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

Take the nonstop: United SJC → ORD (4h 24m) reaches Chicago on time 9 times in 10; the most reliable connection, Delta via Salt Lake City (7h 13m), 70%.

Nonstops (seasonal or thin)


United	SJC	ORD	4h 24m	92%	1.7%	293	Flying now
American	SJC	ORD	–	100%few flights	0.0%	8	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 (Chicago is 2 h ahead of San Jose). Layovers up to 4 hours. Pick a connection for the details.


Alaska Details →	SJC 18:37 → PDX 20:29AS 3030 · flown by SkyWest	2h 30m Portland	PDX 22:59 → ORD 05:00 +1AS 376	8h 23m	100%	84%
Delta Details →	SJC 22:00 → ATL 05:34DL 2136	1h 51m Atlanta	ATL 07:25 → ORD 08:35 +1DL 1178	8h 35m	96%	83%
Alaska Details →	SJC 18:45 → SEA 21:00AS 481	3h 17m Seattle	SEA 00:17 → ORD 06:20 +1AS 328	9h 35m	98%	80%
Delta Details →	SJC 11:29 → SEA 13:59DL 3736 · flown by SkyWest	3h 41m Seattle	SEA 17:40 → ORD 23:39DL 2108	10h 10m	100%	75%
American Details →	SJC 19:23 → PHX 21:18AA 2576	3h 32m Phoenix	PHX 00:50 → ORD 06:25 +1AA 1148	9h 02m	97%	74%
American Details →	SJC 06:01 → PHX 08:05AA 1694	2h 10m Phoenix	PHX 10:15 → ORD 16:12AA 2252	8h 11m	96%	73%
Delta Details →	SJC 09:45 → SLC 12:48DL 4026 · flown by SkyWest	1h 47m Salt Lake City	SLC 14:35 → ORD 18:58DL 2377	7h 13m	98%	70%
Alaska Details →	SJC 14:16 → SEA 16:27AS 521	1h 21m Seattle	SEA 17:48 → ORD 23:59AS 538	7h 43m	88%	69%
Tight connection: often missed
United Details →	SJC 14:32 → DEN 18:10UA 719	1h 00m Denver	DEN 19:10 → ORD 22:49UA 2258	6h 17m	63%	44%
American Details →	SJC 14:24 → DFW 20:06AA 436	54m Dallas-Fort Worth	DFW 21:00 → ORD 23:39AA 2346	7h 15m	51%	30%
Alaska Details →	SJC 08:20 → SEA 10:31AS 1426	58m Seattle	SEA 11:29 → ORD 17:38AS 346	7h 18m	39%	10%

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

SEA · 46m · leaves 07:20 14%

SAN · 57m · leaves 10:03 22%

Afternoon and evening

IAH · 1h 20m · leaves 13:10 15%

MSP · 56m · leaves 13:10 16%

DFW · 54m · leaves 14:24 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.


Delta DL 3897 SJC 17:55 → SEA American AA 2881 SEA 23:56 → ORD Connection details →	3h 43m	10h 07m	100%	92%
Southwest WN 2335 SJC 18:50 → LAS United UA 2102 LAS 23:30 → ORD Connection details →	3h 10m	8h 21m	97%	89%
Southwest WN 2280 SJC 06:00 → LAS American AA 2020 LAS 09:40 → ORD Connection details →	2h 05m	7h 42m	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