Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026

Milwaukee → Chicago via Kansas City: arrives on time 32%

11:40 MKE → 13:10 MCI

WN 1702 · Southwest · 1h 30m · 81% on time, 3.0% cancelled
2h 55m layover in Kansas City (MCI) · 45 min minimum on one ticket
16:05 MCI → 17:30 MDW

WN 9 · Southwest · 1h 25m · 36% on time, 8.3% cancelled

Total trip 5h 50m, scheduled departure to arrival. Times are local. Both flew on 12 of the last 56 days, too few to list among the best connections.

Makes the connection100%The first flight arrived more than 130 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 2h 55m layover.

Arrives on time32%First flight not cancelled (3.0% are) × connection made (100%) × second flight not cancelled (8.3% are) and within 15 minutes (36%).

Total trip5h 50mMKE 11:40 to MDW 17:30, layover included

Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.