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

San Diego → Milwaukee via Boston: arrives on time 86%

  1. 21:54 SAN → 06:30 BOS
    DL 571 · Delta · 5h 36m · 85% on time, 0.0% cancelled
  2. 2h 40m layover in Boston (BOS) · 45 min minimum on one ticket
  3. 09:10 BOS → 10:54 MKE +1 day
    DL 5614 · Delta, flown by Republic · 2h 41m · 89% on time, 2.0% cancelled

Total trip 10h 57m, scheduled departure to arrival (Milwaukee is 2 h ahead of San Diego). Times are local. Both flew on 40 of the last 56 days.

Makes the connection98%The first flight arrived more than 115 minutes late on 2% of the days it flew: too late for the 45-minute minimum connection on a 2h 40m layover.
Arrives on time86%First flight not cancelled (0.0% are) × connection made (98%) × second flight not cancelled (2.0% are) and within 15 minutes (89%).
Total trip10h 57mSAN 21:54 to MKE 10:54, 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.