Connect in the morning. The same one-hour layover misses 8% of the time at 10 am and 35% of the time at 10 pm.
Nonstops
Nonstop details →| United | ORD | FLL | 3h 16m | 79% | 0.8% | 1,509 | Flying now |
| JetBlue | ORD | FLL | 3h 14m | 77% | 11.1% | 45 | Flying now |
| American | ORD | MIA | 3h 13m | 76% | 1.9% | 3,017 | Flying now |
| United | ORD | MIA | 3h 20m | 75% | 0.7% | 1,071 | Flying now |
| Southwest | MDW | FLL | 2h 55m | 75% | 1.6% | 1,123 | Flying now |
| Southwest | MDW | MIA | 3h 00m | 74% | 1.1% | 439 | Flying now |
| United | ORD | PBI | 3h 11m | 74% | 0.4% | 533 | Flying now |
| American | ORD | FLL | 3h 05m | 72% | 1.4% | 841 | Flying now |
| American | ORD | PBI | 3h 03m | 68% | 2.3% | 796 | Flying now |
| Frontier | ORD | FLL | 3h 17m | 68% | 2.7% | 182 | Flying now |
| Frontier | MDW | MIA | 3h 13m | 75% | 1.6% | 64 | Not flying now |
| Frontier | ORD | MIA | 3h 15m | 67% | 2.2% | 46 | Not flying now |
| Spirit | ORD | FLL | 3h 08m | 65% | 4.6% | 854 | Not flying now |
| Spirit | ORD | MIA | 3h 16m | 61% | 6.6% | 318 | Not flying now |
| Southwest | ORD | FLL | 3h 05m | 66%few flights | 3.0% | 33 | Not flying now |
Best connections, one ticket
Ranked by chance you reach South Florida on time. Total trip = scheduled departure to arrival, layover included (Miami is 1 h ahead of Chicago). Layovers up to 4 hours. Pick a connection for the details.
| AmericanDetails → | ORD 07:05 → STL 08:31AA 4104 · flown by Envoy | 2h 29m St Louis | STL 11:00 → MIA 14:46AA 3954 · flown by Envoy | 6h 41m | 100% | 90% |
| AmericanDetails → | ORD 06:40 → BNA 08:23AA 3973 · flown by Envoy | 2h 16m Nashville | BNA 10:39 → MIA 14:00AA 1521 | 6h 20m | 100% | 87% |
| AmericanDetails → | ORD 06:00 → BOS 09:34AA 3022 | 1h 22m Boston | BOS 10:56 → MIA 14:30AA 815 | 7h 30m | 97% | 85% |
| UnitedDetails → | ORD 06:29 → IAH 09:18UA 1799 | 2h 42m Houston | IAH 12:00 → MIA 15:47UA 410 | 8h 18m | 100% | 84% |
| AmericanDetails → | ORD 05:07 → CLT 08:10AA 2842 | 2h 51m Charlotte | CLT 11:01 → MIA 13:11AA 969 | 7h 03m | 97% | 84% |
| UnitedDetails → | ORD 10:25 → IAH 13:23UA 2638 | 3h 12m Houston | IAH 16:35 → FLL 20:22UA 277 | 8h 57m | 99% | 83% |
| UnitedDetails → | ORD 08:51 → IAH 11:51UA 535 | 2h 29m Houston | IAH 14:20 → FLL 18:07UA 462 | 8h 16m | 99% | 83% |
| AmericanDetails → | ORD 14:59 → DTW 17:34AA 3980 · flown by Envoy | 1h 23m Detroit | DTW 18:57 → MIA 22:10AA 3358 · flown by Envoy | 6h 11m | 97% | 82% |
| Tight connection: often missed | ||||||
| AmericanDetails → | ORD 07:00 → DFW 09:35AA 1902 | 46m Dallas-Fort Worth | DFW 10:21 → FLL 14:14AA 1863 | 6h 14m | 55% | 35% |
| AmericanDetails → | ORD 10:50 → BOS 14:20AA 1563 | 55m Boston | BOS 15:15 → MIA 18:58AA 1565 | 7h 08m | 52% | 35% |
| AmericanDetails → | ORD 16:33 → JFK 20:04AA 1421 | 56m New York | JFK 21:00 → MIA 00:21 +1AA 2026 | 6h 48m | 52% | 24% |
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 2900 MDW 07:50 → STL American AA 3954 STL 11:00 → MIA Connection details → |
1h 50m | 5h 56m | 95% | 85% |
| Delta DL 4688 MDW 13:26 → DTW American AA 3358 DTW 18:57 → MIA Connection details → |
3h 13m | 7h 44m | 93% | 84% |
| Southwest WN 2815 MDW 05:10 → MCO American AA 1712 MCO 11:02 → MIA Connection details → |
2h 22m | 6h 04m | 100% | 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