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

Chicago → Miami via Boston: arrives on time 78%

  1. 07:40 MDW → 10:55 BOS
    WN 4611 · Southwest · 2h 15m · 90% on time, 0.0% cancelled
  2. 2h 47m layover in Boston (BOS) · 90 min minimum on separate tickets
  3. 13:42 BOS → 17:22 MIA
    AA 1589 · American · 3h 35m · 78% on time, 0.0% cancelled

Total trip 8h 37m, scheduled departure to arrival (Miami is 1 h ahead of Chicago). Times are local. Both flew on 50 of the last 56 days.

Makes the connection100%The first flight arrived more than 77 minutes late on 0% of the days it flew: too late for the 90-minute minimum connection on a 2h 47m layover.
Arrives on time78%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (78%).
Total trip8h 37mMDW 07:40 to MIA 17:22, 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.