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

Take the nonstop: Southwest MEM → MDW (1h 35m) reaches Chicago on time 83% of the time; the most reliable connection, Southwest via Nashville (3h 55m), 42%.

Nonstops (seasonal or thin)


Southwest	MEM	MDW	1h 35m	84%	1.8%	670	Flying now

Best connections, any airlines

Most reliable Quickest (80%+ on time)

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.


American + Southwesttwo ticketsDetails →	MEM 05:00 → CLT 07:46AA 978	3h 49m Charlotte	CLT 11:35 → MDW 12:35WN 4529	7h 35m	98%	94%
Delta Details →	MEM 05:15 → ATL 07:35DL 1666	3h 30m Atlanta	ATL 11:05 → MDW 12:05DL 2417	6h 50m	98%	83%
Delta + Southwesttwo ticketsDetails →	MEM 06:40 → AUS 08:38DL 4088 · flown by SkyWest	1h 47m Austin	AUS 10:25 → MDW 12:55WN 4077	6h 15m	90%	78%
Southwest Details →	MEM 08:25 → BNA 09:20WN 2913	3h 35m Nashville	BNA 12:55 → MDW 14:30WN 1430	6h 05m	98%	77%
Delta + Southwesttwo ticketsDetails →	MEM 06:00 → MSP 08:13DL 3899 · flown by SkyWest	2h 12m Minneapolis	MSP 10:25 → MDW 11:55WN 4345	5h 55m	96%	77%
American + Southwesttwo ticketsDetails →	MEM 06:27 → DCA 09:50AA 5441 · flown by PSA	2h 10m Washington	DCA 12:00 → MDW 13:00WN 1445	6h 33m	98%	76%
Delta Details →	MEM 06:30 → DTW 09:23DL 2370	3h 02m Detroit	DTW 12:25 → MDW 12:46DL 4688 · flown by Endeavor	6h 16m	96%	75%
Delta + Southwesttwo ticketsDetails →	MEM 07:25 → ATL 09:45DL 1625	2h 45m Atlanta	ATL 12:30 → MDW 13:25WN 225	6h 00m	97%	73%
Tight connection: often missed
Delta Details →	MEM 17:54 → ATL 20:29DL 552	46m Atlanta	ATL 21:15 → MDW 22:17DL 1076	4h 23m	63%	47%
Southwest Details →	MEM 14:30 → DAL 15:50WN 4127	1h 00m Dallas	DAL 16:50 → MDW 19:05WN 36	4h 35m	54%	15%

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

ATL · 1h 20m · leaves 07:25 6%

Afternoon and evening

ATL · 46m · leaves 17:54 37%

DAL · 1h 00m · leaves 14:30 46%

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.

The table above includes two-ticket connections (marked “two tickets”), held to the 90-minute minimum. One ticket only →

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