Flights Winnipeg → Chicago
YWG → ORD
How long is the flight from Winnipeg to Chicago?
The flight from Winnipeg (YWG) to Chicago (ORD) takes 1h 52m on average. That is the median time recorded across 1 scheduled flight on this leg; the actual time varies by a few minutes with wind, routing and take-off queues.
Route overview
The flight route from Winnipeg to Chicago connects two major North American cities, with Chicago's airport serving over 80 million passengers annually. This high-volume traffic indicates a significant demand for air travel between these destinations.
Your rights on this US flight (DOT)
US flights have no statutory cash compensation for delays. Under the US DOT rules, if your flight is cancelled or significantly changed and you decline rebooking, you're owed an automatic refund of the unused ticket. The tarmac-delay limit is 3 hours (domestic) / 4 hours (international). Amenities for controllable delays depend on each airline's contract of carriage.
US flight refund rules & checker →General information, not legal advice.
The Winnipeg (YWG) → Chicago (ORD) route is operated by Air Canada, United Airlines. Across 8 flights monitored in recent months, 67% arrived on time (within 15 min of schedule), with an average delay of 8 minutes. The cancellation rate is 0.00%. FlightGuard's average computed risk is 24.3/100 (medium), updated in real time from weather, ATC delays, strikes, NOTAMs, fuel and flight history. At Chicago the average ATFM delay is 5.5 minutes (main cause: atfm). Departing from Winnipeg the average ATFM delay is 3.0 minutes.
Heading to Chicago: what to expect in this direction
Flying from Winnipeg (YWG) to Chicago (ORD) heads south-east for about 1,138 km, a flight time of roughly 1h 52m.
Departures from Winnipeg on this leg cluster in the morning window: about 100% of YWG-ORD flights take off then.
Air-traffic congestion: departing Winnipeg the average ATFM delay is 3.0 min (atfm); arriving into Chicago it is 5.5 min (atfm).
Across 8 tracked YWG-ORD flights, 67% left on time with an average delay of 8 min and a 0.0% cancellation rate.
Route facts
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Airline punctuality on this route
| Airline | On-time | Average delay | Cancellations |
|---|---|---|---|
| United Airlines (UA) | 83% | 5 min | 1.3% |
Airlines operating YWG-ORD
Airports
Frequently asked questions about YWG-ORD
The flight from Winnipeg (YWG) to Chicago (ORD) takes 1h 52m on average. That is the median time recorded across 1 scheduled flight on this leg; the actual time varies by a few minutes with wind, routing and take-off queues.
On the Winnipeg (YWG) -> Chicago (ORD) route, on-time performance is 67% with an average delay of 8 minutes, based on 8 tracked flights.
The cancellation rate on Winnipeg-Chicago is 0.00% across 8 monitored flights.
The route is operated by 2 airlines: Air Canada, United Airlines.
Enter your flight number on FlightGuard for a real-time analysis based on 9 factors: weather at Chicago, ATC delays, strikes, NOTAMs, fuel, airline punctuality and recent trends.
US flights have no statutory cash compensation for delays. Under US DOT rules, if the airline cancels or significantly changes your flight and you decline rebooking, you're owed an automatic refund of the unused ticket. The tarmac-delay limit is 3 hours (domestic) / 4 hours (international). Meals or hotels for controllable delays depend on each airline's contract of carriage.
