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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $97

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

Spirit Airlines
Sat, May 2 - Sat, May 16
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$97 Roundtrip, just found
$97
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 2 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Sat, May 16, priced at $97 just found
Spirit Airlines
Sat, May 9 - Sat, May 16
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, May 9 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Sat, May 16, priced at $98 found 1 day ago
Spirit Airlines
Fri, May 8 - Sun, May 10
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, May 8 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Sun, May 10, priced at $110 found 1 day ago
Delta
Tue, May 5 - Tue, May 12
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 5 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Tue, May 12, priced at $112 found 1 day ago
Spirit Airlines
Wed, May 13 - Tue, Jun 2
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$121 Roundtrip, found 3 days ago
$121
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, May 13 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Tue, Jun 2, priced at $121 found 3 days ago
Spirit Airlines
Sat, May 2 - Sat, May 16
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$125 Roundtrip, just found
$125
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 2 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Sat, May 16, priced at $125 just found
JetBlue Airways
Sat, May 2 - Sun, May 10
ORD
O'Hare Intl.
BOS
Logan Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, May 2 from O'Hare Intl. to Logan Intl., returning Sun, May 10, priced at $157 found 2 days ago
American Airlines
Sat, May 2 - Sun, May 10
ORD
O'Hare Intl.
BOS
Logan Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, May 2 from O'Hare Intl. to Logan Intl., returning Sun, May 10, priced at $157 found 2 days ago
Delta
Sat, May 2 - Sun, May 10
ORD
O'Hare Intl.
BOS
Logan Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, May 2 from O'Hare Intl. to Logan Intl., returning Sun, May 10, priced at $177 found 2 days ago
Frontier Airlines
Tue, May 5 - Tue, May 12
BWI
Baltimore Washington Intl. Thurgood Marshall
BOS
Logan Intl.
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 5 from Baltimore Washington Intl. Thurgood Marshall to Logan Intl., returning Tue, May 12, priced at $184 found 1 day ago
United
Sat, May 2 - Sun, May 10
ORD
O'Hare Intl.
BOS
Logan Intl.
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Select United flight, departing Sat, May 2 from O'Hare Intl. to Logan Intl., returning Sun, May 10, priced at $187 found 2 days ago
American Airlines
Thu, Aug 6 - Sat, Aug 15
ORD
O'Hare Intl.
HYA
Barnstable Municipal
$293 Roundtrip, found 5 hours ago
$293
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Aug 6 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 15, priced at $293 found 5 hours ago
American Airlines
Wed, Apr 1 - Wed, Apr 8
BWI
Baltimore Washington Intl. Thurgood Marshall
MHT
Manchester-Boston Regional
$410 Roundtrip, found 7 hours ago
$410
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Apr 1 from Baltimore Washington Intl. Thurgood Marshall to Manchester-Boston Regional, returning Wed, Apr 8, priced at $410 found 7 hours ago
American Airlines
Sat, Jun 20 - Wed, Jun 24
BWI
Baltimore Washington Intl. Thurgood Marshall
MVY
Martha's Vineyard
$492 Roundtrip, found 4 days ago
$492
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Jun 20 from Baltimore Washington Intl. Thurgood Marshall to Martha's Vineyard, returning Wed, Jun 24, priced at $492 found 4 days ago
American Airlines
Tue, Jun 23 - Tue, Jun 30
BWI
Baltimore Washington Intl. Thurgood Marshall
HYA
Barnstable Municipal
$590 Roundtrip, found 6 days ago
$590
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Jun 23 from Baltimore Washington Intl. Thurgood Marshall to Barnstable Municipal, returning Tue, Jun 30, priced at $590 found 6 days ago
Hawaiian Airlines
Sat, Mar 21 - Mon, Mar 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$10,314 Roundtrip, found 18 hours ago
$10,314
Roundtrip
found 18 hours ago
Select Hawaiian Airlines flight, departing Sat, Mar 21 from O'Hare Intl. to Logan Intl., returning Mon, Mar 23, priced at $10,314 found 18 hours ago

Cheap Flights to Eastern Massachusetts

Fall in love at first flight with your vacation to Eastern Massachusetts by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Eastern Massachusetts on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Eastern Massachusetts, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Eastern Massachusetts

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Eastern Massachusetts with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BOS airport.

What is the cheapest month to fly to Eastern Massachusetts?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Eastern Massachusetts are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Eastern Massachusetts?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Eastern Massachusetts.

