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Chicago, IL, USA to Hilton Head Island, SC, USA from $98: 8 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Hilton Head Island, United States of America

How to Get from Chicago to Hilton Head Island: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$98 - PlaneBest price
1244 kmDistance
4h 10m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Hilton Head Island with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
Various
Plane
Average Duration
4h  10m
Estimated price
$208-625
Recommended
Company
Various
Plane
Average Duration
5h  34m
Estimated price
$98-465
Cheapest
route map
Distance: 1244 km
Duration: 4h 10m

See more options

Company
Various
Bus
Average Duration
20h  59m
Estimated price
$177-2080
Company
Various
Plane
Taxi
Average Duration
4h  30m
Estimated price
$212-615
Company
Various
Plane
Taxi
Average Duration
4h  59m
Estimated price
$242-535
Company
Various
Bus
Average Duration
22h 
Estimated price
$2081-2082
Company
Various
Bus
Average Duration
22h  15m
Estimated price
$2083-2084
Company
Various
Drive
Average Duration
16h  18m
Estimated price
$2083-2085
Browse car rentalsExplore flights

Traveling From Chicago to Hilton Head Island

The journey from the bustling urban landscape of Chicago to the serene beaches of Hilton Head Island presents a fascinating contrast between city life and coastal relaxation.

Best Neighbourhoods in Hilton Head Island

Hilton Head Island offers diverse neighborhoods, each with its own charm.

Sea Pines
• Home to the iconic Harbour Town Lighthouse.
• Beautiful beaches and nature trails abound.
Coligny
• Vibrant shopping and dining options nearby.
• Direct access to the beach and boardwalk.
Palmetto Dunes
• Known for world-class golf courses.
• Offers a serene lagoon system for kayaking.

Best Times To Visit Hilton Head Island's Attractions

Timing your visit can enhance your experience at Hilton Head's top attractions.

Harbour Town Lighthouse
Visit early morning or late afternoon for fewer crowds and stunning views.
Coligny Beach Park
Weekdays and off-peak hours provide a more relaxed beach experience.
Shelter Cove Marina
Sunset hours create a magical atmosphere with fewer visitors around.

Hilton Head Island Weather: What to Expect Year-Round

Hilton Head Island enjoys a temperate climate with warm summers and mild winters, making it an inviting getaway throughout the year. The best times to visit are typically spring and fall, as pleasant temperatures and lower humidity enhance your travel experience.

Dining Recommendation in Hilton Head Island

For a true taste of Hilton Head, try the shrimp and grits at The Lowcountry, where the blend of fresh local seafood and Southern flavors offers an experience distinct from Chicago’s bustling food scene. Enjoy the relaxed atmosphere and outdoor seating, which highlight the island's coastal charm while savoring ingredients sourced from nearby waters.

Chicago - Hilton Head Island operators

Explore transport companies operating between Chicago and Hilton Head Island, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane Show flights
Website
united.com

Plane from Chicago O'Hare to Hilton Head

Average Duration
2h 16m
Estimated price
$980-6256

Plane from Chicago O'Hare to Savannah

Average Duration
2h 18m
Estimated price
$2083-981
Website
delta.com

Plane from Chicago O'Hare to Hilton Head via Atlanta

Average Duration
4h 56m
Estimated price
$6250-6251

Plane from Chicago Midway to Savannah via Atlanta

Average Duration
4h 23m
Estimated price
$6252-6253
Website
aa.com

Plane from Chicago O'Hare to Hilton Head

Average Duration
2h 16m
Estimated price
$6250-6256

Plane from Chicago O'Hare to Savannah

Average Duration
2h 20m
Estimated price
$6257-6258
Website
southwest.com

Plane from Chicago Midway to Savannah

Average Duration
2h 3m
Estimated price
$982-983

Plane from Chicago Midway to Savannah via Nashville

Average Duration
3h 55m
Estimated price
$982-984
Bus Show bus routes
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Chicago Bus Station to Atlanta Bus Station

Average Duration
16h 10m
Estimated price
$4651-6252

Bus from Atlanta Bus Station to Savannah Bus Station

Average Duration
4h 10m
Estimated price
$989-4650

Bus from Chicago IL to Atlanta GA

Average Duration
14h 40m
Estimated price
$987-988
Website
palmlandlines.com

Bus from Chicago IL to Atlanta GA

Average Duration
14h 40m
Estimated price
$987-988
Contact phone
+1 (855) 626-8585
Website
flixbus.com

Bus from Chicago Bus Station to Indianapolis

Average Duration
3h 40m
Estimated price
$4652-4653

Bus from Indianapolis to Atlanta Bus Station

Average Duration
11h 15m
Estimated price
$4654-982
Taxi
Contact phone
+1 912-604-9845
Website
yellowcabsavannah.com

