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Cheap flights from Chicago (CHI) to Hilton Head Island (HHH) from $218

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — HHH
Jun 2 — Jun 91
From?
To?
Sun 6/2
Sun 6/9
1 adult, Economy
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The best prices from Chicago to Hilton Head Island are usually found in January or November, booked 50 days in advance, depart on a Wednesday or Friday and return on a Monday

Cheap flight deals from Chicago to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 28, 2024.

Popular in

March

Cheapest in

January

Average price

$431

Round-trip from

$263
High demand for flights, 31% potential price rise
Search Deals
Best time to find cheap flights, 46% potential price drop
Search Deals
Average for round-trip flights in May 2024
Search Deals
From Chicago (CHI) to Hilton Head Island
Search Deals

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

Leaving on a Tuesday 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 45% on the overall cost on flights from Chicago to Hilton Head Island.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 51 days in advance, which can save you up to 197% on flights from Chicago to Hilton Head Island compared to booking the week you need them. Waiting 51 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 $250. For sooner than that we have options available in the next 3 days from $295.

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

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 $177.

When is the cheapest time to fly from Chicago to Hilton Head Island (CHI - HHH)?

It’s typically best to fly out from Chicago to Hilton Head Island at noon. Doing so could potentially save you 46% on the flight price compared to flying in the morning, which is usually more expensive.

Cheap United Airlines flights from Chicago to Hilton Head Island

Explore cheap flight options specifically provided by United Airlines for the route between Chicago and Hilton Head Island. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,740,132 searches. Data last updated May 28, 2024.
Check out some of the cheapest United Airlines flights we've come across from Chicago to Hilton Head Island. Deals update often to give you more flight options matching your criteria
Sat 8/1011:03 amORD - HHH
Nonstop2h 27mUnited Airlines
Wed 8/1411:54 amHHH - ORD
1 stop7h 45mUnited Airlines
Deal found 5/27$488
Sat 6/86:04 amORD - HHH
2 stops28h 32mUnited Airlines
Sat 6/153:15 pmHHH - ORD
Nonstop2h 37mUnited Airlines
Deal found 5/27$521
Sat 6/1511:03 amORD - HHH
Nonstop2h 27mUnited Airlines
Sat 6/223:15 pmHHH - ORD
Nonstop2h 37mUnited Airlines
Deal found 5/28$539
Sun 6/237:25 amORD - HHH
2 stops26h 52mUnited Airlines
Wed 6/2612:20 pmHHH - ORD
2 stops20h 30mUnited Airlines
Deal found 5/28$558
Sat 6/811:03 amORD - HHH
Nonstop2h 27mUnited Airlines
Sat 6/153:15 pmHHH - ORD
Nonstop2h 37mUnited Airlines
Deal found 5/28$630
Sat 6/811:03 amORD - HHH
Nonstop2h 27mUnited Airlines
Sat 6/153:15 pmHHH - ORD
Nonstop2h 37mUnited Airlines
Deal found 5/27$675
Sat 6/156:04 amORD - HHH
2 stops28h 32mUnited Airlines
Sat 6/223:15 pmHHH - ORD
Nonstop2h 37mUnited Airlines
Deal found 5/28$677
Sat 6/85:55 pmORD - HHH
2 stops16h 41mUnited Airlines
Sat 6/153:15 pmHHH - ORD
Nonstop2h 37mUnited Airlines
Deal found 5/28$751
Sat 6/811:03 amORD - HHH
Nonstop2h 27mUnited Airlines
Sat 6/1512:20 pmHHH - ORD
1 stop8h 50mUnited Airlines
Deal found 5/28$769

