Compare: Toronto→New York (550 km) vs Toronto→Chicago (701 km). Toronto → New York wins by 151 km (22%). Side-by-side with flight & drive times.
By SnapDistance Team · Updated April 7, 2026
550 km
342 miles · Flight: ~1h 11min · Drive: ~8h 56min
✓ Shorter route
701 km
436 miles · Flight: ~1h 23min · Drive: ~11h 23min
Difference: 151 km (22%) · Flight time difference: ~12 min
Toronto → New York is the shorter route at 550 km, which is 151 km (22%) shorter than Toronto → Chicago. You would save approximately 12 min in flight time by choosing the shorter route.
| Metric | Toronto → New York | Toronto → Chicago |
|---|---|---|
| Distance (km) | 550 | 701 |
| Distance (miles) | 342 | 436 |
| Flight time | ~1h 11min | ~1h 23min |
| Driving time | ~8h 56min | ~11h 23min |
| Road distance (est.) | ~715 km | ~911 km |
| Drivable? | Yes | Yes |
| Cross-continental | No | No |
The Toronto to New York route covers 550 km (342 miles), staying within North America. Toronto (population: 2,731,571) is located in Ontario, Canada, while New York (population: 8,336,817) is in Northeast, United States.
The Toronto to Chicago route covers 701 km (436 miles), remaining within North America. Toronto (population: 2,731,571) is in Ontario, Canada, and Chicago (population: 2,693,976) is in Midwest, United States.
Flying from Toronto to New York takes approximately 1h 11min, while Toronto to Chicago takes 1h 23min. If driving is an option, expect roughly 8h 56min for the first route and 11h 23min for the second.
Since both routes depart from Toronto, this comparison is especially useful for travelers deciding between New York and Chicago as a destination.
The 151 km difference between these routes is noticeable in both travel time and fuel or ticket costs.
Both routes are drivable, with road distances of approximately 715 km and 911 km respectively. For road trips, the shorter route saves roughly 196 km of driving.
New York (United States) has a population of 8,336,817 and is located in the Northeast region of North America. As a major metropolis, it offers extensive international connections and diverse attractions.
Chicago (United States) has a population of 2,693,976 and is situated in Midwest, North America. This city serves as an important regional hub with solid connectivity.
Choose Toronto → New York if minimizing travel distance and flight time is your priority. The 151 km difference means a significant saving in fuel, time, and potentially cost. Choose Toronto → Chicago if the destination itself is more important than the journey length.
New York is closer at 550 km, which is 151 km (22%) shorter.
550 km (342 miles). Flight: ~1h 11min.
701 km (436 miles). Flight: ~1h 23min.
Flying to New York is faster at ~1h 11min, saving about 12 min compared to Chicago.
All distances on SnapDistance are calculated using the Haversine formula, which determines the great-circle distance between two points on Earth's surface. This gives the shortest possible distance over the globe, which is the measurement used for aviation and navigation. Actual travel distances by road or rail are typically 20-40% longer due to terrain, borders, and infrastructure routing. Flight times assume 800 km/h cruising speed with 30 minutes for takeoff and landing. Driving estimates use 80 km/h average speed with a 30% road distance factor.
📍 Data: Coordinates from OpenStreetMap contributors. Distances calculated using the Haversine formula. Travel times are estimates only. Last verified: April 7, 2026.