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Cheap Flights to Boston
|Popular in||July||High demand for flights, 15% potential price rise|
|Cheapest in||February||Best time to find cheap flights, 3% potential price drop|
|Average price||C$ 346||Average for round-trip flights in September 2020|
|Round-trip from||C$ 337||From Toronto to Boston|
|One-way from||C$ 170||One-way flight from Toronto to Boston|
Cheapest prices for Boston flights by month
When is the best time to fly to Boston?
Choose a month below to see average flight price and weather conditions.
YTO - BOS
C$ 303 - C$ 516
4 - 29 °C
70 - 99 mm
When is the best time to book a flight to Boston?
Booking 33 days in advance of your planned departure date is, on average, the best time to get cheap flights to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Which day is cheapest to fly to Boston?
The cheapest day to fly to Boston is usually Friday. At the moment, Monday is the most expensive.
What time of day is cheapest to fly to Boston?
To get the best value, try booking a flight in the evening when visiting Boston. Generally the prices will increase for flights in the afternoon as these tend to have higher demand.
When to fly to Boston
The best time to fly to Boston can be the spring and fall months. The weather is perfect, the city is in full swing and most of the tourists have gone home. You might not get the cheapest flight to Boston during this time, but you’ll be experiencing the city at its best.
Boston gets cold in the winter, but if you’re looking for cheap flights to Boston, travelling in the winter is your best bet.
One of the oldest cities in America, Boston has historic sites dating back to the Revolutionary War. There are colonial buildings downtown, brownstones in Beacon Hill and Back Bay and preserved mansions now housing museums or shops. But though this is arguably one of the most historical and cultural cities in the US, it is far from a museum. Modern skyscrapers stretch up into the skyline; it is a leading medical, high-tech and financial centre with more than 40 institutions of higher learning and also great shopping.
As tourists discover almost immediately on alighting from their flights to Boston, this is a great city for walking. Wander through Boston Common, where late night concerts and plays often take place in the summer months. Or follow the Freedom Trail past some of the town’s most famous buildings to take in an overview of what is on offer.
Boston has four distinct seasons: winter, spring, summer and fall. Winter can be extremely cold, with plenty of snow and freezing temperatures. This is the perfect time to find a cheap flight to Boston though, if you can endure the weather once you arrive. Spring and fall are generally warm with some rain. If you arrive during the fall, hire a car and visit New England for the changing colours. During the summer the weather is hot and the city can often feel a bit crowded.
Boston has plenty of ways to get around, including the world’s oldest subway system, buses, trolley buses, ferries and commuter rail. The quickest, easiest and safest way to travel around Boston and Cambridge is the subway, the “T.” The subway will get you almost anywhere, and while the bus is cheaper, it can be much more confusing. Both the bus and subway run from 5am to 12:30am. A Night Owl bus service now runs until 2:30am on Friday and Saturday nights. It’s easiest to get a travel pass for getting around, since different types of transportation require different tokens. Taxis are easy to find but can be costly. Don’t bother renting a car, unless you’re planning to go outside the city. Traffic can be a nightmare. Most rental agencies rent to drivers age 25 and up. Those drivers ages 21 to 24 will have to pay an extra surcharge.