Nonstop flights from Toronto to Chicago

Porter Airlines flies this route 1 to 2 times a day until Oct 24.

YTZBilly Bishop Toronto City

442 mi · 13 flights a week

MDWChicago Midway International

YTZMDW

When they leave

Toronto time

8:55a1:45pFirst departure 8:55 AM, last 1:45 PM

One morning flight at 8:55 AM, then one afternoon flight at 1:45 PM.

Every flight

Earliest first

8:55 AM→9:45 AMPorter AirlinesUntil Oct 24Dash 8Daily
1:45 PM→2:35 PMPorter AirlinesUntil Oct 24Dash 8Mon, Tue, Wed, Thu, Fri, Sun

Schedules last checked Sep 20, 2026. Times are local.

Flying from Toronto to Chicago

Porter Airlines is the only airline flying nonstop from Toronto to Chicago, 1 to 2 times a day on the Dash 8.

There are 1 or 2 flights every day of the week. The first arrival in Chicago is at 9:45 AM and the last at 2:35 PM. The flight covers 442 miles.

Flying back, Chicago to Toronto has 13 nonstop flights a week. From Toronto, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 14 a week.

Return flights

Chicago to TorontoView

Every Toronto and Chicago airport

All Toronto to Chicago flightsView

Find the cheapest day to fly from Toronto to Chicago.

Schedules as of Oct 9, 2026.