AED 667 Cheap Flights from Chicago to Hilton Head Island
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Flights from Chicago to Hilton Head Island
Cheap flight deals from Chicago to Hilton Head Island
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstop
ORD 10:352h 24mNonstopHHH 13:59Chicago - Hilton Head Island | Sat, Apr 19 | United Airlines
HHH 17:112h 44mNonstopORD 18:55Hilton Head Island - Chicago | Sat, Apr 26 | United AirlinesAED 1,166 AED 1,85337% OFF37% OFFAED 1,853 AED 1,166 -
ORD 10:352h 24mNonstopHHH 13:59Chicago - Hilton Head Island | Sat, Apr 12 | United Airlines
HHH 17:112h 44mNonstopORD 18:55Hilton Head Island - Chicago | Sat, Apr 19 | United AirlinesAED 1,483 AED 1,85320% OFF20% OFFAED 1,853 AED 1,483
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MDW 10:253h 55m1 stopsHHH 15:20Chicago - Hilton Head Island | Tue, May 13 | Delta Air Lines
HHH 12:054h 15m1 stopsORD 15:20Hilton Head Island - Chicago | Tue, May 20 | Delta Air LinesAED 780 AED 1,85357% OFF57% OFFAED 1,853 AED 780 -
ORD 11:154h 26m1 stopsHHH 16:41Chicago - Hilton Head Island | Wed, Apr 23 | Delta Air Lines
HHH 17:255h 58m1 stopsORD 22:23Hilton Head Island - Chicago | Wed, Apr 30 | Delta Air LinesAED 84554% OFFAED 1,853 AED 845
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ORD 09:394h 41m1 stopsHHH 15:20Chicago - Hilton Head Island | Wed, May 21 | Delta Air Lines
HHH 12:055h 42m1 stopsORD 16:47Hilton Head Island - Chicago | Wed, May 28 | Delta Air LinesAED 93550% OFFAED 1,853 AED 935
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MDW 06:049h 37m1 stopsHHH 16:41Chicago - Hilton Head Island | Wed, Apr 30 | Delta Air Lines
HHH 16:005h 46m1 stopsORD 20:46Hilton Head Island - Chicago | Wed, May 7 | Delta Air LinesAED 94049% OFFAED 1,853 AED 940
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MDW 10:253h 55m1 stopsHHH 15:20Chicago - Hilton Head Island | Wed, May 14 | Delta Air Lines
HHH 12:056h 6m1 stopsORD 17:11Hilton Head Island - Chicago | Wed, May 21 | Delta Air LinesAED 94249% OFFAED 1,853 AED 942
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MDW 10:253h 55m1 stopsHHH 15:20Chicago - Hilton Head Island | Sat, May 31 | Delta Air Lines
HHH 16:005h 46m1 stopsORD 20:46Hilton Head Island - Chicago | Wed, Jun 4 | Delta Air LinesAED 95149% OFFAED 1,853 AED 951
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ORD 20:1019h 31m1 stopsHHH 16:41Chicago - Hilton Head Island | Thu, Apr 24 | Delta Air Lines
HHH 17:255h 58m1 stopsORD 22:23Hilton Head Island - Chicago | Wed, Apr 30 | Delta Air LinesAED 1,06443% OFFAED 1,853 AED 1,064
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ORD 11:154h 26m1 stopsHHH 16:41Chicago - Hilton Head Island | Sat, Apr 19 | Delta Air Lines
HHH 13:154h 7m1 stopsORD 16:22Hilton Head Island - Chicago | Wed, Apr 23 | Delta Air LinesAED 1,08841% OFFAED 1,853 AED 1,088
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ORD 09:454h 35m1 stopsHHH 15:20Chicago - Hilton Head Island | Sat, May 10 | Delta Air Lines
HHH 16:0028h 20m1 stopsORD 19:20Hilton Head Island - Chicago | Fri, May 16 | Delta Air LinesAED 1,10440% OFFAED 1,853 AED 1,104
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ORD 17:4516h 36m1 stopsHHH 11:21Chicago - Hilton Head Island | Sat, May 24 | Delta Air Lines
HHH 12:056h 37m1 stopsMDW 17:42Hilton Head Island - Chicago | Thu, May 29 | Delta Air LinesAED 1,14238% OFFAED 1,853 AED 1,142
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CHI 13:0017h 25m1 stopsHHH Invalid DateChicago - Hilton Head Island | Sat, Apr 12 | Normal Airline
HHH 15:006hNonstopCHI 16:00Hilton Head Island - Chicago | Mon, Apr 14 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
ORD 10:352h 24mNonstopHHH 13:59Chicago - Hilton Head Island | Sat, Apr 19 | United AirlinesAED 922 AED 1,17522% OFF22% OFFAED 1,175 AED 922
