Cheap Flights to Massachusetts from $40 (2026/2027)

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Boston

How Much Does it Cost To Fly To Massachusetts?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, May 7 - Tue, May 12
MCO
Orlando Intl.
BOS
Logan Intl.
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, May 7 from Orlando Intl. to Logan Intl., returning Tue, May 12, priced at $68 found 2 hours ago
Fri, May 8 - Sun, May 10
MCO
Orlando Intl.
BOS
Logan Intl.
$104 Roundtrip, found 6 hours ago
$104
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Fri, May 8 from Orlando Intl. to Logan Intl., returning Sun, May 10, priced at $104 found 6 hours ago
Thu, Jun 4 - Sat, Jun 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$123 Roundtrip, found 4 days ago
$123
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 4 from Orlando Intl. to Bradley Intl., returning Sat, Jun 6, priced at $123 found 4 days ago
Sat, May 30 - Sat, Jun 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, May 30 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 6, priced at $125 found 3 days ago
Sat, Sep 5 - Sat, Sep 12
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$147 Roundtrip, found 15 hours ago
$147
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Sat, Sep 5 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Sep 12, priced at $147 found 15 hours ago
Thu, Aug 20 - Mon, Aug 24
MCO
Orlando Intl.
ALB
Albany Intl.
$166 Roundtrip, found 4 days ago
$166
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Aug 20 from Orlando Intl. to Albany Intl., returning Mon, Aug 24, priced at $166 found 4 days ago
Wed, May 13 - Thu, Jun 4
MCO
Orlando Intl.
PVD
T.F. Green
$175 Roundtrip, found 11 hours ago
$175
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, May 13 from Orlando Intl. to T.F. Green, returning Thu, Jun 4, priced at $175 found 11 hours ago
Wed, May 13 - Wed, May 13
MCO
Orlando Intl.
BOS
Logan Intl.
$196 Roundtrip, found 9 hours ago
$196
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, May 13 from Orlando Intl. to Logan Intl., returning Wed, May 13, priced at $196 found 9 hours ago
OriginDestinationTravel DatesFlights From*
PDXWarwickMay 11 to May 15$241
PDXBostonMay 5 to May 7$243
LAXWorcesterMay 12 to May 19$258
PDXLondonderryMay 12 to May 19$355
PDXWindsor LocksJuly 9 to July 13$443
PDXLathamMay 13 to May 18$452
PDXHyannisJune 9 to June 24$603
PDXNantucketJune 25 to June 29$669
LAXHyannisAugust 1 to August 7$756
PVGBostonJune 26 to October 2$1,034
PEKBostonMay 8 to May 14$1,192
HKGWarwickJuly 11 to July 31$1,465
PVGLathamJune 23 to August 14$1,505
PVGWindsor LocksMay 22 to June 6$1,541
PEKWarwickJuly 11 to July 31$1,959
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PDXBostonApril 26 to April 28$399
LAXWindsor LocksApril 25 to April 26$431
LAXBostonApril 26 to April 30$441
PDXWarwickApril 24 to April 27$498
PDXWindsor LocksApril 24 to April 27$975
LAXLathamApril 26 to April 27$980
LAXNantucketApril 26 to April 29$1,267
PEKBostonApril 26 to July 26$1,663
PVGBostonApril 26 to May 3$1,872
HKGBostonApril 26 to May 9$1,981
SZXBostonApril 25 to May 11$3,005
*Prices include taxes and fees

Best Massachusetts Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wayfinder Newport
4.0-star property

Wayfinder Newport

Jun 5 - Jun 9

4 night stay

Chicago (ORD) to Providence (PVD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,482, price is now $914 per person
$914
per person
found 1 day ago
Dye House
2.0-star property

Dye House

Jun 18 - Jun 21

3 night stay

Chicago (ORD) to Providence (PVD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,990, price is now $1,291 per person
$1,291
per person
found 1 day ago
The Highliner Hotel
2.0-star property

The Highliner Hotel

Jun 26 - Jun 29

3 night stay

Chicago (ORD) to Boston (BOS)

Delta • Coach

Boston (BOS) to Chicago (ORD)

American Airlines • Coach
Price was $1,591, price is now $1,036 per person
$1,036
per person
found 1 day ago
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Travelers ❤️ These Massachusetts 🏨

