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	LAS	3h 55m	78%	0.8%	2,271	Flying now
Allegiant	MDW	LAS	–	50%few flights	0.0%	2	Not flying now

Best connections, one ticket

Most reliable Quickest (80%+ on time)

Ranked by chance you reach Las Vegas on time. Total trip = scheduled departure to arrival, layover included (Las Vegas is 2 h behind Chicago). Layovers up to 4 hours. Pick a connection for the details.


Southwest Details →	MDW 05:20 → AUS 07:50WN 2726	1h 32m Austin	AUS 09:22 → LAS 10:08WN 322	6h 47m	100%	92%
Southwest Details →	MDW 05:00 → TPA 08:25WN 2906	2h 05m Tampa	TPA 10:30 → LAS 12:10WN 1809	9h 10m	100%	84%
Southwest Details →	MDW 05:10 → MCO 08:40WN 2815	1h 20m Orlando	MCO 10:00 → LAS 11:45WN 4696	8h 35m	95%	84%
Delta Details →	MDW 09:54 → MSP 11:35DL 5469 · flown by Endeavor	3h 16m Minneapolis	MSP 14:51 → LAS 16:10DL 1542	8h 16m	98%	83%
Southwest Details →	MDW 06:50 → DEN 08:20WN 2765	2h 40m Denver	DEN 11:00 → LAS 11:55WN 1561	7h 05m	100%	83%
Southwest Details →	MDW 13:15 → LGB 15:30WN 4413	2h 45m Long Beach	LGB 18:15 → LAS 19:25WN 2485	8h 10m	100%	83%
Southwest Details →	MDW 05:00 → DAL 07:15WN 1377	1h 30m Dallas	DAL 08:45 → LAS 09:35WN 695	6h 35m	100%	81%
Southwest Details →	MDW 05:52 → SAN 08:00WN 3103	1h 45m San Diego	SAN 09:45 → LAS 11:10WN 2695	7h 18m	100%	81%
Tight connection: often missed
Delta Details →	MDW 13:26 → DTW 15:44DL 4688 · flown by Endeavor	51m Detroit	DTW 16:35 → LAS 17:56DL 766	6h 30m	75%	54%
Delta Details →	MDW 17:10 → ATL 20:22DL 1728	58m Atlanta	ATL 21:20 → LAS 22:39DL 825	7h 29m	74%	48%
Southwest Details →	MDW 16:15 → DEN 18:00WN 2769	1h 00m Denver	DEN 19:00 → LAS 20:00WN 1565	5h 45m	62%	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.

Morning

MCO · 1h 20m · leaves 05:10 5%

DEN · 50m · leaves 05:15 8%

ATL · 1h 00m · leaves 06:00 10%

Afternoon and evening

DEN · 1h 00m · leaves 16:15 38%

DCA · 50m · leaves 12:45 44%

HOU · 1h 00m · leaves 19:15 49%

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 2858 MDW 05:20 → PHX American AA 2037 PHX 10:24 → LAS Connection details →	3h 29m	8h 17m	100%	90%
Southwest WN 2809 MDW 10:05 → PDX Alaska AS 778 PDX 14:46 → LAS Connection details →	2h 21m	9h 01m	100%	84%
Southwest WN 2869 MDW 10:15 → MSP Delta DL 1542 MSP 14:51 → LAS Connection details →	3h 06m	7h 55m	98%	83%

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