Itineraries flown on 20+ days in the Jun 6 – Jul 31, 2026 schedule · each leg’s record Aug 2025 – Jul 2026

No clear winner: airlines and hours on this route all land within a few points of 78% on time.

Nonstops


Southwest	MDW	MSP	1h 30m	78%	2.0%	1,565	Flying now
Delta	MDW	MSP	1h 42m	77%	1.3%	1,061	Flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Minneapolis on time. Total trip = scheduled departure to arrival, layover included. Layovers up to 4 hours. Pick a connection for the details.


Southwest Details →	MDW 05:15 → DEN 06:50WN 2989	1h 00m Denver	DEN 07:50 → MSP 10:55WN 3420	5h 40m	98%	95%
Southwest Details →	MDW 06:50 → DEN 08:20WN 2765	1h 50m Denver	DEN 10:10 → MSP 13:10WN 3973	6h 20m	100%	82%
Delta Details →	MDW 06:00 → ATL 08:55DL 1285	3h 26m Atlanta	ATL 12:21 → MSP 13:57DL 2901	7h 57m	96%	81%
Delta Details →	MDW 17:10 → ATL 20:22DL 1728	2h 18m Atlanta	ATL 22:40 → MSP 00:17 +1DL 1310	7h 07m	93%	71%
Delta Details →	MDW 11:05 → ATL 14:01DL 1063	1h 37m Atlanta	ATL 15:38 → MSP 17:16DL 2981	6h 12m	95%	68%
Delta Details →	MDW 13:26 → DTW 15:44DL 4688 · flown by Endeavor	2h 26m Detroit	DTW 18:10 → MSP 19:08DL 1842	5h 42m	93%	67%
Southwest Details →	MDW 18:40 → BNA 20:10WN 1073	2h 35m Nashville	BNA 22:45 → MSP 00:52 +1WN 968	6h 13m	90%	63%
Frontier Details →	MDW 06:00 → ATL 09:19F9 2292	2h 33m Atlanta	ATL 11:52 → MSP 13:39F9 3045	7h 37m	98%	60%
Tight connection: often missed
Southwest Details →	MDW 16:15 → DEN 18:00WN 2769	1h 05m Denver	DEN 19:05 → MSP 22:10WN 2677	5h 52m	64%	21%
Southwest Details →	MDW 17:20 → BWI 20:15WN 4616	1h 05m Baltimore	BWI 21:20 → MSP 23:05WN 863	5h 45m	52%	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.

Morning

DEN · 1h 00m · leaves 05:15 2%

ATL · 1h 00m · leaves 06:00 10%

Afternoon and evening

DEN · 1h 05m · leaves 16:15 36%

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

One ticketMiss it and the airline rebooks you; bags go through. 45 min is enough.

Separate ticketsMiss it and you buy a new ticket. Re-check bags, clear security again: we require 90 min.


Southwest WN 2726 MDW 05:20 → AUS Delta DL 3813 AUS 09:40 → MSP Connection details →	1h 50m	7h 18m	100%	89%
Southwest WN 2815 MDW 05:10 → MCO Delta DL 1730 MCO 11:17 → MSP Connection details →	2h 37m	8h 36m	100%	89%
Southwest WN 1139 MDW 11:00 → BZN Delta DL 2946 BZN 15:53 → MSP Connection details →	2h 43m	8h 13m	100%	88%

Rank all connections, any airlines →

Regional partners count as the airline that sells them: SkyWest flying Delta Connection is one Delta ticket.

How these are worked out. Makes the connection: share of the last year’s flights where the first flight arrived with at least 45 minutes to spare (90 on separate tickets). Arrives on time: first flight not cancelled × connection made × second flight not cancelled and arriving within 15 minutes. Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.

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