Winnipeg to Chicago/Prospect Heights/Wheeling (YWG–PWK) — 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.
Last scheduled nonstop: Jun 2026.
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.
YWG–PWK had nonstop service, last on the schedule in June 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 700 miles in 1h 29m.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| TWY TWY | 0 | – | – | – | – |
On-Time Performance
Travel Essentials
YWG: CDT · PWK: CDT
When it's 6:00 PM in Winnipeg, it's 6:00 PM in Chicago/Prospect Heights/Wheeling.
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.
YWG–PWK Quick Facts
Frequently Asked Questions
Flights from YWG to PWK
Winnipeg / James Armstrong Richardson International Airport (YWG) and Chicago Executive Airport (PWK) had nonstop service, last on the schedule in June 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.
YWG to PWK Flight Duration and Schedule
Nonstop flight time from YWG to PWK is about 1 hours 29 minutes gate to gate. The route covers a distance of 700 miles (1,126 km).