Cheap American Airlines flights from Chicago to Hilton Head Island

Explore cheap flight options specifically provided by American Airlines for the route between Chicago and Hilton Head Island. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,740,132 searches. Data last updated May 28, 2024.
To aid your search, here are some of the cheapest American Airlines flights we've found from Chicago to Hilton Head Island. Deals frequently update to provide users with more options.
Tue 6/187:05 amORD - HHH
1 stop6h 05mAmerican Airlines
Tue 6/2512:11 pmHHH - ORD
1 stop4h 54mAmerican Airlines
Deal found 5/27$251
Tue 6/185:07 amORD - HHH
2 stops8h 03mAmerican Airlines
Tue 6/2512:11 pmHHH - ORD
1 stop4h 54mAmerican Airlines
Deal found 5/27$260
Mon 7/18:30 amORD - HHH
1 stop4h 40mAmerican Airlines
Mon 7/82:41 pmHHH - ORD
1 stop4h 08mAmerican Airlines
Deal found 5/27$291
Mon 7/15:07 amORD - HHH
2 stops8h 03mAmerican Airlines
Mon 7/812:11 pmHHH - ORD
1 stop6h 38mAmerican Airlines
Deal found 5/27$300
Mon 6/2411:50 amORD - HHH
1 stop5h 03mAmerican Airlines
Mon 7/16:23 pmHHH - ORD
1 stop4h 14mAmerican Airlines
Deal found 5/27$331
Sat 8/108:20 amORD - HHH
1 stop6h 56mAmerican Airlines
Wed 8/1412:09 pmHHH - ORD
1 stop4h 59mAmerican Airlines
Deal found 5/27$342
Sat 8/107:16 pmORD - HHH
2 stops17h 22mAmerican Airlines
Wed 8/1412:09 pmHHH - ORD
1 stop4h 59mAmerican Airlines
Deal found 5/27$345
Sat 6/2910:00 amORD - HHH
Nonstop2h 25mAmerican Airlines
Wed 7/32:40 pmHHH - ORD
1 stop5h 50mAmerican Airlines
Deal found 5/27$348
Sat 8/107:16 pmORD - HHH
2 stops17h 22mAmerican Airlines
Wed 8/142:08 pmHHH - ORD
2 stops9h 28mAmerican Airlines
Deal found 5/27$351

Cheap Chicago to Hilton Head Island flights in May & June 2024

Find cheap flight options from Chicago to Hilton Head Island specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,740,132 searches. Prices were last updated on May 28, 2024.
These are some of the most attractive deals on flights from Chicago to Hilton Head Island in 2024. More deals are always being added, so be sure to check back regularly.
Tue 6/187:05 amORD - HHH
1 stop6h 05mAmerican Airlines
Tue 6/2512:11 pmHHH - ORD
1 stop4h 54mAmerican Airlines
Deal found 5/27$251
Tue 6/185:07 amORD - HHH
2 stops8h 03mAmerican Airlines
Tue 6/2512:11 pmHHH - ORD
1 stop4h 54mAmerican Airlines
Deal found 5/27$260
Mon 6/2411:50 amORD - HHH
1 stop5h 03mAmerican Airlines
Mon 7/16:23 pmHHH - ORD
1 stop4h 14mAmerican Airlines
Deal found 5/27$331
Sat 6/2910:00 amORD - HHH
Nonstop2h 25mAmerican Airlines
Wed 7/32:40 pmHHH - ORD
1 stop5h 50mAmerican Airlines
Deal found 5/27$348
Wed 6/266:52 amORD - HHH
2 stops10h 01mAmerican Airlines
Wed 7/32:40 pmHHH - ORD
1 stop5h 50mAmerican Airlines
Deal found 5/27$370
Fri 6/215:30 amORD - HHH
1 stop5h 09mAmerican Airlines
Mon 6/2412:11 pmHHH - ORD
1 stop6h 21mAmerican Airlines
Deal found 5/26$381
Mon 6/245:07 amORD - HHH
2 stops8h 03mAmerican Airlines
Mon 7/16:23 pmHHH - ORD
1 stop4h 14mAmerican Airlines
Deal found 5/27$390
Tue 6/185:07 amORD - HHH
2 stops11h 46mAmerican Airlines
Tue 6/2512:11 pmHHH - ORD
2 stops9h 45mAmerican Airlines
Deal found 5/27$427
Sat 6/295:07 amORD - HHH
2 stops11h 46mAmerican Airlines
Wed 7/32:40 pmHHH - ORD
1 stop5h 50mAmerican Airlines
Deal found 5/27$444

