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

Chicago → Miami via Houston: arrives on time 25%

  1. 15:00 MDW → 17:35 HOU
    WN 1124 · Southwest · 2h 35m · 55% on time, 8.3% cancelled
  2. 3h 25m layover in Houston (HOU) · 45 min minimum on one ticket
  3. 21:00 HOU → 00:30 MIA +1 day
    WN 4859 · Southwest · 2h 25m · 27% on time, 0.0% cancelled

Total trip 8h 25m, scheduled departure to arrival (Miami is 1 h ahead of Chicago). Times are local. Both flew on 12 of the last 56 days, too few to list among the best connections.

Makes the connection100%The first flight arrived more than 160 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 3h 25m layover.
Arrives on time25%First flight not cancelled (8.3% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (27%).
Total trip8h 25mMDW 15:00 to MIA 00:30, 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.