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

Tampa → Chicago via Boston: arrives on time 36%

  1. 20:33 TPA → 15:27 BOS
    B6 392 · JetBlue · 3h 08m · 69% on time, 4.1% cancelled
  2. 2h 48m layover in Boston (BOS) · 90 min minimum on separate tickets
  3. 18:15 BOS → 20:05 MDW
    WN 3911 · Southwest · 2h 50m · 43% on time, 5.9% cancelled

Total trip 32m, scheduled departure to arrival (Chicago is 1 h behind Tampa). Times are local. Both flew on 42 of the last 56 days.

Makes the connection92%The first flight arrived more than 78 minutes late on 8% of the days it flew: too late for the 90-minute minimum connection on a 2h 48m layover.
Arrives on time36%First flight not cancelled (4.1% are) × connection made (92%) × second flight not cancelled (5.9% are) and within 15 minutes (43%).
Total trip32mTPA 20:33 to MDW 20:05, 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.