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$48+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$74
(eDestinos)

One-way from

$48
(Cheapflightsfares)

Popular in

April

Cheapest in

January

Average price

$139

Good round-trip deal

$159 or less

Good one-way deal

$70 or less
Provider with most accurate pricing for Orlando (ORL)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Boston Logan Intl flights.
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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. 5% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This eDestinos deal was found by Cheapflights users on 4/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/164:15 pmMCO - BDL
Nonstop2h 59mFrontier
Mon 5/198:14 pmBDL - MCO
Nonstop2h 58mFrontier
Deal found 4/29$74
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/38:30 amMCO - BDL
Nonstop2h 56mMultiple Airlines
Tue 5/65:45 amBDL - MCO
Nonstop2h 50mMultiple Airlines
Deal found 4/30$81
This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/218:17 amMCO - BOS
1 stop6h 27mSpirit Airlines
Tue 5/275:42 pmBOS - MCO
Nonstop3h 11mSpirit Airlines
Deal found 4/30$85
This CheapOair deal was found by Cheapflights users on 4/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/319:36 pmMCO - BDL
Nonstop2h 49mBreeze Airways
Mon 6/21:52 pmBDL - MCO
1 stop4h 15mBreeze Airways
Deal found 4/30$87
This Spirit deal was found by Cheapflights users on 4/30. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/29:25 pmMCO - BDL
Nonstop2h 50mSpirit Airlines
Sat 5/35:45 amBDL - MCO
Nonstop2h 50mSpirit Airlines
Deal found 4/30$94
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Wed 6/46:42 pmMCO - BOS
Nonstop3h 08mMultiple Airlines
Fri 6/139:40 amBOS - MCO
Nonstop3h 16mMultiple Airlines
Deal found 4/29$101
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/305:30 amMCO - BOS
Nonstop3h 10mFrontier
Mon 6/29:40 amBOS - MCO
Nonstop3h 16mFrontier
Deal found 4/30$106
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/237:50 pmMCO - BDL
Nonstop2h 45mSouthwest
Mon 6/25:05 amBDL - MCO
Nonstop2h 55mSouthwest
Deal found 4/30$147
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/31:30 pmMCO - BDL
1 stop7h 12mAmerican Airlines
Tue 6/105:23 amBDL - MCO
1 stop6h 59mAmerican Airlines
Deal found 4/29$159
This JetBlue deal was found by Cheapflights users on 4/30. 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 6/121:52 pmMCO - ALB
Nonstop2h 57mJetBlue
Sun 6/155:44 pmALB - MCO
Nonstop3h 05mJetBlue
Deal found 4/30$167
This JetBlue deal was found by Cheapflights users on 4/30. 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 5/2911:50 amMCO - ORH
Nonstop2h 52mJetBlue
Thu 6/53:37 pmORH - MCO
Nonstop3h 10mJetBlue
Deal found 4/30$183
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/197:00 amMCO - ALB
1 stop5h 26mAmerican Airlines
Sat 8/237:07 amALB - MCO
1 stop4h 30mAmerican Airlines
Deal found 4/30$188

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 May 1, 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

Fri 5/16

4:15 pm-7:14 pm

Nonstop2h 59m

Hartford Bradley Intl

Mon 5/19

8:14 pm-11:12 pm

Nonstop2h 58m

$74

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 5/21

8:17 am-2:44 pm

1 stop6h 27m

Boston Logan Intl

Tue 5/27

5:42 pm-8:53 pm

Nonstop3h 11m

$85

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Sat 5/31

9:36 pm-12:25 am

Nonstop2h 49m

Hartford Bradley Intl

Mon 6/2

1:52 pm-6:07 pm

1 stop4h 15m

$87

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 6/5

1:07 pm-5:09 pm

1 stop4h 02m

Hartford Bradley Intl

Sun 6/8

8:30 pm-11:31 pm

Nonstop3h 01m

$89

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 6/4

6:42 pm-9:50 pm

Nonstop3h 08m

Boston Logan Intl

Fri 6/13

9:40 am-12:56 pm

Nonstop3h 16m

$101

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 5/30

5:30 am-8:40 am

Nonstop3h 10m

Boston Logan Intl

Mon 6/2

9:40 am-12:56 pm

Nonstop3h 16m

$106

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 5/23

7:50 pm-10:35 pm

Nonstop2h 45m

Hartford Bradley Intl

Mon 6/2

5:05 am-8:00 am

Nonstop2h 55m

$147

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Tue 6/3

6:03 am-12:59 pm

1 stop6h 56m

Hartford Bradley Intl

Tue 6/10

6:09 am-11:36 am

1 stop5h 27m

$159

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 6/19

9:32 pm-9:09 am

1 stop11h 37m

Hartford Bradley Intl

Wed 6/25

10:14 am-9:08 pm

1 stop10h 54m

$161

OrlandoAlbany

MCO - ALB

MCOALB

Orlando

Thu 6/12

1:52 pm-4:49 pm

Nonstop2h 57m

Albany Intl

Sun 6/15

5:44 pm-8:49 pm

Nonstop3h 05m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 July is currently the most expensive (average of $310). 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 May 1, 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 May 1, 2025.

The most flights from ORL to USMA are scheduled on a Wednesday (63 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 May 1, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Alaska Airlines and Southwest from Orlando to Massachusetts to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Comfort

8.2

Food

6.7

Entertainment

6.6

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
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Comfort

8.2

Food

6.7

Entertainment

6.6

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!
Alaska Airlines
8.0
Very good
9,972 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Comfort

8.2

Food

6.7

Entertainment

6.6

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
4,294 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Comfort

8.2

Food

6.7

Entertainment

6.6

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
7,934 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Comfort

8.2

Food

6.7

Entertainment

6.6

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
8,696 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Comfort

8.2

Food

6.7

Entertainment

6.6

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 Frontier ($48), Spirit Airlines ($49), and Breeze Airways ($50).

  • 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: Korean Air (93%), Japan Airlines (91%), Air France (90%).

  • What are the cheapest flights from Orlando to Massachusetts?

    Looking at all options, your cheapest flight can be booked for $51. While the most popular route (Orlando - Boston Logan Intl) can be booked for $79 on average our data indicates $961 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 July is currently the most expensive (average of $310). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$107FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$56Average$160FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$107Average$366FlexibilityNo cancel feeOn-time62%
DeltaCheapest$109Average$258FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$206Average$321FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$217Average$316FlexibilityNo cancel feeOn-time71%

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