Question 1

What is the cheapest airline to fly from Chicago to Hilton Head Island round-trip?

Accepted Answer

American Airlines, at $228, was found to be the cheapest airline from Chicago to Hilton Head Island.. American Airlines is currently priced 47% below the average price you’ll pay for this route.

Question 2

How far ahead should I book a flight from Chicago to Hilton Head Island?

Accepted Answer

Booking 71 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Hilton Head Island. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Question 3

What is the cheapest month to book a flight from Chicago to Hilton Head Island?

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from Chicago to Hilton Head Island (average of $275). Flying from Chicago to Hilton Head Island in March is currently the most expensive (average of $536). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Question 4

What is the cheapest day to fly from Chicago to Hilton Head Island?

Accepted Answer

Travelers seeking maximum savings on their Chicago to Hilton Head Island flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Question 5

E

Accepted Answer

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

Question 6

E

Accepted Answer

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Question 7

What is the cheapest day to fly round-trip from Chicago to Hilton Head Island?

Accepted Answer

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 35% on the overall cost on flights from Chicago to Hilton Head Island.

Question 8

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

Accepted Answer

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 14 days in advance, which can save you up to 74% on flights from Chicago to Hilton Head Island compared to booking the week you need them. Waiting 14 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $225. For sooner than that we have options available in the next 3 days from $393.

Question 9

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

Accepted Answer

Flights from Chicago to Hilton Head Island lean towards being more expensive in March. Prices are generally better when you fly from Chicago to Hilton Head Island in January, with the cheapest ticket starting at $207.

Question 10

What is the cheapest time of day to fly from CHI to HHH?

Accepted Answer

It’s typically best to fly out from Chicago to Hilton Head Island at noon. Doing so could potentially save you 44% on the flight price compared to flying in the morning, which is usually more expensive.

Question 11

E

Accepted Answer

Most accurate provider: When it comes to deals on Chicago-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Hilton Head Island flight searches over the past month and is updated monthly.

Question 12

E

Accepted Answer

Most trusted provider: When it comes to deals on Chicago-Hilton Head Island flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Question 13

What airport do you fly into for flights to Hilton Head Island from Chicago?

Accepted Answer

Hilton Head Island (HHH) is the airport you will fly into if you book a flight from Chicago to Hilton Head Island. You should not have trouble finding flights to Hilton Head from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Hilton Head Island airport from Chicago. It is only a 3.3 mi journey from Hilton Head (HHH) to Hilton Head Island’s city center.

Question 14

Can I find deals for flights from Chicago to Hilton Head Island that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Chicago to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 15

How can I find direct flights from Chicago to Hilton Head Island?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Hilton Head Island.

Question 16

Can I find deals for business class flights from Chicago to Hilton Head Island?

Accepted Answer

Yes. Cheapflights offers flight deals from Chicago to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$228 (American Airlines)
Popular in	March
Cheapest in	January
Average price	$370

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$149	Average$414	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$223	Average$405	FlexibilityNo cancel fee	On-time71%

$228+ Cheap flights from Chicago (CHI) to Hilton Head Island (HHH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/10. Fares are subject to change and may not be available on all flights or dates of travel.

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The best prices from Chicago to Hilton Head Island are usually found in January or April, booked 72 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Chicago to Hilton Head Island

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Find flight deals from Chicago to Hilton Head Island

Cheapest flights from Chicago to Hilton Head IslandExplore the most affordable flight options available from Chicago to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 20, 2024.

Explore the most affordable flight options available from Chicago to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 20, 2024.

Find flights from Chicago to Hilton Head Island within your budget

Compare providers for flights from Chicago to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Hilton Head Island in December.

Best time to book a flight from Chicago to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Chicago with our price prediction graph.

Travel insights for flights from Chicago to Hilton Head Island

Get recent, data-driven insights about flights from Chicago to Hilton Head Island including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Hilton Head Island?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Hilton Head Island. Price data was last updated on December 13, 2024.

What is the cheapest month to book a flight from Chicago to Hilton Head Island?

What is the cheapest time of day to fly from CHI to HHH?

Find hourly flight availability from Chicago to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 20, 2024.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

Reviews of airlines servicing Hilton Head Island

Related info for your journey

Find useful and relevant information for your journey from Chicago to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Hilton Head Island from Chicago?

What is the cheapest airline to fly from Chicago to Hilton Head Island round-trip?

Can I find deals for flights from Chicago to Hilton Head Island that include hotel bookings?

How can I find direct flights from Chicago to Hilton Head Island?

Can I find deals for business class flights from Chicago to Hilton Head Island?

What is the cheapest month to book a flight from Chicago to Hilton Head Island?

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Alternative routes for Chicago to Hilton Head Island

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Cheapest flights from Chicago to Hilton Head Island
Explore the most affordable flight options available from Chicago to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 20, 2024.