No clear winner: airlines and hours on this route all land within a few points of 62% on time.
Nonstops
Nonstop details →Best connections, one ticket
Ranked by chance you reach Aspen on time. Total trip = scheduled departure to arrival, layover included (Aspen is 1 h behind Chicago). Layovers up to 4 hours. Pick a connection for the details.
| UnitedDetails → | ORD 05:00 → DEN 06:42UA 2666 | 1h 03m Denver | DEN 07:45 → ASE 08:46UA 5444 · flown by SkyWest | 4h 46m | 99% | 82% |
| AmericanDetails → | ORD 05:00 → DFW 07:30AA 760 | 3h 20m Dallas-Fort Worth | DFW 10:50 → ASE 12:21AA 4912 · flown by SkyWest | 8h 21m | 99% | 77% |
| UnitedDetails → | ORD 06:00 → DEN 07:42UA 2806 | 2h 08m Denver | DEN 09:50 → ASE 10:51UA 5782 · flown by SkyWest | 5h 51m | 100% | 77% |
| UnitedDetails → | ORD 06:00 → LAX 08:27UA 2373 | 1h 50m Los Angeles | LAX 10:17 → ASE 13:38UA 4700 · flown by SkyWest | 8h 38m | 96% | 77% |
| UnitedDetails → | ORD 10:25 → IAH 13:23UA 2638 | 3h 32m Houston | IAH 16:55 → ASE 18:45UA 5917 · flown by SkyWest | 9h 20m | 100% | 75% |
| UnitedDetails → | ORD 05:30 → IAH 08:18UA 2310 | 1h 32m Houston | IAH 09:50 → ASE 11:40UA 5814 · flown by SkyWest | 7h 10m | 99% | 71% |
| UnitedDetails → | ORD 07:05 → DEN 08:55UA 1217 | 2h 23m Denver | DEN 11:18 → ASE 12:26UA 5769 · flown by SkyWest | 6h 21m | 98% | 70% |
| UnitedDetails → | ORD 10:54 → DEN 12:45UA 581 | 2h 22m Denver | DEN 15:07 → ASE 16:08UA 5773 · flown by SkyWest | 6h 14m | 97% | 70% |
| Tight connection: often missed | ||||||
| UnitedDetails → | ORD 14:33 → DEN 16:31UA 2803 | 54m Denver | DEN 17:25 → ASE 18:29UA 5775 · flown by SkyWest | 4h 56m | 70% | 48% |
| AmericanDetails → | ORD 14:59 → DFW 17:36AA 2257 | 1h 16m Dallas-Fort Worth | DFW 18:52 → ASE 20:17AA 6419 · flown by SkyWest | 6h 18m | 70% | 40% |
| UnitedDetails → | ORD 16:12 → DEN 18:13UA 2769 | 57m Denver | DEN 19:10 → ASE 20:11UA 5779 · flown by SkyWest | 4h 59m | 56% | 37% |
Same layover, different day-part
How often the first flight arrives too late to connect (45 min minimum), for one-ticket layovers of 45–80 minutes.
Delays build through the day, so an afternoon first leg eats the layover. A short connection is fine early in the morning and a gamble later on.
Mixing airlines
| American AA 2718 ORD 12:02 → LAX Delta DL 3704 LAX 17:12 → ASE Connection details → |
2h 44m | 9h 21m | 93% | 76% |
| American AA 607 ORD 06:00 → LAX United UA 4700 LAX 10:17 → ASE Connection details → |
1h 57m | 8h 38m | 92% | 72% |
| American AA 1744 ORD 10:00 → DEN United UA 5773 DEN 15:07 → ASE Connection details → |
3h 23m | 7h 08m | 97% | 69% |
Rank all connections, any airlines →
Regional partners count as the airline that sells them: SkyWest flying Delta Connection is one Delta ticket.
About this data: US DOT on-time records, Aug 2025 – Jul 2026, all US airlines; regional flights count under the airline that sells them. Schedules (which flights and connections exist, and their times) are as of Jun 6 – Jul 31, 2026; seasonal flights outside that window aren’t ranked. Rebuilt monthly. JSON