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

No clear winner: Frontier’s MDW → IAH flights land within a few points of 4 in 5 on time whatever the hour.

Nonstops (none in the current schedule)


Frontier	MDW	IAH	2h 52m	79%	1.8%	113	Not flying now

Best connections, any airlines

Most reliable Quickest (80%+ on time)

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


Southwest + Unitedtwo ticketsDetails →	MDW 07:45 → PIT 10:15WN 846	2h 50m Pittsburgh	PIT 13:05 → IAH 15:08UA 1964	7h 23m	100%	100%
Southwest + Unitedtwo ticketsDetails →	MDW 05:10 → MCO 08:40WN 2815	3h 17m Orlando	MCO 11:57 → IAH 13:29UA 1493	8h 19m	100%	95%
Southwest + Unitedtwo ticketsDetails →	MDW 06:30 → LAS 08:20WN 1182	2h 05m Las Vegas	LAS 10:25 → IAH 15:40UA 1711	9h 10m	98%	89%
Southwest + Unitedtwo ticketsDetails →	MDW 05:00 → TPA 08:25WN 2906	3h 30m Tampa	TPA 11:55 → IAH 13:22UA 2421	8h 22m	100%	89%
Southwest + Unitedtwo ticketsDetails →	MDW 05:52 → SAN 08:00WN 3103	2h 13m San Diego	SAN 10:13 → IAH 15:40UA 2165	9h 48m	100%	89%
Southwest + Unitedtwo ticketsDetails →	MDW 07:40 → BOS 10:55WN 4611	2h 42m Boston	BOS 13:37 → IAH 16:57UA 1976	9h 17m	100%	89%
Southwest + Unitedtwo ticketsDetails →	MDW 07:40 → RDU 10:35WN 852	2h 10m Raleigh/Durham	RDU 12:45 → IAH 14:44UA 6296 · flown by Mesa	7h 04m	98%	86%
Southwest + Deltatwo ticketsDetails →	MDW 07:15 → ATL 10:05WN 3054	2h 25m Atlanta	ATL 12:30 → IAH 13:38DL 1572	6h 23m	100%	85%

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 10m · leaves 06:00 9%

DTW · 55m · leaves 09:17 16%

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