Nonstop flights from Toronto to Chicago

4 airlines fly from 2 Toronto airports (YYZ and YTZ) to 2 Chicago airports (ORD and MDW), with up to 21 flights a day.

YYZORD

Routes

3 airport pairs

When they leave

Toronto time

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

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

Every flight

Earliest first

7:00 AM→8:00 AMYYZ to ORDUnited AirlinesBoeing 737 · 2hDaily
7:29 AM→8:39 AMYYZ to ORDAmerican AirlinesEmbraer 175 · 2h 10mDaily
8:05 AM→9:00 AMYYZ to ORDAir CanadaAirbus A220-300 · 1h 55mDaily
8:50 AM→9:48 AMYYZ to ORDUnited AirlinesBoeing 737 MAX 8 · 1h 58mDaily
8:55 AM→9:45 AMYTZ to MDWPorter AirlinesUntil Oct 24Dash 8Daily
10:15 AM→11:21 AMYYZ to ORDUnited AirlinesEmbraer 175 · 2h 6mMon, Tue, Wed, Thu, Fri, Sun
11:00 AM→12:00 PMYYZ to ORDUnited AirlinesBoeing 737 · 2hDaily
11:40 AM→12:45 PMYYZ to ORDAmerican AirlinesCRJ 700 · 2h 5mDaily
12:15 PM→1:21 PMYTZ to ORDAir CanadaUntil Dec 14, back Jan 9, 2027Dash 8Daily
12:25 PM→1:23 PMYYZ to ORDAir CanadaAirbus A220-300 · 1h 58mDaily
1:00 PM→2:05 PMYYZ to ORDUnited AirlinesEmbraer 175 · 2h 5mDaily
1:15 PM→2:20 PMYYZ to ORDAmerican AirlinesEmbraer 175 · 2h 5mDaily
1:45 PM→2:35 PMYTZ to MDWPorter AirlinesUntil Oct 24Dash 8Mon, Tue, Wed, Thu, Fri, Sun
2:00 PM→2:55 PMYYZ to ORDAir CanadaAirbus A220-300 · 1h 55mDaily
2:45 PM→3:51 PMYYZ to ORDUnited AirlinesEmbraer 175 · 2h 6mMon, Tue, Wed, Thu, Fri, Sun
3:14 PM→4:14 PMYYZ to ORDAmerican AirlinesEmbraer 170 · 2hDaily
5:15 PM→6:30 PMYYZ to ORDUnited AirlinesBoeing 737 · 2h 15mMon, Tue, Wed, Thu, Fri, Sun
5:45 PM→6:51 PMYYZ to ORDUnited AirlinesEmbraer 175 · 2h 6mSat
6:25 PM→7:30 PMYYZ to ORDAmerican AirlinesEmbraer 175 · 2h 5mDaily
6:50 PM→7:48 PMYYZ to ORDAir CanadaAirbus A220-300 · 1h 58mDaily
7:35 PM→8:41 PMYTZ to ORDAir CanadaUntil Dec 14, back Jan 9, 2027Dash 8Daily
9:00 PM→10:06 PMYYZ to ORDUnited 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. Air Canada flies 6 times a day on the Airbus A220-300 and Dash 8. American Airlines flies 5 times a day on the Embraer 175, CRJ 700 and Embraer 170. Porter Airlines flies 1 to 2 times a day on the Dash 8.

Flights run every day of the week, from 17 on Saturdays to 21 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.

YYZ to ORD is the busiest airport pair, with 116 flights a week, then YTZ to ORD with 14 and YTZ to MDW with 13.

On YTZ to ORD, Air Canada flies it until Dec 14 and is back on Jan 9, 2027. On YTZ to MDW, Porter Airlines flies it until Oct 24.

Flying back, Chicago to Toronto has 137 nonstop flights a week.

Return flights

Chicago to TorontoView

Find the cheapest day to fly from Toronto to Chicago.

Schedules as of Oct 9, 2026.