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

Colorado Springs → Chicago via Denver: arrives on time 85%

  1. 05:30 COS → 06:35 DEN
    UA 4697 · United, flown by SkyWest · 1h 05m · 84% on time, 0.0% cancelled
  2. 3h 25m layover in Denver (DEN) · 90 min minimum on separate tickets
  3. 10:00 DEN → 13:25 MDW
    WN 755 · Southwest · 2h 25m · 89% on time, 1.8% cancelled

Total trip 6h 55m, scheduled departure to arrival (Chicago is 1 h ahead of Colorado Springs). Times are local. Both flew on 36 of the last 56 days.

Makes the connection97%The first flight arrived more than 115 minutes late on 3% of the days it flew: too late for the 90-minute minimum connection on a 3h 25m layover.
Arrives on time85%First flight not cancelled (0.0% are) × connection made (97%) × second flight not cancelled (1.8% are) and within 15 minutes (89%).
Total trip6h 55mCOS 05:30 to MDW 13:25, 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.