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

Chicago → Milwaukee via Minneapolis: arrives on time 71%

  1. 13:49 MDW → 15:33 MSP
    DL 4820 · Delta, flown by Endeavor · 1h 44m · 68% on time, 3.6% cancelled
  2. 2h 41m layover in Minneapolis (MSP) · 45 min minimum on one ticket
  3. 18:14 MSP → 19:37 MKE
    DL 4464 · Delta, flown by SkyWest · 1h 23m · 83% on time, 0.0% cancelled

Total trip 5h 48m, scheduled departure to arrival. Times are local. Both flew on 54 of the last 56 days.

Makes the connection89%The first flight arrived more than 116 minutes late on 11% of the days it flew: too late for the 45-minute minimum connection on a 2h 41m layover.
Arrives on time71%First flight not cancelled (3.6% are) × connection made (89%) × second flight not cancelled (0.0% are) and within 15 minutes (83%).
Total trip5h 48mMDW 13:49 to MKE 19:37, 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.