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Cheap flight deals from Hilton Head Island to Chicago Starting at PHP 7,653

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        HHH05:11 pm
        2h 44m
        Nonstop
        ORD06:55 pm
        Sat, Apr 5|Hilton Head Island - Chicago|United Airlines
        PHP 20,872PHP 28,205
        26% OFF
        26% OFF
        PHP 28,205PHP 20,872

        Choose United Airlines flights from Hilton Head Island to Chicago. The one-way direct flight with United Airlines departs from Hilton Head International Airport on Sat, Apr 5, arriving at O'Hare International Airport. One-way Prices start from PHP 20,872 including taxes and charges.

      • HHH06:01 pm
        4h 39m
        1 stop
        ORD09:40 pm
        Tue, Mar 4|Hilton Head Island - Chicago|American Airlines
        PHP 7,653PHP 28,205
        73% OFF
        73% OFF
        PHP 28,205PHP 7,653

        Choose American Airlines flights from Hilton Head Island to Chicago. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Tue, Mar 4, arriving at O'Hare International Airport. One-way Prices start from PHP 7,653 including taxes and charges.

      • HHH06:01 pm
        6h 51m
        1 stop
        ORD11:52 pm
        Wed, Mar 5|Hilton Head Island - Chicago|American Airlines
        PHP 7,653PHP 28,205
        73% OFF
        73% OFF
        PHP 28,205PHP 7,653

        Choose American Airlines flights from Hilton Head Island to Chicago. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Wed, Mar 5, arriving at O'Hare International Airport. One-way Prices start from PHP 7,653 including taxes and charges.

      • HHH05:59 pm
        4h 40m
        1 stop
        ORD09:39 pm
        Thu, Mar 6|Hilton Head Island - Chicago|American Airlines
        PHP 9,476
        PHP 9,476

        Choose American Airlines flights from Hilton Head Island to Chicago. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Thu, Mar 6, arriving at O'Hare International Airport. One-way Prices start from PHP 9,476 including taxes and charges.

      • HHH01:15 pm
        5h 45m
        1 stop
        MDW06:00 pm
        Tue, Apr 22|Hilton Head Island - Chicago|Delta Air Lines
        PHP 14,418
        PHP 14,418

        Choose Delta Air Lines flights from Hilton Head Island to Chicago. The one-way connecting flight with Delta Air Lines departs from Hilton Head International Airport on Tue, Apr 22, arriving at Midway International Airport. One-way Prices start from PHP 14,418 including taxes and charges.

      • HHH02:10 pm
        7h 15m
        1 stop
        ORD08:25 pm
        Sat, Mar 22|Hilton Head Island - Chicago|United Airlines
        PHP 15,554
        PHP 15,554

        Choose United Airlines flights from Hilton Head Island to Chicago. The one-way connecting flight with United Airlines departs from Hilton Head International Airport on Sat, Mar 22, arriving at O'Hare International Airport. One-way Prices start from PHP 15,554 including taxes and charges.

      • HHH02:10 pm
        7h 15m
        1 stop
        ORD08:25 pm
        Sat, Mar 15|Hilton Head Island - Chicago|United Airlines
        PHP 15,690
        PHP 15,690

        Choose United Airlines flights from Hilton Head Island to Chicago. The one-way connecting flight with United Airlines departs from Hilton Head International Airport on Sat, Mar 15, arriving at O'Hare International Airport. One-way Prices start from PHP 15,690 including taxes and charges.

      • HHH04:18 pm
        8h 22m
        1 stop
        ORD11:40 pm
        Wed, Apr 9|Hilton Head Island - Chicago|United Airlines
        PHP 15,730
        PHP 15,730

        Choose United Airlines flights from Hilton Head Island to Chicago. The one-way connecting flight with United Airlines departs from Hilton Head International Airport on Wed, Apr 9, arriving at O'Hare International Airport. One-way Prices start from PHP 15,730 including taxes and charges.

      • HHH02:46 pm
        5h 40m
        1 stop
        ORD07:26 pm
        Sat, Mar 1|Hilton Head Island - Chicago|American Airlines
        PHP 15,810
        PHP 15,810

        Choose American Airlines flights from Hilton Head Island to Chicago. The one-way connecting flight with American Airlines departs from Hilton Head International Airport on Sat, Mar 1, arriving at O'Hare International Airport. One-way Prices start from PHP 15,810 including taxes and charges.

      • HHH02:10 pm
        7h 15m
        1 stop
        ORD08:25 pm
        Sat, Mar 8|Hilton Head Island - Chicago|United Airlines
        PHP 15,850
        PHP 15,850

        Choose United Airlines flights from Hilton Head Island to Chicago. The one-way connecting flight with United Airlines departs from Hilton Head International Airport on Sat, Mar 8, arriving at O'Hare International Airport. One-way Prices start from PHP 15,850 including taxes and charges.

      • HHH01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Fri, Feb 28|Hilton Head Island - Chicago|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.

Hilton Head Island to Chicago Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA3458

    American Airlines

    02:49 pm

    HHH

    1.3h

    04:04 pm

    CLT

    SMTWTFS
    Search

  2. AA2488

    American Airlines

    06:22 pm

    CLT

    2.2h

    07:35 pm

    ORD

    SMTWTFS

  3. AA3457

    American Airlines

    06:22 pm

    HHH

    1.3h

    07:40 pm

    CLT

    SMTWTFS
    Search

  4. AA5044

    American Airlines

    09:00 am

    CLT

    1.4h

    10:24 am

    ATL

    SMTWTFS

  5. AA2827

    American Airlines

    07:08 am

    ATL

    2.1h

    08:15 am

    ORD

    SMTWTF-

  6. AA3457

    American Airlines

    06:22 pm

    HHH

    1.3h

    07:40 pm

    CLT

    SMTWTFS
    Search

  7. AA1843

    American Airlines

    08:15 pm

    CLT

    2.2h

    10:28 pm

    BOS

    SMTWTFS

  8. AA1509

    American Airlines

    06:35 am

    BOS

    2.9h

    08:31 am

    ORD

    SMTWTFS

  9. AA3457

    American Airlines

    06:22 pm

    HHH

    1.3h

    07:40 pm

    CLT

    SMTWTFS
    Search

  10. AA1933

    American Airlines

    11:06 pm

    CLT

    1.5h

    12:38 am

    SDF

    SMTWTFS

  11. AA4622

    American Airlines

    05:45 am

    SDF

    1.6h

    06:19 am

    ORD

    SMTWTFS

  12. AA3457

    American Airlines

    06:22 pm

    HHH

    1.3h

    07:40 pm

    CLT

    SMTWTFS
    Search

  13. AA1180

    American Airlines

    10:56 pm

    CLT

    2.3h

    12:12 am

    ORD

    SMTWTFS

  14. AA3457

    American Airlines

    06:22 pm

    HHH

    1.3h

    07:40 pm

    CLT

    SMTWTFS
    Search

  15. AA815

    American Airlines

    08:30 pm

    CLT

    2.2h

    09:44 pm

    ORD

    SMTWTFS
Find more flights and airlines

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

We monitor flight fares to help you find the best deals effortlessly

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 Hilton Head Island (HHH) to Chicago (CHI) the cheapest?

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

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

    According to Trip.com's data, the lowest price is around PHP 24,150.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

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

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Hilton Head Island to Chicago. Book your flights at the right time and save more.
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 | Hilton Head Island to Chicago

Cheapest nonstop flight pricePHP 7,652
Off-season for travelMarch
Peak season for travelNovember
Flight distance1,236.42 km
Popular airlineAmerican Airlines

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