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

New York → Chicago via Dallas: arrives on time 75%

  1. 06:05 LGA → 08:35 DAL
    WN 2341 · Southwest · 3h 30m · 94% on time, 3.5% cancelled
  2. 1h 30m layover in Dallas (DAL) · 45 min minimum on one ticket
  3. 10:05 DAL → 12:20 MDW
    WN 1357 · Southwest · 2h 15m · 85% on time, 4.8% cancelled

Total trip 7h 15m, scheduled departure to arrival (Chicago is 1 h behind New York). Times are local. Both flew on 40 of the last 56 days.

Makes the connection96%The first flight arrived more than 45 minutes late on 4% of the days it flew: too late for the 45-minute minimum connection on a 1h 30m layover.
Arrives on time75%First flight not cancelled (3.5% are) × connection made (96%) × second flight not cancelled (4.8% are) and within 15 minutes (85%).
Total trip7h 15mLGA 06:05 to MDW 12:20, 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.