Taxi from Savannah to Hilton Head Island

Average Duration
59m
Estimated price
$4656-6254
Contact phone
+1 912-925-9900
Website
facebook.com

Taxi from Savannah to Hilton Head Island

Average Duration
59m
Estimated price
$4656-6254

Chicago to Hilton Head Island: Overview of Bus, Train, Flight, and Car Trips

Traveling between Chicago and Hilton Head Island offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on a picturesque road trip from the bustling city of Chicago to the serene shores of Hilton Head Island, covering a distance of 965 miles. Traverse through diverse landscapes and charming towns along the way. 💰 Plan your budget accordingly as the cost of driving from Chicago to Hilton Head Island ranges between $170 to $260, depending on factors such as gas prices, tolls, and any planned pit stops for meals or accommodations. ⏰ Prepare for an approximately 16-hour and 18-minute journey by car, allowing for rest stops, sightseeing breaks, and enjoying the scenic views as you make your way from the vibrant urban hub of Chicago to the laid-back coastal paradise of Hilton Head Island.
Average price
$170 - $260
🛫 Flying from Chicago to Hilton Head Island is a convenient and efficient way to reach this beautiful destination. With a quick direct flight that takes just 2 hours and 16 minutes, travelers can easily make their way from Chicago O'Hare Airport to Hilton Head Airport. 🏖 Upon arrival at Hilton Head Airport, visitors can expect a total travel time of approximately 4 hours and 10 minutes from Chicago, allowing for a smooth transition to start enjoying all that Hilton Head Island has to offer. United Airlines, Delta, and American Airlines are among the carriers that offer flights between the two locations. 💸 Prices for flights between Hilton Head Island and Chicago can range from $208 to $625, providing travelers with a variety of options to suit their budget and travel preferences. Whether seeking a quick getaway or a longer vacation, flying from Chicago to Hilton Head Island offers a seamless travel experience.
Departure Point
Chicago O'Hare Airport
Arrival Point
Hilton Head Airport
🚌 Embark on a scenic journey from Chicago to Hilton Head Island by bus, spanning a duration of approximately 20 hours and 59 minutes. 🎟️ Ticket prices for buses between Hilton Head Island and Chicago typically range from $177 to $263, offering budget-friendly travel options for those seeking a leisurely road trip experience.

Frequently asked questions

Find out more about the route from Chicago to Hilton Head Island.

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The distance between Chicago and Hilton Head Island is approximately 773 miles or 965.3 miles by car. The typical travel time by plane is 4 hours and 29 minutes, which includes a flight from Chicago Midway to Savannah and then a taxi ride to Hilton Head Island. If flying directly, it takes about 6 hours and 3 minutes. Driving from Hilton Head Island to Chicago takes approximately 16 hours and 18 minutes. Another option is taking a bus, which typically takes around 22 hours and 10 minutes.
The most cost-effective and time-efficient transportation option for traveling from Chicago to Hilton Head Island would be to fly and then take a taxi. This option takes approximately 4 hours and 29 minutes and costs between $210 and $600. Driving is also a viable option, but it is more time-consuming, taking about 16 hours and 18 minutes and costing $170 to $260. Ultimately, the choice depends on individual preferences and priorities.
The prices for traveling from Chicago to Hilton Head Island by bus can vary from $171 to $354. It is important to note that these are approximate prices and may be subject to change depending on factors such as time of year and availability. It is recommended to check with various bus operators to get the most accurate and up-to-date pricing information for your specific travel dates.
To get from Chicago to Hilton Head Island without using public transportation, you can drive. The driving distance is approximately 965 miles, and it takes about 16 hours and 18 minutes to drive from Chicago to Hilton Head Island. The prices for a car trip can vary, ranging from $170 to $260, depending on factors such as fuel costs and tolls.
To travel from Chicago to Hilton Head Island without a car, the best option would be to take a bus. The journey would typically involve taking a bus from Chicago to Atlanta, which usually takes around 20 hours and costs between $170 and $270. From Atlanta, you can then take another bus to Hilton Head Island. This option allows you to sit back and relax while enjoying the scenic views along the way.
The flight from Chicago to Hilton Head Island typically takes around 2 hours. The cost of a flight between the two cities can vary from $218 to $625, depending on factors such as the time of booking and availability. It is advisable to check with various airlines to find the best deal for your travel.
There are plenty of options for accommodation near Hilton Head Island, with over 1840 hotels to choose from. Prices for hotels on the island start at $55 per night, providing a range of options to suit different budgets. Whether you're looking for a luxurious resort or a budget-friendly option, you will find a variety of hotels to meet your needs on or near Hilton Head Island.

Trips from Chicago

Trips to Hilton Head Island