No nonstop, and no clear pattern: the best connection reaches Chicago on time 86% of the time.
Best connections, any airlines
Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included (Chicago is 1 h behind West Palm Beach). Layovers up to 4 hours. Pick a connection for the details.
| American + Southwesttwo ticketsDetails → | PBI 05:43 → CLT 07:40AA 2848 | 3h 55m Charlotte | CLT 11:35 → MDW 12:35WN 4529 | 7h 52m | 100% | 95% |
| SouthwestDetails → | PBI 06:10 → MCO 07:10WN 3083 | 50m Orlando | MCO 08:00 → MDW 09:50WN 2835 | 4h 40m | 94% | 86% |
| Delta + Southwesttwo ticketsDetails → | PBI 06:00 → ATL 07:50DL 1376 | 2h 10m Atlanta | ATL 10:00 → MDW 11:00WN 224 | 6h 00m | 98% | 85% |
| DeltaDetails → | PBI 07:00 → ATL 08:50DL 1352 | 2h 15m Atlanta | ATL 11:05 → MDW 12:05DL 2417 | 6h 05m | 98% | 83% |
| American + Southwesttwo ticketsDetails → | PBI 07:04 → PHL 09:48AA 2642 | 1h 34m Philadelphia | PHL 11:22 → MDW 12:32WN 3224 | 6h 28m | 92% | 76% |
| Delta + Southwesttwo ticketsDetails → | PBI 08:00 → ATL 09:50DL 1301 | 2h 40m Atlanta | ATL 12:30 → MDW 13:25WN 225 | 6h 25m | 97% | 73% |
| DeltaDetails → | PBI 10:03 → ATL 11:54DL 1266 | 3h 21m Atlanta | ATL 15:15 → MDW 16:15DL 1728 | 7h 12m | 100% | 73% |
| DeltaDetails → | PBI 16:55 → ATL 18:55DL 838 | 2h 20m Atlanta | ATL 21:15 → MDW 22:17DL 1076 | 6h 22m | 95% | 70% |
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
The table above includes two-ticket connections (marked “two tickets”), held to the 90-minute minimum. One ticket only →
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