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Cheap flights from Chicago to Hilton Head Island from $229

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Hilton Head Island departing on 8/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Hilton Head Island

Cheap round-trip flights

Delta Logo
9:47 am - 3:22 pmORD-HHH
4h 35m1 stop
Delta Logo
4:02 pm - 8:47 pmHHH-ORD
5h 45m1 stop
$229Delta
Find Deal
Tue, Aug 12 - Tue, Aug 19
Delta Logo
9:47 am - 3:22 pmORD-HHH
4h 35m1 stop
Delta Logo
12:11 pm - 10:20 pmHHH-ORD
11h 09m2 stops
$234Delta
Find Deal
Tue, Aug 12 - Tue, Aug 19
Delta Logo
6:00 am - 3:22 pmORD-HHH
8h 22m2 stops
Delta Logo
12:11 pm - 8:47 pmHHH-ORD
9h 36m2 stops
$239Delta
Find Deal
Tue, Aug 12 - Tue, Aug 19
Delta Logo
9:47 am - 3:22 pmORD-HHH
4h 35m1 stop
Delta Logo
4:02 pm - 10:20 amHHH-ORD
19h 18m2 stops
$274Delta
Find Deal
Sun, Aug 31 - Fri, Sep 5
American Airlines Logo
10:00 am - 1:27 pmORD-HHH
2h 27mnonstop
American Airlines Logo
3:26 pm - 8:27 pmHHH-ORD
6h 01m1 stop
$299American Airlines
Find Deal
Sat, Sep 20 - Tue, Sep 23
Delta Logo
9:47 am - 3:22 pmORD-HHH
4h 35m1 stop
Delta Logo
4:02 pm - 7:14 pmHHH-ORD
28h 12m1 stop
$308Delta
Find Deal
Sun, Aug 31 - Fri, Sep 5
American Airlines Logo
8:35 am - 2:12 pmORD-HHH
4h 37m1 stop
American Airlines Logo
3:26 pm - 8:27 pmHHH-ORD
6h 01m1 stop
$309American Airlines
Find Deal
Sat, Aug 23 - Sat, Sep 6
American Airlines Logo
12:41 pm - 5:45 pmORD-HHH
4h 04m1 stop
American Airlines Logo
1:57 pm - 3:35 pmHHH-ORD
2h 38mnonstop
$314American Airlines
Find Deal
Sat, Aug 23 - Sat, Sep 6
Delta Logo
11:15 am - 3:22 pmORD-HHH
27h 07m1 stop
Delta Logo
4:02 pm - 10:20 pmHHH-ORD
7h 18m1 stop
$324Delta
Find Deal
Sat, Aug 30 - Thu, Sep 4
Delta Logo
9:47 am - 3:22 pmORD-HHH
4h 35m1 stop
Delta Logo
12:11 pm - 8:47 pmHHH-ORD
9h 36m2 stops
$329Delta
Find Deal
Fri, Sep 5 - Tue, Sep 9

American Airlines flights from Chicago to Hilton Head Island

Our best American Airlines deals on Chicago to Hilton Head Island flight tickets
American Airlines
Sep 20
ORD10:00 amChicago O'Hare Intl
2h 27m
HHH1:27 pmHilton Head Island
Sep 23
HHH3:26 pmHilton Head Island
6h 01m
1 stop
ORD8:27 pmChicago O'Hare Intl
American Airlines
Aug 23
ORD8:35 amChicago O'Hare Intl
4h 37m
1 stop
HHH2:12 pmHilton Head Island
Sep 6
HHH3:26 pmHilton Head Island
6h 01m
1 stop
ORD8:27 pmChicago O'Hare Intl
American Airlines
Aug 23
ORD12:41 pmChicago O'Hare Intl
4h 04m
1 stop
HHH5:45 pmHilton Head Island
Sep 6
HHH1:57 pmHilton Head Island
2h 38m
ORD3:35 pmChicago O'Hare Intl

United Airlines flights from Chicago to Hilton Head Island

Our best United Airlines deals on Chicago to Hilton Head Island flight tickets
United Airlines
Jul 5
ORD10:35 amChicago O'Hare Intl
2h 26m
HHH2:01 pmHilton Head Island
Jul 9
HHH12:02 pmHilton Head Island
7h 38m
1 stop
ORD6:40 pmChicago O'Hare Intl
United Airlines
Jul 5
ORD10:35 amChicago O'Hare Intl
2h 26m
HHH2:01 pmHilton Head Island
Jul 10
HHH12:02 pmHilton Head Island
6h 08m
1 stop
ORD5:10 pmChicago O'Hare Intl
United Airlines
Jul 5
ORD10:35 amChicago O'Hare Intl
2h 26m
HHH2:01 pmHilton Head Island
Jul 6
HHH12:02 pmHilton Head Island
7h 38m
1 stop
ORD6:40 pmChicago O'Hare Intl

See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Chicago to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Hilton Head Island?

If you don’t want to visit Hilton Head Island in August, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $328.

What is the cheapest day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Chicago to Hilton Head Island is on a Tuesday. Travelers who choose to depart for Hilton Head Island on a Tuesday will often find tickets for as low as $361. On the other hand, Saturday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $537.

What is the cheapest Chicago to Hilton Head Island flight route?

Fly from Chicago O'Hare Intl to Hilton Head Island for the best Chicago - Hilton Head Island flight prices

How far in advance should I book a flight to Hilton Head Island?

You are more likely to see cheaper flights to Hilton Head Island from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Hilton Head Island for around $428 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hilton Head Island from Chicago for as low as $350 on momondo.

What cabin class options are available on Chicago to Hilton Head Island flights?

There are 1 cabin classes available to choose from on Chicago to Hilton Head Island flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Hilton Head Island flights?

You could potentially save up to 59% on your flight if you consider stops on a Chicago to Hilton Head Island flight.

When to book flights from Chicago to Hilton Head Island

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Hilton Head Island according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Hilton Head Island (CHI to HHH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Hilton Head Island

Best Price Found

$234

Fastest flight time

2h 20m

Direct flights

Sun

Airports in Hilton Head Island

1 airport
The best one-way flight to Hilton Head Island from Chicago in the past 72 hours is $234. The best round-trip flight deal from Chicago to Hilton Head Island found on momondo in the last 72 hours is $229.
The fastest flight from Chicago to Hilton Head Island takes 2h 20m
Direct flights go from Chicago to Hilton Head Island on Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
There is 1 airport near Hilton Head Island: Hilton Head Island (HHH)

  • How far is Chicago to Hilton Head Island by plane?

    There are 766.4 mi between Chicago and Hilton Head Island. By plane, this route typically takes 2h 20m.

  • When did momondo last update prices for flights from Chicago to Hilton Head Island Airport?

    Prices for flights from Chicago to Hilton Head Island Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Hilton Head Island Airport?

  • How old do you have to be to fly from Chicago to Hilton Head Island Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The travel and health documents you'll need for your trip to Hilton Head Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Hilton Head Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Hilton Head Island?

  • What is the most popular airline from Chicago to Hilton Head Island?


Best airlines flying from Chicago to Hilton Head Island

Compare and see reviews for airlines that fly from Chicago to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $239Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $273Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton
Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hilton Head Island?

Finding the right flight to Hilton Head Island from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Hilton Head Island quick and easy, saving you time and money.

Can I find flights from Chicago to Hilton Head Island with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Hilton Head Island flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Hilton Head Island?

momondo helps you find the best flight between Chicago and Hilton Head Island by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Hilton Head Island right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Hilton Head Island flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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1 adult
Tue 7/8
Tue 7/15

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