Winnipeg to Chicago (YWG–ORD) — Airlines, Schedules & Connections
No flights match your filters.
No nonstop flights on this route. connecting options below.
YWG–ORD is served by 3 airlines with nonstop service. Air Canada, avianca and United Airlines lead the route. The flight covers 707 miles in approximately 2h 16m. Beyond nonstop, 29 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| AC Air Canada | 7 | E7W | 2h25 | Star Alliance | – | |
| AV avianca | 7 | E75L | 2h25 | Star Alliance | – | |
| UA United Airlines | 7 | E7W | 2h16 | Star Alliance | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Travel Essentials
YWG: CDT · ORD: CDT
When it's 6:00 PM in Winnipeg, it's 6:00 PM in Chicago.
Canadian citizens do not need a visa or ESTA to enter the United States for tourism or business stays up to 6 months. A valid Canadian passport is required for air travel. Land and sea crossings also accept a NEXUS card, enhanced driver's license, or FAST card. At the border, officers determine the length of stay and may ask for proof of ties to Canada and a return plan.
CTA Blue Line runs 24/7 from O'Hare to downtown Chicago (45 min, $5). Taxis use a flat-rate zone system; downtown is around $40–45 plus tip. Ride-shares are typically $30–50.The Airport Transit System (ATS) connects all terminals and parking. Metra commuter rail does not serve O'Hare directly; transfer downtown via Blue Line.
Continental climate with four distinct seasons. Summers are warm and humid (25–32°C) with afternoon thunderstorms. Winters are cold (−10 to −2°C) with heavy snowfall that regularly delays flights December through March.
Spring and fall are mild but unpredictable. Pack layers. Lake Michigan moderates temperatures near the lakefront, but O'Hare sits inland and runs colder.
YWG–ORD Quick Facts
Frequently Asked Questions
Flights from YWG to ORD
Winnipeg / James Armstrong Richardson International Airport (YWG) and Chicago O'Hare International Airport (ORD) are connected by nonstop service from Air Canada, avianca and United Airlines. With 21 weekly departures, this is a well served route.
YWG to ORD Flight Duration and Schedule
Nonstop flight time from YWG to ORD ranges from 2 hours 16 minutes to 2 hours 25 minutes. The route covers a distance of 707 miles (1,138 km). There are approximately 21 weekly flights outbound and 14 return, totaling 35 flights per week in both directions.
Connecting Options and Alternatives
29 one-stop connections are available, with the fastest taking approximately 4 hours via YHM. Two-stop connections are also available via intermediate hubs.