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

Hartford → Chicago via Washington: arrives on time 74%

  1. 05:00 BDL → 06:47 DCA
    AA 5034 · American, flown by PSA · 1h 35m · 93% on time, 8.2% cancelled
  2. 2h 38m layover in Washington (DCA) · 90 min minimum on separate tickets
  3. 09:25 DCA → 10:20 MDW
    WN 1444 · Southwest · 1h 55m · 86% on time, 0.0% cancelled

Total trip 6h 20m, scheduled departure to arrival (Chicago is 1 h behind Hartford). Times are local. Both flew on 40 of the last 56 days.

Makes the connection95%The first flight arrived more than 68 minutes late on 5% of the days it flew: too late for the 90-minute minimum connection on a 2h 38m layover.
Arrives on time74%First flight not cancelled (8.2% are) × connection made (95%) × second flight not cancelled (0.0% are) and within 15 minutes (86%).
Total trip6h 20mBDL 05:00 to MDW 10:20, 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.