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

Chicago → Sarasota/Bradenton via Baltimore: arrives on time 41%

  1. 14:30 MDW → 17:25 BWI
    WN 1020 · Southwest · 1h 55m · 42% on time, 0.0% cancelled
  2. 2h 40m layover in Baltimore (BWI) · 45 min minimum on one ticket
  3. 20:05 BWI → 22:42 SRQ
    WN 4383 · Southwest · 2h 38m · 59% on time, 7.1% cancelled

Total trip 7h 13m, scheduled departure to arrival (Sarasota/Bradenton is 1 h ahead of Chicago). Times are local. Both flew on 12 of the last 56 days, too few to list among the best connections.

Makes the connection75%The first flight arrived more than 115 minutes late on 25% of the days it flew: too late for the 45-minute minimum connection on a 2h 40m layover.
Arrives on time41%First flight not cancelled (0.0% are) × connection made (75%) × second flight not cancelled (7.1% are) and within 15 minutes (59%).
Total trip7h 13mMDW 14:30 to SRQ 22:42, 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.