$25 Cheap flights to Massachusetts

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Massachusetts

Cheap flights to Massachusetts from $25 One Way, $49 Round Trip

$49 return flights and $25 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.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
LAXBostonOctober 4 to October 9$389
PDXWindsor LocksOctober 4 to October 14$554
LAXMassachusettsOctober 3 to October 7$580
PDXBostonOctober 5 to October 10$655
LAXLondonderryOctober 3 to October 5$694
LAXNantucketOctober 4 to October 11$744
LAXLathamOctober 5 to October 8$773
HKGBostonOctober 3 to October 28$945
PDXLathamOctober 3 to October 7$967
CANBostonOctober 5 to March 28$1,005
PEKBostonOctober 5 to October 19$1,074
PDXHyannisOctober 3 to October 5$1,165
PDXMassachusettsOctober 5 to October 11$1,261
PVGBostonOctober 5 to October 12$1,308
PDXLondonderryOctober 3 to October 13$1,854
*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
The price is $137 total per night from Oct 28 to Oct 29
$137 total
per night
Oct 28 - Oct 29
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! (2,217 reviews)
"Overall nice hotel overlooking a large lake. Hotels lounge made things a bit loud for some of the time, and the pot smell was pretty strong much of the time we were there. The included breakfast was well above average and served in a nice room overlooking the lake or at tables outside adjacent to ..."

Reviewed on Sep 26, 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 Boston Harbor ...
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
The price is $137 total per night from Oct 6 to Oct 7
$137 total
per night
Oct 6 - Oct 7
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! (1,008 reviews)
"Very"

Reviewed on Sep 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
The price is $280 total per night from Oct 30 to Oct 31
$280 total
per night
Oct 30 - Oct 31
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! (1,008 reviews)
"I've stayed here numerous times over the years and it never disappoints. The common areas are so comfortable and spacious, while the beds offer plenty of privacy and the thick walls & doors shut out noise - I have never had a bad night of sleep here. Many thanks to the reception staff on the morning ..."

Reviewed on Sep 25, 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
The price is $230 total per night from Oct 5 to Oct 6
$230 total
per night
Oct 5 - Oct 6
Stay at this 3-star guesthouse in Boston. Enjoy free WiFi, parking (surcharge), and laundry facilities. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,861 reviews)
"Great property"

Reviewed on Sep 27, 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
The price is $189 total per night from Oct 12 to Oct 13
$189 total
per night
Oct 12 - Oct 13
Stay at this 3-star 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! (1,010 reviews)
"Everyone is really nice! There's"

Reviewed on Sep 26, 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
The price is $190 total per night from Oct 26 to Oct 27
$190 total
per night
Oct 26 - Oct 27
Stay at this 3-star hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,034 reviews)
Great Place to Stay—Loved it!
"Great place! Room was awesome and the grounds are terrific. Fantastic breakfast and really nice courtyard area with heated pool. Staff was friendly and accommodating. Will stay here again!"

Reviewed on Sep 21, 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
The price is $270 total per night from Oct 19 to Oct 20
$270 total
per night
Oct 19 - Oct 20
Stay at this 3-star 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! (1,007 reviews)
"Great stay. So convenient and comfortable"

Reviewed on Sep 16, 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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $319 total per night from Oct 30 to Oct 31
$319 total
per night
Oct 30 - Oct 31
Stay at this 4-star spa 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! (4,095 reviews)
"Wonderful property."

Reviewed on Sep 29, 2025

Opens in a new windowOmni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $267 total per night from Oct 5 to Oct 6
$267 total
per night
Oct 5 - Oct 6
Stay at this 4-star 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! (3,836 reviews)
"I enjoyed my stay here. The staff was kind and polite. The location is close to the T as well as other local tourist attractions on the north side of Boston."

Reviewed on Sep 25, 2025

Opens in a new windowcitizenM Boston North Station
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $300 total per night from Oct 12 to Oct 13
$300 total
per night
Oct 12 - Oct 13
Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (3,481 reviews)
"Great rooms, good service"

Reviewed on Sep 24, 2025

Opens in a new windowSeaport Hotel Boston
Save an average of 15% on thousands of hotels when you're signed in
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $266 total per night from Oct 31 to Nov 1
$266 total
per night
Oct 31 - Nov 1
Stay at this 4-star luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
9.4/10 Exceptional! (6,530 reviews)
"A beautiful art deco age hotel, with a boutique hotel feel. Great staff very friendly and accommodating. A wonderful stay."

Reviewed on Sep 25, 2025

Opens in a new windowThe Dagny 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
The price is $154 total per night from Oct 5 to Oct 6
$154 total
per night
Oct 5 - Oct 6
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! (2,474 reviews)
"Very spacious, friendly staff but the rooms were extremely dated - old furniture, creaking beds and peeling wallpaper. Also was charged $300 security deposit for a three night stay."

Reviewed on Sep 24, 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
The price is $135 total per night from Oct 26 to Oct 27
$135 total
per night
Oct 26 - Oct 27
Stay at this 3-star 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! (1,524 reviews)

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

Travelers say...
"Great family-friendly place!"

Reviewed on Sep 22, 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
The price is $144 total per night from Oct 19 to Oct 20
$144 total
per night
Oct 19 - Oct 20
Stay at this 3.5-star business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,535 reviews)
"N/a"

Reviewed on Sep 27, 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
The price is $227 total per night from Oct 12 to Oct 13
$227 total
per night
Oct 12 - Oct 13
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! (1,440 reviews)
"Nice hotel but needs updating inside rooms!"

Reviewed on Sep 27, 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?

Frequently asked questions

Which airlines fly to Massachusetts?
Book a fare with one of the 24 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 $49 to $1,854 this past week. The lowest one-way price was $25, originating in Fort Lauderdale (FLL).
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

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.