Search Cheap Flights to
Weymouth

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Weymouth Flights as Low as $92

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

Spirit Airlines
Wed, May 21 - Tue, May 27
MCO
Orlando Intl.
BOS
Logan Intl.
$92 Roundtrip, found 20 hours ago
$92
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Wed, May 21 from Orlando Intl. to Logan Intl., returning Tue, May 27, priced at $92 found 20 hours ago
Spirit Airlines
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
BOS
Logan Intl.
$100 Roundtrip, found 3 hours ago
$100
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Jun 13 from Orlando Intl. to Logan Intl., returning Sun, Jun 15, priced at $100 found 3 hours ago
Breeze Airways
Wed, Jul 9 - Wed, Aug 13
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 14 hours ago
$102
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Portsmouth Intl., returning Wed, Aug 13, priced at $102 found 14 hours ago
Breeze Airways
Wed, May 21 - Wed, May 21
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, May 21 from Orlando Intl. to Portsmouth Intl., returning Wed, May 21, priced at $103 found 5 days ago
Spirit Airlines
Fri, May 23 - Tue, May 27
MCO
Orlando Intl.
BOS
Logan Intl.
$105 Roundtrip, found 20 hours ago
$105
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Fri, May 23 from Orlando Intl. to Logan Intl., returning Tue, May 27, priced at $105 found 20 hours ago
Breeze Airways
Wed, Jul 9 - Wed, Aug 13
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 14 hours ago
$107
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Portsmouth Intl., returning Wed, Aug 13, priced at $107 found 14 hours ago
Breeze Airways
Wed, Jun 4 - Sat, Jun 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$108 Roundtrip, found 5 days ago
$108
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jun 4 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 7, priced at $108 found 5 days ago
Spirit Airlines
Fri, Jun 13 - Sat, Jun 14
MCO
Orlando Intl.
BOS
Logan Intl.
$110 Roundtrip, found 3 hours ago
$110
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Jun 13 from Orlando Intl. to Logan Intl., returning Sat, Jun 14, priced at $110 found 3 hours ago
Breeze Airways
Wed, Jul 9 - Wed, Aug 13
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 14 hours ago
$112
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Portsmouth Intl., returning Wed, Aug 13, priced at $112 found 14 hours ago
Spirit Airlines
Thu, Jun 12 - Fri, Jun 13
MCO
Orlando Intl.
BOS
Logan Intl.
$112 Roundtrip, found 3 hours ago
$112
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu, Jun 12 from Orlando Intl. to Logan Intl., returning Fri, Jun 13, priced at $112 found 3 hours ago
Breeze Airways
Wed, May 7 - Sat, May 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$114 Roundtrip, found 5 days ago
$114
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, May 7 from Orlando Intl. to Portsmouth Intl., returning Sat, May 10, priced at $114 found 5 days ago
Frontier Airlines
Fri, May 9 - Mon, May 19
MCO
Orlando Intl.
BOS
Logan Intl.
$136 Roundtrip, found 2 days ago
$136
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, May 9 from Orlando Intl. to Logan Intl., returning Mon, May 19, priced at $136 found 2 days ago
United
Wed, Jun 11 - Tue, Jun 17
MCO
Orlando Intl.
BOS
Logan Intl.
$195 Roundtrip, found 5 days ago
$195
Roundtrip
found 5 days ago
Select United flight, departing Wed, Jun 11 from Orlando Intl. to Logan Intl., returning Tue, Jun 17, priced at $195 found 5 days ago
American Airlines
Tue, May 13 - Tue, May 20
MCO
Orlando Intl.
BOS
Logan Intl.
$199 Roundtrip, found 2 hours ago
$199
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, May 13 from Orlando Intl. to Logan Intl., returning Tue, May 20, priced at $199 found 2 hours ago
JetBlue Airways
Fri, Jun 13 - Sun, Jun 15
MCO
Orlando Intl.
BOS
Logan Intl.
$227 Roundtrip, found 3 hours ago
$227
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Fri, Jun 13 from Orlando Intl. to Logan Intl., returning Sun, Jun 15, priced at $227 found 3 hours ago
Delta
Mon, May 12 - Thu, May 15
MCO
Orlando Intl.
BOS
Logan Intl.
$247 Roundtrip, found 3 days ago
$247
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, May 12 from Orlando Intl. to Logan Intl., returning Thu, May 15, priced at $247 found 3 days ago

Cheap Flights to Weymouth

Fall in love at first flight with your vacation to Weymouth 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 Weymouth on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Weymouth

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Weymouth 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 Weymouth?

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 Weymouth are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Weymouth?

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 Weymouth.

What airport is best to fly into Weymouth?

When you’re planning your trip to Weymouth, convenience is the name of the game. Luckily, Weymouth Boston Harbor Seaplane Base Airport is nearby so you can deplane and get going on checking off everything on your Weymouth must-do list.

How much are flights to Weymouth?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Weymouth on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $92, 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 Weymouth?

The trick to saving a stack of cash on your flight to Weymouth? 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 $92 right now, why wait?

Weymouth Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$56

Last Minute Hotel Deals in Weymouth

The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
The price is $185 per night from May 4 to May 5
$185
includes taxes & fees
May 4 - May 5
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 ...
8.8/10 Excellent! (2,009 reviews)
"The staff were friendly and knowledgeable. One staff member even gave me some electrical tape so I could put my name on my singlet for the marathon."

Reviewed on Apr 29, 2025

The Revolution Hotel
Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
The price is $140 per night from May 4 to May 5
$140
includes taxes & fees
May 4 - May 5
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,786 reviews)
"Great overnight stay here for our family. We were looking for a cheap one night booking near Boston and it was just that. Tons of food options around, check in staff was friendly. Got lucky with the parking package which I wasn’t aware of since I normally book through hotels.com but I wasn’t complaining. ..."

Reviewed on Apr 29, 2025

Four Points by Sheraton Boston Newton
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
The price is $220 per night from May 11 to May 12
$220
includes taxes & fees
May 11 - May 12
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
9.4/10 Exceptional! (1,057 reviews)
"Amazing hotel good service and amazing staff"

Reviewed on Apr 28, 2025

citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
The price is $243 per night from May 2 to May 3
$243
includes taxes & fees
May 2 - May 3
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the restaurant in ...
9/10 Wonderful! (5,091 reviews)
"Great"

Reviewed on Apr 30, 2025

Harborside Inn Of Boston
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
The price is $359 per night from May 11 to May 12
$359
includes taxes & fees
May 11 - May 12
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! (3,421 reviews)
"Very nice hotel with great food and drinks options."

Reviewed on Apr 30, 2025

Omni Boston Hotel at the Seaport
The Godfrey Hotel Boston
The Godfrey Hotel Boston
4 out of 5
505 Washington Street, Boston, MA
The price is $318 per night from May 4 to May 5
$318
includes taxes & fees
May 4 - May 5
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (3,949 reviews)
"It was wonderful stay"

Reviewed on Apr 30, 2025

The Godfrey Hotel Boston
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
The price is $311 per night from May 26 to May 27
$311
includes taxes & fees
May 26 - May 27
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 ...
9.2/10 Wonderful! (5,754 reviews)
"Stayed here for the Boston Marathon. Quiet. Walking distance to Finish/Starting buses. Courteous staff. Clean. Very nice room"

Reviewed on Apr 29, 2025

The Dagny Boston
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
The price is $148 per night from May 26 to May 27
$148
includes taxes & fees
May 26 - May 27
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,620 reviews)
"Great stay"

Reviewed on Apr 30, 2025

Copley Square Hotel, a FOUND Hotel
See all 3,503 properties in Weymouth
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.