What airport is best to fly into Eastern Massachusetts?

When you’re planning your trip to Eastern Massachusetts, convenience is the name of the game. Luckily, Eastern Massachusetts Plymouth Municipal Airport is nearby so you can deplane and get going on checking off everything on your Eastern Massachusetts must-do list.

How much are flights to Eastern Massachusetts?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Eastern Massachusetts on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $97, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Eastern Massachusetts?

The trick to saving a stack of cash on your flight to Eastern Massachusetts? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $97 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$116

Last Minute Hotel Deals in Eastern 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. ...
9.2/10 Wonderful! (4,525 reviews)
Disappointing stay overall. The room was not properly cleaned on arrival, with visible hair and residue in multiple areas, which is unacceptable for a hotel of this standard. While I appreciate the refund of one night, the issue significantly impacted my stay and required escalation to resolve.

Reviewed on Mar 18, 2026

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Omni 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 ...
8.4/10 Very Good! (3,130 reviews)
Good hotel

Reviewed on Mar 18, 2026

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Hilton 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 ...
9.6/10 Exceptional! (4,067 reviews)
It was okay. We liked the location of the hotel.

Reviewed on Mar 17, 2026

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Seaport Hotel Boston
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. ...
9.2/10 Wonderful! (6,372 reviews)
We had a great three day stay at Harborside highlighted by the friendly staff. The hotel was clean and comfortable and in a great location. We booked this hotel in a pinch and were very satisfied.

Reviewed on Mar 18, 2026

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Harborside Inn Of Boston
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
Book a stay at this 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! (7,119 reviews)
We had a fantastic time. The staff was friendly and knowledgeable. The room was large and clean. Easy location to walk around to the places we wanted to and a quick uber for the others. Would highly recommend

Reviewed on Mar 17, 2026

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The Dagny Boston
Omni Parker House

Omni Parker House

4.5 out of 5
60 School St Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (3,324 reviews)
Quite loud banging noise above Room 1215 well into late night and into early morning Didn't sound like elevator noise more like doors being closed. Great location, Hotel renovations well done.

Reviewed on Mar 18, 2026

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Omni Parker House
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,524 reviews)
Great location. Shared bathrooms were always cleaned regularly. Good work and lounging space in the lobby

Reviewed on Mar 15, 2026

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The Revolution Hotel
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located ...
9.4/10 Exceptional! (2,449 reviews)
Best hotel you could find in Boston from design to staff friendliness

Reviewed on Mar 17, 2026

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citizenM Boston Back Bay
See all 16,143 properties in Eastern Massachusetts
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.

Top Hotels With Free Airport Shuttle

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,367 reviews)
Very nice and spacious room. Had all we need!

Reviewed on Mar 18, 2026

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Embassy Suites Boston Logan Airport
Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

3 out of 5
999 Broadway Saugus MA
Book a stay at this business-friendly hotel in Saugus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,086 reviews)
Room was neat and cleaned. The personnel was friendly and professional

Reviewed on Mar 18, 2026

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Holiday Inn Express Boston - Saugus by IHG
DoubleTree by Hilton Hotel Boston Bayside

DoubleTree by Hilton Hotel Boston Bayside

4 out of 5
240 Mount Vernon Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and a free cruise terminal shuttle. Our guests praise ...
8.4/10 Very Good! (1,437 reviews)
.

Reviewed on Mar 17, 2026

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DoubleTree by Hilton Hotel Boston Bayside
La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
23 Cummings St Somerville MA
Book a stay at this business-friendly hotel in Somerville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
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La Quinta Inn & Suites by Wyndham Boston Somerville
Four Points by Sheraton Boston Logan Airport Revere

Four Points by Sheraton Boston Logan Airport Revere

3 out of 5
407 Squire Rd Revere MA
Book a stay at this business-friendly hotel in Revere. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (1,002 reviews)
24 hr airport shuttle is great. Rooms are typical of 4 points hotels.

Reviewed on Mar 14, 2026

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Four Points by Sheraton Boston Logan Airport Revere
Courtyard by Marriott Boston Logan Airport

Courtyard by Marriott Boston Logan Airport

3 out of 5
225 William F. McClellan Highway Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,410 reviews)
Property was a last minute booking because of a cancelled flight. It worked because it was a place to stay and is close to the airport with a shuttle, but the age of the property is showing.

Reviewed on Mar 17, 2026

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Courtyard by Marriott Boston Logan Airport
See all 16,143 properties in Eastern Massachusetts
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.