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

San Diego → Milwaukee via Orlando: arrives on time 92%

  1. 21:06 SAN → 05:18 MCO
    AS 707 · Alaska · 5h 12m · 87% on time, 1.0% cancelled
  2. 2h 02m layover in Orlando (MCO) · 90 min minimum on separate tickets
  3. 07:20 MCO → 09:10 MKE +1 day
    WN 4459 · Southwest · 2h 50m · 98% on time, 0.0% cancelled

Total trip 10h 04m, scheduled departure to arrival (Milwaukee is 2 h ahead of San Diego). Times are local. Both flew on 53 of the last 56 days.

Makes the connection94%The first flight arrived more than 32 minutes late on 6% of the days it flew: too late for the 90-minute minimum connection on a 2h 02m layover.
Arrives on time92%First flight not cancelled (1.0% are) × connection made (94%) × second flight not cancelled (0.0% are) and within 15 minutes (98%).
Total trip10h 04mSAN 21:06 to MKE 09:10, 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.