tailodds FORECAST
Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026

White Plains → Chicago via Fort Myers: arrives on time 88%

  1. 06:45 HPN → 09:39 RSW
    B6 1551 · JetBlue · 2h 54m · 95% on time, 0.7% cancelled
  2. 2h 49m layover in Fort Myers (RSW) · 90 min minimum on separate tickets
  3. 12:28 RSW → 14:53 ORD
    UA 2494 · United · 3h 25m · 89% on time, 0.3% cancelled

Total trip 9h 08m, scheduled departure to arrival (Chicago is 1 h behind White Plains). Times are local. Both flew on 53 of the last 56 days.

Makes the connection99%The first flight arrived more than 79 minutes late on 1% of the days it flew: too late for the 90-minute minimum connection on a 2h 49m layover.
Arrives on time88%First flight not cancelled (0.7% are) × connection made (99%) × second flight not cancelled (0.3% are) and within 15 minutes (89%).
Total trip9h 08mHPN 06:45 to ORD 14:53, 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.