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

Dallas → Chicago via Houston: arrives on time 35%

  1. 16:30 DAL → 17:45 HOU
    WN 41 · Southwest · 1h 15m · 68% on time, 1.8% cancelled
  2. 1h 05m layover in Houston (HOU) · 45 min minimum on one ticket
  3. 18:50 HOU → 21:15 MDW
    WN 2043 · Southwest · 2h 25m · 50% on time, 3.8% cancelled

Total trip 4h 45m, scheduled departure to arrival. Times are local. Both flew on 24 of the last 56 days.

Makes the connection73%The first flight arrived more than 20 minutes late on 27% of the days it flew: too late for the 45-minute minimum connection on a 1h 05m layover.
Arrives on time35%First flight not cancelled (1.8% are) × connection made (73%) × second flight not cancelled (3.8% are) and within 15 minutes (50%).
Total trip4h 45mDAL 16:30 to MDW 21:15, 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.