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Cheap flights from Chicago to Hilton Head Island from $207

This is the cheapest one-way 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 4/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to Hilton Head Island

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Hilton Head Island that have been recently found on momondo from popular airlines, departing in the coming months.
12:25 pm - 5:31 pmORD-HHH
4h 06m1 stop
2:49 pm - 7:32 pmHHH-ORD
5h 43m1 stop
$239American Airlines
Find Deal
Wed, Mar 5 - Sat, Mar 8
7:00 am - 2:16 pmORD-HHH
6h 16m1 stop
6:01 pm - 11:52 pmHHH-ORD
6h 51m1 stop
$269American Airlines
Find Deal
Wed, Feb 26 - Wed, Mar 5
6:30 am - 2:16 pmORD-HHH
6h 46m2 stops
6:01 pm - 11:52 pmHHH-ORD
6h 51m1 stop
$274American Airlines
Find Deal
Wed, Feb 26 - Wed, Mar 5
6:30 am - 2:16 pmORD-HHH
6h 46m2 stops
2:46 pm - 8:45 pmHHH-ORD
6h 59m2 stops
$279American Airlines
Find Deal
Wed, Feb 26 - Wed, Mar 5
8:45 am - 3:29 pmORD-HHH
5h 44m1 stop
5:00 pm - 6:44 pmHHH-ORD
2h 44mnonstop
$289United Airlines
Find Deal
Wed, May 7 - Sat, May 10
10:35 am - 1:59 pmORD-HHH
2h 24mnonstop
5:00 pm - 6:44 pmHHH-ORD
2h 44mnonstop
$398United Airlines
Find Deal
Sat, May 3 - Sat, May 10
6:00 am - 3:29 pmORD-HHH
8h 29m1 stop
5:00 pm - 6:44 pmHHH-ORD
2h 44mnonstop
$408United Airlines
Find Deal
Sun, May 4 - Sat, May 10
6:00 am - 4:41 pmORD-HHH
9h 41m2 stops
1:15 pm - 4:42 pmHHH-ORD
4h 27m1 stop
$454Delta
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Tue, May 20 - Sun, May 25
6:00 am - 4:41 pmORD-HHH
9h 41m2 stops
1:15 pm - 8:45 pmHHH-ORD
8h 30m2 stops
$459Delta
Find Deal
Tue, May 20 - Sun, May 25
11:19 am - 4:41 pmORD-HHH
4h 22m1 stop
5:30 pm - 9:11 amHHH-ORD
16h 41m1 stop
$468Delta
Find Deal
Tue, May 13 - Sat, May 17

American Airlines flights from Chicago to Hilton Head Island

Our best American Airlines deals on Chicago to Hilton Head Island flight tickets
American Airlines
Mar 5
ORD12:25 pmChicago O'Hare Intl
4h 06m
1 stop
HHH5:31 pmHilton Head Island
Mar 8
HHH2:49 pmHilton Head Island
5h 43m
1 stop
ORD7:32 pmChicago O'Hare Intl
American Airlines
Feb 26
ORD7:00 amChicago O'Hare Intl
6h 16m
1 stop
HHH2:16 pmHilton Head Island
Mar 5
HHH6:01 pmHilton Head Island
6h 51m
1 stop
ORD11:52 pmChicago O'Hare Intl
American Airlines
Feb 26
ORD6:30 amChicago O'Hare Intl
6h 46m
2 stops
HHH2:16 pmHilton Head Island
Mar 5
HHH6:01 pmHilton Head Island
6h 51m
1 stop
ORD11:52 pmChicago O'Hare Intl

Delta flights from Chicago to Hilton Head Island

Our best Delta deals on Chicago to Hilton Head Island flight tickets
Delta
May 20
ORD6:00 amChicago O'Hare Intl
9h 41m
2 stops
HHH4:41 pmHilton Head Island
May 25
HHH1:15 pmHilton Head Island
4h 27m
1 stop
ORD4:42 pmChicago O'Hare Intl
Delta
May 20
ORD6:00 amChicago O'Hare Intl
9h 41m
2 stops
HHH4:41 pmHilton Head Island
May 25
HHH1:15 pmHilton Head Island
8h 30m
2 stops
ORD8:45 pmChicago O'Hare Intl
Delta
May 13
ORD11:19 amChicago O'Hare Intl
4h 22m
1 stop
HHH4:41 pmHilton Head Island
May 17
HHH5:30 pmHilton Head Island
16h 41m
1 stop
ORD9:11 amChicago 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 typical price of a round-trip flight between Chicago and Hilton Head Island?

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

If you don’t want to visit Hilton Head Island in January, then you should wait until April to fly from Chicago, when ticket prices are also cheap, with an average price of $330.

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, Sunday 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 $490.

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

Flying to Hilton Head Island from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $437 when looking at flights departing in the morning. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $437 on average. Flights to Hilton Head Island from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 21 weeks ahead of your departure date. In general, you can expect to find flights to Hilton Head Island for around $420 when searching 21 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 $333 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.

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

$207

Fastest flight time

2h 24m

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 $207. The best round-trip flight deal from Chicago to Hilton Head Island found on momondo in the last 72 hours is $239.
The fastest flight from Chicago to Hilton Head Island takes 2h 24m
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 24m.

  • 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
United AirlinesPriceFrom $149Free CancellationRating
7.4
8,927 reviews
Search United Airlines flights
American AirlinesPriceFrom $223Free CancellationRating
7.2
10,000 reviews
Search American 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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