Chicago to Hilton Head Island 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Hilton Head Island in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,740,132 searches. Data last updated May 28, 2024.
These are some of the most attractive deals on flights from Chicago to Hilton Head Island in 2024. More deals are always being added, so be sure to check back regularly.
Tue 6/187:05 amORD - HHH
1 stop6h 05mAmerican Airlines
Tue 6/2512:11 pmHHH - ORD
1 stop4h 54mAmerican Airlines
Deal found 5/27$251
Tue 6/185:07 amORD - HHH
2 stops8h 03mAmerican Airlines
Tue 6/2512:11 pmHHH - ORD
1 stop4h 54mAmerican Airlines
Deal found 5/27$260
Mon 7/18:30 amORD - HHH
1 stop4h 40mAmerican Airlines
Mon 7/82:41 pmHHH - ORD
1 stop4h 08mAmerican Airlines
Deal found 5/27$291
Mon 7/15:07 amORD - HHH
2 stops8h 03mAmerican Airlines
Mon 7/812:11 pmHHH - ORD
1 stop6h 38mAmerican Airlines
Deal found 5/27$300
Mon 10/219:55 amORD - HHH
1 stop4h 55mAmerican Airlines
Fri 11/16:25 pmHHH - ORD
1 stop6h 32mAmerican Airlines
Deal found 5/27$321
Mon 6/2411:50 amORD - HHH
1 stop5h 03mAmerican Airlines
Mon 7/16:23 pmHHH - ORD
1 stop4h 14mAmerican Airlines
Deal found 5/27$331
Fri 9/611:47 amORD - HHH
1 stop4h 42mAmerican Airlines
Mon 9/911:13 amHHH - ORD
1 stop7h 20mAmerican Airlines
Deal found 5/27$332
Mon 10/218:20 amORD - HHH
1 stop6h 30mAmerican Airlines
Wed 10/306:25 pmHHH - ORD
1 stop6h 32mAmerican Airlines
Deal found 5/27$341
Sat 8/318:20 amORD - HHH
1 stop6h 56mAmerican Airlines
Wed 9/115:59 pmHHH - ORD
1 stop6h 58mAmerican Airlines
Deal found 5/27$342

Non-stop flights to Hilton Head Island from Chicago

Discover non-stop flight options from Chicago to Hilton Head Island. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,740,132 searches. Data last updated May 28, 2024.
Consider booking one of these non-stop flights heading from Chicago to Hilton Head Island. Users can also choose from other Chicago to Hilton Head Island flights by using the search form above.
Sat 7/209:55 amORD - HHH
Nonstop2h 27mAmerican Airlines
Sat 7/271:52 pmHHH - ORD
Nonstop2h 36mAmerican Airlines
Deal found 5/27$524
Sat 6/2210:00 amORD - HHH
Nonstop2h 25mAmerican Airlines
Sat 6/291:55 pmHHH - ORD
Nonstop2h 34mAmerican Airlines
Deal found 5/27$580
Sat 6/811:03 amORD - HHH
Nonstop2h 27mUnited Airlines
Sat 6/153:15 pmHHH - ORD
Nonstop2h 37mUnited Airlines
Deal found 5/27$675
Sat 6/811:03 amORD - HHH
Nonstop2h 27mUnited Airlines
Sat 6/153:15 pmHHH - ORD
Nonstop2h 37mUnited Airlines
Deal found 5/27$905

