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

Chicago → Colorado Springs via Houston: arrives on time 51%

  1. 10:10 MDW → 12:50 HOU
    WN 2783 · Southwest · 2h 40m · 86% on time, 0.0% cancelled
  2. 2h 12m layover in Houston (HOU) · 45 min minimum on one ticket
  3. 15:02 HOU → 16:22 COS
    WN 4385 · Southwest · 2h 20m · 54% on time, 0.0% cancelled

Total trip 7h 12m, scheduled departure to arrival (Colorado Springs is 1 h behind Chicago). Times are local. Both flew on 40 of the last 56 days.

Makes the connection95%The first flight arrived more than 87 minutes late on 5% of the days it flew: too late for the 45-minute minimum connection on a 2h 12m layover.
Arrives on time51%First flight not cancelled (0.0% are) × connection made (95%) × second flight not cancelled (0.0% are) and within 15 minutes (54%).
Total trip7h 12mMDW 10:10 to COS 16:22, 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.