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ORD 10:352h 24mNonstopHHH 13:59Chicago - Hilton Head Island | Sat, Apr 12 | United AirlinesAED 940 AED 1,17520% OFF20% OFFAED 1,175 AED 940
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ORD 20:1514h 6m1 stopsHHH 11:21Chicago - Hilton Head Island | Fri, May 30 | Delta Air LinesAED 667 AED 1,17543% OFF43% OFFAED 1,175 AED 667
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ORD 08:4526h 19m1 stopsHHH 12:04Chicago - Hilton Head Island | Tue, Apr 29 | Delta Air LinesAED 68442% OFFAED 1,175 AED 684
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ORD 18:3715h 44m1 stopsHHH 11:21Chicago - Hilton Head Island | Fri, May 9 | American AirlinesAED 69841% OFFAED 1,175 AED 698 -
ORD 06:0028h 21m1 stopsHHH 11:21Chicago - Hilton Head Island | Mon, May 19 | Delta Air LinesAED 72838% OFFAED 1,175 AED 728
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ORD 07:1027h 54m1 stopsHHH 12:04Chicago - Hilton Head Island | Sat, May 3 | Delta Air LinesAED 74237% OFFAED 1,175 AED 742
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ORD 08:4526h 19m1 stopsHHH 12:04Chicago - Hilton Head Island | Mon, Apr 28 | Delta Air LinesAED 74736% OFFAED 1,175 AED 747
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ORD 07:0027h 21m1 stopsHHH 11:21Chicago - Hilton Head Island | Sat, May 31 | Delta Air LinesAED 75636% OFFAED 1,175 AED 756
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MDW 06:049h 37m1 stopsHHH 16:41Chicago - Hilton Head Island | Mon, Apr 14 | Delta Air LinesAED 76935% OFFAED 1,175 AED 769
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ORD 07:0027h 21m1 stopsHHH 11:21Chicago - Hilton Head Island | Sat, May 17 | Delta Air LinesAED 80731% OFFAED 1,175 AED 807
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ORD 21:0817h 21m1 stopsHHH 15:29Chicago - Hilton Head Island | Mon, May 19 | Spirit AirlinesAED 81431% OFFAED 1,175 AED 814 -
CHI 13:0017h 25m1 stopsHHH Invalid DateChicago - Hilton Head Island | Sat, Apr 12 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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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 AED 1,861. -
How long does it take to fly from Chicago (CHI) to Hilton Head Island (HHH)?
It takes about 2 hours 25 minutes to fly from Chicago (CHI) to Hilton Head Island (HHH). -
What are the most popular airlines that fly from Chicago (CHI) to Hilton Head Island (HHH)?
Airlines with flights from Chicago (CHI) to Hilton Head Island (HHH): United Airlines. -
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
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 Chicago to Hilton Head Island. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Chicago to Hilton Head Island ticket.
Tap "Date" on flight search bar to scan through the calender for Chicago to Hilton Head Island airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Sat, Apr 19 at AED 922 for one-way flights.
Compare cheap Chicago to Hilton Head Island flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Chicago to Hilton Head Island. The cheapest airline operating is United Airlines.
Set up a Price Alert
By setting up a Price Alert for your Chicago to Hilton Head Island route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Chicago to Hilton Head Island flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Chicago to Hilton Head Island to get exclusive deals for you.
Flight Info | Chicago to Hilton Head Island
| Cheapest one-way flight price | AED 666 |
|---|---|
| Cheapest return ticket price | AED 1,165 |
| Off-season for travel | May |
| Peak season for travel | January |
| Flight distance | 1,236.42 km |
| Average flight time | 2 hours 25 minutes |
| Popular airline | Delta Air Lines |
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