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

San Diego → Milwaukee via Chicago: arrives on time 49%

  1. 10:42 SAN → 17:05 ORD
    AA 2343 · American · 4h 26m · 82% on time, 1.1% cancelled
  2. 2h 54m layover in Chicago (ORD) · 45 min minimum on one ticket
  3. 19:59 ORD → 21:01 MKE
    AA 4888 · American, flown by SkyWest · 1h 02m · 53% on time, 5.6% cancelled

Total trip 8h 19m, scheduled departure to arrival (Milwaukee is 2 h ahead of San Diego). Times are local. Both flew on 0 of the last 56 days, too few to list among the best connections.

Makes the connection99%The first flight arrived more than 129 minutes late on 1% of the days it flew: too late for the 45-minute minimum connection on a 2h 54m layover.
Arrives on time49%First flight not cancelled (1.1% are) × connection made (99%) × second flight not cancelled (5.6% are) and within 15 minutes (53%).
Total trip8h 19mSAN 10:42 to MKE 21:01, 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.