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

Connect in the morning. The same one-hour layover misses 5% of the time at 11 am and 42% of the time at 8 pm.

Nonstops


United	IAH	ORD	2h 48m	79%	0.7%	4,048	Flying now
Southwest	HOU	MDW	2h 25m	73%	1.1%	1,840	Flying now
American	IAH	ORD	2h 48m	71%	3.0%	1,537	Flying now
Frontier	IAH	ORD	2h 50m	66%	4.2%	262	Flying now
Frontier	IAH	MDW	2h 37m	75%	1.8%	113	Not flying now
Spirit	IAH	ORD	2h 40m	64%	4.8%	272	Not flying now

Best connections, one ticket

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.


Southwest Details →	HOU 07:50 → OMA 10:00WN 2060	3h 10m Omaha	OMA 13:10 → MDW 14:35WN 4470	6h 45m	100%	92%
United Details →	IAH 05:15 → DEN 06:47UA 1874	53m Denver	DEN 07:40 → ORD 11:23UA 1928	6h 08m	95%	88%
Southwest Details →	HOU 05:30 → DEN 06:55WN 1970	3h 05m Denver	DEN 10:00 → MDW 13:25WN 755	7h 55m	100%	87%
Southwest Details →	HOU 05:50 → ATL 08:50WN 2622	1h 10m Atlanta	ATL 10:00 → MDW 11:00WN 224	5h 10m	97%	86%
United Details →	IAH 07:25 → TPA 10:45UA 1353	1h 45m Tampa	TPA 12:30 → ORD 14:40UA 2223	7h 15m	98%	83%
Delta Details →	IAH 05:40 → ATL 08:43DL 1069	2h 22m Atlanta	ATL 11:05 → MDW 12:05DL 2417	6h 25m	99%	83%
United Details →	IAH 07:35 → FLL 11:22UA 2261	1h 04m Fort Lauderdale	FLL 12:26 → ORD 14:55UA 1755	7h 20m	95%	82%
Delta Details →	IAH 05:20 → DTW 09:11DL 1389	1h 04m Detroit	DTW 10:15 → ORD 10:50DL 3673 · flown by SkyWest	5h 30m	93%	82%
Tight connection: often missed
American Details →	IAH 08:31 → PHX 09:24AA 1937	51m Phoenix	PHX 10:15 → ORD 16:12AA 2252	7h 41m	69%	52%
Delta Details →	HOU 17:12 → ATL 20:28DL 2381	47m Atlanta	ATL 21:15 → MDW 22:17DL 1076	5h 05m	69%	51%
United Details →	IAH 09:50 → ASE 11:40UA 5814 · flown by SkyWest	59m Aspen	ASE 12:39 → ORD 16:45UA 5956 · flown by SkyWest	6h 55m	71%	49%

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 13m · leaves 05:15 3%

FLL · 1h 04m · leaves 07:35 5%

STL · 1h 18m · leaves 08:00 6%

Afternoon and evening

SAN · 50m · leaves 20:40 64%

PHL · 51m · leaves 12:21 69%

RDU · 53m · leaves 14:55 71%

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 4483 HOU 05:00 → MCO United UA 2466 MCO 10:52 → ORD Connection details →	2h 27m	8h 02m	100%	92%
American AA 2011 IAH 06:01 → CLT Southwest WN 4529 CLT 11:35 → MDW Connection details →	1h 52m	6h 34m	92%	87%
Southwest WN 2622 HOU 05:50 → ATL Delta DL 2417 ATL 11:05 → MDW Connection details →	2h 15m	6h 15m	100%	86%

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