Chicago to Hilton Head Island flights leaving soon

Find last-minute flight options from Chicago to Hilton Head Island for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,740,132 searches. Data last updated May 28, 2024.
Have a look at some of the flights available from Chicago to Hilton Head Island departing last-minute. Tip: verify your flight details before completing your reservation.
Sat 6/88:40 pmORD - HHH
2 stops13h 59mAmerican Airlines
Thu 6/132:40 pmHHH - ORD
2 stops19h 05mAmerican Airlines
Deal found 5/27$459
Sat 6/88:40 pmORD - HHH
2 stops13h 59mAmerican Airlines
Thu 6/132:40 pmHHH - ORD
1 stop5h 50mAmerican Airlines
Deal found 5/27$504
Thu 6/611:50 amORD - HHH
1 stop5h 03mAmerican Airlines
Sun 6/96:23 pmHHH - ORD
1 stop6h 35mAmerican Airlines
Deal found 5/27$506
Thu 6/65:07 amORD - HHH
2 stops8h 03mAmerican Airlines
Sun 6/96:23 pmHHH - ORD
1 stop6h 35mAmerican Airlines
Deal found 5/27$515
Sat 6/86:04 amORD - HHH
2 stops28h 32mUnited Airlines
Sat 6/153:15 pmHHH - ORD
Nonstop2h 37mUnited Airlines
Deal found 5/27$521
Wed 6/58:30 amORD - HHH
1 stop4h 40mAmerican Airlines
Sun 6/92:40 pmHHH - ORD
1 stop5h 50mAmerican Airlines
Deal found 5/26$572
Thu 6/65:07 amORD - HHH
2 stops11h 46mAmerican Airlines
Sun 6/96:23 pmHHH - ORD
2 stops15h 42mAmerican Airlines
Deal found 5/27$578
Wed 6/56:15 amORD - HHH
1 stop4h 24mAmerican Airlines
Sun 6/92:40 pmHHH - ORD
2 stops19h 05mAmerican Airlines
Deal found 5/26$593
Sat 6/811:45 amORD - HHH
1 stop5h 08mAmerican Airlines
Thu 6/136:23 pmHHH - ORD
1 stop6h 35mAmerican Airlines
Deal found 5/27$596

One-way flights to Hilton Head Island from Chicago

Search for one-way flight options from Chicago to Hilton Head Island. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,740,132 searches. Data last updated May 28, 2024.
Users in need of a one-way flight from Chicago to Hilton Head Island can choose from these deals. Users can also find round-trip Chicago to Hilton Head Island flights by using the search form above.
Wed 8/712:15 pmORD - HHH
1 stop4h 21mAmerican Airlines
Deal found 5/27$218
Wed 8/79:50 amORD - HHH
2 stops6h 46mAmerican Airlines
Deal found 5/27$224
Mon 7/296:29 pmORD - HHH
2 stops15h 44mUnited Airlines
Deal found 5/27$254
Mon 6/109:15 amORD - HHH
1 stop6h 02mDelta
Deal found 5/27$294
Mon 7/299:22 amORD - HHH
1 stop5h 31mDelta
Deal found 5/27$319
Sat 7/276:49 pmORD - HHH
2 stops15h 51mAmerican Airlines
Deal found 5/27$343
Sat 7/277:15 amORD - HHH
2 stops27h 08mUnited Airlines
Deal found 5/27$348
Sat 7/2711:03 amORD - HHH
Nonstop2h 27mUnited Airlines
Deal found 5/27$349
Sat 7/277:00 amORD - HHH
1 stop6h 11mAmerican Airlines
Deal found 5/27$357

Find flights from Chicago to Hilton Head Island within your budget

Customize your flight search to find flights from Chicago to Hilton Head Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,740,132 searches. Data last updated May 28, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$251 - $679

Route

Depart

Return

Price

Chicago O'Hare IntlHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 6/18

1 stop6h 05m

Hilton Head Island

Tue 6/25

1 stop4h 54m

$251

Chicago O'Hare IntlHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 6/18

2 stops8h 03m

Hilton Head Island

Tue 6/25

1 stop4h 54m

$260

Chicago O'Hare IntlHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Mon 7/1

1 stop4h 40m

Hilton Head Island

Mon 7/8

1 stop4h 08m

$291

Chicago O'Hare IntlHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Mon 7/1

2 stops8h 03m

Hilton Head Island

Mon 7/8

1 stop6h 38m

$300

Chicago O'Hare IntlHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Mon 6/24

1 stop5h 03m

Hilton Head Island

Mon 7/1

1 stop4h 14m

$331

Chicago O'Hare IntlHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 8/10

1 stop6h 56m

Hilton Head Island

Wed 8/14

1 stop4h 59m

$342

Chicago O'Hare IntlHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 8/10

Nonstop2h 27m

Hilton Head Island

Wed 8/14

1 stop7h 45m

$488

Chicago O'Hare IntlHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 6/8

2 stops28h 32m

Hilton Head Island

Sat 6/15

Nonstop2h 37m

$521

Chicago O'Hare IntlHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Thu 6/27

