The nonstop is quickest: Southwest DAL → MKE (2h 20m), on time 7 times in 10. Southwest via Midway (5h 00m) is more reliable, 90%, but takes 2h 40m longer.
Nonstops (seasonal or thin)
Nonstop details →| Southwest | DAL | MKE | 2h 20m | 71% | 1.2% | 401 | Flying now |
Best connections, one ticket
Ranked by chance you reach Milwaukee on time. Total trip = scheduled departure to arrival, layover included. Layovers up to 4 hours. Pick a connection for the details.
| SouthwestDetails → | DAL 06:00 → DEN 07:00WN 1296 | 3h 15m Denver | DEN 10:15 → MKE 13:40WN 1626 | 7h 40m | 100% | 97% |
| SouthwestDetails → | DAL 06:00 → MDW 08:15WN 1355 | 2h 00m Chicago | MDW 10:15 → MKE 11:00WN 1702 | 5h 00m | 100% | 90% |
| SouthwestDetails → | DAL 11:35 → DEN 12:35WN 3563 | 3h 45m Denver | DEN 16:20 → MKE 19:45WN 1629 | 8h 10m | 100% | 90% |
| DeltaDetails → | DAL 06:05 → ATL 09:15DL 516 | 3h 38m Atlanta | ATL 12:53 → MKE 13:50DL 1246 | 7h 45m | 98% | 83% |
| SouthwestDetails → | DAL 06:05 → LAS 06:50WN 1318 | 2h 15m Las Vegas | LAS 09:05 → MKE 14:35WN 4337 | 8h 30m | 100% | 83% |
| DeltaDetails → | DAL 15:59 → ATL 19:14DL 512 | 3h 41m Atlanta | ATL 22:55 → MKE 23:56DL 1268 | 8h 00m | 97% | 76% |
| SouthwestDetails → | DAL 06:00 → PHX 06:28WN 1379 | 1h 12m Phoenix | PHX 07:40 → MKE 13:00WN 4104 | 7h 00m | 100% | 73% |
| DeltaDetails → | DAL 10:09 → ATL 13:20DL 441 | 3h 11m Atlanta | ATL 16:31 → MKE 17:35DL 1206 | 7h 25m | 98% | 71% |
| Tight connection: often missed | ||||||
| SouthwestDetails → | DAL 16:35 → LAS 17:25WN 1322 | 50m Las Vegas | LAS 18:15 → MKE 23:45WN 2279 | 7h 10m | 37% | 19% |
| SouthwestDetails → | DAL 13:40 → BNA 15:30WN 526 | 1h 00m Nashville | BNA 16:30 → MKE 18:05WN 4733 | 4h 25m | 56% | 18% |
| SouthwestDetails → | DAL 15:05 → MCO 18:50WN 1352 | 1h 05m Orlando | MCO 19:55 → MKE 21:48WN 987 | 6h 42m | 35% | 11% |
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 1261 DAL 06:00 → ATL Delta DL 1246 ATL 12:53 → MKE Connection details → |
3h 48m | 7h 50m | 100% | 87% |
| Southwest WN 1296 DAL 06:00 → DEN United UA 1836 DEN 09:57 → MKE Connection details → |
2h 57m | 7h 25m | 100% | 87% |
| Southwest WN 239 DAL 08:40 → DEN United UA 4802 DEN 13:30 → MKE Connection details → |
3h 45m | 8h 24m | 97% | 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