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

Chicago → Sarasota/Bradenton via Orlando: arrives on time 64%

  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 → 22:00 SRQ
    WN 2710 · Southwest · 1h 05m · 68% on time, 0.0% cancelled

Total trip 7h 15m, scheduled departure to arrival (Sarasota/Bradenton 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 time64%First flight not cancelled (4.8% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (68%).
Total trip7h 15mMDW 13:40 to SRQ 22:00, 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.