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. The timetable below shows the nonstop scheduled at 2h 44m to 3h 17m for the 782 miles. 2LNR checks confirmed upgrade and award space on American Airlines flights on this route, so you can see which departures have space before you book.

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

Updated .

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7
Flights a week, 4-week average
2h 44m to 3h 17m
Scheduled flight time
782 mi
Nonstop distance
Free
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Hilton Head Island to Chicago flight schedule

Scheduled nonstop departures for HHH to ORD starting October 22, 2026, last checked against our schedule feed on October 18, 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 3969American Airlines13:5015:342h 44mEmbraer E170
UA 3550United Airlines14:5117:053h 14mEmbraer E175
UA 3542United Airlines14:4817:053h 17mEmbraer E175
UA 3542United Airlines14:4817:053h 17mEmbraer E175
UA 3542United Airlines14:4817:053h 17mEmbraer E175
UA 3542United Airlines14:4817:053h 17mEmbraer E175
UA 3542United Airlines14:4817:053h 17mEmbraer E175
UA 3542United Airlines14:4817:053h 17mEmbraer E175

Showing all 8 scheduled HHH to ORD departures across 7 days with service, starting October 22, 2026. 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 hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure.

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Aircraft on the Hilton Head Island to Chicago nonstop

In the schedule table on this page, United Airlines flies the Embraer E175, and American Airlines flies the Embraer E170. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

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.

American Airlines award space was open on neither of the two Hilton Head Island to Chicago departure dates from October 19 to November 1 that 2LNR checked in the 7 days to October 19, 2026.

See real availability

Confirmed upgrade or award seats by date on the HHH to ORD departures 2LNR tracks, checked against live inventory so you know what's open before you book.

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Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're 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. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

See HHH to ORD on the interactive map →

Frequently asked questions about HHH to ORD

How long is the flight from Hilton Head Island (HHH) to Chicago (ORD)?
Scheduled flight times from Hilton Head Island (HHH) to Chicago (ORD) run from 2h 44m to 3h 17m across the departures in the schedule table on this page. The nonstop covers about 782 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.
Which airlines fly nonstop from HHH to ORD?
United Airlines and American Airlines fly HHH to ORD 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 (HHH) and Chicago (ORD) 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 13:50 and 14:51, local time at Hilton Head Island. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
Which flights operate HHH to ORD nonstop?
In the schedule table on this page, HHH to ORD nonstops fly as UA 3542 and UA 3550 on United Airlines, and AA 3969 on American Airlines. The table lists each departure by date with its times 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's open by date on this route, the next 14 days free on every product and the full horizon on Pro.

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