Nonstop flights from Hilton Head Island to Chicago
2 airlines fly this route, with up to 2 flights a day.
HHHHilton Head Island
782 mi · 12 flights a week
ORDChicago O'Hare International
When they leave
Hilton Head Island time1:52p2:58pFirst departure 1:52 PM, last 2:58 PM
Two in the afternoon, 1:52 PM to 2:58 PM.
Every flight
Earliest first
Schedules last checked Sep 12, 2026. Times are local.
Flying from Hilton Head Island to Chicago
American Airlines flies most often, daily on the Embraer 175. United Airlines flies 5 times a week on the Embraer 175.
There are 1 or 2 flights every day of the week. The first arrival in Chicago is at 3:30 PM and the last at 5:15 PM. The flight covers 782 miles.
American Airlines flies it until Nov 14.
Flying back, Chicago to Hilton Head Island has 14 nonstop flights a week.
Return flights
More from Hilton Head Island
Find the cheapest day to fly from Hilton Head Island to Chicago.
Schedules as of Oct 9, 2026.