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Cheap flights from Massachusetts to Orlando from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Orlando departing on 6/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Massachusetts to Orlando

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
11:05 am - 2:39 pm
BOS
-
MCO
3h 34mnonstop
Frontier Logo
7:00 am - 10:09 am
MCO
-
BOS
3h 09mnonstop
$139Frontier
Sun, Sep 20 - Sat, Sep 26
Frontier Logo
8:44 am - 4:12 pm
BOS
-
MCO
7h 28m
1 stop
Frontier Logo
7:25 am - 11:05 am
MCO
-
BOS
27h 40m
1 stop
$147Frontier
Wed, Jun 3 - Tue, Jun 9
Multiple Airlines Logo
8:44 am - 4:12 pm
BOS
-
MCO
7h 28m
1 stop
Multiple Airlines Logo
8:00 am - 11:05 am
MCO
-
BOS
27h 05m
1 stop
$157Multiple Airlines
Wed, Jun 3 - Tue, Jun 9
Multiple Airlines Logo
9:12 am - 7:32 pm
BOS
-
MCO
10h 20m
1 stop
Multiple Airlines Logo
8:00 am - 11:05 am
MCO
-
BOS
27h 05m
1 stop
$158Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Breeze Airways Logo
7:32 pm - 11:59 pm
BDL
-
MCO
4h 27m
1 stop
Breeze Airways Logo
9:56 pm - 12:51 am
MCO
-
BDL
2h 55mnonstop
$167Breeze Airways
Sat, May 30 - Sat, Jun 6
Breeze Airways Logo
1:30 pm - 5:52 pm
BDL
-
MCO
4h 22m
1 stop
Breeze Airways Logo
8:00 am - 5:10 pm
MCO
-
BDL
9h 10m
1 stop
$168Breeze Airways
Mon, Jun 1 - Tue, Jun 9
JetBlue Logo
6:00 am - 9:09 am
ALB
-
MCO
3h 09mnonstop
JetBlue Logo
8:50 pm - 11:44 pm
MCO
-
ALB
2h 54mnonstop
$202JetBlue
Thu, May 28 - Mon, Jun 1
JetBlue Logo
6:00 am - 9:09 am
ALB
-
MCO
3h 09mnonstop
JetBlue Logo
8:50 pm - 11:44 pm
MCO
-
ALB
2h 54mnonstop
$207JetBlue
Sun, May 31 - Thu, Jun 4
Southwest Logo
5:50 am - 11:40 am
ALB
-
MCO
5h 50m
1 stop
Southwest Logo
8:00 pm - 10:50 pm
MCO
-
ALB
2h 50mnonstop
$217Southwest
Fri, May 29 - Tue, Jun 2
Southwest Logo
5:00 am - 7:50 am
ALB
-
MCO
2h 50mnonstop
Southwest Logo
9:45 pm - 8:00 am
MCO
-
ALB
10h 15m
1 stop
$223Southwest
Thu, May 28 - Sun, May 31

Breeze Airways flights from Massachusetts to Orlando Airport

Our best Breeze Airways deals on Massachusetts to Orlando Airport flight tickets
Breeze Airways
May 30
BDL7:32 pmHartford Bradley Intl
4h 27m
1 stop
MCO11:59 pmOrlando
Jun 6
MCO9:56 pmOrlando
2h 55m
BDL12:51 amHartford Bradley Intl
$167
Breeze Airways
May 30
BDL7:32 pmHartford Bradley Intl
4h 27m
1 stop
MCO11:59 pmOrlando
Jun 3
MCO7:27 pmOrlando
4h 32m
1 stop
BDL11:59 pmHartford Bradley Intl
$170
Breeze Airways
May 29
BDL1:30 pmHartford Bradley Intl
4h 22m
1 stop
MCO5:52 pmOrlando
Jun 2
MCO1:12 pmOrlando
4h 15m
1 stop
BDL5:27 pmHartford Bradley Intl
$173

American Airlines flights from Massachusetts to Orlando Airport

Our best American Airlines deals on Massachusetts to Orlando Airport flight tickets
American Airlines
Jul 28
ALB7:26 pmAlbany Intl
4h 51m
1 stop
MCO12:17 amOrlando
Aug 12
MCO7:00 amOrlando
4h 33m
1 stop
ALB11:33 amAlbany Intl
$236
American Airlines
Sep 19
ALB12:07 pmAlbany Intl
7h 41m
1 stop
MCO7:48 pmOrlando
Sep 23
MCO6:35 amOrlando
4h 17m
1 stop
ALB10:52 amAlbany Intl
$237
American Airlines
Jun 5
ORH5:18 pmWorcester
5h 25m
1 stop
MCO10:43 pmOrlando
Jun 9
MCO12:04 pmOrlando
4h 49m
1 stop
ORH4:53 pmWorcester
$242

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Orlando Airport 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, momondo users made 832,500 searches. Data last updated May 15, 2026.
Use the filters below to find and compare flights from Massachusetts to Orlando Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sun 9/20

