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

Connect in the morning. The same one-hour layover misses 13% of the time at 7 am and almost half the time at 6 pm.

Nonstops


United	COS	ORD	2h 50m	83%	1.6%	636	Flying now
American	COS	ORD	2h 45m	64%	3.0%	365	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included (Chicago is 1 h ahead of Colorado Springs). Layovers up to 4 hours. Pick a connection for the details.


United Details →	COS 05:30 → DEN 06:35UA 4697 · flown by SkyWest	3h 00m Denver	DEN 09:35 → ORD 13:15UA 2329	6h 45m	100%	83%
United Details →	COS 07:05 → DEN 08:10UA 4696 · flown by SkyWest	3h 05m Denver	DEN 11:15 → ORD 14:55UA 2865	6h 50m	99%	80%
United Details →	COS 06:00 → DEN 07:05UA 5291 · flown by SkyWest	55m Denver	DEN 08:00 → ORD 11:44UA 2430	4h 44m	87%	76%
Delta Details →	COS 06:00 → ATL 10:54DL 1074	2h 08m Atlanta	ATL 13:02 → ORD 14:16DL 1477	7h 16m	97%	72%
United Details →	COS 07:30 → IAH 11:03UA 4029 · flown by Mesa	3h 27m Houston	IAH 14:30 → ORD 17:22UA 699	8h 52m	100%	68%
United Details →	COS 08:45 → DEN 10:02UA 4725 · flown by SkyWest	3h 23m Denver	DEN 13:25 → ORD 17:05UA 617	7h 20m	99%	67%
United Details →	COS 12:06 → IAH 15:35UA 4030 · flown by Mesa	3h 09m Houston	IAH 18:44 → ORD 21:40UA 2197	8h 34m	96%	66%
United Details →	COS 15:02 → DEN 16:15UA 4657 · flown by SkyWest	3h 25m Denver	DEN 19:40 → ORD 23:19UA 2085	7h 17m	90%	62%
Tight connection: often missed
United Details →	COS 15:02 → DEN 16:15UA 4657 · flown by SkyWest	1h 45m Denver	DEN 18:00 → ORD 21:39UA 1411	5h 37m	74%	36%
Delta Details →	COS 11:10 → MSP 14:30DL 4089 · flown by SkyWest	50m Minneapolis	MSP 15:20 → ORD 17:02DL 1306	4h 52m	65%	35%
American Details →	COS 15:49 → DFW 18:50AA 1695	55m Dallas-Fort Worth	DFW 19:45 → ORD 22:32AA 3531 · flown by Envoy	5h 43m	46%	27%

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.

Morning

DEN · 1h 13m · leaves 08:45 10%

IAH · 52m · leaves 07:30 15%

DFW · 58m · leaves 05:35 19%

Afternoon and evening

DEN · 50m · leaves 17:07 46%

DFW · 55m · leaves 15:49 54%

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.


Southwest WN 3313 COS 06:10 → LAS American AA 2020 LAS 09:40 → ORD Connection details →	2h 35m	8h 32m	96%	86%
Southwest WN 1220 COS 05:45 → DEN United UA 2329 DEN 09:35 → ORD Connection details →	2h 50m	6h 30m	96%	80%
Southwest WN 1227 COS 19:55 → LAS United UA 726 LAS 23:59 → ORD Connection details →	3h 04m	8h 45m	90%	80%

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