Chicago to Winnipeg (ORD–YWG) — 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.
ORD–YWG is served by 2 airlines with nonstop service. United Airlines and American Airlines lead the route. The flight covers 707 miles in approximately 2h 38m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| UA United Airlines Also: AC, AV, CM | 14 | E75L, E7W | 2h38 | Star Alliance | AC, AV, CM | |
| AA American Airlines | 0 | – | – | Oneworld | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Winnipeg from Chicago
| Metric | ORD→YWG | MDW→YWG |
|---|---|---|
| Distance from ORD | – | 15 mi |
| Nonstop airlines | 2 | 4 |
| Weekly flights | 43 | – |
| Flight time | 2h 38m | 1h 50m |
| Departure OTP | 100% | – |
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 United Airlines and American Airlines. With 43 weekly departures, this is a heavily served route.
ORD to YWG Flight Duration and Schedule
Nonstop flight time from ORD to YWG is about 2 hours 38 minutes gate to gate. The route covers a distance of 707 miles (1,138 km). There are approximately 43 weekly flights outbound and 70 return, totaling 113 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Minneapolis–Saint Paul, Toronto Pearson and Ottawa Macdonald-Cartier. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (MDW).