YWG → ORDWinnipeg to Chicago

live

Direct flights from Winnipeg (YWG) to Chicago (ORD): 7 nonstop departures observed each week across 1 airline. 80% of the last 15 operated flights arrived within 15 minutes of schedule. The median arrival is 12 minutes early. 1 of the 15 tracked flights was cancelled. The nonstop covers 1,138 km, an estimated 1 hour 58 minutes in the air. Measured by Pro Flight Search from live flight boards at Winnipeg and Chicago. Updated 17 August 2026 at 17:41 UTC.

YWG Winnipeg tracking
ORD Chicago smooth · +0
1,138 km · ~1h 58m est.
dep bank 07:00–14:007x weekly
Runs reliable · 1 airline · 7x weekly · nonstop
80% on time

of the last 15 operated YWG → ORD flights arrived within 15 minutes

Median arrival delay is −12 min. 1 of 15 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Search live fares for this route →
Median arrival−12 minacross the last 15 operated legs
Flight time~1h 58mestimated from route distance
Weekly departures7x1 direct airline on the leg
Cancelled6.7%recent route rate · 1 of 15

Current nonstop fares

YWG → ORD · one way · economy · 1 adult

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TodayChecking…Direct airline fares
TomorrowChecking…Direct airline fares
In one weekChecking…Direct airline fares

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
United Airlines

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
United AirlinesUA80% on time

Flights UA5491 07:00 daily · UA6005 07:00 We Th Fr Sa Su · UA5511 12:56 daily · UA5639 14:00 Tu We Th Fr Sa Su

History

operated legs · board outcomes
08-17UA6005arrived−26
08-16UA5639arrived+35
08-16UA6005arrived+0
08-15UA5639arrived+1
08-15UA6005arrived−7
08-14UA5639arrived−18
08-14UA6005dep +9 → arr−20
08-13UA5639arrived+16
08-13UA6005dep +12 → arr−20
08-12UA5639arrived−22
08-12UA6005dep +10 → arr−16
08-11UA5639dep +10 → arr−12
08-11UA6005cancelledCNX
08-10UA5491dep +13 → arr+15
08-10UA5511arrived−19

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 →
ORDChicago +0 min smooth 🌤 mostly cloudy · NNE 6 kt Full ORD delay board →

How the Winnipeg to Chicago route actually runs

Pro Flight Search tracks every published board update for nonstop YWG to ORD flights: 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. Fares link straight to the operating airline with no markups.

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 (ORD) route reliability, measured from operated flights on official airport boards.

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

YWG to ORD questions

Is YWG–ORD 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.

Morning or evening flight on YWG–ORD?

Operators schedule morning departures around 07:00 from YWG. Earlier flights typically land before destination-airport delays accumulate later in the day; check the ORD delay card to confirm conditions when you'd arrive.

How long is the flight from YWG to ORD?

Great-circle distance is 1,138 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 110–128 min gate-to-gate on this route.

How often does YWG–ORD fly?

United Airlines runs the route with about 25 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.