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

Boston → Chicago via New York: arrives on time 83%

  1. 06:00 BOS → 07:20 LGA
    DL 5836 · Delta, flown by Republic · 1h 20m · 95% on time, 2.5% cancelled
  2. 3h 35m layover in New York (LGA) · 90 min minimum on separate tickets
  3. 10:55 LGA → 12:15 MDW
    WN 4573 · Southwest · 2h 20m · 85% on time, 0.0% cancelled

Total trip 7h 15m, scheduled departure to arrival (Chicago is 1 h behind Boston). Times are local. Both flew on 24 of the last 56 days.

Makes the connection100%The first flight arrived more than 125 minutes late on 0% of the days it flew: too late for the 90-minute minimum connection on a 3h 35m layover.
Arrives on time83%First flight not cancelled (2.5% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (85%).
Total trip7h 15mBOS 06:00 to MDW 12:15, 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.