Connect in the morning. The same 75-minute layover misses 7% of the time at 10 am and almost half the time at 8 pm.
Nonstops
Nonstop details →Best connections, one ticket
Ranked by chance you reach Portland on time. Total trip = scheduled departure to arrival, layover included (Portland is 2 h behind Chicago). Layovers up to 4 hours. Pick a connection for the details.
| UnitedDetails → | ORD 08:40 → DEN 10:31UA 526 | 2h 56m Denver | DEN 13:27 → PDX 15:13UA 2455 | 8h 33m | 100% | 90% |
| AlaskaDetails → | ORD 06:00 → SEA 08:38AS 715 | 1h 36m Seattle | SEA 10:14 → PDX 11:21AS 3090 · flown by SkyWest | 7h 21m | 93% | 89% |
| UnitedDetails → | ORD 05:00 → DEN 06:42UA 2666 | 1h 23m Denver | DEN 08:05 → PDX 09:47UA 1247 | 6h 47m | 99% | 87% |
| AlaskaDetails → | ORD 08:02 → SEA 10:37AS 587 | 3h 08m Seattle | SEA 13:45 → PDX 14:48AS 3204 · flown by SkyWest | 8h 46m | 98% | 85% |
| UnitedDetails → | ORD 05:30 → IAH 08:18UA 2310 | 1h 12m Houston | IAH 09:30 → PDX 11:56UA 740 | 8h 26m | 99% | 85% |
| DeltaDetails → | ORD 06:30 → MSP 08:06DL 1717 | 2h 54m Minneapolis | MSP 11:00 → PDX 12:40DL 2167 | 8h 10m | 97% | 84% |
| UnitedDetails → | ORD 06:00 → DEN 07:42UA 2806 | 3h 45m Denver | DEN 11:27 → PDX 13:09UA 644 | 9h 09m | 100% | 83% |
| UnitedDetails → | ORD 10:54 → DEN 12:45UA 581 | 3h 15m Denver | DEN 16:00 → PDX 17:46UA 1337 | 8h 52m | 97% | 82% |
| Tight connection: often missed | ||||||
| AmericanDetails → | ORD 17:34 → PHX 19:19AA 3261 | 1h 06m Phoenix | PHX 20:25 → PDX 23:08AA 561 | 7h 34m | 59% | 39% |
| AmericanDetails → | ORD 16:51 → DFW 19:28AA 2988 | 1h 21m Dallas-Fort Worth | DFW 20:49 → PDX 22:51AA 2283 | 8h 00m | 62% | 34% |
| AmericanDetails → | ORD 15:50 → DFW 18:28AA 2754 | 1h 01m Dallas-Fort Worth | DFW 19:29 → PDX 21:29AA 2298 | 7h 39m | 64% | 32% |
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 3428 ORD 10:05 → BIL Alaska AS 2297 BIL 15:43 → PDX Connection details → |
3h 20m | 8h 41m | 100% | 92% |
| American AA 2640 ORD 12:00 → SNA Alaska AS 589 SNA 18:09 → PDX Connection details → |
3h 49m | 10h 31m | 99% | 92% |
| United UA 1304 ORD 08:40 → SNA Alaska AS 712 SNA 14:05 → PDX Connection details → |
2h 44m | 9h 49m | 98% | 89% |
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