $66. While the most popular route (Orlando - Boston Logan Intl) can be booked for $107 on average our data indicates $1,685 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, January is the cheapest month in which you can book a flight from Orlando to Massachusetts (average of $218). Flying from Orlando to Massachusetts in June is currently the most expensive (average of $306). 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.

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Alternative routes for Orlando to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$108FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$54Average$151FlexibilityNo cancel feeOn-time65%
DeltaCheapest$114Average$265FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$115Average$317FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$198Average$286FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$306FlexibilityNo cancel feeOn-time71%

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