$29 Cheap flights to Massachusetts

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Top places to visit in Massachusetts

Cheap flights to Massachusetts from $29 One Way, $58 Round Trip

$58 return flights and $29 one-way flights to Massachusetts were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
LAXWindsor LocksDecember 6 to December 9$260
LAXBostonDecember 5 to December 7$303
LAXWarwickDecember 7 to December 13$334
PDXWarwickDecember 6 to December 10$349
PDXBostonDecember 7 to December 20$537
LAXLathamDecember 5 to December 24$640
LAXNantucketDecember 6 to December 10$705
PDXWindsor LocksDecember 5 to December 14$887
PDXLathamDecember 7 to December 9$987
HKGBostonDecember 5 to December 31$995
PDXNantucketDecember 7 to December 11$1,112
XIYBostonDecember 7 to February 10$1,261
PEKBostonDecember 5 to December 10$1,433
PVGBostonDecember 7 to December 22$1,480
CANBostonDecember 5 to December 13$1,632
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Massachusetts Accommodation Deals

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Dec 7 to Dec 8
$106 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (2,319 reviews)
Great stay! Thank you! Loved the apples at check in!

Reviewed on Dec 1, 2025

Opens in a new windowLakeside Inn
The Constitution Inn

The Constitution Inn

2.5 out of 5
150 3rd Ave Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and New England ...
Comfortable but bad parking situation
Only downside was the parking garage which cost $16/day and the ice machine was broken. Bed was very comfortable and staff was kind. Room was also clean and elevator was fast.

Reviewed on Oct 25, 2020

Opens in a new windowThe Constitution Inn
Red Roof Inn PLUS+ Boston - Framingham

Red Roof Inn PLUS+ Boston - Framingham

2.5 out of 5
650 Cochituate Rd Framingham MA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $94 total per night from Jan 1 to Jan 2
$94 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Stay at this hotel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,006 reviews)
Rooms are renovated and nice

Reviewed on Nov 24, 2025

Opens in a new windowRed Roof Inn PLUS+ Boston - Framingham
Save an average of 15% on thousands of hotels when you're signed in
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $121 total per night from Dec 15 to Dec 16
$121 total
Dec 15 - Dec 16
Total with taxes and fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,000 reviews)
so far so good

Reviewed on Dec 1, 2025

Opens in a new windowHI Boston - Hostel
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.

Our Top Massachusetts Apartment Hotels

Copley House

Copley House

3 out of 5
239 W Newton St Boston MA
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $161 total per night from Dec 11 to Dec 12
$161 total
Dec 11 - Dec 12
Total with taxes and fees
Stay at this guesthouse in Boston. Enjoy free WiFi, parking (surcharge), and laundry facilities. Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (1,922 reviews)
Really convenient and in and out parking first come first serve. Only negative is there was early-ish morning vacuuming in the halls.

Reviewed on Nov 30, 2025

Opens in a new windowCopley House
HYATT house Boston/Burlington

HYATT house Boston/Burlington

3 out of 5
2 Van De Graaff Dr Burlington MA
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $156 total per night from Dec 21 to Dec 22
$156 total
Dec 21 - Dec 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Burlington. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,013 reviews)
The room was extremely clean and big. I would definitely stay there again.

Reviewed on Nov 23, 2025

Opens in a new windowHYATT house Boston/Burlington
HYATT house Boston/Waltham

HYATT house Boston/Waltham

3 out of 5
54 4th Ave Waltham MA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $120 total per night from Dec 21 to Dec 22
$120 total
Dec 21 - Dec 22
Total with taxes and fees
Stay at this hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,059 reviews)
.

Reviewed on Nov 26, 2025

Opens in a new windowHYATT house Boston/Waltham
Save an average of 15% on thousands of hotels when you're signed in
Residence Inn by Marriott Boston Watertown

Residence Inn by Marriott Boston Watertown

3 out of 5
570 Arsenal Street Watertown MA
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $117 total per night from Jan 2 to Jan 3
$117 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Watertown. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,003 reviews)
Wry convenient hotel and love the morning buffet. Thx

Reviewed on Nov 17, 2025

Opens in a new windowResidence Inn by Marriott Boston Watertown
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.

