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

New York → Des Moines via Chicago: arrives on time 39%

  1. 17:30 LGA → 19:20 MDW
    WN 4746 · Southwest · 2h 50m · 54% on time, 11.9% cancelled
  2. 2h 45m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 22:05 MDW → 23:35 DSM
    WN 4279 · Southwest · 1h 30m · 50% on time, 0.0% cancelled

Total trip 7h 05m, scheduled departure to arrival (Des Moines is 1 h behind New York). Times are local. Both flew on 12 of the last 56 days, too few to list among the best connections.

Makes the connection89%The first flight arrived more than 120 minutes late on 11% of the days it flew: too late for the 45-minute minimum connection on a 2h 45m layover.
Arrives on time39%First flight not cancelled (11.9% are) × connection made (89%) × second flight not cancelled (0.0% are) and within 15 minutes (50%).
Total trip7h 05mLGA 17:30 to DSM 23:35, 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.