YIP → MDWDetroit to Chicago

live

Direct flights from Detroit (YIP) to Chicago (MDW): 2 nonstop departures observed each week across 1 airline. The median arrival is 55 minutes late. No cancellations were recorded across the 2 tracked flights. Measured by Pro Flight Search from live flight boards at Detroit and Chicago. Updated 30 October 2026 at 04:54 UTC.

YIP Detroit tracking
MDW Chicago heavy · +57
dep bank 01:25–05:042x weekly
Disrupted · 1 airline · 2x weekly · nonstop
24 / 100

route health from live YIP and MDW delay boards

Median arrival delay is +55 min. 0 of 2 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival+55 minacross the last 2 arrivals
Weekly departures2x1 direct airline on the leg

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Kalitta Charters

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
Kalitta ChartersK9

Flights K988 01:25 Tu · K965 05:04 Tu

History

operated legs · board outcomes
10-29HER976arrived+4
10-27K965arrived+55

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
YIPDetroit tracking Full YIP delay board →
MDWChicago +57 min heavy 🌤 overcast · S 9 kt Full MDW delay board →

How the Detroit to Chicago route actually runs

Pro Flight Search records official board updates for nonstop YIP 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: Detroit (YIP) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

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

YIP to MDW questions

Is YIP–MDW running on time right now?

High disruption likely. The arrival side at MDW is the weaker end, route health score 24/100. The airports section above carries the live status and delay window at both ends.

How often does YIP–MDW fly?

Kalitta Charters runs the route with about 2 flights a week (tue). 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 YIP 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.