Tickets
Any day
Itineraries flown on 20+ days in the Jun 6 – Jul 31, 2026 schedule · each leg’s record Aug 2025 – Jul 2026

No clear winner: airlines and hours on this route all land within a few points of 62% on time.

United ORD ASE 3h 23m 68% 2.5% 715 Flying now
American ORD ASE 3h 28m 51% 3.8% 419 Flying now

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

One ticketMiss it and the airline rebooks you; bags go through. 45 min is enough.
Separate ticketsMiss it and you buy a new ticket. Re-check bags, clear security again: we require 90 min.
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.

How these are worked out. Makes the connection: share of the last year’s flights where the first flight arrived with at least 45 minutes to spare (90 on separate tickets). Arrives on time: first flight not cancelled × connection made × second flight not cancelled and arriving within 15 minutes. Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.

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