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

Chicago → San Francisco via Boston: arrives on time 72%

  1. 09:10 MDW → 12:28 BOS
    WN 1405 · Southwest · 2h 18m · 92% on time, 0.0% cancelled
  2. 3h 22m layover in Boston (BOS) · 90 min minimum on separate tickets
  3. 15:50 BOS → 19:22 SFO
    B6 233 · JetBlue · 6h 34m · 74% on time, 2.3% cancelled

Total trip 12h 14m, scheduled departure to arrival (San Francisco is 2 h behind Chicago). Times are local. Both flew on 48 of the last 56 days.

Makes the connection100%The first flight arrived more than 112 minutes late on 0% of the days it flew: too late for the 90-minute minimum connection on a 3h 22m layover.
Arrives on time72%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (2.3% are) and within 15 minutes (74%).
Total trip12h 14mMDW 09:10 to SFO 19:22, 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.