A coastal town with a lighthouse, sandy beach, and residential buildings.

Cheap Flights to Winthrop , MA from CA $182

View CA $182 flight on Mon, Aug 24, 2026Opens in a new window

Popular airlines to Winthrop

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How much is the cheapest flight to Winthrop?

Prices were available within the past 7 days and start at CA $182 for one-way flights and CA $302 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Aug 17 - Wed, Aug 19
YTZ
Toronto
BOS
Boston
CA $302 Roundtrip, just found
CA $302
Roundtrip
just found
Select Air Canada flight, departing Mon, Aug 17 from Toronto to Boston, returning Wed, Aug 19, priced at CA $302 just found
Porter Airlines
Mon, Aug 17 - Wed, Aug 19
YTZ
Toronto
BOS
Boston
CA $302 Roundtrip, just found
CA $302
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Aug 17 from Toronto to Boston, returning Wed, Aug 19, priced at CA $302 just found
American Airlines
Tue, Aug 25 - Sat, Aug 29
YYZ
Toronto
BOS
Boston
CA $322 Roundtrip, just found
CA $322
Roundtrip
just found
Select American Airlines flight, departing Tue, Aug 25 from Toronto to Boston, returning Sat, Aug 29, priced at CA $322 just found
Air Transat
Mon, Aug 17 - Wed, Aug 19
YYZ
Toronto
BOS
Boston
CA $323 Roundtrip, just found
CA $323
Roundtrip
just found
Select Air Transat flight, departing Mon, Aug 17 from Toronto to Boston, returning Wed, Aug 19, priced at CA $323 just found
United
Fri, Aug 7 - Mon, Aug 10
YYZ
Toronto
BOS
Boston
CA $326 Roundtrip, just found
CA $326
Roundtrip
just found
Select United flight, departing Fri, Aug 7 from Toronto to Boston, returning Mon, Aug 10, priced at CA $326 just found

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

February is typically the cheapest month to fly

From CA $189 - CA $387 per traveller.

Frequently asked questions

What is the name of Winthrop's airport?
Book a flight to Winthrop and you'll be disembarking at Logan Intl. Airport (BOS).
How far is Logan Intl. Airport from central Winthrop?
Logan Intl. Airport is close to the heart of the city. It's a mere 3 kilometres from downtown Winthrop.
What airport is best to fly into Winthrop?
A flight to Winthrop means hitting the tarmac at Logan Intl. Airport. Step off the plane, pick up your bags and you'll be 3 kilometres from downtown.
How many airlines fly to Winthrop?
There are 43 air carriers that jet into Winthrop from 121 airports across the globe.
Which airlines fly to Winthrop?
Delta, JetBlue and American Airlines fly the most frequently to Winthrop. The majority of flights arrive here from New York, with Delta having the most services on this route.
How many nonstop flights are there to Winthrop?
With 3,070 nonstop flights running every week, you'll be landing in Winthrop before you have time to say, "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?
If you're heading to Winthrop from New York, you'll have a flight duration of 1 hour and 19 minutes. Those jetting off from Washington can expect to be airborne for 1 hour and 36 minutes. From Chicago it's approximately 2 hours and 20 minutes away.
How to book the cheapest flight to Winthrop?
If you want to save some cash on your trip to Winthrop, then listen up! As every seasoned traveller will tell you, don't leave booking until the last minute. Fares are often highest close to the departure date. Another terrific way to nab the most affordable fare is to shop around. If where you're headed has more than one airport, don't forget to look into the cost of flying into a smaller terminal. Lastly, another easy way to save some cash is be ready to book at a moment's notice. If you see a good deal, don't think twice — grab it while the opportunity's there.
Do you have any tips for my flight to Winthrop?
If you're not prepared, air travel can be overwhelming. But there's no need to panic. Follow these tips and tricks and enjoy a pain-free start to your getaway in Winthrop. What to pack in your hand luggage:

  • A plane trip can be a comfortable experience if you pack the right things. Firstly, you'll want some toiletry items, such as a toothbrush and some deodorant, a spare pair of socks and a good novel. Secondly, make room in your bag for your mobile phone, a charger, any medications and maybe a quality neck pillow as well. Last, but definitely not least, remember to take your passport, travel papers and some cash.

Do not pack the following items in your hand luggage:

  • Put all your full-sized bottles of shampoo and conditioner in your checked baggage. Any liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated by security. Sharp objects, like your precious pocket knife, and products which are flammable or explosive, such as flares, bleaching agents and gasoline, are also restricted.

What to wear on a flight:

  • The aisles of an airplane are no place for a fashion parade. Dress in comfortable layers and go for shoes that are flat, enclosed and easy to take on and off.
  • The result of lengthy periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect passengers during long-distance flights. Reduce the risks by staying hydrated, keeping your feet and legs moving and wearing compression socks to help improve your circulation.

How to get through airport security fast when flying to Winthrop?
It's easy — be prepared. We've pulled together some top tips for a stress-free trip through airport security. Watch out Winthrop, here you come:

  • Have your travel documents and ID at hand. They'll be the first things you'll be asked for by airport security.
  • After that, both you and your carry-on bag must be X-rayed. To speed things up, remove anything that is likely to trigger the alarm. Personal belongings like your belt, jacket and earphones will be required to go through the machine.
  • For just a few moments, you'll have to unplug from technology. Your phone, laptop and any other electronics will need to be sent through the scanner.
  • Want to bring along your favourite cologne? As long as the volume is no greater than 3.4 ounces (100 millilitres) and it's stored in a zip-lock bag, it's OK to bring with you in your carry-on luggage.
  • The right choice of footwear can save you several minutes. Hiking or heavy-style boots are often required to be removed and separately scanned. Slip-on sneakers are usually not.
  • Knives and other sharp items can't be taken on board. They'll be confiscated at security, so pack them in your checked baggage.

Book with confidence

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!

Travel information

Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
CA $301

Trending flights to Winthrop

Prices were available within the past 7 days and start at CA $182 for one-way flights and CA $302 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Aug 17 - Wed, Aug 19
YTZ
Toronto
BOS
Boston
CA $302 Roundtrip, just found
CA $302
Roundtrip
just found
Select Air Canada flight, departing Mon, Aug 17 from Toronto to Boston, returning Wed, Aug 19, priced at CA $302 just found

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