Connect in the morning. The same one-hour layover misses 3% of the time at 8 am and 28% of the time at 6 pm.
Nonstops
Nonstop details →Best connections, one ticket
Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included (Chicago is 1 h behind Pittsburgh). Layovers up to 4 hours. Pick a connection for the details.
| UnitedDetails → | PIT 06:06 → IAD 07:18UA 3679 · flown by Republic | 3h 13m Dulles | IAD 10:31 → ORD 11:53UA 1252 | 6h 47m | 100% | 90% |
| AmericanDetails → | PIT 06:38 → CLT 08:10AA 384 | 2h 51m Charlotte | CLT 11:01 → ORD 12:19AA 2908 | 6h 41m | 99% | 86% |
| UnitedDetails → | PIT 06:15 → IAH 08:18UA 1859 | 1h 17m Houston | IAH 09:35 → ORD 12:29UA 2124 | 7h 14m | 98% | 83% |
| DeltaDetails → | PIT 06:30 → DTW 07:44DL 5319 · flown by Endeavor | 2h 31m Detroit | DTW 10:15 → ORD 10:50DL 3673 · flown by SkyWest | 5h 20m | 94% | 79% |
| AmericanDetails → | PIT 05:03 → CLT 06:35AA 349 | 1h 11m Charlotte | CLT 07:46 → ORD 09:02AA 2843 | 4h 59m | 96% | 79% |
| UnitedDetails → | PIT 08:30 → DEN 09:59UA 1765 | 1h 16m Denver | DEN 11:15 → ORD 14:55UA 2865 | 7h 25m | 96% | 78% |
| UnitedDetails → | PIT 10:30 → IAD 11:42UA 6184 · flown by Mesa | 1h 33m Dulles | IAD 13:15 → ORD 14:29UA 2331 | 4h 59m | 97% | 77% |
| UnitedDetails → | PIT 07:25 → EWR 08:58UA 3673 · flown by Republic | 1h 26m Newark | EWR 10:24 → ORD 12:06UA 1525 | 5h 41m | 100% | 76% |
| Tight connection: often missed | ||||||
| DeltaDetails → | PIT 11:23 → MSP 12:36DL 845 | 50m Minneapolis | MSP 13:26 → ORD 15:05DL 1533 | 4h 42m | 72% | 50% |
| DeltaDetails → | PIT 17:46 → DTW 19:04DL 5766 · flown by Republic | 56m Detroit | DTW 20:00 → ORD 20:31DL 1665 | 3h 45m | 66% | 40% |
| AmericanDetails → | PIT 20:01 → CLT 21:50AA 5602 · flown by PSA | 49m Charlotte | CLT 22:39 → ORD 00:01 +1AA 3014 | 5h 00m | 58% | 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
| Southwest WN 3374 PIT 05:10 → MCO United UA 2683 MCO 09:40 → ORD Connection details → |
2h 10m | 7h 38m | 98% | 92% |
| Southwest WN 4417 PIT 05:50 → BWI United UA 704 BWI 10:32 → ORD Connection details → |
3h 32m | 6h 58m | 100% | 90% |
| American AA 4529 PIT 06:14 → DCA United UA 2201 DCA 10:30 → ORD Connection details → |
2h 56m | 6h 34m | 100% | 90% |
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