Connect in the morning. The same one-hour layover misses 6% of the time at 10 am and barely half the time at 6 pm.
Nonstops
Nonstop details →| United | FLL | ORD | 3h 32m | 76% | 0.7% | 1,510 | Flying now |
| American | MIA | ORD | 3h 31m | 73% | 1.9% | 3,017 | Flying now |
| Southwest | FLL | MDW | 3h 10m | 72% | 1.3% | 1,124 | Flying now |
| United | MIA | ORD | 3h 39m | 72% | 1.0% | 1,070 | Flying now |
| American | FLL | ORD | 3h 31m | 70% | 1.4% | 841 | Flying now |
| American | PBI | ORD | 3h 25m | 70% | 2.4% | 796 | Flying now |
| Southwest | MIA | MDW | 3h 15m | 68% | 1.6% | 439 | Flying now |
| Frontier | FLL | ORD | 3h 38m | 67% | 2.7% | 182 | Flying now |
| United | PBI | ORD | 3h 27m | 67% | 0.8% | 532 | Flying now |
| JetBlue | FLL | ORD | 3h 39m | 60% | 6.5% | 46 | Flying now |
| Frontier | MIA | MDW | 3h 27m | 79% | 1.6% | 64 | Not flying now |
| Frontier | MIA | ORD | 3h 38m | 73% | 2.2% | 46 | Not flying now |
| Spirit | MIA | ORD | 3h 25m | 65% | 6.6% | 317 | Not flying now |
| Spirit | FLL | ORD | 3h 22m | 61% | 3.3% | 852 | Not flying now |
| Southwest | FLL | ORD | 3h 35m | 45%few flights | 3.0% | 33 | Not flying now |
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 Miami). Layovers up to 4 hours. Pick a connection for the details.
| AmericanDetails → | MIA 07:35 → MCO 08:50AA 2090 | 2h 48m Orlando | MCO 11:38 → ORD 13:45AA 2067 | 7h 10m | 100% | 91% |
| AmericanDetails → | MIA 06:42 → BOS 10:06AA 815 | 1h 55m Boston | BOS 12:01 → ORD 14:02AA 1610 | 8h 20m | 100% | 90% |
| AmericanDetails → | PBI 05:43 → CLT 07:40AA 2848 | 3h 21m Charlotte | CLT 11:01 → ORD 12:19AA 2908 | 7h 36m | 100% | 88% |
| SouthwestDetails → | FLL 05:15 → MCI 07:15WN 1540 | 1h 13m Kansas City | MCI 08:28 → MDW 09:52WN 1774 | 5h 38m | 98% | 87% |
| SouthwestDetails → | PBI 06:10 → MCO 07:10WN 3083 | 50m Orlando | MCO 08:00 → MDW 09:50WN 2835 | 4h 40m | 94% | 86% |
| AmericanDetails → | MIA 08:00 → MSY 09:18AA 2168 | 3h 17m New Orleans | MSY 12:35 → ORD 15:21AA 4748 · flown by Republic | 8h 21m | 100% | 86% |
| SouthwestDetails → | FLL 05:40 → STL 07:20WN 1874 | 1h 35m St Louis | STL 08:55 → MDW 10:00WN 2570 | 5h 20m | 97% | 85% |
| SouthwestDetails → | MIA 05:25 → MCO 06:30WN 4086 | 1h 45m Orlando | MCO 08:15 → MDW 10:00WN 1340 | 5h 35m | 96% | 85% |
| Tight connection: often missed | ||||||
| FrontierDetails → | FLL 17:40 → ATL 20:04F9 1123 | 56m Atlanta | ATL 21:00 → MDW 22:03F9 2291 | 5h 24m | 41% | 26% |
| AmericanDetails → | PBI 14:13 → DFW 16:27AA 2276 | 1h 08m Dallas-Fort Worth | DFW 17:35 → ORD 20:29AA 1893 | 7h 17m | 65% | 24% |
| AmericanDetails → | MIA 15:30 → DFW 17:50AA 1199 | 48m Dallas-Fort Worth | DFW 18:38 → ORD 21:22AA 1424 | 6h 52m | 48% | 18% |
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 2848 PBI 05:43 → CLT Southwest WN 4529 CLT 11:35 → MDW Connection details → |
3h 55m | 7h 52m | 100% | 95% |
| Southwest WN 3083 PBI 06:10 → MCO United UA 2683 MCO 09:40 → ORD Connection details → |
2h 30m | 6h 38m | 100% | 92% |
| Southwest WN 1874 FLL 05:40 → STL American AA 4104 STL 09:08 → ORD Connection details → |
1h 48m | 5h 56m | 97% | 91% |
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