Chicago to Toronto (MDW–YYZ) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
MDW–YYZ had nonstop service from United Airlines, Air Canada and Delta Air Lines, last on the schedule in August 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 432 miles in 1h 4m.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| UA United Airlines | 1 | – | – | Star Alliance | – | |
| AC Air Canada | 0 | – | – | Star Alliance | – | |
| DL Delta Air Lines | 0 | – | – | SkyTeam | – | |
| HTT HTT | 0 | – | – | – | – |
Connection Landscape
On-Time Performance
Other ways to reach Toronto from Chicago
| Metric | MDW→YYZ | ORD→YYZ | GYY→YYZ |
|---|---|---|---|
| Distance from MDW | – | 15 mi | 21 mi |
| Nonstop airlines | – | 24 | 1 |
| Weekly flights | – | 369 | 1 |
| Flight time | 1h 4m | 1h 1m | 1h 15m |
| Departure OTP | 51% | – | – |
Travel Essentials
MDW: CDT · YYZ: EDT
When it's 6:00 PM in Chicago, it's 7:00 PM in Toronto.
US passport holders enter Canada without a visa for stays up to 6 months. No eTA is needed when arriving by air with a US passport. Passport must be valid for the duration of the stay. A return or onward ticket and proof of funds may be requested at the border.
UP Express from T1 to Union Station runs every 15 minutes (25 min, CAD $12.35). The station is inside T1; take the LINK train from T3 arrivals first (free, 3 min). Taxis to downtown use a meter; expect CAD $55–75.Ride-hail (Uber, Lyft) picks up at the designated Ground Transportation area; follow signs. TTC buses run to the Kipling and Bloor–Yonge subway stations (CAD $3.30) for a longer but cheaper option. Car rental agencies are at T1 and accessible from T3 via the LINK train.
Humid continental climate. Winters are harsh (−10 to −1°C, December–March) with significant snowfall. Pearson closes runways for plowing and de-icing regularly, causing wave delays. Ice storms (freezing rain) are more disruptive than snowfall and can halt operations for hours. Buffalo-effect lake-effect snow can bring heavy accumulations with little warning.
Summers are warm and humid (22–30°C) with afternoon thunderstorms that delay departures July–August. Spring and fall are pleasant but unpredictable. YYZ connections in winter require significant schedule buffer. It is Canada's most weather-disrupted major hub.
MDW–YYZ Quick Facts
Frequently Asked Questions
Flights from MDW to YYZ
Chicago Midway International Airport (MDW) and Toronto Pearson International Airport (YYZ) had nonstop service from United Airlines, Air Canada and Delta Air Lines, last on the schedule in August 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.
MDW to YYZ Flight Duration and Schedule
Nonstop flight time from MDW to YYZ is about 1 hours 4 minutes gate to gate. The route covers a distance of 432 miles (696 km).
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Pittsburgh, Detroit Metropolitan Wayne County and Cleveland Hopkins. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), Gary (GYY) and South Bend (SBN).