Search Cheap Flights to
Eastern Massachusetts

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Eastern Massachusetts Flights as Low as $93

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

Frontier Airlines
Sat, Apr 18 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$93 Roundtrip, found 5 hours ago
$93
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $93 found 5 hours ago
Frontier Airlines
Mon, Apr 20 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Apr 20 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $110 found 1 day ago
Breeze Airways
Tue, Apr 14 - Tue, Apr 28
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$114 Roundtrip, found 3 days ago
$114
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Apr 14 from Orlando Intl. to Portsmouth Intl., returning Tue, Apr 28, priced at $114 found 3 days ago
Spirit Airlines
Thu, May 7 - Thu, May 14
MCO
Orlando Intl.
BOS
Logan Intl.
$142 Roundtrip, found 3 hours ago
$142
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu, May 7 from Orlando Intl. to Logan Intl., returning Thu, May 14, priced at $142 found 3 hours ago
Breeze Airways
Wed, May 6 - Sat, May 9
JAX
Jacksonville Intl.
PVD
T.F. Green
$152 Roundtrip, found 1 hour ago
$152
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, May 6 from Jacksonville Intl. to T.F. Green, returning Sat, May 9, priced at $152 found 1 hour ago
JetBlue Airways
Sat, May 9 - Sat, May 16
JAX
Jacksonville Intl.
BOS
Logan Intl.
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, May 9 from Jacksonville Intl. to Logan Intl., returning Sat, May 16, priced at $164 found 3 days ago
JetBlue Airways
Sat, May 9 - Sat, May 16
JAX
Jacksonville Intl.
BOS
Logan Intl.
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, May 9 from Jacksonville Intl. to Logan Intl., returning Sat, May 16, priced at $167 found 3 days ago
Delta
Tue, Apr 21 - Thu, Apr 30
JAX
Jacksonville Intl.
BOS
Logan Intl.
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Apr 21 from Jacksonville Intl. to Logan Intl., returning Thu, Apr 30, priced at $167 found 6 days ago
Breeze Airways
Wed, Apr 15 - Tue, May 5
MCO
Orlando Intl.
PVD
T.F. Green
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Apr 15 from Orlando Intl. to T.F. Green, returning Tue, May 5, priced at $173 just found
United
Sat, May 9 - Sat, May 16
JAX
Jacksonville Intl.
BOS
Logan Intl.
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select United flight, departing Sat, May 9 from Jacksonville Intl. to Logan Intl., returning Sat, May 16, priced at $187 found 3 days ago
American Airlines
Sat, May 9 - Sat, May 16
JAX
Jacksonville Intl.
BOS
Logan Intl.
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, May 9 from Jacksonville Intl. to Logan Intl., returning Sat, May 16, priced at $187 found 3 days ago
American Airlines
Thu, May 7 - Sat, May 16
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$219 Roundtrip, just found
$219
Roundtrip
just found
Select American Airlines flight, departing Thu, May 7 from Orlando Intl. to Manchester-Boston Regional, returning Sat, May 16, priced at $219 just found
American Airlines
Tue, Jul 14 - Wed, Jul 15
JAX
Jacksonville Intl.
ORH
Worcester Regional
$272 Roundtrip, found 14 hours ago
$272
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Tue, Jul 14 from Jacksonville Intl. to Worcester Regional, returning Wed, Jul 15, priced at $272 found 14 hours ago
American Airlines
Tue, May 12 - Wed, May 27
JAX
Jacksonville Intl.
MHT
Manchester-Boston Regional
$357 Roundtrip, found 2 days ago
$357
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, May 12 from Jacksonville Intl. to Manchester-Boston Regional, returning Wed, May 27, priced at $357 found 2 days ago
JetBlue Airways
Sun, Apr 5 - Wed, Apr 8
MCO
Orlando Intl.
ORH
Worcester Regional
$397 Roundtrip, found 5 days ago
$397
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sun, Apr 5 from Orlando Intl. to Worcester Regional, returning Wed, Apr 8, priced at $397 found 5 days ago
Alaska Airlines
Fri, May 15 - Mon, May 18
MCO
Orlando Intl.
BOS
Logan Intl.
$610 Roundtrip, found 11 hours ago
$610
Roundtrip
found 11 hours ago
Select Alaska Airlines flight, departing Fri, May 15 from Orlando Intl. to Logan Intl., returning Mon, May 18, priced at $610 found 11 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 April, 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 $93, 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 $93 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$66

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! (4,549 reviews)
This hotel is clean, the staff are friendly - just a great experience every time I stay here.

Reviewed on Apr 2, 2026

Get rates
Omni Boston Hotel at the Seaport
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! (4,127 reviews)
I enjoyed the comfort of my room, the bar and evening meal, and my breakfast in the morning.

Reviewed on Apr 2, 2026

Get rates
Seaport Hotel Boston
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! (3,126 reviews)
The location of the hotel is the BEST! So convenient and close to many things. The staff was friendly, professional, and efficient. Enjoyed using the Gym, very clean and great vibe. Just the staff(server and the front person) at the restaurant were not really friendly or helpful. It could be better ...

Reviewed on Apr 3, 2026

Get rates
Hilton Boston Park Plaza
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! (6,422 reviews)
Staff is very nice and they will reserve your luggage before check in

Reviewed on Apr 3, 2026

Get rates
Harborside Inn Of Boston
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! (2,531 reviews)
the room was tiny but all that i needed for a single night stay. when in boston you want to spend more time outside exploring the city than in your hotel room so it was peak hotel experience for me. it was affordable which meant i had more money to spend doing city activities. the room had a nice ...

Reviewed on Apr 3, 2026

Get rates
The Revolution Hotel
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! (7,171 reviews)
We requested a quiet room and were given a room with the loudest aircon noise ever. Requested a move the next day and were accommodated, room was good

Reviewed on Apr 4, 2026

Get rates
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! (3,358 reviews)
Lovely old hotel, but updated and clean. Staff was all very nice and attentive. Nice bars with good atmosphere.

Reviewed on Apr 3, 2026

Get rates
Omni Parker House
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! (2,512 reviews)
I love everything! A place I will keep coming back to stay to.

Reviewed on Apr 3, 2026

Get rates
citizenM Boston Back Bay
See all 16,188 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! (2,373 reviews)
Great location for a stay the night before leaving from the airport. Clean, convenient, Starbucks on site!

Reviewed on Apr 2, 2026

Get rates
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! (1,101 reviews)
The bathroom had the toilet and the bathtub in a small room with a door. Both were older. The toilet

Reviewed on Apr 4, 2026

Get rates
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! (1,444 reviews)
A really great place. Close to trains. A nice beach nearby. Great rooms. Clean and staff are all so awesome friendly

Reviewed on Mar 30, 2026

Get rates
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 ...
7.6/10 Good! (3,253 reviews)
Breakfast consists only of unhealthy choices. Staff is unhelpful. The phone in my room didn’t work and there was no suitcase stand. I went down to ask for it. The reception guy didn’t help. When I called after 4 hours from my personal phone he was rude and hung up in my face

Reviewed on Apr 3, 2026

Get rates
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! (1,000 reviews)
Clean and peaceful place

Reviewed on Mar 22, 2026

Get rates
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)
Nice room kind of hot. Need a little bit more air in there.

Reviewed on Mar 31, 2026

Get rates
Courtyard by Marriott Boston Logan Airport
See all 16,188 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.