Flights from Hilton Head to Chicago

Selected fares from Hilton Head to Chicago

Departure Arrival Travel dates Round-trip
HHH CHI Tue, Aug 18 - Mon, Aug 24 $473
HHH CHI Tue, Aug 18 - Mon, Aug 24 $473

Hilton Head and Chicago airports and terminals

Airports in Hilton Head SC, US

map of airports in Hilton Head
  • 1

    Hilton Head Airport (HHH)

    Distance from City Center: 3.3 miles

  • 2

    Savannah-Hilton Head (SAV)

    Distance from City Center: 26.9 miles

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Airports in Chicago IL, US

map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $109

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 146 reviews

O'Hare International Airport Map

Rate Includes Breakfast

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $129

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 51 reviews

6500 South Cicero Avenue Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $118

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.7 / 5 15 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hyatt Place Chicago Midway Airport

4 stars
Not yet reviewed

6550 S. Cicero Avenue Map

...Located just 1 mile south of Chicago International Airport, Hyatt offers a complementary 24 hour shuttle to and from the airport.... Midway Hotel Centers newest property is composed of 6 floors,... More

Hotel only $127

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 17 reviews

6540 S. Cicero Ave. Map

Free On The House hot breakfast, Wi-Fi

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

May

Cheapest weekend flights in May from Hilton Head to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 14 Hilton Head (HHH) Chicago (ORD) US Airways $526
Earn $5.26
Return Sun, May 17 Chicago (ORD) Hilton Head (HHH) US Airways

Lowest roundtrip airfare in May from Hilton Head to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 14 Hilton Head (HHH) Chicago (ORD) US Airways $526
Earn $5.26
Return Sun, May 17 Chicago (ORD) Hilton Head (HHH) US Airways
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June

Cheapest weekend flights in June from Hilton Head to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jun 11 Hilton Head (HHH) Chicago (ORD) US Airways $525
Earn $5.25
Return Sat, Jun 13 Chicago (ORD) Hilton Head (HHH) US Airways

Lowest roundtrip airfare in June from Hilton Head to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jun 11 Hilton Head (HHH) Chicago (ORD) US Airways $525
Earn $5.25
Return Sat, Jun 13 Chicago (ORD) Hilton Head (HHH) US Airways
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July

Cheapest weekend flights in July from Hilton Head to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jul 4 Hilton Head (HHH) Chicago (ORD) US Airways $515
Earn $5.15
Return Mon, Jul 6 Chicago (ORD) Hilton Head (HHH) US Airways

Lowest roundtrip airfare in July from Hilton Head to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jul 4 Hilton Head (HHH) Chicago (ORD) US Airways $515
Earn $5.15
Return Mon, Jul 6 Chicago (ORD) Hilton Head (HHH) US Airways
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Flights to Chicago

Hilton Head Airport Information

Use Orbitz.com to book your cheap flights from Hilton Head, and you can choose to depart from either the Hilton Head Island Airport or the Savannah/Hilton Head International Airport, located in Savannah, Georgia. The Hilton Head Island Airport is convenient, but service is limited to nine flights that depart daily from the island to Charlotte, North Carolina, and one flight on Saturday to Washington, DC. The Savannah airport is roughly 40 miles from Hilton Head, but it offers almost 40 daily flights to eight major cities on American Eagle, Delta, United and US Airways.

Parking at the Airports

The Hilton Head airport offers convenient short- and long-term parking at budget rates in lots adjacent to the terminal building. Expect to pay $9 per day in the short-term lot, and $7 per day or $42 per week in the long-term lot. The Savannah airport has several choices in parking. Both the short- and long-term lots charge $12 per day, but the long-term lot also offers a weekly rate of $60. Economy parking is also available for a daily rate of $8 or $40 per week. Book your discount tickets through Orbitz.com, and you might save enough to cover the cost of valet parking at the Savannah airport.

Ground Transportation from Hilton Head

There are several taxi companies that can get you to either airport, including Advantage Transportation, Diamond Transportation, Ferguson Transportation, Giddyup Taxi, Palmetto Taxi and Yellow Cab. Fares to the Hilton Head airport will depend on where you are coming from, but you can expect your fare to the Savannah airport to be roughly $80.

Restaurants in the Airports

Both airports have concessions where you can purchase a quick beverage or grab-and-go snack, but the Savannah airport also offers venues where you can purchase a full meal. The main terminal has a Pizza Hut, Nathans, Phillip's Famous Seafood and a Starbucks. You will find a Burger King, Starbucks, Dewar's Clubhouse Bar and Grille and Samuel Adams Toasts Savannah on the concourse. Enjoy your trip, and remember to mark your planner to check Orbitz.com the next time you need to find cheap flights from Hilton Head.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flight schedule for flights from Hilton Head to Chicago on Tue, Apr 28, 2015

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
American Airlines/American Airlines AA4707/AA1987 HHH 5:20 AM ORD 9:06 AM DH3/321 4hr 46min
American Airlines/US Airways AA4707/US1987 HHH 5:20 AM ORD 9:06 AM DH3/321 4hr 46min
US Airways/American Airlines US4707/AA1987 HHH 5:20 AM ORD 9:06 AM DH8/321 4hr 46min
US Airways/US Airways US4707/US1987 HHH 5:20 AM ORD 9:06 AM DH8/321 4hr 46min
American Airlines/American Airlines AA4768/AA1892 HHH 12:40 PM ORD 4:00 PM DH3/321 4hr 20min
American Airlines/US Airways AA4768/US1892 HHH 12:40 PM ORD 4:00 PM DH3/321 4hr 20min
US Airways/American Airlines US4768/AA1892 HHH 12:40 PM ORD 4:00 PM DH8/321 4hr 20min
US Airways/US Airways US4768/US1892 HHH 12:40 PM ORD 4:00 PM DH8/321 4hr 20min
American Airlines/US Airways AA4768/US1453 HHH 12:40 PM ORD 5:23 PM DH3/738 5hr 43min
American Airlines/American Airlines AA4768/AA1453 HHH 12:40 PM ORD 5:23 PM DH3/738 5hr 43min
US Airways/US Airways US4768/US1453 HHH 12:40 PM ORD 5:23 PM DH8/738 5hr 43min
US Airways/American Airlines US4768/AA1453 HHH 12:40 PM ORD 5:23 PM DH8/738 5hr 43min
American Airlines/American Airlines AA4732/AA1788 HHH 7:55 PM ORD 11:21 PM DH3/757 4hr 26min