tailodds FORECAST
Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026

Chicago → Portland via Washington: arrives on time 73%

  1. 06:00 MDW → 08:45 DCA
    WN 4976 · Southwest · 1h 45m · 95% on time, 0.0% cancelled
  2. 1h 48m layover in Washington (DCA) · 90 min minimum on separate tickets
  3. 10:33 DCA → 12:11 PWM
    AA 344 · American · 1h 38m · 76% on time, 0.0% cancelled

Total trip 5h 11m, scheduled departure to arrival (Portland is 1 h ahead of Chicago). Times are local. Both flew on 25 of the last 56 days.

Makes the connection96%The first flight arrived more than 18 minutes late on 4% of the days it flew: too late for the 90-minute minimum connection on a 1h 48m layover.
Arrives on time73%First flight not cancelled (0.0% are) × connection made (96%) × second flight not cancelled (0.0% are) and within 15 minutes (76%).
Total trip5h 11mMDW 06:00 to PWM 12:11, 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.