Search Cheap Flights to
Westwood

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Westwood Flights as Low as $102

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

Breeze Airways
Wed, Sep 17 - Wed, Sep 17
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Sep 17 from Orlando Intl. to Portsmouth Intl., returning Wed, Sep 17, priced at $102 found 3 hours ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 3 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $111 found 5 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$115 Roundtrip, found 5 days ago
$115
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $115 found 5 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$115 Roundtrip, found 2 days ago
$115
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $115 found 2 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $117 found 1 day ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $118 found 2 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $120 found 1 day ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $122 found 1 day ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$123 Roundtrip, found 5 hours ago
$123
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $123 found 5 hours ago
Spirit Airlines
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$142 Roundtrip, found 1 hour ago
$142
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $142 found 1 hour ago
Frontier Airlines
Mon, Jul 21 - Sat, Jul 26
MCO
Orlando Intl.
BOS
Logan Intl.
$155 Roundtrip, found 4 days ago
$155
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jul 21 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $155 found 4 days ago
JetBlue Airways
Wed, Sep 17 - Wed, Sep 17
MCO
Orlando Intl.
BOS
Logan Intl.
$193 Roundtrip, found 3 hours ago
$193
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Wed, Sep 17 from Orlando Intl. to Logan Intl., returning Wed, Sep 17, priced at $193 found 3 hours ago
Delta
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $197 found 1 hour ago
American Airlines
Wed, Sep 17 - Wed, Sep 17
MCO
Orlando Intl.
BOS
Logan Intl.
$211 Roundtrip, found 3 hours ago
$211
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Sep 17 from Orlando Intl. to Logan Intl., returning Wed, Sep 17, priced at $211 found 3 hours ago
United
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $217 found 1 hour ago

Cheap Flights to Westwood

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

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

Frequently Asked Questions About flights to Westwood

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

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 Westwood are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Westwood?

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 Westwood.

What airport is best to fly into Westwood?

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

How much are flights to Westwood?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Westwood on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $102, 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 Westwood?

The trick to saving a stack of cash on your flight to Westwood? 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 $102 right now, why wait?

Westwood Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$101

Last Minute Hotel Deals in Westwood

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
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! (3,662 reviews)
"Very nice views, clean and conveniently located."

Reviewed on Jul 11, 2025

Get rates
Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
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 ...
9.2/10 Wonderful! (1,401 reviews)
"Right across the street from Hynes Convention Center T stop and within walking distance of great shopping and dining. I would highly recommend this hotel to solo travelers as the room is small, but very clean and safe."

Reviewed on Jul 10, 2025

Get rates
citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
Stay at this 4-star 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 ...
9/10 Wonderful! (5,307 reviews)
"Very uptown! Loved the atmosphere. The restaurant was to die for. Great Italian food and breakfast. Ten minutes from airport. Fifteen minutes to everything!"

Reviewed on Jul 11, 2025

Get rates
Harborside Inn Of Boston
citizenM Boston North Station
citizenM Boston North Station
4 out of 5
80-120 Causeway Street, Boston, MA
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! (3,522 reviews)
"na"

Reviewed on Jul 10, 2025

Get rates
citizenM Boston North Station
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,733 reviews)
"Good location. TV not working, soap and shampoo dispenser not working in shower."

Reviewed on Jul 11, 2025

Get rates
Copley Square Hotel, a FOUND Hotel
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
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! (2,068 reviews)
"Perfect place for family."

Reviewed on Jul 10, 2025

Get rates
The Revolution Hotel
The Godfrey Hotel Boston
The Godfrey Hotel Boston
4 out of 5
505 Washington Street, Boston, MA
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! (4,147 reviews)
"We had a great time here! The rooms were nice and very clean, and every staff member we ran into was friendly and helpful. The location is great, which is a nice bonus. Parks, shopping, and dining are all within walking distance. I'll definitely stay here again next time I'm in Boston."

Reviewed on Jul 10, 2025

Get rates
The Godfrey Hotel Boston
Hyatt Regency Boston/Cambridge
Hyatt Regency Boston/Cambridge
4 out of 5
575 Memorial Drive, Cambridge, MA
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour health club, and valet parking (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,976 reviews)
"Fantastic location for 4th of July weekend as fireworks were set off on the nearby Charles."

Reviewed on Jul 10, 2025

Get rates
Hyatt Regency Boston/Cambridge
See all 3,504 properties in Westwood
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.