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Flights from Hilton Head Island to Chicago
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Flights from Hilton Head Island to Chicago Starting at NZD 229

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

  • One way
  • Round-trip
      • Cheapest nonstop
        HHH17:11
        2h 44m
        Nonstop
        ORD18:55
        Sat, Apr 5|Hilton Head Island - Chicago|United Airlines
        NZD 625NZD 845
        26% OFF
        26% OFF
        NZD 845NZD 625

        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 NZD 625 including taxes and charges.

      • HHH18:01
        4h 39m
        1 stop
        ORD21:40
        Tue, Mar 4|Hilton Head Island - Chicago|American Airlines
        NZD 229NZD 845
        73% OFF
        73% OFF
        NZD 845NZD 229

        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 NZD 229 including taxes and charges.

      • HHH18:01
        6h 51m
        1 stop
        ORD23:52
        Wed, Mar 5|Hilton Head Island - Chicago|American Airlines
        NZD 229NZD 845
        73% OFF
        73% OFF
        NZD 845NZD 229

        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 NZD 229 including taxes and charges.

      • HHH17:59
        4h 40m
        1 stop
        ORD21:39
        Thu, Mar 6|Hilton Head Island - Chicago|American Airlines
        NZD 284
        NZD 284

        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 NZD 284 including taxes and charges.

      • HHH13:15
        5h 45m
        1 stop
        MDW18:00
        Tue, Apr 22|Hilton Head Island - Chicago|Delta Air Lines
        NZD 432
        NZD 432

        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 NZD 432 including taxes and charges.

      • HHH14:10
        7h 15m
        1 stop
        ORD20:25
        Sat, Mar 22|Hilton Head Island - Chicago|United Airlines
        NZD 466
        NZD 466

        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 NZD 466 including taxes and charges.

      • HHH14:10
        7h 15m
        1 stop
        ORD20:25
        Sat, Mar 15|Hilton Head Island - Chicago|United Airlines
        NZD 470
        NZD 470

        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 NZD 470 including taxes and charges.

      • HHH16:18
        8h 22m
        1 stop
        ORD23:40
        Wed, Apr 9|Hilton Head Island - Chicago|United Airlines
        NZD 471
        NZD 471

        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 NZD 471 including taxes and charges.

      • HHH14:46
        5h 40m
        1 stop
        ORD19:26
        Sat, Mar 1|Hilton Head Island - Chicago|American Airlines
        NZD 474
        NZD 474

        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 NZD 474 including taxes and charges.

      • HHH14:10
        7h 15m
        1 stop
        ORD20:25
        Sat, Mar 8|Hilton Head Island - Chicago|United Airlines
        NZD 475
        NZD 475

        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 NZD 475 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 schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA3458

    American Airlines

    14:49

    HHH

    1.3h

    16:04

    CLT

    SMTWTFS
    Search

  2. AA2488

    American Airlines

    18:22

    CLT

    2.2h

    19:35

    ORD

    SMTWTFS

  3. AA3457

    American Airlines

    18:22

    HHH

    1.3h

    19:40

    CLT

    SMTWTFS
    Search

  4. AA5044

    American Airlines

    09:00

    CLT

    1.4h

    10:24

    ATL

    SMTWTFS

  5. AA2827

    American Airlines

    07:08

    ATL

    2.1h

    08:15

    ORD

    SMTWTF-

  6. AA3457

    American Airlines

    18:22

    HHH

    1.3h

    19:40

    CLT

    SMTWTFS
    Search

  7. AA1843

    American Airlines

    20:15

    CLT

    2.2h

    22:28

    BOS

    SMTWTFS

  8. AA1509

    American Airlines

    06:35

    BOS

    2.9h

    08:31

    ORD

    SMTWTFS

  9. AA3457

    American Airlines

    18:22

    HHH

    1.3h

    19:40

    CLT

    SMTWTFS
    Search

  10. AA1933

    American Airlines

    23:06

    CLT

    1.5h

    00:38

    SDF

    SMTWTFS

  11. AA4622

    American Airlines

    05:45

    SDF

    1.6h

    06:19

    ORD

    SMTWTFS

  12. AA3457

    American Airlines

    18:22

    HHH

    1.3h

    19:40

    CLT

    SMTWTFS
    Search

  13. AA1180

    American Airlines

    22:56

    CLT

    2.3h

    00:12

    ORD

    SMTWTFS

  14. AA3457

    American Airlines

    18:22

    HHH

    1.3h

    19:40

    CLT

    SMTWTFS
    Search

  15. AA815

    American Airlines

    20:30

    CLT

    2.2h

    21:44

    ORD

    SMTWTFS
Find more flights and airlines

Find the best 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.

FAQ

  • 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 NZD 723.

  • 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 Information from Hilton Head Island to Chicago

Cheapest nonstop flight priceNZD 229
Off-season for travelMarch
Peak season for travelNovember
Flight distance1,236.42 km
Popular airlineAmerican Airlines

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