Cheap Flights to Massachusetts from $44 (2026/2027)

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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.

OriginDestinationTravel DatesFlights From*
PDXBostonApril 9 to April 15$242
LAXLondonderryJune 3 to June 10$302
PDXWarwickMay 5 to May 8$314
PDXLathamMay 2 to May 6$413
PDXLondonderryMay 12 to May 21$427
PDXNantucketJune 11 to June 15$632
LAXHyannisJune 1 to June 5$644
PDXMassachusettsJune 30 to July 8$799
HKGBostonJune 4 to July 30$890
PVGBostonJune 2 to October 2$939
PEKBostonMay 19 to July 21$1,017
CANBostonApril 5 to April 15$1,093
PEKWarwickMay 22 to May 25$2,208
HKGWindsor LocksApril 9 to April 14$2,340
HKGLathamApril 5 to April 9$7,440
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXBostonMarch 29 to April 3$447
PDXBostonMarch 29 to April 13$566
LAXWarwickMarch 29 to September 2$578
LAXLathamMarch 29 to April 5$639
LAXWindsor LocksMarch 28 to April 13$684
PDXWarwickMarch 29 to April 3$718
PDXLathamMarch 27 to April 5$832
PDXWindsor LocksMarch 28 to April 4$860
HKGBostonMarch 29 to October 11$1,023
LAXHyannisMarch 29 to March 31$1,131
PDXLondonderryMarch 27 to March 30$1,193
LAXLondonderryMarch 27 to March 30$1,364
CANBostonMarch 27 to September 20$1,375
PEKBostonMarch 29 to September 4$1,748
PVGBostonMarch 29 to April 11$1,935
*Prices include taxes and fees

Best Massachusetts Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts
Boston Harbor Hotel
Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay
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Travelers ❤️ These Massachusetts 🏨

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 Common are located nearby.
9.2/10 Wonderful! (4,521 reviews)
Clean room, great location and staff

Reviewed on Mar 20, 2026

Opens in a new windowOmni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Opens in a new windowHilton Boston Park Plaza
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 Common are located nearby.
9.6/10 Exceptional! (4,069 reviews)
Yes

Reviewed on Mar 21, 2026

Opens in a new windowSeaport Hotel Boston
Save an average of 15% on thousands of hotels when you're signed in
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 TD Garden are located nearby.
9.2/10 Wonderful! (6,378 reviews)
Perfect would of liked the use of a kettle

Reviewed on Mar 21, 2026

Opens in a new windowHarborside Inn Of 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 $101 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 20 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 April 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. $101 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 $101 and $7,440 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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