Other Destinations
Boston (BOS) to Fort Lauderdale (FLL) in October from $68
From $68
Boston (BOS) to Philadelphia (PHL) in October from $71
From $71
Boston (BOS) to Orlando (MCO) in October from $73
From $73
Boston (BOS) to Washington, D.C. (BWI) in October from $77
From $77
Boston (BOS) to Fort Myers (RSW) in October from $78
From $78
Boston (BOS) to West Palm Beach (PBI) in October from $89
From $89
Flights from Other Cities
Tampa (TPA) to Toronto (YYZ) in October from $180
From $180
Washington, D.C. (DCA) to Toronto (YYZ) in October from $254
From $254
Winnipeg (YWG) to Toronto (YYZ) in October from $276
From $276
San Francisco (SFO) to Toronto (YYZ) in October from $288
From $288
Columbus (CMH) to Toronto (YYZ) in October from $309
From $309
New York (Any) to Toronto (YYZ) in October from $376
From $376
✈️ Flight Guide: Boston (BOS) → Toronto (YYZ)
Complete travel information for your October journey
October is a great time to depart from Boston Logan International Airport (BOS) for Toronto travel. Shoulder-season fares often appear, Fall foliage attracts visitors, and local events like the Head of the Charles Regatta increase demand on specific weekends. Plan ahead for variable weather and book nonstop BOS to YYZ flights early for the best prices.
Departing from Boston (BOS) FAQs
Boston Logan International Airport (BOS) follows standard airline check-in rules year-round, but in October you should allow extra time for seasonal crowds around fall break weekends and the Head of the Charles Regatta. Arrive at least 90 minutes before domestic flights and 2 hours for international connections; use online check-in and mobile boarding passes where possible. Consider TSA PreCheck or CLEAR to speed through security lines during peak October travel days.
Yes — several carriers operate nonstop service between Boston Logan International Airport (BOS) and Toronto Pearson International Airport (YYZ) during October. Typical nonstop carriers include Air Canada and American/other major airlines, with multiple daily frequencies; check airline schedules and book early for the best nonstop Boston to Toronto fares.
October in Boston is fall season with crisp temperatures (usually 45–60°F / 7–16°C) and occasional rain; dense fog or nor'easters are rare but possible and can cause delays. Airlines and the airport handle fall weather well, but allow extra connection time and monitor flight status for weather-related adjustments. Pack a light layer and check both BOS and YYZ conditions before departure.
For flights from Boston Logan International Airport (BOS) connecting internationally in October, arrive at least 2 hours before departure for U.S.-Canada travel; busy holiday weekends around Canadian Thanksgiving may require extra time. Use online check-in and baggage drop where offered, and confirm customs/entry requirements for Canada to avoid last-minute issues.
Yes — October brings fall foliage tourists and events like the Head of the Charles Regatta, so book early and expect higher demand on weekends. Consider midweek flights for lower prices, checkfor fare sales for 'BOS to YYZ October' deals, and use airport shuttles or Logan Express to avoid parking surcharges.
Boston Logan International Airport (BOS) offers Logan Express buses to major hubs (South Station, Back Bay), MBTA Silver Line, taxis, rideshares and on-airport parking; services run year-round including October. For travel to downtown Boston, the Silver Line to South Station is affordable, while rideshare or taxi may be faster with luggage; reserve shuttles ahead for busy October event weekends.
Arriving at Toronto Pearson International Airport (YYZ) in October offers a classic autumn welcome — crisp air, fall colors, and manageable crowds except around Canadian Thanksgiving. YYZ is well-equipped with transit options and services to get you to downtown Toronto, Niagara Falls, Mississauga or Ottawa efficiently.
Arriving at Toronto (YYZ) FAQs
Toronto Pearson International Airport (YYZ) in October sees comfortable fall weather and steady passenger volumes as travel settles into shoulder season. Expect standard Canadian border procedures on arrival, with additional checks possible around Canadian Thanksgiving weekend; have your passport and eTA/visa documentation ready.
From Toronto Pearson International Airport (YYZ) you can take the UP Express train to downtown Union Station in ~25 minutes, regional buses, taxis, rideshares, and rental cars; services run reliably in October. For nearby destinations like Mississauga, Oakville or Niagara Falls, consider GO Transit trains/buses, ride-share, or renting a car — check schedules for Canadian Thanksgiving when service levels may change.
Yes — Canadian Thanksgiving falls on the second Monday of October, which can increase domestic travel and hotel demand, especially for flights connecting through Toronto Pearson International Airport (YYZ). Also, Toronto hosts fall events like Nuit Blanche and seasonal festivals that may impact availability and prices; plan and book early if traveling around holiday weekends.
When arriving at Toronto Pearson International Airport (YYZ) from Boston, declare all goods and follow CBSA guidelines; personal exemptions apply depending on length of stay and residency. Baggage handling is standard, but expect slightly longer waits through customs during holiday weekends in October — use eGate kiosks if eligible to speed through.
