Oakville to Waterbury: Road Trip Guide & Distance

How far is Oakville from Waterbury?

The distance from Oakville to Waterbury is 362.1 miles (582.7 km) as the crow flies. Waterbury is located ESE of Oakville. By car, the driving distance is approximately 434.5 miles, taking about 8h 44min. A direct flight would take roughly 1h 14min. Oakville is in Ontario, Canada, while Waterbury is in Connecticut, United States.

This is a solid day of driving. Be sure to take breaks every 2-3 hours to avoid driver fatigue, and plan your meals ahead of time. Heading East means you'll be driving into the sunrise if you start early. Keep your windshield clean for the best visibility. Keep in mind this route crosses international borders. Don't forget your passport, and check current border crossing times and vehicle insurance requirements.

Coordinates come from public place data for Oakville and Waterbury. The driving distance is estimated from straight-line distance with a road-factor model, so confirm the route in your navigation app. Fuel, flight, bus, and train values are planning estimates and can change by date, provider, road closures, and border rules.