Chicago to Winnipeg (ORD–YWG) — Airlines, Schedules & Connections
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No nonstop flights on this route. connecting options below.
ORD–YWG is served by 2 airlines with nonstop service. Air Canada and United Airlines lead the route. The flight covers 707 miles in approximately 2h 35m. Beyond nonstop, 30 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| AC Air Canada | 7 | E75L | 2h42 | Star Alliance | – | |
| UA United Airlines | 7 | E7W | 2h35 | Star Alliance | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Travel Essentials
ORD: CDT · YWG: CDT
When it's 6:00 PM in Chicago, it's 6:00 PM in Winnipeg.
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.
CTA Blue Line runs 24/7 from downtown Loop stations to O'Hare (45 min, $5). Pace buses serve suburbs. Ride-shares cost $35–55 from downtown depending on traffic; add 30+ minutes during rush hour on the Kennedy Expressway.Economy parking lots E/F connect via ATS people mover. Terminal 5 (international) is separate from Terminals 1–3; allow extra time for inter-terminal transfers.
ORD–YWG Quick Facts
Frequently Asked Questions
Flights from ORD to YWG
Chicago O'Hare International Airport (ORD) and Winnipeg / James Armstrong Richardson International Airport (YWG) are connected by nonstop service from Air Canada and United Airlines. With 14 weekly departures, this is a well served route.
ORD to YWG Flight Duration and Schedule
Nonstop flight time from ORD to YWG ranges from 2 hours 35 minutes to 2 hours 42 minutes. The route covers a distance of 707 miles (1,138 km). There are approximately 14 weekly flights outbound and 21 return, totaling 35 flights per week in both directions.
Connecting Options and Alternatives
30 one-stop connections are available, with the fastest taking approximately 4 hours via OMA. Two-stop connections are also available via intermediate hubs.