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Flights from Chicago to Hilton Head Island
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Cheap flight deals from Chicago to Hilton Head Island Starting at IDR 2,656,983

Whether you’re going for a one-way or round-trip to Hilton Head Island, we’ve got you covered! Check out these different flight options from Chicago below.

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD10:35
        2h 24m
        Nonstop
        HHH13:59
        Sat, Apr 12|Chicago - Hilton Head Island|United Airlines
        IDR 4,303,911IDR 5,007,618
        14% OFF
        14% OFF
        IDR 5,007,618IDR 4,303,911

        Choose United Airlines flights from Chicago to Hilton Head Island. The one-way direct flight with United Airlines departs from O'Hare International Airport on Sat, Apr 12, arriving at Hilton Head International Airport. One-way Prices start from IDR 4,303,911 including taxes and charges.

      • ORD05:10
        4h 13m
        1 stop
        HHH10:23
        Fri, Apr 11|Chicago - Hilton Head Island|American Airlines
        IDR 2,656,983IDR 5,007,618
        47% OFF
        47% OFF
        IDR 5,007,618IDR 2,656,983

        Choose American Airlines flights from Chicago to Hilton Head Island. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Fri, Apr 11, arriving at Hilton Head International Airport. One-way Prices start from IDR 2,656,983 including taxes and charges.

      • ORD05:00
        4h 24m
        1 stop
        HHH10:24
        Mon, Mar 17|Chicago - Hilton Head Island|American Airlines
        IDR 3,262,570IDR 5,007,618
        35% OFF
        35% OFF
        IDR 5,007,618IDR 3,262,570

        Choose American Airlines flights from Chicago to Hilton Head Island. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Mon, Mar 17, arriving at Hilton Head International Airport. One-way Prices start from IDR 3,262,570 including taxes and charges.

      • MDW09:52
        5h 49m
        1 stop
        HHH16:41
        Wed, Apr 30|Chicago - Hilton Head Island|Delta Air Lines
        IDR 3,827,933
        IDR 3,827,933

        Choose Delta Air Lines flights from Chicago to Hilton Head Island. The one-way connecting flight with Delta Air Lines departs from Midway International Airport on Wed, Apr 30, arriving at Hilton Head International Airport. One-way Prices start from IDR 3,827,933 including taxes and charges.

      • ORD05:30
        10h 11m
        1 stop
        HHH16:41
        Thu, Apr 17|Chicago - Hilton Head Island|Delta Air Lines
        IDR 4,163,128
        IDR 4,163,128

        Choose Delta Air Lines flights from Chicago to Hilton Head Island. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Thu, Apr 17, arriving at Hilton Head International Airport. One-way Prices start from IDR 4,163,128 including taxes and charges.

      • ORD10:31
        5h 55m
        1 stop
        HHH17:26
        Fri, Mar 7|Chicago - Hilton Head Island|American Airlines
        IDR 4,299,441
        IDR 4,299,441

        Choose American Airlines flights from Chicago to Hilton Head Island. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Fri, Mar 7, arriving at Hilton Head International Airport. One-way Prices start from IDR 4,299,441 including taxes and charges.

      • ORD13:16
        26h 25m
        1 stop
        HHH16:41
        Wed, Apr 16|Chicago - Hilton Head Island|Delta Air Lines
        IDR 4,330,726
        IDR 4,330,726

        Choose Delta Air Lines flights from Chicago to Hilton Head Island. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Wed, Apr 16, arriving at Hilton Head International Airport. One-way Prices start from IDR 4,330,726 including taxes and charges.

      • ORD06:00
        6h 29m
        1 stop
        HHH13:29
        Sat, Mar 15|Chicago - Hilton Head Island|United Airlines
        IDR 4,359,777
        IDR 4,359,777

        Choose United Airlines flights from Chicago to Hilton Head Island. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Sat, Mar 15, arriving at Hilton Head International Airport. One-way Prices start from IDR 4,359,777 including taxes and charges.

      • ORD08:16
        5h
        1 stop
        HHH14:16
        Tue, Feb 25|Chicago - Hilton Head Island|American Airlines
        IDR 4,370,950
        IDR 4,370,950

        Choose American Airlines flights from Chicago to Hilton Head Island. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Tue, Feb 25, arriving at Hilton Head International Airport. One-way Prices start from IDR 4,370,950 including taxes and charges.

      • ORD06:00
        6h 29m
        1 stop
        HHH13:29
        Sat, Mar 8|Chicago - Hilton Head Island|United Airlines
        IDR 4,375,419
        IDR 4,375,419

        Choose United Airlines flights from Chicago to Hilton Head Island. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Sat, Mar 8, arriving at Hilton Head International Airport. One-way Prices start from IDR 4,375,419 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        HHH02:00 pm
        Sun, Feb 23|Chicago - Hilton Head Island|United Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Chicago to Hilton Head Island flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA2842

    American Airlines

    05:00

    ORD

    2.1h

    08:07

    CLT

    SMTWTFS
    Search

  2. AA3458

    American Airlines

    09:00

    CLT

    1.4h

    10:24

    HHH

    SMTWTFS

  3. AA3152

    American Airlines

    06:17

    ORD

    2.0h

    09:19

    LGA

    SMTWT-S
    Search

  4. AA2051

    American Airlines

    13:59

    LGA

    2.1h

    16:08

    CLT

    SMTWTFS

  5. AA3457

    American Airlines

    16:33

    CLT

    1.3h

    17:50

    HHH

    SMTWTFS

  6. AA1784

    American Airlines

    07:00

    ORD

    2.1h

    10:06

    CLT

    SMTWTFS
    Search

  7. AA3458

    American Airlines

    09:00

    CLT

    1.4h

    10:24

    HHH

    SMTWTFS

  8. AA3202

    American Airlines

    08:05

    ORD

    2.0h

    11:05

    CLT

    SMTWTFS
    Search

  9. AA3458

    American Airlines

    09:00

    CLT

    1.4h

    10:24

    HHH

    SMTWTFS

  10. AA2080

    American Airlines

    10:30

    ORD

    2.2h

    13:40

    CLT

    SMTWTFS
    Search

  11. AA3457

    American Airlines

    16:33

    CLT

    1.3h

    17:50

    HHH

    SMTWTFS

  12. AA2966

    American Airlines

    12:00

    ORD

    2.0h

    14:58

    CLT

    SMTWTFS
    Search

  13. AA3457

    American Airlines

    16:33

    CLT

    1.3h

    17:50

    HHH

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Chicago to Hilton Head Island?

Explore the best time to buy affordable tickets to Hilton Head Island with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Hilton Head Island (HHH) the cheapest?

    Airlines adjust prices for flights from Chicago to Hilton Head Island based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Hilton Head Island (HHH) cost?

    According to Trip.com's data, the lowest price is around IDR 8,174,301.

  • What's the most popular airline for non-stop flights from Chicago (CHI) to Hilton Head Island (HHH)?

    United Airlines operates 1 non-stop flights from Chicago (CHI) to Hilton Head Island (HHH).

  • How many airports are there in Hilton Head Island (HHH)?

    There are 1 airport(s) near Hilton Head Island (HHH): Hilton Head International Airport.

How to find a cheap flight from Chicago to Hilton Head Island

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Chicago to Hilton Head Island

Cheapest direct flight priceIDR 2,656,983
Cheapest return ticket priceIDR 7,030,167
Off-season for travelApril
Peak season for travelNovember
Flight distance1,236.42 km
Popular airlineAmerican Airlines

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