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

Chicago → Portland via Baltimore: arrives on time 79%

  1. 07:00 MDW → 09:45 BWI
    WN 2742 · Southwest · 1h 45m · 91% on time, 0.0% cancelled
  2. 1h 05m layover in Baltimore (BWI) · 45 min minimum on one ticket
  3. 10:50 BWI → 12:20 PWM
    WN 1065 · Southwest · 1h 30m · 86% on time, 2.0% cancelled

Total trip 4h 20m, scheduled departure to arrival (Portland is 1 h ahead of Chicago). Times are local. Both flew on 31 of the last 56 days.

Makes the connection94%The first flight arrived more than 20 minutes late on 6% of the days it flew: too late for the 45-minute minimum connection on a 1h 05m layover.
Arrives on time79%First flight not cancelled (0.0% are) × connection made (94%) × second flight not cancelled (2.0% are) and within 15 minutes (86%).
Total trip4h 20mMDW 07:00 to PWM 12:20, 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.