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

Chicago → Denver via Orlando: arrives on time 32%

  1. 13:40 MDW → 17:30 MCO
    WN 2819 · Southwest · 2h 50m · 55% on time, 4.8% cancelled
  2. 55m layover in Orlando (MCO) · 45 min minimum on one ticket
  3. 18:25 MCO → 20:55 DEN
    WN 2633 · Southwest · 4h 30m · 63% on time, 0.0% cancelled

Total trip 8h 15m, scheduled departure to arrival (Denver is 1 h behind Chicago). Times are local. Both flew on 24 of the last 56 days.

Makes the connection53%The first flight arrived more than 10 minutes late on 47% of the days it flew: too late for the 45-minute minimum connection on a 55m layover.
Arrives on time32%First flight not cancelled (4.8% are) × connection made (53%) × second flight not cancelled (0.0% are) and within 15 minutes (63%).
Total trip8h 15mMDW 13:40 to DEN 20:55, layover included

Tight connection: often missed. The first flight is late enough to miss it on more than 1 day in 4.

Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.