Connect in the morning. The same 75-minute layover misses 4% of the time at 12 pm and 17% 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. Layovers up to 4 hours. Pick a connection for the details.
| UnitedDetails → | MSY 05:15 → IAH 06:34UA 2744 | 1h 31m Houston | IAH 08:05 → ORD 11:01UA 1617 | 5h 46m | 97% | 88% |
| AmericanDetails → | MSY 06:53 → CLT 10:00AA 1266 | 1h 01m Charlotte | CLT 11:01 → ORD 12:19AA 2908 | 5h 26m | 95% | 85% |
| UnitedDetails → | MSY 08:00 → IAD 11:33UA 1392 | 1h 42m Dulles | IAD 13:15 → ORD 14:29UA 2331 | 6h 29m | 96% | 77% |
| UnitedDetails → | MSY 06:00 → EWR 10:04UA 1437 | 1h 21m Newark | EWR 11:25 → ORD 13:08UA 1875 | 7h 08m | 98% | 75% |
| UnitedDetails → | MSY 07:00 → IAH 08:19UA 2124 | 1h 16m Houston | IAH 09:35 → ORD 12:29UA 2124 | 5h 29m | 87% | 74% |
| DeltaDetails → | MSY 07:28 → ATL 09:59DL 2522 | 3h 03m Atlanta | ATL 13:02 → ORD 14:16DL 1477 | 6h 48m | 99% | 74% |
| UnitedDetails → | MSY 08:04 → DEN 10:05UA 1376 | 1h 10m Denver | DEN 11:15 → ORD 14:55UA 2865 | 6h 51m | 89% | 73% |
| DeltaDetails → | MSY 05:20 → ATL 07:53DL 1547 | 1h 09m Atlanta | ATL 09:02 → ORD 10:13DL 1147 | 4h 53m | 94% | 72% |
| Tight connection: often missed | ||||||
| DeltaDetails → | MSY 14:44 → BOS 19:16DL 1328 | 1h 29m Boston | BOS 20:45 → ORD 22:39DL 2804 | 7h 58m | 73% | 32% |
| AmericanDetails → | MSY 16:41 → PHL 20:39AA 2061 | 53m Philadelphia | PHL 21:32 → ORD 23:30AA 3042 | 6h 49m | 53% | 28% |
| AmericanDetails → | MSY 14:43 → DFW 16:30AA 3721 · flown by Envoy | 1h 05m Dallas-Fort Worth | DFW 17:35 → ORD 20:29AA 1893 | 5h 47m | 70% | 26% |
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 4663 MSY 05:00 → MCO United UA 2466 MCO 10:52 → ORD Connection details → |
3h 02m | 8h 02m | 98% | 88% |
| Southwest WN 3011 MSY 07:05 → MCO American AA 2067 MCO 11:38 → ORD Connection details → |
1h 43m | 6h 40m | 93% | 85% |
| Southwest WN 2192 MSY 06:20 → LAS American AA 2020 LAS 09:40 → ORD Connection details → |
1h 45m | 9h 22m | 92% | 83% |
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