Search Cheap Flights to
Wellesley

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Wellesley Flights as Low as $146

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

Spirit Airlines
Tue, Jun 3 - Wed, Jun 4
IAH
George Bush Intercontinental
BOS
Logan Intl.
$146 Roundtrip, found 1 day ago
$146
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 3 from George Bush Intercontinental to Logan Intl., returning Wed, Jun 4, priced at $146 found 1 day ago
Spirit Airlines
Thu, Sep 11 - Mon, Sep 29
IAH
George Bush Intercontinental
BOS
Logan Intl.
$168 Roundtrip, found 17 hours ago
$168
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Thu, Sep 11 from George Bush Intercontinental to Logan Intl., returning Mon, Sep 29, priced at $168 found 17 hours ago
Spirit Airlines
Tue, Jun 3 - Sat, Jun 14
IAH
George Bush Intercontinental
BOS
Logan Intl.
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 3 from George Bush Intercontinental to Logan Intl., returning Sat, Jun 14, priced at $168 found 1 day ago
Spirit Airlines
Tue, Jul 8 - Wed, Jul 9
IAH
George Bush Intercontinental
BOS
Logan Intl.
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jul 8 from George Bush Intercontinental to Logan Intl., returning Wed, Jul 9, priced at $171 found 1 day ago
Spirit Airlines
Wed, Jun 4 - Sat, Jun 7
IAH
George Bush Intercontinental
BOS
Logan Intl.
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jun 4 from George Bush Intercontinental to Logan Intl., returning Sat, Jun 7, priced at $173 found 1 day ago
Spirit Airlines
Wed, Jun 4 - Sat, Jun 7
IAH
George Bush Intercontinental
BOS
Logan Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jun 4 from George Bush Intercontinental to Logan Intl., returning Sat, Jun 7, priced at $179 found 1 day ago
Spirit Airlines
Thu, Sep 11 - Mon, Sep 29
IAH
George Bush Intercontinental
BOS
Logan Intl.
$182 Roundtrip, found 17 hours ago
$182
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Thu, Sep 11 from George Bush Intercontinental to Logan Intl., returning Mon, Sep 29, priced at $182 found 17 hours ago
Spirit Airlines
Tue, Jun 3 - Sun, Jun 15
IAH
George Bush Intercontinental
BOS
Logan Intl.
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 3 from George Bush Intercontinental to Logan Intl., returning Sun, Jun 15, priced at $183 found 1 day ago
Spirit Airlines
Wed, Jun 4 - Tue, Jun 10
IAH
George Bush Intercontinental
BOS
Logan Intl.
$183 Roundtrip, found 5 days ago
$183
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Jun 4 from George Bush Intercontinental to Logan Intl., returning Tue, Jun 10, priced at $183 found 5 days ago
Spirit Airlines
Tue, Jul 8 - Wed, Jul 9
IAH
George Bush Intercontinental
BOS
Logan Intl.
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jul 8 from George Bush Intercontinental to Logan Intl., returning Wed, Jul 9, priced at $185 found 1 day ago
JetBlue Airways
Sat, Jul 5 - Sun, Jul 13
IAH
George Bush Intercontinental
BOS
Logan Intl.
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jul 5 from George Bush Intercontinental to Logan Intl., returning Sun, Jul 13, priced at $227 found 1 day ago
American Airlines
Wed, Jun 4 - Sat, Jun 7
IAH
George Bush Intercontinental
BOS
Logan Intl.
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 4 from George Bush Intercontinental to Logan Intl., returning Sat, Jun 7, priced at $251 found 1 day ago
Delta
Sun, Jun 15 - Sat, Jul 5
IAH
George Bush Intercontinental
BOS
Logan Intl.
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Jun 15 from George Bush Intercontinental to Logan Intl., returning Sat, Jul 5, priced at $257 found 1 day ago
United
Thu, Sep 11 - Mon, Sep 29
IAH
George Bush Intercontinental
BOS
Logan Intl.
$297 Roundtrip, found 17 hours ago
$297
Roundtrip
found 17 hours ago
Select United flight, departing Thu, Sep 11 from George Bush Intercontinental to Logan Intl., returning Mon, Sep 29, priced at $297 found 17 hours ago
Spirit Airlines
Sat, May 10 - Sun, May 11
CUN
Cancun Intl.
BOS
Logan Intl.
$419 Roundtrip, found 1 day ago
$419
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, May 10 from Cancun Intl. to Logan Intl., returning Sun, May 11, priced at $419 found 1 day ago
Air Canada
Wed, May 7 - Wed, May 14
CUN
Cancun Intl.
BOS
Logan Intl.
$486 Roundtrip, found 1 day ago
$486
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, May 7 from Cancun Intl. to Logan Intl., returning Wed, May 14, priced at $486 found 1 day ago

