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Massachusetts

$61+ Cheap flights from 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — CUN
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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What to know about flights from Massachusetts

Discover essential information about flights departing from Massachusetts, including flight schedules, destinations, airlines operating at the Massachusetts airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated November 26, 2025.

Good round-trip deal

$92 or less

Good one-way deal

$67 or less
Price to beat on a round-trip flight from Massachusetts.
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Price to beat on a one-way flight from Massachusetts.
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Find flights from Massachusetts

Cheapest flights from Massachusetts
Explore the most affordable flight options available from Massachusetts. Find the lowest fares based on data from user searches, with prices last updated on November 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Sun 12/1410:22 amBOS - ATL
1 stop21h 34mFrontier
Wed 12/2410:35 pmATL - BOS
Nonstop2h 39mFrontier
Deal found 11/24$96
This Super.com deal was found by Cheapflights users on 11/25. 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.
Sun 12/1411:28 amBOS - ATL
Nonstop3h 18mFrontier
Sun 12/217:26 amATL - BOS
Nonstop2h 42mFrontier
Deal found 11/25$97
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Tue 12/95:45 amBOS - ATL
1 stop11h 41mSpirit Airlines
Thu 12/112:29 pmATL - BOS
1 stop9h 27mSpirit Airlines
Deal found 11/25$99
This Kiwi.com deal was found by Cheapflights users on 11/26. 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 1/83:43 pmBOS - ATL
1 stop7h 27mMultiple Airlines
Mon 1/1210:40 pmATL - BOS
Nonstop2h 39mMultiple Airlines
Deal found 11/26$100
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/115:45 amBOS - ATL
1 stop11h 41mMultiple Airlines
Mon 12/227:00 amATL - BOS
Nonstop2h 42mMultiple Airlines
Deal found 11/24$101
This WAYA deal was found by Cheapflights users on 11/24. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/158:28 amBOS - ATL
1 stop5h 44mFrontier
Sat 12/2010:35 pmATL - BOS
Nonstop2h 39mFrontier
Deal found 11/24$102
This CheapOair deal was found by Cheapflights users on 11/25. 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.
Fri 12/1211:08 amBOS - MCO
Nonstop3h 20mSpirit Airlines
Mon 12/153:59 pmMCO - BOS
Nonstop3h 07mSpirit Airlines
Deal found 11/25$103
This Kiwi.com deal was found by Cheapflights users on 11/26. 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.
Mon 1/58:08 amBOS - MCO
1 stop13h 28mFrontier
Sun 1/117:05 amMCO - BOS
Nonstop3h 06mFrontier
Deal found 11/26$104
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Mon 12/88:28 amBOS - ATL
1 stop5h 44mFrontier
Wed 12/247:26 amATL - BOS
Nonstop2h 42mFrontier
Deal found 11/24$105
This Cheapflightsfares deal was found by Cheapflights users on 11/26. 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.
Tue 1/273:43 pmBOS - MCO
Nonstop3h 26mSpirit Airlines
Sat 1/318:26 amMCO - BOS
1 stop8h 42mSpirit Airlines
Deal found 11/26$105
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Sun 12/1410:22 amBOS - ATL
1 stop21h 34mFrontier
Mon 12/227:00 amATL - BOS
Nonstop2h 42mFrontier
Deal found 11/24$106
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Tue 1/203:43 pmBOS - MCO
Nonstop3h 26mSpirit Airlines
Sun 1/2510:44 amMCO - BOS
1 stop6h 50mSpirit Airlines
Deal found 11/25$106

Find flights from Massachusetts within your budget

 
Find flights departing from Massachusetts that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on November 26, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Cancún

Route

Depart

Return

Price

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Mon 2/23

7:00 pm-10:23 pm

Nonstop3h 23m

Orlando

Thu 2/26

5:51 pm-8:55 pm

Nonstop3h 04m

$127

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sun 2/22

8:35 pm-11:56 pm

Nonstop3h 21m

Orlando

Fri 2/27

6:15 am-9:13 am

Nonstop2h 58m

$127

BostonFort Lauderdale

BOS - FLL

BOSFLL

Boston Logan Intl

Wed 2/4

5:28 am-9:01 am

Nonstop3h 33m

Fort Lauderdale

Sat 2/7

1:53 pm-5:08 pm

Nonstop3h 15m

$128

BostonFort Lauderdale

BOS - FLL

BOSFLL

Boston Logan Intl

Fri 1/9

5:28 am-9:01 am

Nonstop3h 33m

Fort Lauderdale

Sat 1/17

6:39 am-2:38 pm

1 stop7h 59m

$129

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sun 2/8

3:00 pm-9:05 pm

1 stop6h 05m

Orlando

Sun 2/15

3:43 pm-6:48 pm

Nonstop3h 05m

$137

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sun 12/7

3:17 pm-6:44 pm

Nonstop3h 27m

Orlando

Fri 12/12

7:15 am-10:20 am

Nonstop3h 05m

$137

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sun 12/7

3:17 pm-6:44 pm

Nonstop3h 27m

Orlando

Sat 12/13

7:15 am-10:20 am

Nonstop3h 05m

$137

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Thu 1/8

11:00 am-4:49 pm

1 stop5h 49m

Orlando

Sat 1/10

3:45 pm-6:50 pm

Nonstop3h 05m

$137

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 1/31

5:00 pm-8:24 pm

Nonstop3h 24m

Orlando

Tue 2/17

7:00 am-9:58 am

Nonstop2h 58m

$142

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Fri 2/20

5:30 pm-8:55 pm

Nonstop3h 25m

Orlando

Sat 2/28

7:10 pm-10:12 pm

Nonstop3h 02m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts

Have a flexible travel schedule? Discover the best time to fly from Massachusetts 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.

Travel insights for flights from Massachusetts

Get recent, data-driven insights about flights from Massachusetts including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Massachusetts (average of $172). Flying from Massachusetts in April will prove the most costly (average of $257). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Massachusetts?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Cancún. Price data was last updated on November 25, 2025.

Those who are seeking the cheapest fare on flights departing from Massachusetts would be wise to consider leaving during Thursday at noon when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Thursday mornings when fares are usually the most expensive.

Which airlines fly from Massachusetts?

For flights departing from Massachusetts check dates and pricing for the following: JetBlue, Delta, American Airlines, Aeromexico, Spirit Airlines. These airlines depart to the following popular destinations: Cancún.

ASKY
ASKY
From $484
Ethiopian Air
Ethiopian Air
From $559
Kenya Airways
Kenya Airways
From $435
Brussels Airlines
Brussels Airlines
From $771

What is the cheapest place to fly to from Massachusetts?

The cheapest city to fly to from Massachusetts is Orlando, with prices starting at $26. Explore other affordable destinations below.

Orlando
Orlando
From $26
Cleveland Hopkins Intl
Cleveland Hopkins Intl
From $34
Des Moines
Des Moines
From $46
Raleigh-Durham
Raleigh-Durham
From $48

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Related info for your journey

Access useful and relevant information related to your journey from Massachusetts. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated November 26, 2025.

  • What is the cheapest month to fly from Massachusetts?

    September is currently the cheapest month to fly from Massachusetts. At this moment in time April is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Massachusetts?

    Check out the cheapest flights from Massachusetts to embark to:
    Fly from Boston to Orlando from $57 round trip
    Fly from Boston to Atlanta from $75 round trip
    Fly from Boston to Syracuse from $79 round trip
    Fly from Boston to Fort Lauderdale from $86 round trip
    Fly from Boston to Grand Rapids from $88 round trip

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