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


United	JAX	ORD	2h 53m	79%	1.3%	1,115	Flying now
American	JAX	ORD	2h 52m	77%	2.8%	1,001	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 1 h behind Jacksonville). Layovers up to 4 hours. Pick a connection for the details.


American Details →	JAX 06:19 → CLT 07:46AA 1834	3h 15m Charlotte	CLT 11:01 → ORD 12:19AA 2908	7h 00m	99%	87%
American Details →	JAX 06:00 → MIA 07:23AA 2711	1h 05m Miami	MIA 08:28 → ORD 10:59AA 1431	5h 59m	94%	83%
United Details →	JAX 07:05 → IAH 08:29UA 2453	1h 06m Houston	IAH 09:35 → ORD 12:29UA 2124	6h 24m	95%	81%
United Details →	JAX 08:09 → DEN 09:55UA 671	1h 20m Denver	DEN 11:15 → ORD 14:55UA 2865	7h 46m	94%	77%
United Details →	JAX 09:20 → IAD 11:16UA 1434	1h 59m Dulles	IAD 13:15 → ORD 14:29UA 2331	6h 09m	97%	77%
American Details →	JAX 07:00 → PHL 09:14AA 709	1h 21m Philadelphia	PHL 10:35 → ORD 12:09AA 1041	6h 09m	95%	76%
United Details →	JAX 06:24 → EWR 08:48UA 2673	2h 37m Newark	EWR 11:25 → ORD 13:08UA 1875	7h 44m	99%	76%
Delta Details →	JAX 05:30 → ATL 06:42DL 2722	2h 20m Atlanta	ATL 09:02 → ORD 10:13DL 1147	5h 43m	98%	75%
Tight connection: often missed
American Details →	JAX 13:44 → CLT 15:15AA 2001	1h 03m Charlotte	CLT 16:18 → ORD 17:42AA 536	4h 57m	70%	47%
American Details →	JAX 19:59 → CLT 21:36AA 1991	1h 03m Charlotte	CLT 22:39 → ORD 00:01 +1AA 3014	5h 02m	59%	35%
American Details →	JAX 17:50 → PHL 20:08AA 1990	1h 24m Philadelphia	PHL 21:32 → ORD 23:30AA 3042	6h 40m	62%	32%

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

IAH · 1h 06m · leaves 07:05 5%

DEN · 1h 20m · leaves 08:09 6%

MIA · 1h 05m · leaves 06:00 6%

Afternoon and evening

CLT · 1h 03m · leaves 19:59 41%

DFW · 47m · leaves 19:40 67%

MIA · 53m · leaves 19:37 67%

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 2155 JAX 06:20 → BNA American AA 3973 BNA 09:04 → ORD Connection details →	2h 14m	5h 40m	98%	88%
American AA 2789 JAX 05:52 → DFW United UA 1114 DFW 09:45 → ORD Connection details →	2h 05m	7h 34m	95%	86%
Delta DL 5632 JAX 06:45 → BOS American AA 1610 BOS 12:01 → ORD Connection details →	2h 25m	8h 17m	96%	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