Cheap Flights to Wellesley , MA from CA $190

View CA $190 flight on Sat, Oct. 25, 2025Opens in a new window

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How much is the cheapest flight to Wellesley?

Prices were available within the past 7 days and start at CA $190 for one-way flights and CA $295 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Sep. 22 - Thu, Sep. 25
YTZ
Toronto
BOS
Boston
CA $317 Roundtrip, found 8 hours ago
CA $317
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Mon, Sep. 22 from Toronto to Boston, returning Thu, Sep. 25, priced at CA $317 found 8 hours ago
Porter Airlines
Tue, Sep. 16 - Fri, Oct. 3
YTZ
Toronto
BOS
Boston
CA $319 Roundtrip, found 1 day ago
CA $319
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, Sep. 16 from Toronto to Boston, returning Fri, Oct. 3, priced at CA $319 found 1 day ago
United
Sat, Nov. 1 - Sat, Nov. 8
YYZ
Toronto
BOS
Boston
CA $328 Roundtrip, found 2 days ago
CA $328
Roundtrip
found 2 days ago
Select United flight, departing Sat, Nov. 1 from Toronto to Boston, returning Sat, Nov. 8, priced at CA $328 found 2 days ago
Delta
Thu, Dec. 18 - Tue, Jan. 6
YYZ
Toronto
BOS
Boston
CA $335 Roundtrip, found 4 days ago
CA $335
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Dec. 18 from Toronto to Boston, returning Tue, Jan. 6, priced at CA $335 found 4 days ago
Air Transat
Sat, Oct. 4 - Sun, Oct. 5
YTZ
Toronto
BOS
Boston
CA $361 Roundtrip, just found
CA $361
Roundtrip
just found
Select Air Transat flight, departing Sat, Oct. 4 from Toronto to Boston, returning Sun, Oct. 5, priced at CA $361 just found

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

September is typically the cheapest month to fly

From CA $118 - CA $222 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Wellesley. 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 Wellesley. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Wellesley.

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 Wellesley 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 Wellesley.

Looking to save even more? Get additional savings by bundling your Wellesley 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 Wellesley trip!

Frequently asked questions

What is the name of Wellesley's airport?
Organize a flight to Wellesley with Expedia and you'll be touching down at Logan Intl. Airport (BOS).
How far is BOS from central Wellesley?
It's 24 kilometres from Logan Intl. Airport to downtown Wellesley. Make things easy by researching the fastest way of getting from the terminal to the city centre before you touchdown.
What airport is best to fly into Wellesley?
Located 24 kilometres from the downtown area, Logan Intl. Airport (BOS) is the gateway to Wellesley.
How many airlines fly to Wellesley?
Wellesley is serviced by 43 airlines from 121 airports around the world.
Which airlines fly to Wellesley?
Most often, travellers opt to fly with Delta, JetBlue and American Airlines when going to Wellesley. The majority of these flights arrive from New York, with Delta servicing this route the most frequently.
How many nonstop flights are there to Wellesley?
Flying to somewhere new is much more straightforward when there aren't any lengthy stopovers. If you're jetting off to Wellesley, the awesome news is that there are 3,070 nonstop flights each week.
Where are the most popular flights to Wellesley departing from?
The most popular flights to Wellesley set off from New York, Washington and Chicago airports.
How long is the flight to Wellesley Airport?
Which city you depart from determines how long you'll be strapped into your seat. From New York to Wellesley, the average flight time is 1 hour and 19 minutes. From Washington it usually takes 1 hour and 36 minutes, and from Chicago it's 2 hours and 20 minutes.
How to book the cheapest flight to Wellesley?
We all know those lucky travellers who somehow grab wonderfully cheap airfares every time they fly. Would you like to know how to do it for your Wellesley vacation? Don't leave it until the very last minute to secure your flight. Don't stop there, however. Do some research and find out if there are a couple of airports at your destination. Ticket prices often differ depending on which airport you go for. Be sure to compare fares across air carriers too. Last of all, another easy way to save some money is be ready to book fast. If you find a fantastic bargain, don't think twice --- snap it up while you can.
Do you have any tips for my flight to Wellesley?
We've rounded up all the info you need to make your journey as enjoyable as possible. Follow our tips and tricks and you'll be zooming through the airport and having a blast in Wellesley in no time flat. What to pack in your hand luggage:

  • It's easy --- first, pack your passport, travel documents, bank cards and medications. Next, you'll want some entertainment to while away the hours. A juicy novel and a laptop crammed with your favourite shows are some terrific options. If you plan to take a quick nap, a neck pillow and some earplugs will also be useful. Finally, make room for a toothbrush and some deodorant to ensure you touchdown feeling fresh as a daisy.

Do not pack the following items in your hand luggage:

  • While the list of banned items can differ between air carriers, the general rule to follow is avoid carrying anything sharp, flammable or explosive. This includes box cutters, razor blades, aerosol cans and bleaching agents. Sporting equipment like baseball bats, and items that could injure passengers, such as swords and guns, aren't allowed in the cabin either.

What to wear on a flight:

  • Your main aim is to feel as comfortable as possible. Pick easy-to-remove footwear, dress in loose, natural-fibre clothing and remember to bring a sweater in case it gets cold in the cabin.
  • You've probably heard about deep vein thrombosis (DVT), a blood clot condition caused by long periods of inactivity. To lower your risk on board, drink plenty of water, consider wearing compression socks and keep your feet and legs moving.

How to get through airport security fast when flying to Wellesley?
As seasoned travellers know, the secret is to be well prepared before you get to security. That way, you'll be hopping onto that plane to Wellesley in no time flat. Follow these tips and get your vacation off to a great start:

  • Be sure to have your travel documents and ID within easy reach. They'll be the first things you'll be asked to show at security.
  • Your belt, jacket, keys and other contents of your pockets, like coins, will be required to go through the X-ray machine. Make the whole process faster by removing them as your turn draws near.
  • Your electronic gadgets like laptops and phones will also have to go through the machine to be scanned. No need to worry though, you'll be back online before you know it.
  • Any gels or liquids, such as lip balm or cologne, that you want to bring on board need to be in containers no larger than 3.4 ounces (100 millilitres). Also, they all must fit inside a quart-size (one litre), clear zip-close bag.
  • Lightweight sneakers are a sensible footwear choice as you're less likely to have to remove them when passing through security. Big boots and other bulky shoes are usually subjected to extra screening.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp objects like a pocket knife or tools, pack them safely away in your checked suitcase. They won't be allowed in the cabin.

Flights to Wellesley information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Destination city name
Boston
Roundtrip price
CA $287

Trending flights to Wellesley

Prices were available within the past 7 days and start at CA $190 for one-way flights and CA $295 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Aug. 8 - Sat, Aug. 9
YHZ
Halifax
BOS
Boston
CA $295 Roundtrip, found 2 days ago
CA $295
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Aug. 8 from Halifax to Boston, returning Sat, Aug. 9, priced at CA $295 found 2 days ago
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