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
9.6/10 Exceptional! (4,212 reviews)
It is very helpful if the staff at the reception ne more welcoming and helpful . The bellboy was very energetic and welcoming. Rooms were not ready given a different room than what we booked. until 4pm. No apology. The management should be more attentive to matters. Good luck

Reviewed on Apr 21, 2026

Opens in a new windowSeaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
9.2/10 Wonderful! (4,590 reviews)
Excellent place, great customer service

Reviewed on Apr 21, 2026

Opens in a new windowOmni Boston Hotel at the Seaport
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
9.2/10 Wonderful! (6,479 reviews)
Staff was great. Location couldn’t be better.

Reviewed on Apr 20, 2026

Opens in a new windowHarborside Inn Of Boston
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The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street Boston MA
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.
9.4/10 Exceptional! (4,988 reviews)
WE arrived a little early, not an issue, the checked us in and we even got a nice upgraded room. Staff was fantastic. the location was right in the middle of everything we wanted to do in the city for the weekend. they ended the stay with hold our bags for the entire rest of the day while we took ...

Reviewed on Apr 20, 2026

Opens in a new windowThe Godfrey Hotel Boston
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Massachusetts?
To give you an idea of fares, the cheapest roundtrip flight to Massachusetts cost $68 during the last seven days. An easy way to score a good deal is to be flexible with your dates. This price was available on Travelocity for flights to Massachusetts departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Massachusetts?
With 15 airline companies flying into Massachusetts, finding your perfect fare should be hassle-free. If your vacation starts in Boston, consider the top carrier, Delta Air Lines. It operates around 3,059 services to this major city per month.
What is the cheapest month to fly to Massachusetts?
Be sure to leave May clear in your calendar, because it's the cheapest time to travel to Massachusetts. That's according to Travelocity's direct flight demand from January to December last year. With more cash in your wallet, you can go on a spending spree, go to theatre or whatever else you like!
How can I check my flight status to Massachusetts?
There are a couple of simple ways to look up the status of your flight. You'll find all the info you need in our "Trips" portal, which is located at the top of our homepage. Log in or create a new account — you can then view and amend your bookings whenever you need to. For those already on the move, the Travelocity app can also help you look up the status of your flight to Massachusetts, as well as share travel details with any members of your family flying with you.
How do I find the best deals on flights to Massachusetts?
There are several ways — book ahead of time, avoid busy periods and be flexible with your travel dates. If you don't have a specific date in mind, search for your flight to Massachusetts on Travelocity and hit "Flexible dates" above your results. This will reveal any cheaper airfares on surrounding days. $68 was the best deal for a return flight to Massachusetts in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Massachusetts with Travelocity?
Check out cheap flights to Massachusetts with Travelocity and start planning your next adventure. With 24/7 customer support along every step of your trip and our Price Match Guarantee, we take the stress out of booking cheap family flights, hotels, activities and more. Get your hands on a fantastic deal today and brace yourself for the adventure of your dreams.
What are the most popular flight routes to Massachusetts?
To help you pick your flights to Massachusetts, here's a list of some of the busiest routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Logan Intl. Airport (BOS) - 3,514 flights a month.
  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 3,419 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Logan Intl. Airport (BOS) - 3,193 flights a month.

How much is a flight to Massachusetts on average?
Roundtrip flights to Massachusetts on our site cost between $68 and $3,005 in the last seven days. When you see a price that matches your budget, act quick. Cheap deals don't last long! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Massachusetts?
Below you'll find a few preferred direct flights to Massachusetts alongside their average flight times:

  • Chicago, IL (ORD-O'Hare Intl.) to Logan Intl. Airport (BOS) - 2 hours and 23 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 51 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Logan Intl. Airport (BOS) - 2 hours and 56 minutes

What can I expect on a flight to Massachusetts?
The flight time and whether you go with a full-service or low-cost carrier will be a major factor. If you're seeking long-haul flights to Massachusetts, drinks, meals and entertainment should be standard inclusions. Want cheap flights for family vacations? You'll find great deals with low-cost carriers. These airlines typically don't provide as many inclusions, so be prepared to pay for food and drinks.

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