$239 Find Cheap Flights from Hilton Head Island to Chicago - Compare and Save

Among airlines operating Hilton Head Island to Chicago O'Hare Intl Airport flights:

• American Airlines: offers free seat selection
• United Airlines: offers extra legroom; offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

2 airlines operate flights between Hilton Head Island and Chicago O'Hare Intl Airport. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines

Flights from Hilton Head Island to Chicago O'Hare Intl Airport usually depart from Hilton Head Island (HHH) and arrive at Chicago O'Hare Intl (ORD).

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Two cabin classes are available on flights from Hilton Head Island to Chicago O'Hare Intl Airport:

• Economy Class
• First Class

On this route, nonstop and layover fares are close on average, with nonstop at $339 round-trip and layover options via Atlanta Hartsfield-Jackson (ATL) at $341.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Embraer 175 (Enhanced Winglets) family is used most often on this route, operated mainly by United Airlines. Other aircraft seen on the route include Embraer 175 variants.

Connecting flights from Hilton Head Island to Chicago O'Hare Intl Airport most commonly pass through:

• Charlotte Douglas (CLT) - 64% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 36% of one-stop connections
Together, these airports account for 100% of one-stop bookings on this route.

Yes. Being flexible with your travel dates can save you up to 66% on the Hilton Head Island to Chicago O'Hare Intl Airport route. Wednesday is the cheapest departure day at $279 round-trip on average, while Monday is the most expensive at $811, a difference of $532. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

These are the earliest and latest flight times available from Hilton Head Island to Chicago O'Hare Intl Airport:

• Earliest: departs at 1:40 pm and lands at 4:42 pm
• Latest: departs at 2:51 pm and lands at 5:53 pm.

The flight takes about 3h 02m.

A nonstop flight from Hilton Head Island to Chicago O'Hare Intl Airport takes 3h 02m, covering 781 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $309 to $1,254. That means the highest observed fare was about 4x higher than the lowest one.

One-way fares from Hilton Head Island to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $271, which is 10% below the typical average for this route.

Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 4h 46m, compared with 5h 30m via Atlanta Hartsfield-Jackson (ATL).

Chicago O'Hare Intl Airport is 1 hour behind Hilton Head Island (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:
• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Round-trip flights from Hilton Head Island to Chicago O'Hare Intl Airport range from $269 to $447, with an average of $349 over the past 12 months. Anything below $269 counts as a good deal.

American Airlines is the only airline on the Hilton Head Island to Chicago O'Hare Intl Airport route offering in-flight Wi-Fi. Pricing depends on fare class.