Take the nonstop: Southwest TUL → MDW (1h 45m) reaches Chicago on time 85% of the time; the most reliable connection, Southwest via Nashville (4h 45m), 43%.
Nonstops (seasonal or thin)
Nonstop details →| Southwest | TUL | MDW | 1h 45m | 85% | 0.9% | 451 | Flying now |
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.
| SouthwestDetails → | TUL 06:00 → DEN 06:50WN 1676 | 3h 10m Denver | DEN 10:00 → MDW 13:25WN 755 | 7h 25m | 98% | 86% |
| SouthwestDetails → | TUL 05:35 → DAL 06:40WN 4814 | 3h 25m Dallas | DAL 10:05 → MDW 12:20WN 1357 | 6h 45m | 100% | 81% |
| DeltaDetails → | TUL 06:00 → ATL 09:00DL 1259 | 2h 05m Atlanta | ATL 11:05 → MDW 12:05DL 2417 | 6h 05m | 97% | 80% |
| SouthwestDetails → | TUL 07:35 → BNA 09:10WN 4051 | 3h 45m Nashville | BNA 12:55 → MDW 14:30WN 1430 | 6h 55m | 100% | 78% |
| SouthwestDetails → | TUL 20:35 → LAS 21:25WN 4056 | 2h 30m Las Vegas | LAS 23:55 → MDW 05:25 +1WN 2276 | 8h 50m | 88% | 74% |
| DeltaDetails → | TUL 10:11 → ATL 13:14DL 2754 | 2h 01m Atlanta | ATL 15:15 → MDW 16:15DL 1728 | 6h 04m | 99% | 73% |
| DeltaDetails → | TUL 16:45 → ATL 19:50DL 1186 | 1h 25m Atlanta | ATL 21:15 → MDW 22:17DL 1076 | 5h 32m | 89% | 66% |
| SouthwestDetails → | TUL 10:20 → DEN 11:00WN 690 | 4h 00m Denver | DEN 15:00 → MDW 18:20WN 1603 | 8h 00m | 100% | 59% |
| Tight connection: often missed | ||||||
| SouthwestDetails → | TUL 17:18 → MCO 21:05WN 2091 | 55m Orlando | MCO 22:00 → MDW 22:00WN 4762 | 6h 32m | 50% | 24% |
| SouthwestDetails → | TUL 18:40 → DEN 19:30WN 4333 | 1h 20m Denver | DEN 20:50 → MDW 00:15 +1WN 1615 | 5h 32m | 59% | 21% |
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
| United UA 5667 TUL 06:00 → DEN Southwest WN 755 DEN 10:00 → MDW Connection details → |
3h 00m | 7h 25m | 98% | 85% |
| Delta DL 1259 TUL 06:00 → ATL Southwest WN 225 ATL 12:30 → MDW Connection details → |
3h 30m | 7h 25m | 98% | 71% |
| United UA 1029 TUL 09:22 → DEN Southwest WN 1601 DEN 13:00 → MDW Connection details → |
2h 50m | 6h 58m | 97% | 57% |
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