Score Epic Massachusetts Accommodation Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $178 total per night from Dec 4 to Dec 5
$178 total
Dec 4 - Dec 5
Total with taxes and fees
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 ...
9.6/10 Exceptional! (3,756 reviews)
Great hotel, location is perfect

Reviewed on Nov 29, 2025

Opens in a new windowSeaport Hotel Boston
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street Boston MA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $130 total per night from Dec 21 to Dec 22
$130 total
Dec 21 - Dec 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (4,116 reviews)
Decent place and pretty neat staff was amazing

Reviewed on Nov 27, 2025

Opens in a new windowcitizenM Boston North Station
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $203 total per night from Dec 14 to Dec 15
$203 total
Dec 14 - Dec 15
Total with taxes and fees
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. ...
9/10 Wonderful! (4,266 reviews)
Super quick check-in. Clean comfortable room and bed. EZ access to parking garage and good coffee shop in lobby,

Reviewed on Dec 1, 2025

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

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$119 nightly
The price is $139 total per night from Dec 14 to Dec 15
$139 total
Dec 14 - Dec 15
Total with taxes and fees
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. ...
9.2/10 Wonderful! (6,041 reviews)
Spacious, clean rooms

Reviewed on Dec 1, 2025

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.

Family Friendly Hotels in Massachusetts

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street Waltham MA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $102 total per night from Dec 21 to Dec 22
$102 total
Dec 21 - Dec 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
7.8/10 Good! (2,637 reviews)
Ok

Reviewed on Nov 26, 2025

Opens in a new windowEmbassy Suites by Hilton Boston Waltham
Bayside Resort Hotel
Great for families

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Jan 1 to Jan 2
$92 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,528 reviews)

Families like: Outdoor pool, game room, close to beach, bicycle rentals nearby

Travelers say...
Staff at desk was helpful and pleasure to deal with.

Reviewed on Nov 27, 2025

Opens in a new windowBayside Resort Hotel
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $115 total per night from Dec 7 to Dec 8
$115 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,610 reviews)
Excellent hotel, room, staff,breakfast!!!!

Reviewed on Nov 29, 2025

Opens in a new windowHyatt Place Boston/Braintree
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from Dec 7 to Dec 8
$122 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,565 reviews)
Worked well for me. Thanks.

Reviewed on Nov 25, 2025

Opens in a new windowHyatt Place Boston/Medford
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.

Need a Car For After Your Flight?

Massachusetts

When you plan to buy tickets for flights to Massachusetts, you don’t have to look any further than Orbitz! We offer bargain rates and low fares on thousands of flights.

Reliable Customer Service

Along with our low prices, Orbitz is well known for exceptional customer care. We make it simple to find the best Massachusetts flights for you. If you need to cancel your booking or change your flight plans, simply contact our Customer Service department to make any adjustments.

Bargain Tickets for Massachusetts Flights

Orbitz offers deeply discounted flights to Massachusetts, and we provide the resources to research your travel destination and plan your complete itinerary.

Use Orbitz to Earn Points with Your Frequent Flyer Program

Saving your frequent flyer miles for your flights to Massachusetts? You can use Orbitz to make your budget ticket reservation for all your flights and still earn points or miles on your frequent flyer program! Just enter your program account number while you’re booking your ticket to have your points added automatically, every time you book with Orbitz.

Convenient Travel Planning Services

If you like the ease of making your travel plans on the move, you’ll love the free Orbitz apps for iPhones, iPads, and Android devices. You can use these apps to review your travel reservations or make a change to your itinerary. Orbitz also offers additional travel assistance such as free mobile alerts that keep you up-to-date about sudden changes to your upcoming flights. You can also browse Orbitz easily on your smartphone by using the mobile version of the website to find budget Massachusetts flights.

Frequently asked questions

Which airlines fly to Massachusetts?
Book a fare with one of the 12 airlines that jet into Logan Intl. Airport (BOS) and get set for amazing new adventures. This airport is a major entry point for Massachusetts. When it's time to check off this region, these quality carriers will take you there:

  • JetBlue - 175 flights to Massachusetts per month
  • Delta - 158 flights to Massachusetts per month
  • Air Canada - 151 flights to Massachusetts per month

What is the best airport to fly to in Massachusetts?
Logan Intl. Airport (BOS) is the main entry point for this terrific destination. Once you've walked out of the terminal, the possibilities are endless when it comes to discovering Massachusetts.
How much is a flight to Massachusetts?
If you're hunting down back and forth flights, airfares fluctuated from $58 to $1,632 this past week. The lowest one-way price was $29, originating in Orlando (MCO).
How to book the cheapest flight to Massachusetts?
Scoring cheap flights to Massachusetts is as easy as booking your ticket with Orbitz. But if you'd love to make sure you're nabbing the best flight deals around, here are a few tips worth following:

