Connect in the morning. The same 75-minute layover misses 5% of the time at 9 am and 35% of the time at 8 pm.
Nonstops
Nonstop details →Best connections, one ticket
Ranked by chance you reach Cleveland on time. Total trip = scheduled departure to arrival, layover included (Cleveland is 1 h ahead of Chicago). Layovers up to 4 hours. Pick a connection for the details.
| UnitedDetails → | ORD 06:00 → DEN 07:42UA 2806 | 1h 58m Denver | DEN 09:40 → CLE 14:36UA 619 | 7h 36m | 100% | 95% |
| UnitedDetails → | ORD 06:00 → MCO 09:40UA 284 | 1h 55m Orlando | MCO 11:35 → CLE 14:06UA 486 | 7h 06m | 100% | 92% |
| UnitedDetails → | ORD 10:54 → DEN 12:45UA 581 | 1h 10m Denver | DEN 13:55 → CLE 18:53UA 2476 | 6h 59m | 97% | 88% |
| UnitedDetails → | ORD 07:05 → RSW 11:14UA 1740 | 1h 45m Fort Myers | RSW 12:59 → CLE 15:36UA 464 | 7h 31m | 98% | 87% |
| DeltaDetails → | ORD 05:30 → ATL 08:33DL 1264 | 3h 19m Atlanta | ATL 11:52 → CLE 13:38DL 775 | 7h 08m | 99% | 83% |
| UnitedDetails → | ORD 06:30 → IAD 09:24UA 1689 | 3h 21m Dulles | IAD 12:45 → CLE 14:06UA 1709 | 6h 36m | 100% | 83% |
| DeltaDetails → | ORD 06:30 → MSP 08:06DL 1717 | 1h 54m Minneapolis | MSP 10:00 → CLE 12:52DL 2057 | 5h 22m | 95% | 81% |
| DeltaDetails → | ORD 08:05 → ATL 11:08DL 2426 | 2h 28m Atlanta | ATL 13:36 → CLE 15:23DL 2545 | 6h 18m | 98% | 80% |
| Tight connection: often missed | ||||||
| DeltaDetails → | ORD 17:57 → MSP 19:38DL 1306 | 1h 13m Minneapolis | MSP 20:51 → CLE 23:44DL 1392 | 4h 48m | 65% | 44% |
| UnitedDetails → | ORD 18:12 → IAD 21:22UA 2202 | 53m Dulles | IAD 22:15 → CLE 23:44UA 2131 | 4h 32m | 48% | 39% |
| AmericanDetails → | ORD 14:59 → DFW 17:36AA 2257 | 54m Dallas-Fort Worth | DFW 18:30 → CLE 22:19AA 560 | 6h 20m | 60% | 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
| United UA 425 ORD 07:12 → ATL Delta DL 2545 ATL 13:36 → CLE Connection details → |
3h 09m | 7h 11m | 100% | 87% |
| American AA 4106 ORD 08:30 → BOS Delta DL 5641 BOS 14:54 → CLE Connection details → |
2h 47m | 7h 36m | 99% | 84% |
| United UA 1076 ORD 07:33 → BOS JetBlue B6 641 BOS 13:06 → CLE Connection details → |
2h 01m | 6h 32m | 99% | 81% |
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