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

Chicago → Richmond via Orlando: arrives on time 79%

  1. 05:10 MDW → 08:40 MCO
    WN 2815 · Southwest · 2h 30m · 93% on time, 0.0% cancelled
  2. 2h 05m layover in Orlando (MCO) · 90 min minimum on separate tickets
  3. 10:45 MCO → 12:50 RIC
    B6 670 · JetBlue · 2h 05m · 83% on time, 0.0% cancelled

Total trip 6h 40m, scheduled departure to arrival (Richmond is 1 h ahead of Chicago). Times are local. Both flew on 40 of the last 56 days.

Makes the connection95%The first flight arrived more than 35 minutes late on 5% of the days it flew: too late for the 90-minute minimum connection on a 2h 05m layover.
Arrives on time79%First flight not cancelled (0.0% are) × connection made (95%) × second flight not cancelled (0.0% are) and within 15 minutes (83%).
Total trip6h 40mMDW 05:10 to RIC 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.