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

Milwaukee → Chicago via Denver: arrives on time 47%

  1. 17:46 MKE → 19:45 DEN
    UA 5544 · United, flown by SkyWest · 2h 59m · 57% on time, 2.0% cancelled
  2. 1h 20m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 21:05 DEN → 00:44 ORD +1 day
    UA 2649 · United · 2h 39m · 71% on time, 5.6% cancelled

Total trip 6h 58m, scheduled departure to arrival. Times are local. Both flew on 26 of the last 56 days.

Makes the connection71%The first flight arrived more than 35 minutes late on 29% of the days it flew: too late for the 45-minute minimum connection on a 1h 20m layover.
Arrives on time47%First flight not cancelled (2.0% are) × connection made (71%) × second flight not cancelled (5.6% are) and within 15 minutes (71%).
Total trip6h 58mMKE 17:46 to ORD 00:44, layover included

Tight connection: often missed. The first flight is late enough to miss it on more than 1 day in 4.

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