$269 Find Cheap Flights from Chicago to Hilton Head Island - Compare and Save

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

• American Airlines: offers extra legroom; 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 Chicago O'Hare Intl Airport and Hilton Head Island. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines

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

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

• American Airlines: a cabin bag and a checked bag in Economy Class
• United Airlines: a cabin bag and a checked bag in Economy 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 Chicago O'Hare Intl Airport to Hilton Head Island:

• Economy Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $320 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $379 for nonstop.

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

• Charlotte Douglas (CLT) - 94% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 6% 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 32% on the Chicago O'Hare Intl Airport to Hilton Head Island route. Tuesday is the cheapest departure day at $349 round-trip on average, while Sunday is the most expensive at $507, a difference of $158. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Harbour Town Lighthouse is one of the most viewed places in Hilton Head Island on KAYAK.

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

• Earliest: departs at 9:45 am and lands at 12:18 pm
• Latest: departs at 10:35 am and lands at 1:08 pm.

The flight takes about 2h 33m.

Last-minute fares on this route - booked within 2 weeks of departure - run 39% above the route average of $409. Book 15 weeks before departure for the lowest fares.

A nonstop flight from Chicago O'Hare Intl Airport to Hilton Head Island takes 2h 33m, 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 $299 to $1,581. That means the highest observed fare was about 5x higher than the lowest one.

One-way fares from Chicago O'Hare Intl Airport to Hilton Head Island are currently lower than usual. Average one-way flight prices are about $285, which is 9% below the typical average for this route.

Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 5h 03m, compared with 5h 34m via Atlanta Hartsfield-Jackson (ATL).

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

Hilton Head Island Airport (HHH) hosts 5 major car rental companies, with daily rates starting from around $29 for economy cars. Top options include:
· Budget
· Thrifty
· Alamo
· Avis
· Enterprise Rent-A-Car

Round-trip flights from Chicago O'Hare Intl Airport to Hilton Head Island range from $325 to $519, with an average of $409 over the past 12 months. Anything below $325 counts as a good deal.

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