Cheap Flights to Winthrop , MA from CA $190

View CA $190 flight on Sat, Dec. 6, 2025Opens in a new window

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How much is the cheapest flight to Winthrop?

Prices were available within the past 7 days and start at CA $190 for one-way flights and CA $314 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, Sep. 26 - Mon, Sep. 29
YYZ
Toronto
BOS
Boston
CA $318 Roundtrip, found 5 days ago
CA $318
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri, Sep. 26 from Toronto to Boston, returning Mon, Sep. 29, priced at CA $318 found 5 days ago
Delta
Tue, Aug. 19 - Tue, Dec. 9
YYZ
Toronto
BOS
Boston
CA $339 Roundtrip, found 5 days ago
CA $339
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Aug. 19 from Toronto to Boston, returning Tue, Dec. 9, priced at CA $339 found 5 days ago
United
Tue, Sep. 2 - Tue, Sep. 16
YYZ
Toronto
BOS
Boston
CA $350 Roundtrip, found 23 hours ago
CA $350
Roundtrip
found 23 hours ago
Select United flight, departing Tue, Sep. 2 from Toronto to Boston, returning Tue, Sep. 16, priced at CA $350 found 23 hours ago
American Airlines
Wed, Oct. 8 - Fri, Oct. 10
YYZ
Toronto
BOS
Boston
CA $376 Roundtrip, found 5 days ago
CA $376
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Oct. 8 from Toronto to Boston, returning Fri, Oct. 10, priced at CA $376 found 5 days ago
Porter Airlines
Tue, Mar. 3 - Tue, Mar. 10
YYZ
Toronto
BOS
Boston
CA $1,275 Roundtrip, found 3 days ago
CA $1,275
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Tue, Mar. 3 from Toronto to Boston, returning Tue, Mar. 10, priced at CA $1,275 found 3 days ago

Find the cheapest month to fly from Columbus (CMH) to Boston (BOS)

November is typically the cheapest month to fly

From CA $121 - CA $465 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Winthrop. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Winthrop. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Winthrop.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Winthrop flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Winthrop.

Looking to save even more? Get additional savings by bundling your Winthrop flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Winthrop trip!

Frequently asked questions

What is the name of Winthrop's airport?
Organize a flight to Winthrop with Expedia and you'll be touching down at Logan Intl. Airport (BOS).
How far is Logan Intl. Airport (BOS) from central Winthrop?
If you're staying in the centre of Winthrop, you'll be there within moments after landing at Logan Intl. Airport (BOS). The terminal is only 3 kilometres from the downtown area.
What airport is best to fly into Winthrop?
With just one major airport in Winthrop, it won't take very long to get your hands on the best flight. You'll be taking off to Logan Intl. Airport, which is located around 3 kilometres from the downtown area.
How many airlines fly to Winthrop?
There are 43 airlines connecting Winthrop with 121 airports across the world.
Which airlines fly to Winthrop?
Delta, JetBlue and American Airlines are the most frequent fliers to Winthrop. The majority of these flights come in from New York, with Delta offering the most services on this route.
How many nonstop flights are there to Winthrop?
With around 3,070 nonstop flights each week, you'll be landing in Winthrop before you can ask, "Are we there yet?"
Where are the most popular flights to Winthrop departing from?
A large number of flights to Winthrop take off from New York, Washington and Chicago airports.
How long is the flight to Winthrop Airport?
Which airport you depart from determines how much of the in-flight entertainment you'll get to enjoy. From New York to Winthrop, the average flight time is 1 hour and 19 minutes. From Washington it takes about 1 hour and 36 minutes, and from Chicago it's 2 hours and 20 minutes.
How to book the cheapest flight to Winthrop?
If you want to save some cash on your trip to Winthrop, listen up! As every seasoned jet-setter will tell you, avoid booking at the last minute. Prices are usually more expensive just prior to the departure date. Also, shop around and compare your options. If your destination has multiple airports, you may be able to nab a better deal by flying into one a little farther out. Finally, be prepared to book quickly if you stumble on a great deal. It might not be available for long! With a bit of knowledge and a little luck, the perfect airfare will be yours.
Do you have any tips for my flight to Winthrop?
We've rounded up all the info you need to make your flight as enjoyable as possible. Follow our tips and you'll be hightailing it through airport security and having a blast in Winthrop in next to no time. What to pack in your hand luggage:

  • Firstly, and most importantly, pack in your passport, travel docs, wallet and daily medications. Next, you'll want some extra in-flight entertainment to while away the time. A juicy book and a laptop crammed with your favourite movies are good options. If you intend to catch more than just forty winks, a comfy neck pillow and some noise-cancelling headphones will also come in handy. Finally, find room for a toothbrush and some deodorant so you'll arrive looking fresh and ready to go.

Do not pack the following items in your hand luggage:

  • Pack all your full-sized bottles of shampoo and conditioner in your checked luggage. Any liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated by security. Sharp objects, like your treasured pocket knife, and dangerous goods which are explosive or flammable, such as spray paint, flares and fuels, are also banned.

What to wear on a flight:

  • The aisles of an airplane are no place for a fashion parade. Layer your clothing and opt for shoes that are flat, roomy and easy to take on and off.
  • The result of prolonged periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect passengers during long flights. Reduce the risks by drinking water, keeping your legs and ankles moving and wearing compression socks to help your circulation.

How to get through airport security fast when flying to Winthrop?
The answer is simple — be organized. We've compiled some useful tips for a fuss-free trip through security. Look out Winthrop, here you come:

  • Be sure to have your passport and boarding pass at hand. They're the first items you'll be asked to present to airport security.
  • Next up, both you and your carry-on bag will be X-rayed. To make the process quick and painless, remove anything that is likely to set the alarm off. Personal belongings such as your belt, coat and earphones need to go through the machine.
  • Electronic devices like phones and laptops will also need to go on a tray to be scanned. Don't worry, you'll be back online before you know it.
  • Any liquids or gels, such as perfume or hand cream, that you want to bring on board must be no greater than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), clear zip-lock bag.
  • Slip-on shoes are a great footwear choice as you're less likely to be asked to remove them when passing through security. Big boots and heavier-style shoes are often subjected to extra screening.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, pack them in your checked suitcase. They won't be allowed on board.

Flights to Winthrop information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
CA $314

Trending flights to Winthrop

Prices were available within the past 7 days and start at CA $190 for one-way flights and CA $314 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, Sep. 3 - Thu, Sep. 11
YTZ
Toronto
BOS
Boston
CA $314 Roundtrip, just found
CA $314
Roundtrip
just found
Select Air Canada flight, departing Wed, Sep. 3 from Toronto to Boston, returning Thu, Sep. 11, priced at CA $314 just found
*Available to Expedia members.