Connect in the morning. The same one-hour layover misses 1 time in 10 at 10 am and 42% of the time at 7 pm.
Nonstops
Nonstop details →Best connections, one ticket
Ranked by chance you reach Washington on time. Total trip = scheduled departure to arrival, layover included (Washington is 1 h ahead of Milwaukee). Layovers up to 4 hours. Pick a connection for the details.
| SouthwestDetails → | MKE 05:45 → MDW 06:35WN 3178 | 1h 40m Chicago | MDW 08:15 → DCA 11:10WN 2569 | 4h 25m | 100% | 91% |
| DeltaDetails → | MKE 06:20 → MSP 07:43DL 4460 · flown by SkyWest | 2h 43m Minneapolis | MSP 10:26 → DCA 13:48DL 2983 | 6h 29m | 97% | 82% |
| UnitedDetails → | MKE 06:20 → ORD 07:30UA 5896 · flown by SkyWest | 2h 30m Chicago | ORD 10:00 → DCA 13:04UA 1381 | 5h 44m | 96% | 79% |
| AmericanDetails → | MKE 06:08 → ORD 07:30AA 4914 · flown by SkyWest | 3h 15m Chicago | ORD 10:45 → DCA 13:59AA 4809 · flown by Republic | 6h 51m | 100% | 78% |
| DeltaDetails → | MKE 05:40 → ATL 08:42DL 1221 | 2h 18m Atlanta | ATL 11:00 → DCA 12:42DL 737 | 6h 02m | 96% | 75% |
| UnitedDetails → | MKE 05:00 → ORD 05:59UA 5799 · flown by SkyWest | 2h 01m Chicago | ORD 08:00 → DCA 11:01UA 382 | 5h 01m | 92% | 75% |
| DeltaDetails → | MKE 09:57 → MSP 11:21DL 4466 · flown by SkyWest | 3h 17m Minneapolis | MSP 14:38 → DCA 18:09DL 2963 | 7h 12m | 98% | 74% |
| SouthwestDetails → | MKE 05:00 → MCO 08:40WN 4660 | 1h 05m Orlando | MCO 09:45 → DCA 12:00WN 1908 | 6h 00m | 97% | 73% |
| Tight connection: often missed | ||||||
| AmericanDetails → | MKE 05:02 → ORD 06:14AA 6358 · flown by SkyWest | 48m Chicago | ORD 07:02 → DCA 10:03AA 2965 | 4h 01m | 73% | 54% |
| AmericanDetails → | MKE 18:17 → CLT 21:28AA 2846 | 1h 00m Charlotte | CLT 22:28 → DCA 23:53AA 1269 | 4h 37m | 66% | 39% |
| UnitedDetails → | MKE 17:29 → ORD 18:40UA 5648 · flown by SkyWest | 1h 05m Chicago | ORD 19:45 → DCA 22:54UA 2160 | 4h 25m | 58% | 29% |
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 4660 MKE 05:00 → MCO American AA 2088 MCO 10:40 → DCA Connection details → |
2h 00m | 6h 59m | 97% | 89% |
| American AA 6358 MKE 05:02 → ORD United UA 1381 ORD 10:00 → DCA Connection details → |
3h 46m | 7h 02m | 97% | 81% |
| United UA 5896 MKE 06:20 → ORD American AA 4809 ORD 10:45 → DCA Connection details → |
3h 15m | 6h 39m | 96% | 74% |
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