  • Taking off from or landing at nearby airports may be cheaper. Enter your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • Similarly, click on the 'Show flexible dates' link and you'll see the prices for days around your selected departure. It's possible to pick up cheaper flight deals if your dates are flexible.
  • Select 'Show options' to filter your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • The early bird gets the most impressive deals, so purchase your seats once you've settled on your travel dates. The most affordable fares are quick to go and prices normally climb as the departure date gets closer.
  • Bundle your hotels, flights and car rental into a value-for-money package deal. Save your dollars for things that really excite you, like exploring Massachusetts.
  • Don't fly during peak seasons if possible. By avoiding summer, school vacations and other popular dates, you can make superb savings on your airfare.

How long is a flight to Massachusetts?
The destination you're traveling from and if you have a stopover will help determine your flight time. However, these leading routes to Massachusetts will give you some idea:

  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 44 minutes
  • New York, NY (LGA-LaGuardia) to Logan Intl. Airport (BOS) - 1 hour and 34 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Logan Intl. Airport (BOS) - 1 hour and 17 minutes

What is the best time to book a flight to Massachusetts?
Generally speaking, January is the best month to purchase your airfare. This is followed by February and August. Keep this in mind while searching for a cheap flight to Massachusetts.
What day of the week is the cheapest to book a flight to Massachusetts?
Get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days of the week to pick up cheap airfares to Massachusetts.
What is the cheapest day of the week to fly to Massachusetts?
Consider leaving early in the week to score cheap flights to Massachusetts. Orbitz data from 2020 shows Monday is normally the most affordable day to take off, followed by Tuesday. Saturday was found to have the most expensive airfares. This is probably because most travelers choose to start their break after a long working week.
What is the cheapest month to fly to Massachusetts?
You can jet for less in August. This is generally the best month to take off if you're looking for cheap flights to Massachusetts, according to Orbitz data. The costliest time to take off is June, so try to avoid this month if you're on a budget.
Which airlines allow free cancellation?
Flexibility is important, that's why Orbitz lets you search for fares that won't penalize you for making amendments. Enter your departure and arrival points, then select "Filter by flexible change policies." We'll show you all the options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Massachusetts?
From onboard activities to travel essentials like a pillow, there are some things a seasoned flyer always takes with them. To make sure you're ready for your journey, have a look at this helpful list:

  • Travel documentation such as e-tickets and identification are essential. To avoid any last-minute delays at check-in, make sure your booking is under the exact name, gender and birth date as indicated on your current ID.
  • Stuff your carry-on bag with activities and snacks and you'll easily pass the time on your medium-haul flight. If you get the chance, hop on the airport's Wi-Fi and save your favorite playlist or podcast to your phone or tablet prior to take off.
  • Both air conditioning and high altitudes can create a cold environment. No matter what the season is, carry a sweater with you to keep nice and toasty while on the plane.

How many direct flights are there to Massachusetts?
Each month, there are 1,287 direct flights to Massachusetts. Take your pick of a nice variety of airline companies, including JetBlue Airways, Delta Air Lines and American Airlines. Other well-known carriers that operate flights to Massachusetts nonstop are Cape Air, United Airlines and Southwest Airlines.
How do I get cheap first-class/business deals to Massachusetts?
There are ways of booking business or first-class airfares to Massachusetts that won't burn through your savings. Bag a seat at the front of the plane for less with these practical tips:

  • Flexibility doesn't just help with your yoga. Have some room to move around your travel dates so you can snap up more affordable airfares when a big sale comes along.
  • Many budget airlines these days have quality business-class seating that doesn't cost the earth.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a loyalty scheme.

What is the best time to go to Massachusetts?
Massachusetts is a fun year-round vacation destination, but the most popular months to visit are June, July and August. If you're a fan of warmer weather, make your way there during the summer months. Like most places in the Northern Hemisphere, the summer season begins June 20. Temperatures typically float between 60 ºF and 75 ºF during the daytime.
Travel tips for Massachusetts

  • Disneyland® is just one of many must-do's during your trip to Massachusetts. Pick up the keys to a car rental and enjoy the freedom of exploring this well-known attraction — and loads of other things — at your leisure.
  • Boston offers stacks of incredible experiences and is a wonderful place to begin your adventure. Whether your scene is art, cafés, restaurants or something else, this city will keep you busy.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.