October in Toronto brings cool fall weather, typically between 40–55°F (4–13°C) with crisp days and chilly evenings; occasional rain is common and late-month flurries are possible in colder years. Pack warm layers, a waterproof jacket, and comfortable footwear for walking in downtown Toronto or day trips to Niagara Falls to enjoy fall foliage.
Toronto Pearson International Airport (YYZ) serves as the gateway to downtown Toronto, Mississauga, Oakville, Niagara Falls, Ottawa and Montreal for onward travel. Many travelers use YYZ for business in Toronto or as a hub to visit Canada’s major attractions — plan transit times accordingly when connecting to these destinations from YYZ in October.
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Events & Festivals Impacting BOS–YYZ Travel in October
October is an eventful month for both Boston and Toronto impacting BOS–YYZ travel. In Boston, the Head of the Charles Regatta and fall festivals draw visitors; in Toronto, Canadian Thanksgiving and cultural events like Nuit Blanche (city-wide arts festival) and fall-themed markets increase local travel. These events can affect hotel availability and flight demand, especially around holiday weekends, so plan and book flights and ground transport in advance.
Best Time to Fly — Boston Logan (BOS) to Toronto Pearson (YYZ) in October
The best time to fly BOS to YYZ in October is during the shoulder-season midweek (Tuesday–Thursday) when fares are typically lower and airports are less crowded. Early-morning departures can reduce delay risk, while avoiding the second Monday of October (Canadian Thanksgiving) will help you dodge higher prices and fuller flights. For leaf-peeping and sightseeing, mid-October often offers the most consistent fall color and comfortable temperatures in both Boston and southern Ontario.
Direct vs Connecting — BOS to YYZ Flights in October
For the short BOS to YYZ hop, direct/nonstop flights are generally preferable: they minimize overall travel time (typically under two hours gate-to-gate) and reduce the risk of missed connections. Connecting itineraries can be cheaper in some cases, but usually add travel time and complexity (customs, recheck, additional bag fees). If your itinerary requires a connection, choose reliable hubs and allow ample layover time, especially in October when holiday travel can affect schedules.
Airline Comparison — Boston Logan (BOS) to Toronto Pearson (YYZ) in October
Top carriers on the BOS–YYZ route include Air Canada, American Airlines (select nonstops/one-stops), WestJet (where available), and connecting options via major U.S. hubs. Air Canada typically offers the most nonstop frequencies and integrated service to YYZ, while U.S. carriers may have competitive fares or loyalty program benefits. Porter Airlines sometimes offers regional routes to Toronto, and low-cost options can appear seasonally; always review baggage policies, seat selection fees, and change/cancellation rules when comparing prices.
Seasonal Travel Tips for BOS to YYZ in October
October travel between Boston Logan International Airport (BOS) and Toronto Pearson International Airport (YYZ) benefits from pleasant weather and shoulder-season savings, but seasonal tips make the trip smoother. Pack layered clothing and a light rain jacket for unpredictable fall showers; bring a portable charger and travel documents (passport, eTA) handy for border control at YYZ. Reserve UP Express or pre-book shuttle transfers, and leave extra time for holiday weekends such as Canadian Thanksgiving. For fall foliage trips, allow for flexible day trips and checked-bag allowances if planning outdoor excursions.
Flight Time & Schedule — Boston Logan (BOS) to Toronto Pearson (YYZ) in October
The typical nonstop flight time between Boston Logan International Airport (BOS) and Toronto Pearson International Airport (YYZ) is approximately 1 hour 25 minutes airborne, with gate-to-gate times often near 1 hour 40 minutes depending on routes and traffic. In October, airlines usually operate multiple daily nonstop flights; common carriers include Air Canada and major U.S. airlines offering both nonstop and connecting options. Early morning flights (departures between 6:00–8:30 AM) and late afternoon departures (3:00–6:00 PM) are frequent, while overnight options are limited on this short-haul route.
Cheap Flights from Boston Logan International Airport (BOS) to Toronto Pearson International Airport (YYZ) — October Deals
Finding cheap flights from Boston Logan International Airport (BOS) to Toronto Pearson International Airport (YYZ) in October is realistic if you plan ahead. Primary keywords to search: 'cheap flights BOS to YYZ October', 'Boston to Toronto October deals', and 'BOS YYZ fares fall'. Use flexible date search windows, book 3–8 weeks out, and target midweek departures; Tuesdays and Wednesdays often offer the lowest round-trip fares. Sign up for airline newsletters from Air Canada, Porter, American Airlines and fare alerts on aggregator sites to catch flash sales. Consider early-morning flights and red-eye returns, check nearby airports for alternative pricing, and bundle hotel or car rentals for additional discounts.