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Weston

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Weston Flights as Low as $126

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

Spirit Airlines
Tue, Jul 29 - Wed, Aug 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$126 Roundtrip, found 4 days ago
$126
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $126 found 4 days ago
Spirit Airlines
Tue, Jul 29 - Wed, Aug 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $127 found 4 days ago
American Airlines
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
Delta
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
United
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select United flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
JetBlue Airways
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
Spirit Airlines
Wed, Sep 10 - Mon, Sep 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$139 Roundtrip, found 2 days ago
$139
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Logan Intl., returning Mon, Sep 15, priced at $139 found 2 days ago
Delta
Fri, Sep 5 - Tue, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Sep 5 from O'Hare Intl. to Logan Intl., returning Tue, Sep 9, priced at $139 found 1 day ago
American Airlines
Fri, Jul 11 - Wed, Jul 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Wed, Jul 16, priced at $141 found 1 day ago
United
Tue, Jul 29 - Wed, Aug 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select United flight, departing Tue, Jul 29 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $148 found 4 days ago
United
Wed, Sep 10 - Mon, Sep 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select United flight, departing Wed, Sep 10 from O'Hare Intl. to Logan Intl., returning Mon, Sep 15, priced at $150 found 2 days ago
Spirit Airlines
Sat, Jul 12 - Tue, Jul 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Jul 12 from O'Hare Intl. to Logan Intl., returning Tue, Jul 15, priced at $152 found 2 days ago
American Airlines
Fri, Jul 11 - Wed, Jul 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 11 from O'Hare Intl. to Logan Intl., returning Wed, Jul 16, priced at $152 found 1 day ago
Spirit Airlines
Tue, Jul 29 - Wed, Aug 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$154 Roundtrip, found 4 days ago
$154
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Logan Intl., returning Wed, Aug 13, priced at $154 found 4 days ago
Frontier Airlines
Mon, Aug 4 - Thu, Aug 7
ORD
O'Hare Intl.
BOS
Logan Intl.
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Aug 4 from O'Hare Intl. to Logan Intl., returning Thu, Aug 7, priced at $263 found 1 day ago
United
Thu, Aug 14 - Thu, Aug 21
DEC
Decatur
BOS
Logan Intl.
$324 Roundtrip, found 22 hours ago
$324
Roundtrip
found 22 hours ago
Select United flight, departing Thu, Aug 14 from Decatur to Logan Intl., returning Thu, Aug 21, priced at $324 found 22 hours ago

Cheap Flights to Weston

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

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

Frequently Asked Questions About flights to Weston

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

What is the cheapest month to fly to Weston?

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 Weston are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Weston?

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 Weston.

What airport is best to fly into Weston?

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

How much are flights to Weston?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Weston on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $126, 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 Weston?

The trick to saving a stack of cash on your flight to Weston? 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 $126 right now, why wait?

Weston Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$125

Last Minute Hotel Deals in Weston

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! (3,630 reviews)
"We recently stayed at the Omni and overall had an enjoyable experience. The lobby is absolutely beautiful like spacious, clean, and very well maintained. It gives a great first impression, and the atmosphere feels upscale and welcoming. The staff were consistently friendly and helpful throughout ..."

Reviewed on Jul 1, 2025

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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! (1,356 reviews)
"We had never stayed at a CitizenM hotel before but definitely will again. Very cozy, very clean, very very comfortable. Very impressed with the innovations - less work all the way around but no cut back on comfort and cleanliness."

Reviewed on Jul 4, 2025

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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! (5,260 reviews)
"This property went above and beyond for my birthday stay I will definitely return next time I’m in Boston"

Reviewed on Jul 2, 2025

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Harborside Inn Of Boston
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, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,713 reviews)
"Clean. Convenient location. Wuiet"

Reviewed on Jul 2, 2025

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Copley Square Hotel, a FOUND Hotel
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
8.2/10 Very Good! (3,232 reviews)
"Excellent location. SOME of the staff should be reminded they are in the hospitality industry and hild bad on the attitude."

Reviewed on Jul 3, 2025

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Hilton Boston Park Plaza
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! (3,489 reviews)
"Fourth time staying here. Like the convenience of taking the train from Maine."

Reviewed on Jul 1, 2025

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citizenM Boston North Station
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! (1,933 reviews)
"Fun place to spend the night in Cambridge 😊"

Reviewed on Jul 2, 2025

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Hyatt Regency Boston/Cambridge
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! (2,058 reviews)
"The best experience in town. Will return soon. Excellent location and neighborhood."

Reviewed on Jul 1, 2025

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The Revolution Hotel
See all 3,488 properties in Weston
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.