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

No nonstop, and no clear pattern: the best connection reaches Chicago on time 94% of the time.

Best connections, one ticket

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

SouthwestDetails → SNA 18:25 → SJC 19:40WN 342 3h 15m San Jose SJC 22:55 → MDW 05:00 +1WN 3886 8h 35m 100% 94%
SouthwestDetails → SNA 18:45 → SMF 20:10WN 3872 3h 40m Sacramento SMF 23:50 → MDW 05:45 +1WN 3802 9h 00m 100% 91%
SouthwestDetails → SNA 19:00 → LAS 20:10WN 2477 3h 45m Las Vegas LAS 23:55 → MDW 05:25 +1WN 2276 8h 25m 100% 84%
SouthwestDetails → SNA 20:45 → PHX 22:05WN 3857 1h 50m Phoenix PHX 23:55 → MDW 05:10 +1WN 3298 6h 25m 100% 81%
SouthwestDetails → SNA 06:45 → SMF 08:25WN 2669 3h 35m Sacramento SMF 12:00 → MDW 17:55WN 3769 9h 10m 100% 70%
DeltaDetails → SNA 12:18 → ATL 19:41DL 1521 1h 34m Atlanta ATL 21:15 → MDW 22:17DL 1076 7h 59m 91% 68%
SouthwestDetails → SNA 20:30 → OAK 22:00WN 312 1h 55m Oakland OAK 23:55 → MDW 06:00 +1WN 3059 7h 30m 100% 66%
SouthwestDetails → SNA 08:00 → SJC 09:20WN 3859 1h 20m San Jose SJC 10:40 → MDW 16:45WN 4357 6h 45m 100% 65%
Tight connection: often missed
SouthwestDetails → SNA 10:55 → DEN 14:10WN 187 50m Denver DEN 15:00 → MDW 18:20WN 1603 5h 25m 62% 36%
SouthwestDetails → SNA 17:00 → LAS 18:10WN 2187 1h 10m Las Vegas LAS 19:20 → MDW 01:30 +1WN 3200 5h 55m 72% 20%

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
Afternoon and evening

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.
Alaska AS 589 SNA 18:09 → PDX
Southwest WN 3203 PDX 23:30 → MDW
Connection details →
2h 59m 9h 11m 100% 86%
Delta DL 4179 SNA 20:08 → LAS
Southwest WN 2276 LAS 23:55 → MDW
Connection details →
2h 29m 7h 17m 93% 77%
American AA 2685 SNA 19:32 → PHX
Southwest WN 3298 PHX 23:55 → MDW
Connection details →
2h 58m 7h 38m 89% 74%

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