YWG → MDWWinnipeg to Chicago

live

Direct flights from Winnipeg (YWG) to Chicago (MDW): 1 nonstop departure observed each week across 1 airline. The median arrival is 11 minutes early. No cancellations were recorded across the 1 tracked flight. The nonstop covers 1,163 km, an estimated 1 hour 59 minutes in the air. Measured by Pro Flight Search from live flight boards at Winnipeg and Chicago. Updated 16 October 2026 at 04:54 UTC.

YWG Winnipeg tracking
MDW Chicago smooth · +0
1,163 km · ~1h 59m est.
departs 16:081x weekly
Running clean · 1 airline · 1x weekly · nonstop
100 / 100

route health from live YWG and MDW delay boards

Median arrival delay is −11 min. 0 of 1 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−11 minacross the last 1 operated legs
Flight time~1h 59mestimated from route distance
Weekly departures1x1 direct airline on the leg

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Air Canada

Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.

Who flies it

observed on the boards · 7 days
Air CanadaAC

Flights AC7018 16:08 We

History

operated legs · board outcomes
10-14AC7018arrived−11

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
YWGWinnipeg tracking Full YWG delay board →
MDWChicago +0 min smooth 🌤 clear · N 0 kt Full MDW delay board →

How the Winnipeg to Chicago route actually runs

Pro Flight Search records official board updates for nonstop YWG to MDW flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.

Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure

Cite this data

Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.

Suggested citation

Pro Flight Search — Winnipeg (YWG) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/YWG-MDW
How we measure this →

YWG to MDW questions

Is YWG–MDW running on time right now?

Smooth skies ahead. Both endpoints currently score the same, route health score 100/100. The airports section above carries the live status and delay window at both ends.

How long is the flight from YWG to MDW?

Great-circle distance is 1,163 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 112–130 min gate-to-gate on this route.

How often does YWG–MDW fly?

Air Canada runs the route with about 1 flight a week (wed). Since one carrier owns the route, a single disruption tends to ripple through the day.

What does the route health score measure?

A blend of departure-side delay at YWG and arrival-side delay at MDW, computed from rolling delay windows (refreshed every 40 minutes) with a daily-rollup fallback. Current MVFR, IFR, or LIFR endpoint weather caps the score when flight rules can limit throughput. Higher is healthier: 100 means operations are clean at both ends.