Cheap flights from Hilton Head Island (HHH) to Chicago (CHI) from $104

Flights from Hilton Head Island to Chicago are found to be more expensive on Thursday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

Due to multiple factors, expect to potentially pay more when booking in January. For low rates, October can be a great choice for travel to Chicago. Flights to Chicago from Hilton Head Island in October are about $474 on average during October, but can be found for as low as $280.

When flying from Hilton Head Island to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 41% versus a flight in the afternoon.

For a flight from Hilton Head Island to Chicago, you will be flying from Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city. Hilton Head is the only Hilton Head Island airport and it handles 0 outbound flights to Chicago per day. 1 airline has flights to Chicago from Hilton Head Island on a regular basis.

Some of our airline partners flying from Hilton Head Island to Chicago have new flexible policies in place due to COVID-19. American Airlines is one of the carriers where you may find flexible change policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Yes, there are multiple flights from Hilton Head Island to Chicago for under $500. The cheapest flight booked recently is on American Airlines for just $430, but on average you can expect to pay $586.

Cheapflights has at least 1 direct flight from Hilton Head Island to Chicago under $800. A good price for a nonstop flight from Hilton Head Island to Chicago is less than $748.

There are currently 4+ open flights from Hilton Head Island to Chicago within the next 7 days for less than $400.

Nonstop flights can be found on the following days: Friday.

2 flight departures from Hilton Head Island to Chicago per day on average.
Morning (6am - Noon) - 100% of flight departures

American Airlines, United Airlines, and Delta can get you from Hilton Head Island to Chicago in just under 5h 39m. Your travel time can differ by up to 6h 10m. There are 786 mi between Hilton Head Island and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

Cheapflights users have booked flights from Hilton Head Island to Chicago round-trip from $430. Other airlines that can offer you cheap pricing are United Airlines, from $506, and Delta, from $528. American Airlines is currently priced 9% below the average price you’ll pay for this route.

Consider Envoy Air (100%), American Airlines (88%) or Qatar Airways (83%) when booking your flight. These represent the most reliable airlines when flying from Hilton Head Island to Chicago.

While on average a flight from Hilton Head Island to Chicago is generally $412, our data shows the cheapest flight currently is $152. When looking at the most popular route, (Hilton Head Island - Chicago O'Hare Intl), you can expect to pay $395 for that flight.

This is defined as Hilton Head Island Airport (HHH) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.