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

Houston → New York via Chicago: arrives on time 62%

  1. 06:25 HOU → 08:50 MDW
    WN 2039 · Southwest · 2h 25m · 92% on time, 0.0% cancelled
  2. 55m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 09:45 MDW → 12:50 LGA
    WN 4044 · Southwest · 2h 05m · 75% on time, 2.0% cancelled

Total trip 5h 25m, scheduled departure to arrival (New York is 1 h ahead of Houston). Times are local. Both flew on 24 of the last 56 days.

Makes the connection85%The first flight arrived more than 10 minutes late on 15% of the days it flew: too late for the 45-minute minimum connection on a 55m layover.
Arrives on time62%First flight not cancelled (0.0% are) × connection made (85%) × second flight not cancelled (2.0% are) and within 15 minutes (75%).
Total trip5h 25mHOU 06:25 to LGA 12:50, 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.