Hilton Head Island to Chicago (HHH-ORD): nonstop upgrade & award space

United Airlines and American Airlines fly the HHH to ORD nonstop about 7 times a week. United Airlines sets the rhythm here, a few flights a day with a small premium cabin on each, so a date with open space is worth acting on the day you see it. 2LNR tracks confirmed upgrade and award space on American Airlines, on every HHH to ORD departure, so you know which flights have space before you book.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

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7
Nonstop flights a week
782 mi
Nonstop distance
Free
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Hilton Head Island to Chicago flight schedule

Scheduled nonstop departures for HHH to ORD, last checked against our schedule feed on September 6, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Schedule data dated .

Scheduled nonstop departures from Hilton Head Island (HHH) to Chicago (ORD)
Date Flight Airline Departs HHH Arrives ORD Duration Aircraft
AA 3962American Airlines13:5215:302h 38mE75
UA 3542United Airlines14:4817:053h 17mE7W
UA 3542United Airlines14:4817:053h 17mE7W
UA 3542United Airlines14:4817:053h 17mE7W
UA 3542United Airlines14:4817:053h 17mE7W
UA 3542United Airlines14:4817:053h 17mE7W
UA 3542United Airlines14:4817:053h 17mE7W
UA 3542United Airlines14:4817:053h 17mE7W

Showing all 8 scheduled HHH to ORD departures across the next 7 days with service. Later dates are on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline has not filed that value in the schedule data we hold. Aircraft are IATA equipment codes as filed, and can change up to departure.

See every HHH to ORD date on the interactive map

Confirmed upgrade & award space on HHH to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Hilton Head Island to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

See real availability

Confirmed upgrade and award seats on each HHH to ORD departure, checked against live inventory so you know what is open before you book.

Set an alert

Premium inventory turns over fast. Watch this route and 2LNR notifies you when space appears on a date you are tracking.

Plan on the map

See HHH to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Hilton Head Island to Chicago nonstop

Carriers operating HHH to ORD nonstop in the current schedule. 2LNR tracks confirmed upgrade and award space on each of them.

See HHH to ORD on the interactive map →

Frequently asked questions about HHH to ORD

How far is Chicago from Hilton Head Island?
HHH to ORD covers about 782 miles nonstop. Flight times vary by aircraft and season; the schedule table on this page lists each scheduled departure with its own times.
Which airlines fly nonstop from HHH to ORD?
United Airlines and American Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from HHH to ORD?
About 7 nonstop flights a week run between Hilton Head Island and Chicago in the current schedule, operated by United Airlines and American Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from HHH to ORD depart?
Scheduled HHH to ORD nonstops in the next 7 days with service leave between 13:52 and 14:48, local time at Hilton Head Island. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
How do I check upgrade or award availability on HHH to ORD?
Open the HHH to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

Never miss HHH to ORD upgrade or award space

See what is open by date on this route, the next 14 days free on every product and the full horizon on Pro.

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