Cheap Flights to Wellesley

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

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

Frequently Asked Questions About flights to Wellesley

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

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 Wellesley are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Wellesley?

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 Wellesley.

What airport is best to fly into Wellesley?

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

How much are flights to Wellesley?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Wellesley on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $146, 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 Wellesley?

The trick to saving a stack of cash on your flight to Wellesley? 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 $146 right now, why wait?

Wellesley Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$95

Last Minute Hotel Deals in Wellesley

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 $160 per night from Jun 1 to Jun 2
$160
includes taxes & fees
Jun 1 - Jun 2
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! (2,798 reviews)
"Friendly front desk!"

Reviewed on May 2, 2025

Four Points by Sheraton Boston Newton
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley 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 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! (2,014 reviews)
"Loved the atmosphere and the history"

Reviewed on May 3, 2025

The Revolution Hotel
YOTEL Boston
YOTEL Boston
4 out of 5
65 Seaport Blvd, Boston, MA
The price is $250 per night from May 26 to May 27
$250
includes taxes & fees
May 26 - May 27
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular ...
8.4/10 Very Good! (2,007 reviews)
"Vibe of hotel and staff was welcoming and extremely service oriented. The shower in my bathroom did not work properly (rain shower) and the floor got soaked!"

Reviewed on May 2, 2025

YOTEL Boston
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 25 to May 26
$220
includes taxes & fees
May 25 - May 26
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! (1,092 reviews)
Great rooms . No local phone number to call.
"The rooms are non traditional , but they are unbelievable . No carpets which is a big plus . I had to book a room in this hotel due to an unexpected cancellation from another hotel . I was going to attend a family affair. Clean , modern , whimsical . Full of very young guests . The check in process ..."

Reviewed on May 4, 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 $267 per night from May 25 to May 26
$267
includes taxes & fees
May 25 - May 26
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! (5,108 reviews)
"Location is perfect. Staff are very polite, but not enough rooms with 2 beds, which more convenient for travellers and unfortunately you can meet cockroaches in the basement level of the hotel. Rooms amenities are very limited, you cannot boil a cup of water in the room, just take it downstairs in ..."

Reviewed on May 2, 2025

Harborside Inn Of Boston
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
The price is $238 per night from May 25 to May 26
$238
includes taxes & fees
May 25 - May 26
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! (3,310 reviews)
"This hotel is in THE perfect location .. easy access to the Boston subway - very walkable area - Boston Common and Public Garden are just minutes away .. a truly wonderful property ..!"

Reviewed on May 3, 2025

Hilton Boston Park Plaza
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! (5,769 reviews)
"Great character, great amenities and nostalgic Boston vibes with excellent dining options within walking distance to great Boston attractions. ."

Reviewed on May 3, 2025

The Dagny Boston
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 26 to May 27
$318
includes taxes & fees
May 26 - May 27
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! (3,957 reviews)
Wonderful Stay
"We had a wonderful stay at the Godfrey. Friendly staff at check in and all round friendly and helpful. We stayed as a family with a seven year old daughter. It was a great location, great vibe, clean and comfortable. If we ever return to Boston, this is where we’d stay."

Reviewed on May 3, 2025

The Godfrey Hotel Boston
See all 3,479 properties in Wellesley
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.