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 2 in 3 on time.

Nonstops (seasonal or thin)


American	HHH	ORD	2h 34m	68%	2.4%	82	Flying now
United	HHH	ORD	2h 46m	67%	2.3%	132	Flying now

Best connections, any airlines

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 Hilton Head Island). Layovers up to 4 hours. Pick a connection for the details.


American Details →	HHH 11:40 → CLT 12:59AA 3563 · flown by Envoy	1h 36m Charlotte	CLT 14:35 → ORD 15:56AA 2080	5h 16m	100%	71%
American Details →	HHH 10:57 → DCA 12:44AA 3564 · flown by Envoy	3h 08m Washington	DCA 15:52 → ORD 17:25AA 3254	7h 27m	97%	67%
Delta + Unitedtwo ticketsDetails →	HHH 12:13 → ATL 13:31DL 5817 · flown by Republic	1h 59m Atlanta	ATL 15:30 → ORD 16:57UA 516	5h 44m	87%	64%
American Details →	HHH 12:54 → CLT 14:15AA 3582 · flown by Envoy	2h 03m Charlotte	CLT 16:18 → ORD 17:42AA 536	5h 47m	94%	63%
American + Unitedtwo ticketsDetails →	HHH 14:48 → CLT 16:09AA 3562 · flown by Envoy	2h 31m Charlotte	CLT 18:40 → ORD 20:18UA 5751 · flown by SkyWest	6h 30m	88%	61%
American Details →	HHH 17:18 → CLT 18:45AA 3560 · flown by Envoy	3h 54m Charlotte	CLT 22:39 → ORD 00:01 +1AA 3014	7h 43m	99%	58%
American + Unitedtwo ticketsDetails →	HHH 11:07 → DCA 12:52AA 4515 · flown by Republic	2h 38m Washington	DCA 15:30 → ORD 16:52UA 1325	6h 45m	90%	56%
United Details →	HHH 13:45 → EWR 16:00UA 3447 · flown by Republic	3h 12m Newark	EWR 19:12 → ORD 21:00UA 1998	8h 15m	100%	43%

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