1 stop6h 02m

Hilton Head Island

Mon 7/1

1 stop4h 50m

$679

Flights are sorted by cheapest first

Deals found on 5/27

When is the best time to 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 May 24, 2024.
Booking 50 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.
Search Deals

When is the cheapest time to fly from Chicago to Hilton Head Island?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Hilton Head Island. Price data was last updated on May 26, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Hilton Head Island flight should consider departing on Wednesday mornings 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.
Search Deals

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.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Hilton Head Island by month

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

HHH

Temperature

50 - 80.6 °F

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated May 28, 2024.
Peruse reviews from past customers who have flown with United Airlines, American Airlines and Delta from Chicago to Hilton Head Island to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,476 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,799 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,316 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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?

    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 3 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.

  • Can I find flights from Chicago to Hilton Head Island for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago to Hilton Head Island for under $300. The cheapest flight booked recently is on American Airlines for just $251, but on average you can expect to pay $368.

  • Are there nonstop flights from Chicago to Hilton Head Island for under $600 on Cheapflights?

    Cheapflights has at least 4 direct flights from Chicago to Hilton Head Island under $600. A good price for a nonstop flight from Chicago to Hilton Head Island is less than $671.

  • Are there last-minute flights available from Chicago to Hilton Head Island for under $500?

    There are currently 20+ open flights from Chicago to Hilton Head Island within the next 7 days for less than $500.

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

    American Airlines, at $251, was found to be the cheapest airline from Chicago to Hilton Head Island.. American Airlines is currently priced 33% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Hilton Head Island one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $218. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Chicago to Hilton Head Island for a low price.

  • What are the most reliable airlines from Chicago to Hilton Head Island?

    Consider United Airlines (100%), Republic Airways (100%) or American Airlines (67%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Hilton Head Island.

  • What are the cheapest flights from Chicago to Hilton Head Island?

    Looking at all options, your cheapest flight can be booked for $291. While the most popular route (Chicago O'Hare Intl - Hilton Head Island) can be booked for $291 on average our data indicates $434 when flying from Chicago to Hilton Head Island.

  • What does ORD to HHH mean?

    ORD stands for Chicago O'Hare Intl Airport, while HHH stands for Hilton Head Island Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Chicago to Hilton Head Island that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Hilton Head Island flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Hilton Head Island with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Hilton Head Island flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

    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.

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

    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.

  • Can I find deals for flights from Chicago to Hilton Head Island that allow pets onboard?

    Many airlines flying from Chicago to Hilton Head Island offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Hilton Head Island?

    Yes, you can often find last-minute deals on Chicago to Hilton Head Island flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Hilton Head Island flight deals updated?

    The Chicago to Hilton Head Island flight deals you see on this page were last updated on 5/27.

  • What are the most popular airlines that fly from Chicago to Hilton Head Island?

    Before booking your flight from Chicago to Hilton Head Island check out the most popular airlines for this route: American Airlines, Delta or United Airlines.

  • When is the best time to book a flight from Chicago to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Hilton Head Island (average of $263). Flying from Chicago to Hilton Head Island in June is currently the most expensive (average of $460). 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.

See more FAQs

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Alternative routes for Chicago to Hilton Head Island
See prices for flight routes from nearby airports that may be better suited for you.

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Top 3 airlines flying from Chicago to Hilton Head Island

Discover the top 3 airlines that operate flights from Chicago to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,740,132 searches. Data last updated May 28, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$149Average$504FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$200Average$433FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$207Average$707FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
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Search flights from Chicago to Hilton Head Island by cabin class

Find flights from Chicago to Hilton Head Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Chicago to Hilton Head Island

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 May 28, 2024.
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
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Fly with Cheapflights

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How does Cheapflights help users find flights from Chicago to Hilton Head Island?

Deals for Chicago to Hilton Head Island flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Hilton Head Island?

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to Hilton Head Island for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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Certainly. Search results for flights to Hilton Head Island from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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Not ready to book yet? You can track prices for flights from Chicago to Hilton Head Island on Cheapflights with our Price Alert feature and get notified when better prices are available.

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