What this Boston & Toronto page shows
This page compares the full metro areas of Boston (BOS) and Toronto (YYZ, YTZ) and lists every destination both cities can reach on a nonstop flight: 100 in all, across 41 countries and 7 regions. For each one you can see the flight time and distance from BOS and from YYZ, so the trade-off between the two legs is clear at a glance.
Use the map to see how far the options spread, then check the meet-in-the-middle pick (Montreal has the smallest gap in flight distance here) before opening the full table to sort all 100 shared routes. To filter by month and check live fares, open the Midway app with Boston and Toronto already loaded.
Where you can both fly
Every marker is a destination with nonstop service from both Boston and Toronto. The spread runs from New York close by to Hong Kong at the far edge, so you can gauge whether a short hop or a long-haul meet-up makes more sense.
All shared destinations
Each row is a destination both cities reach nonstop. The two right-hand columns give the flight time and distance from BOS and from YYZ. When those two legs are close, the trip splits evenly between Boston and Toronto. Open the full table in Midway to sort by either leg or filter by month.
Where in the world
Shared destinations grouped by region — 100 in total across 7 regions.
Year-round or seasonal
67% of these routes fly year-round, with 33 running only in certain seasons. If your meet-up date is flexible you have the full set to choose from; if it is fixed, lean toward the year-round destinations so you are not counting on a route that may not be flying that month.
Related Routes
Frequently asked questions
How many nonstop destinations do Boston and Toronto share?
There are 100 destinations both Boston and Toronto reach without a connection, spanning 41 countries in 7 regions.
What is the closest place both Boston and Toronto can fly to nonstop?
New York is the closest shared nonstop destination for Boston and Toronto.
Where should travelers from Boston and Toronto meet halfway?
Montreal is the most balanced shared destination, with the smallest difference in flight distance from the two cities.
What is the farthest shared nonstop destination from Boston and Toronto?
Hong Kong is the farthest destination both Boston and Toronto can reach nonstop.
Open Boston and Toronto in Midway
Filter by month, distance, flight time, country and region, see prices from each city, and send the link to your group.
Last updated: October 5, 2026