Nonstop flights from Toronto to Chicago

3 airlines fly this route, with up to 17 flights a day.

YYZToronto Pearson International

436 mi · 116 flights a week · about 2h 5m

ORDChicago O'Hare International

YYZORD

When they leave

Toronto time

7:00a9:00pFirst departure 7:00 AM, last 9:00 PM

Seven in the morning, 7:00 AM to 11:40 AM, then six in the afternoon, 12:25 PM to 3:14 PM, then five in the evening, 5:15 PM to 9:00 PM.

Every flight

Earliest first

7:00 AM→8:00 AMUnited AirlinesBoeing 737 · 2hDaily
7:29 AM→8:39 AMAmerican AirlinesEmbraer 175 · 2h 10mDaily
8:05 AM→9:00 AMAir CanadaAirbus A220-300 · 1h 55mDaily
8:50 AM→9:48 AMUnited AirlinesBoeing 737 MAX 8 · 1h 58mDaily
10:15 AM→11:21 AMUnited AirlinesEmbraer 175 · 2h 6mMon, Tue, Wed, Thu, Fri, Sun
11:00 AM→12:00 PMUnited AirlinesBoeing 737 · 2hDaily
11:40 AM→12:45 PMAmerican AirlinesCRJ 700 · 2h 5mDaily
12:25 PM→1:23 PMAir CanadaAirbus A220-300 · 1h 58mDaily
1:00 PM→2:05 PMUnited AirlinesEmbraer 175 · 2h 5mDaily
1:15 PM→2:20 PMAmerican AirlinesEmbraer 175 · 2h 5mDaily
2:00 PM→2:55 PMAir CanadaAirbus A220-300 · 1h 55mDaily
2:45 PM→3:51 PMUnited AirlinesEmbraer 175 · 2h 6mMon, Tue, Wed, Thu, Fri, Sun
3:14 PM→4:14 PMAmerican AirlinesEmbraer 170 · 2hDaily
5:15 PM→6:30 PMUnited AirlinesBoeing 737 · 2h 15mMon, Tue, Wed, Thu, Fri, Sun
5:45 PM→6:51 PMUnited AirlinesEmbraer 175 · 2h 6mSat
6:25 PM→7:30 PMAmerican AirlinesEmbraer 175 · 2h 5mDaily
6:50 PM→7:48 PMAir CanadaAirbus A220-300 · 1h 58mDaily
9:00 PM→10:06 PMUnited AirlinesEmbraer 175 · 2h 6mMon, Tue, Wed, Thu, Fri, Sun

Schedules last checked Sep 28, 2026. Times are local.

Flying from Toronto to Chicago

United Airlines flies most often, 5 to 8 times a day on the Embraer 175, Boeing 737 and Boeing 737 MAX 8. American Airlines flies 5 times a day on the Embraer 175, CRJ 700 and Embraer 170. Air Canada flies 4 times a day on the Airbus A220-300.

Flights run every day of the week, from 14 on Saturdays to 17 on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays and Sundays. The first arrival in Chicago is at 8:00 AM and the last at 10:06 PM. The flight covers 436 miles, and scheduled flight times run from 1h 55m to 2h 15m.

Flying back, Chicago to Toronto has 110 nonstop flights a week. Billy Bishop Toronto City (YTZ) also has nonstop flights to Chicago, 14 a week.