$21 Cheap flights to Massachusetts

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Top places to visit in Massachusetts

Cheap flights to Massachusetts from $21 One Way, $41 Round Trip

$41 return flights and $21 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*
PDXBostonJune 1 to June 4$306
PDXWindsor LocksJune 2 to June 7$402
PDXWarwickJune 1 to June 8$491
LAXNantucketMay 31 to June 4$502
LAXWindsor LocksMay 31 to July 1$533
LAXHyannisMay 31 to June 3$546
PDXLondonderryJune 1 to June 18$547
PDXNantucketJune 1 to June 7$595
PDXLathamJune 2 to June 10$682
LAXProvincetownJune 2 to June 8$768
PDXMassachusettsJune 2 to June 6$896
PEKBostonJune 2 to August 20$1,391
HKGBostonJune 1 to August 18$1,403
XIYBostonJune 2 to November 7$1,434
SZXWarwickJune 1 to June 22$3,199
*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 $104 per night from May 30 to May 31
$104
per night
May 30 - May 31
Book a stay at this business-friendly hotel in Wakefield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,604 reviews)
"Check in was easy-but there’s no elevator so my daughter and I had to carry all our stuff up the stairs. Our rooom was over the restaurant and they played karaoke wil 11 and I could hear it in my room."

Reviewed on May 24, 2024

Lakeside 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 ...
6.6/10 (1,000 reviews)
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

The 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 $107 per night from Jun 4 to Jun 5
$107
per night
Jun 4 - Jun 5
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. ...
7.4/10 Good! (1,013 reviews)
"Overall was a good stay. Older property but clean with upgrades. Was clean."

Reviewed on May 23, 2024

Red Roof Inn PLUS+ Boston - Framingham
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HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $200 per night from Jun 16 to Jun 17
$200
per night
Jun 16 - Jun 17
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,005 reviews)
"very convenient place to sleep with very friendly staff."

Reviewed on May 24, 2024

HI 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
The price is $386 per night from May 30 to May 31
$386
per night
May 30 - May 31
Stay at this 3-star guesthouse in Boston. Enjoy free WiFi, parking (surcharge), and a business center. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,227 reviews)
"Depending on where you're coming from, just know that Boston properties tend to be small (and valuable). Our stay was in a neat little neighborhood. Room was a solid value. Would stay again."

Reviewed on May 26, 2024

Copley House
HYATT house Boston/Burlington

HYATT house Boston/Burlington

3 out of 5
2 Van De Graaff Dr, Burlington, MA
Fully refundable
The price is $155 per night from Jun 16 to Jun 17
$155
per night
Jun 16 - Jun 17
Stay at this 3-star business-friendly aparthotel in Burlington. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (2,201 reviews)
"Excellent! All around from front desk to kitchen … 10"

Reviewed on May 13, 2024

HYATT house Boston/Burlington
HYATT house Boston/Waltham

HYATT house Boston/Waltham

3 out of 5
54 4th Ave, Waltham, MA
Fully refundable
The price is $164 per night from Jun 15 to Jun 16
$164
per night
Jun 15 - Jun 16
Stay at this 3-star business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,010 reviews)
"comfortable rooms with kitchen and sitting area."

Reviewed on May 27, 2024

HYATT house Boston/Waltham
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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 $220 per night from Jun 16 to Jun 17
$220
per night
Jun 16 - Jun 17
Stay at this 3-star hotel in Watertown. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,005 reviews)
"Clean and well designed floor layout."

Reviewed on May 27, 2024

Residence 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

4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $238 per night from Jun 28 to Jun 29
$238
per night
Jun 28 - Jun 29
Stay at this 4.5-star 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! (2,089 reviews)
"Amazing"

Reviewed on May 26, 2024

Omni Boston Hotel at the Seaport
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 $269 per night from Jun 16 to Jun 17
$269
per night
Jun 16 - Jun 17
Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
9.6/10 Exceptional! (2,181 reviews)
Two Thumbs Up
"Great place to stay and lots to do around the hotel. I was there for the Run to Remember Boston Run. Perfect spot to stay at."

Reviewed on May 28, 2024

Seaport Hotel Boston
Omni Parker House

Omni Parker House

4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $222 per night from Jun 16 to Jun 17
$222
per night
Jun 16 - Jun 17
Book a stay at this eco-certified hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (2,670 reviews)
"I will always stay at Omni Parker House when visiting Boston!!!!"

Reviewed on May 28, 2024

Omni Parker House
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The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $170 per night from Jun 16 to Jun 17
$170
per night
Jun 16 - Jun 17
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,490 reviews)
"I really like the bag of towers, slippers, pajamas etc hanging on the wall in my room. The front desk provided umbrellas for guests to borrow. They gave me a sense of home. But the shower was broken and needed to be replaced."

Reviewed on May 26, 2024

The Revolution Hotel
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
Great for families

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 $161 per night from Jun 16 to Jun 17
$161
per night
Jun 16 - Jun 17
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 ...
7.6/10 Good! (1,266 reviews)

Families like: Indoor pools, extra beds/cribs, free breakfast for the whole family, laundry

Travelers say...
"NA"

Reviewed on May 27, 2024

Embassy 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 $199 per night from May 31 to Jun 1
$199
per night
May 31 - Jun 1
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. ...
8.8/10 Excellent! (1,024 reviews)

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

Travelers say...
"Nice pool and breakfast for children"

Reviewed on May 25, 2024

Bayside Resort Hotel
Hyatt Place Boston/Braintree
Great for families

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road, Braintree, MA
Fully refundable
The price is $145 per night from Jun 16 to Jun 17
$145
per night
Jun 16 - Jun 17
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 ...
8.8/10 Excellent! (2,047 reviews)

Families like: Indoor pools, extra beds/cribs, free breakfast for the whole family, laundry

Travelers say...
"The staff was excellent and the hotel was clean."

Reviewed on May 28, 2024

Hyatt Place Boston/Braintree
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Hyatt Place Boston/Medford
Great for families

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave, Medford, MA
Fully refundable
The price is $179 per night from Jun 9 to Jun 10
$179
per night
Jun 9 - Jun 10
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 ...
8/10 Very Good! (1,083 reviews)

Families like: Indoor pools, bicycle rentals nearby, extra beds/cribs, free breakfast for the whole family

Travelers say...
"We always love staying here!"

Reviewed on May 26, 2024

Hyatt 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

Orbitz makes it easy for you to find cheap prices for flights to Massachusetts. When you search for your tickets on Orbitz, you don’t have to look any further for the best Massachusetts flights available ever again.

Orbitz Offers Exceptional Customer Service

Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Massachusetts flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Massachusetts again.

Earn with Your Frequent Flyer Program and Orbitz

If you’re a member of a frequent flyer or airline loyalty program, you can keep earning points or miles while making your travel reservations for flights to Massachusetts with Orbitz! Just enter your account number during the ticket booking process and your points will be added to your account every time you book with Orbitz.

Low Prices for Massachusetts Flights

Orbitz has the scoop on cheap tickets and bargain airfare for flights to Massachusetts. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.

Make Travel Plans at Your Convenience

If you’re always on-the-go, you’ll appreciate the free Orbitz apps for iPhones, Android devices, and iPads, that make it simple for you to check on your flight plans while you’re out and about. Orbitz will even send you a free text, email, or voice alert to inform you of any delay in 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 $41 to $3,199 this past week. The lowest one-way price was $21, originating in Chicago (ORD).
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.

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.