Rome2Rio

How to get fromHilton Head Island to Chicagoby plane, taxi, train, bus, or car

Find Transport to Chicago

See all options
QR code to download the Rome2Rio app

Download the Rome2Rio travel app

Scan QR code with your phone to download the app

Download on the App StoreGet it on Google Play

There are 7 ways to get from Hilton Head Island to Chicago by plane, taxi, train, bus, or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Hilton Head Airport to Chicago O'Hare International Airport

    best
    1. Fly from Hilton Head Airport (HHH) to Chicago O'Hare International Airport (ORD)plane plane HHH - ORD
    3h 37m
    $77–343

  2. Taxi, train, bus

    1. Take the taxi from Hilton Head Island to Savannah Stationtaxi taxi
    2. Take the train from Savannah Station to Charleston Amtrak Stationtrain train
    3. Take the bus from Charleston Bus Station to Atlanta Bus Stationbus bus
    4. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    32h 5m
    $411–611

  3. Taxi, train

    1. Take the taxi from Hilton Head Island to Savannah Stationtaxi taxi
    2. Take the train from Savannah Station to Chicago Union Stationtrain train Floridian
    33h 1m
    $911–1,391

  4. Drive  917.2 mi

    1. Drive from Hilton Head Island to Chicagocar car 917.2 mi
    16h 50m
    $157–227

  5. Taxi to Savannah, fly to Chicago Midway International Airport

    1. Take the taxi from Hilton Head Island to Savannah (SAV)taxi taxi
    2. Fly from Savannah (SAV) to Chicago Midway International Airport (MDW)plane plane SAV - MDW
    3h 59m
    $257–744

  6. Taxi to Savannah, fly to Chicago O'Hare International Airport

    1. Take the taxi from Hilton Head Island to Savannah (SAV)taxi taxi
    2. Fly from Savannah (SAV) to Chicago O'Hare International Airport (ORD)plane plane SAV - ORD
    4h 16m
    $227–564

  7. Fly Hilton Head Airport to Chicago Midway International Airport

    1. Fly from Hilton Head Airport (HHH) to Chicago Midway International Airport (MDW)plane plane HHH - MDW
    5h 1m
    $102–483

Hilton Head Airport (HHH) to Chicago O'Hare International Airport (ORD) flights

Calendar40Weekly Planes
Duration5h 6mAverage Duration
Ticket$60Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Hilton Head Island to Chicago.ExpandLaunch map view
  • Distance: 803.4 mi
  • Duration: 3h 37m

What companies run services between Hilton Head Island, SC, USA and Chicago, IL, USA?

American Airlines, United Airlines, and Delta fly from Hilton Head Airport (HHH) to Chicago O'Hare International Airport (ORD) every 4 hours.

Airlines
Train operators
Bus operators
Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound