Search Cheap Flights to
Winthrop

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winthrop Flights as Low as $73

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

Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Breeze Airways
Spirit Airlines
Frontier Airlines
Delta
American Airlines
United
JetBlue Airways

Cheap Flights to Winthrop

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

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

Frequently Asked Questions About flights to Winthrop

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

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 Winthrop are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winthrop?

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 Winthrop.

What airport is best to fly into Winthrop?

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

How much are flights to Winthrop?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winthrop on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $73, 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 Winthrop?

The trick to saving a stack of cash on your flight to Winthrop? 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 $73 right now, why wait?

Winthrop Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$72

Last Minute Hotel Deals in Winthrop

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! (6,119 reviews)
Yes

Reviewed on Jan 8, 2026

Harborside Inn Of Boston
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,257 reviews)
Staff were great.

Reviewed on Dec 28, 2025

Hilton Boston Back Bay
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. ...
9/10 Wonderful! (4,361 reviews)
Clean and spacious

Reviewed on Jan 8, 2026

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! (3,891 reviews)
Super clean, the rooms feel very warm and cozy, the beds and pillows are very comfortable. The pool was a huge hit with our kids.

Reviewed on Jan 3, 2026

Seaport Hotel Boston
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! (6,933 reviews)
Room was cleaned, staff top notch and it was a perfect way

Reviewed on Jan 8, 2026

The Dagny Boston
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (1,000 reviews)
Always an amazing time And stay at this hotel. Room, service, lounge staff and front desk are AMAZING…

Reviewed on Jan 2, 2026

The Langham, Boston
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
10 Huntington Ave Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy 4 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9/10 Wonderful! (1,429 reviews)
Room was great and staff very helpful

Reviewed on Jan 5, 2026

The Westin Copley Place, Boston, a Marriott Hotel
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! (2,378 reviews)
Excellent value for the price. The lobby was well decorated. Would love to stay again.

Reviewed on Jan 7, 2026

The Revolution Hotel
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.