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

Richmond → Chicago via Denver: arrives on time 30%

  1. 16:45 RIC → 18:30 DEN
    WN 2557 · Southwest · 3h 45m · 11% on time, 0.0% cancelled
  2. 2h 20m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 20:50 DEN → 00:15 MDW +1 day
    WN 1615 · Southwest · 2h 22m · 36% on time, 2.9% cancelled

Total trip 8h 27m, scheduled departure to arrival (Chicago is 1 h behind Richmond). Times are local. Both flew on 32 of the last 56 days.

Makes the connection86%The first flight arrived more than 95 minutes late on 14% of the days it flew: too late for the 45-minute minimum connection on a 2h 20m layover.
Arrives on time30%First flight not cancelled (0.0% are) × connection made (86%) × second flight not cancelled (2.9% are) and within 15 minutes (36%).
Total trip8h 27mRIC 16:45 to MDW 00:15, 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.