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$177+ Cheap flights from Hilton Head Island (HHH) to Illinois

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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — ORD
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Illinois

Keep the following information in mind while searching for Hilton Head Island to Illinois flight deals. Data was last updated July 31, 2025.

Round-trip from

$249
(Delta)

One-way from

$177
(American Airlines)
From Hilton Head Island to Illinois
Search Deals
One-way flight from Hilton Head Island to Illinois
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Find flight deals from Hilton Head Island to Illinois

Cheapest flights from Hilton Head Island to Illinois
Explore the most affordable flight options available from Hilton Head Island to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/44:02 pmHHH - STL
1 stop6h 27mDelta
Wed 9/1010:20 amSTL - HHH
1 stop4h 02mDelta
Deal found 7/31$249
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3011:16 amHHH - STL
1 stop6h 00mAmerican Airlines
Sun 11/25:00 amSTL - HHH
1 stop4h 17mAmerican Airlines
Deal found 7/30$273
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/255:57 pmHHH - ORD
1 stop4h 32mAmerican Airlines
Tue 10/289:20 amORD - HHH
1 stop6h 31mAmerican Airlines
Deal found 7/31$308
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2112:11 pmHHH - ORD
1 stop5h 17mDelta
Tue 8/266:00 amORD - HHH
2 stops8h 22mDelta
Deal found 7/30$319
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1812:06 pmHHH - ORD
2 stops20h 28mUnited Airlines
Sun 9/2110:35 amORD - HHH
2 stops23h 50mUnited Airlines
Deal found 7/28$617
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/512:06 pmHHH - STL
3 stops28h 38mUnited Airlines
Sun 9/79:00 amSTL - HHH
2 stops25h 25mUnited Airlines
Deal found 7/30$646

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Illinois 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 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Illinois that are best for you.

Fly from

Hilton Head Island

Fly to

Illinois

Route

Depart

Return

Price

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Thu 9/4

4:02 pm-9:29 pm

1 stop6h 27m

Lambert-St Louis

Wed 9/10

10:20 am-3:22 pm

1 stop4h 02m

$249

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Wed 8/13

12:29 pm-9:02 pm

2 stops9h 33m

Lambert-St Louis

Sun 8/17

6:00 am-12:44 pm

1 stop5h 44m

$264

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 10/25

5:57 pm-9:29 pm

1 stop4h 32m

Chicago O'Hare Intl

Tue 10/28

9:20 am-4:51 pm

1 stop6h 31m

$308

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 8/21

12:11 pm-4:28 pm

1 stop5h 17m

Chicago O'Hare Intl

Tue 8/26

6:00 am-3:22 pm

2 stops8h 22m

$319

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 9/18

12:06 pm-7:34 am

2 stops20h 28m

Chicago O'Hare Intl

Sun 9/21

10:35 am-11:25 am

2 stops23h 50m

$617

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Fri 9/5

12:06 pm-3:44 pm

3 stops28h 38m

Lambert-St Louis

Sun 9/7

9:00 am-11:25 am

2 stops25h 25m

$646

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 8/30

3:41 pm-7:24 am

1 stop16h 43m

$177

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Mon 9/29

4:05 pm-10:19 am

2 stops19h 14m

$181

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Wed 8/6

1:15 pm-8:47 pm

1 stop8h 32m

$259

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 9/27

12:21 pm-6:34 pm

1 stop7h 13m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 11 results
1
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Best time to book a flight from Hilton Head Island to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Hilton Head Island 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.

Cheapflights Insights

Everything you need to know about your flight from Hilton Head Island to Illinois

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

Currently, August is the cheapest month in which you can book a flight from Hilton Head Island to Illinois (average of $245). Flying from Hilton Head Island to Illinois in March is currently the most expensive (average of $321). 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.

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

Find hourly flight availability from Hilton Head Island to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

When flying from Hilton Head Island to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated July 31, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Hilton Head Island to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Illinois. 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 from for flights from Hilton Head Island to Illinois?

    Most people fly from Hilton Head Island (HHH) if they book a flight from Hilton Head Island to Illinois. Hilton Head Island is conveniently located just 3.3 mi from Hilton Head Island’s city center.

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

    One-way options have recently been found by users for as low as $177 on American Airlines. Other airlines that offer cheap prices include Delta from $181 and United Airlines from $322 one-way.

  • What are the most popular routes from Hilton Head Island to Illinois?

    When deciding which route to take from Hilton Head Island to Illinois consider Hilton Head Island - Chicago O'Hare Intl, Hilton Head Island - Lambert-St Louis or Hilton Head Island - Moline Quad-City as they are the most popular.

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

    The top 3 most reliable airlines when flying from Hilton Head Island to Illinois are Qatar Airways (75%), United Airlines (75%) and Republic Airways (75%).

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

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Hilton Head Island to Illinois (average of $245). Flying from Hilton Head Island to Illinois in March is currently the most expensive (average of $321). 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.

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Alternative routes for Hilton Head Island to Illinois

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Top airline flying from Hilton Head Island to Illinois

Discover the top airline that operate flights from Hilton Head Island to Illinois. 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 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$358FlexibilityNo cancel feeOn-time71%

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