Connect in the morning. The same 75-minute layover misses 8% of the time at 10 am and 1 time in 4 at 3 pm.
Nonstops
Nonstop details →Best connections, one ticket
Ranked by chance you reach Chicago on time. Total trip = scheduled departure to arrival, layover included. Layovers up to 4 hours. Pick a connection for the details.
| AmericanDetails → | MKE 07:01 → CLT 10:07AA 2866 | 54m Charlotte | CLT 11:01 → ORD 12:19AA 2908 | 5h 18m | 86% | 76% |
| UnitedDetails → | MKE 08:16 → DEN 10:05UA 5558 · flown by SkyWest | 1h 10m Denver | DEN 11:15 → ORD 14:55UA 2865 | 6h 39m | 92% | 75% |
| DeltaDetails → | MKE 06:50 → ATL 10:00DL 1236 | 3h 02m Atlanta | ATL 13:02 → ORD 14:16DL 1477 | 7h 26m | 98% | 72% |
| AmericanDetails → | MKE 06:01 → DCA 09:10AA 5646 · flown by PSA | 2h 25m Washington | DCA 11:35 → ORD 12:53AA 489 | 6h 52m | 94% | 70% |
| DeltaDetails → | MKE 07:12 → DTW 09:30DL 3757 · flown by SkyWest | 3h 05m Detroit | DTW 12:35 → ORD 13:03DL 1716 | 5h 51m | 92% | 70% |
| UnitedDetails → | MKE 06:14 → EWR 09:35UA 3470 · flown by Republic | 1h 50m Newark | EWR 11:25 → ORD 13:08UA 1875 | 6h 54m | 92% | 70% |
| DeltaDetails → | MKE 06:20 → MSP 07:43DL 4460 · flown by SkyWest | 2h 17m Minneapolis | MSP 10:00 → ORD 11:32DL 1567 | 5h 11m | 96% | 68% |
| DeltaDetails → | MKE 08:00 → MSP 09:28DL 4458 · flown by SkyWest | 3h 58m Minneapolis | MSP 13:26 → ORD 15:05DL 1533 | 7h 05m | 98% | 67% |
| Tight connection: often missed | ||||||
| DeltaDetails → | MKE 18:40 → ATL 21:52DL 1206 | 58m Atlanta | ATL 22:50 → ORD 23:53DL 1199 | 5h 19m | 70% | 48% |
| AmericanDetails → | MKE 12:49 → DCA 15:59AA 5286 · flown by PSA | 1h 23m Washington | DCA 17:22 → ORD 18:54AA 1630 | 6h 05m | 71% | 41% |
| AmericanDetails → | MKE 18:40 → DFW 21:17AA 2136 | 55m Dallas-Fort Worth | DFW 22:12 → ORD 00:50 +1AA 1193 | 6h 10m | 38% | 19% |
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
| Delta DL 4460 MKE 06:20 → MSP American AA 4162 MSP 10:31 → ORD Connection details → |
2h 48m | 5h 56m | 96% | 85% |
| Southwest WN 4598 MKE 07:40 → BNA United UA 1616 BNA 12:49 → ORD Connection details → |
3h 39m | 7h 10m | 100% | 79% |
| Delta DL 1221 MKE 05:40 → ATL United UA 1239 ATL 11:29 → ORD Connection details → |
2h 47m | 7h 12m | 96% | 77% |
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