11:05 am-2:39 pm

Nonstop3h 34m

Orlando

Sat 9/26

7:00 am-10:09 am

Nonstop3h 09m

$139

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 6/3

8:44 am-4:12 pm

1 stop7h 28m

Orlando

Tue 6/9

7:25 am-11:05 am

1 stop27h 40m

$147

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 6/3

8:44 am-4:12 pm

1 stop7h 28m

Orlando

Tue 6/9

8:00 am-11:05 am

1 stop27h 05m

$157

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Tue 6/2

9:12 am-7:32 pm

1 stop10h 20m

Orlando

Tue 6/9

8:00 am-11:05 am

1 stop27h 05m

$158

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sat 5/30

7:32 pm-11:59 pm

1 stop4h 27m

Orlando

Sat 6/6

9:56 pm-12:51 am

Nonstop2h 55m

$167

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 6/1

1:30 pm-5:52 pm

1 stop4h 22m

Orlando

Tue 6/9

8:00 am-5:10 pm

1 stop9h 10m

$168
Quickest round-trip

AlbanyOrlando

ALB - MCO

ALBMCO

Albany Intl

Thu 5/28

6:00 am-9:09 am

Nonstop3h 09m

Orlando

Mon 6/1

8:50 pm-11:44 pm

Nonstop2h 54m

$202

AlbanyOrlando

ALB - MCO

ALBMCO

Albany Intl

Sun 5/31

6:00 am-9:09 am

Nonstop3h 09m

Orlando

Thu 6/4

8:50 pm-11:44 pm

Nonstop2h 54m

$207

AlbanyOrlando

ALB - MCO

ALBMCO

Albany Intl

Fri 5/29

5:50 am-11:40 am

1 stop5h 50m

Orlando

Tue 6/2

8:00 pm-10:50 pm

Nonstop2h 50m

$217

AlbanyOrlando

ALB - MCO

ALBMCO

Albany Intl

Thu 5/28

5:00 am-7:50 am

Nonstop2h 50m

Orlando

Sun 5/31

9:45 pm-8:00 am

1 stop10h 15m

$223

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Orlando from

How to get the cheapest flight ticket from Massachusetts to Orlando Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Orlando Airport?

The cheapest month to fly to Orlando Airport from Massachusetts is in October. Flight prices, which tend to average around $236, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of October, then book flights to Orlando Airport from Massachusetts during September instead. Flights to Orlando Airport in September, while not as cheap as those in October, still average around $237.

What is the cheapest day to depart on your flight to Orlando Airport?

The cheapest day to depart from Massachusetts to Orlando Airport is on a Thursday. Travelers who choose to depart for Orlando Airport on a Thursday will often find tickets for as low as $275. The most expensive day to fly to Orlando Airport is Monday, with ticket prices averaging around $334.

What is the cheapest time of day to depart on your flight to Orlando Airport?

In the afternoon is the cheapest time of day to fly from Massachusetts to Orlando Airport when you can find flight prices for as low as $271. Flying to Orlando Airport in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $304.

What is the cheapest Massachusetts to Orlando flight route?

Fly from Boston Logan Intl to Orlando for the best Massachusetts - Orlando flight prices

How far in advance should I book a flight from Massachusetts to Orlando Airport?

You are more likely to see cheaper flights to Orlando Airport from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around $296 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando Airport from Massachusetts for as low as $246 on momondo.

Can stopping save me money on Massachusetts to Orlando Airport flights?

You could potentially save up to 12% on your flight if you consider stops on a Massachusetts to Orlando Airport flight.

Cheap Massachusetts to Orlando Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Orlando Airport

Best Price Found

$119

Fastest flight time

2h 50m

Direct flights

Every day
The best one-way flight to Orlando Airport from Massachusetts in the past 72 hours is $119. The best round-trip flight deal from Massachusetts to Orlando Airport found on momondo in the last 72 hours is $192.
The fastest flight from Massachusetts to Orlando Airport takes 2h 50m
Direct flights go from Massachusetts to Orlando Airport every day.
Search flight deals

Frequently asked questions about flying from Massachusetts to Orlando Airport

  • When did momondo last update prices for flights from Massachusetts to Orlando Airport?

    Prices for flights from Massachusetts to Orlando Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Massachusetts to Orlando Airport?

  • How old do you have to be to fly from Massachusetts to Orlando Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Orlando Airport.

  • What documentation or ID do you need to fly to Orlando Airport?

    The necessary travel and health documents for your Orlando Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Massachusetts to Orlando Airport?

Best airlines flying from Massachusetts to Orlando Airport

Compare and see reviews for airlines that fly from Massachusetts to Orlando Airport with momondo
Airline
Rating
Free Cancellation
Price
Breeze AirwaysPriceFrom $59Free CancellationRating
8.1
284 reviews
Search Breeze Airways flights
FrontierPriceFrom $61Free CancellationRating
5.6
2,951 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $71Free CancellationRating
6.2
8,626 reviews
Search Spirit Airlines flights
Allegiant AirPriceFrom $107Free CancellationRating
7.3
709 reviews
Search Allegiant Air flights
DeltaPriceFrom $131Free CancellationRating
7.9
8,453 reviews
Search Delta flights
JetBluePriceFrom $142Free CancellationRating
7.1
2,975 reviews
Search JetBlue flights
American AirlinesPriceFrom $174Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights
United AirlinesPriceFrom $186Free CancellationRating
7.4
9,724 reviews
Search United Airlines flights
SouthwestPriceFrom $189Free CancellationRating
8.0
4,299 reviews
Search Southwest flights

Traveling to a place near Orlando?

Book flights to Orlando if you plan to visit one of these locations
Kissimmee
Cocoa Beach
Lake Buena Vista
Ocala
Ormond Beach
Winter Haven
Cape Canaveral
Mount Dora
Sanford
New Smyrna Beach
Titusville
Davenport
Daytona Beach Shores
Sebring
Cocoa
Palm Coast
Celebration
Altamonte Springs
Four Corners
Flagler Beach

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Orlando?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Orlando from Massachusetts.

Can I find flights from Massachusetts to Orlando with flexible booking policies on momondo?

Yes. All flights to Orlando from Massachusetts on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Massachusetts to Orlando?

momondo helps you find the best flight between Massachusetts and Orlando by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Massachusetts to Orlando right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Massachusetts to Orlando flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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