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

Chicago → Miami via Orlando: arrives on time 69%

  1. 13:40 MDW → 17:30 MCO
    WN 2819 · Southwest · 2h 50m · 55% on time, 4.8% cancelled
  2. 3h 20m layover in Orlando (MCO) · 45 min minimum on one ticket
  3. 20:50 MCO → 22:05 MIA
    WN 1516 · Southwest · 1h 15m · 75% on time, 3.0% cancelled

Total trip 7h 25m, scheduled departure to arrival (Miami is 1 h ahead of Chicago). Times are local. Both flew on 24 of the last 56 days.

Makes the connection100%The first flight arrived more than 155 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 3h 20m layover.
Arrives on time69%First flight not cancelled (4.8% are) × connection made (100%) × second flight not cancelled (3.0% are) and within 15 minutes (75%).
Total trip7h 25mMDW 13:40 to MIA 22:05, 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.