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Cheap flights from Hilton Head Island to Illinois from $172

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Illinois departing on 9/30. 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 Hilton Head Island to Illinois

Cheap round-trip flights

American Airlines Logo
5:20 pm - 11:07 pmHHH-STL
6h 47m1 stop
American Airlines Logo
7:23 am - 2:32 pmSTL-HHH
6h 09m1 stop
$249American Airlines
Find Deal
Fri, Oct 3 - Mon, Oct 6
American Airlines Logo
12:56 pm - 9:53 pmHHH-STL
9h 57m2 stops
American Airlines Logo
7:23 am - 2:32 pmSTL-HHH
6h 09m1 stop
$254American Airlines
Find Deal
Fri, Oct 3 - Mon, Oct 6
Delta Logo
4:05 pm - 10:23 pmHHH-ORD
7h 18m1 stop
Delta Logo
9:50 am - 3:25 pmORD-HHH
4h 35m1 stop
$259Delta
Find Deal
Fri, Sep 19 - Tue, Sep 23
American Airlines Logo
12:56 pm - 8:32 pmHHH-STL
8h 36m2 stops
American Airlines Logo
6:06 am - 5:27 pmSTL-HHH
10h 21m2 stops
$259American Airlines
Find Deal
Fri, Oct 3 - Mon, Oct 6
Delta Logo
4:05 pm - 10:23 pmHHH-ORD
7h 18m1 stop
Delta Logo
6:00 am - 3:25 pmORD-HHH
8h 25m2 stops
$264Delta
Find Deal
Fri, Sep 19 - Tue, Sep 23
American Airlines Logo
11:16 am - 4:16 pmHHH-STL
6h 00m1 stop
American Airlines Logo
5:00 am - 11:49 amSTL-HHH
5h 49m1 stop
$274American Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
United Airlines Logo
11:57 am - 7:48 amHHH-ORD
20h 51m2 stops
United Airlines Logo
9:20 pm - 11:16 amORD-HHH
12h 56m2 stops
$560United Airlines
Find Deal
Tue, Oct 21 - Thu, Oct 23
United Airlines Logo
11:57 am - 6:34 pmHHH-ORD
7h 37m1 stop
United Airlines Logo
9:20 pm - 11:16 amORD-HHH
12h 56m2 stops
$598United Airlines
Find Deal
Tue, Oct 21 - Thu, Oct 23
United Airlines Logo
12:21 pm - 7:27 amHHH-ORD
20h 06m2 stops
United Airlines Logo
6:25 pm - 11:16 amORD-HHH
15h 51m2 stops
$601United Airlines
Find Deal
Sat, Oct 4 - Sun, Oct 5
Delta Logo
4:10 pm - 10:26 pmHHH-ORD
7h 16m1 stop
Delta Logo
9:42 am - 3:30 pmORD-HHH
4h 48m1 stop
$642Delta
Find Deal
Tue, Oct 21 - Thu, Oct 23

United Airlines flights from Hilton Head Island to Illinois

Our best United Airlines deals on Hilton Head Island to Illinois flight tickets
United Airlines
Sep 13
HHH12:06 pmHilton Head Island
7h 23m
1 stop
ORD6:29 pmChicago O'Hare Intl
Sep 15
ORD9:15 pmChicago O'Hare Intl
13h 10m
2 stops
HHH11:25 amHilton Head Island
$543
Find similar
United Airlines
Oct 21
HHH11:57 amHilton Head Island
20h 51m
2 stops
ORD7:48 amChicago O'Hare Intl
Oct 23
ORD9:20 pmChicago O'Hare Intl
12h 56m
2 stops
HHH11:16 amHilton Head Island
$560
Find similar
United Airlines
Oct 21
HHH11:57 amHilton Head Island
7h 37m
1 stop
ORD6:34 pmChicago O'Hare Intl
Oct 23
ORD9:20 pmChicago O'Hare Intl
12h 56m
2 stops
HHH11:16 amHilton Head Island
$598
Find similar

American Airlines flights from Hilton Head Island to Illinois

Our best American Airlines deals on Hilton Head Island to Illinois flight tickets
American Airlines
Oct 3
HHH5:20 pmHilton Head Island
6h 47m
1 stop
STL11:07 pmLambert-St Louis
Oct 6
STL7:23 amLambert-St Louis
6h 09m
1 stop
HHH2:32 pmHilton Head Island
$249
Find similar
American Airlines
Oct 3
HHH12:56 pmHilton Head Island
9h 57m
2 stops
STL9:53 pmLambert-St Louis
Oct 6
STL7:23 amLambert-St Louis
6h 09m
1 stop
HHH2:32 pmHilton Head Island
$254
Find similar
American Airlines
Oct 3
HHH12:56 pmHilton Head Island
8h 36m
2 stops
STL8:32 pmLambert-St Louis
Oct 6
STL6:06 amLambert-St Louis
10h 21m
2 stops
HHH5:27 pmHilton Head Island
$259
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated September 4, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Fri 10/3

5:20 pm-11:07 pm

1 stop6h 47m

Lambert-St Louis

Mon 10/6

7:23 am-2:32 pm

1 stop6h 09m

$249

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Fri 10/3

12:56 pm-9:53 pm

2 stops9h 57m

Lambert-St Louis

Mon 10/6

7:23 am-2:32 pm

1 stop6h 09m

$254

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Fri 9/19

4:05 pm-10:23 pm

1 stop7h 18m

Chicago O'Hare Intl

Tue 9/23

9:50 am-3:25 pm

1 stop4h 35m

$259

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Fri 10/3

12:56 pm-8:32 pm

2 stops8h 36m

Lambert-St Louis

Mon 10/6

6:06 am-5:27 pm

2 stops10h 21m

$259

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Fri 9/19

4:05 pm-10:23 pm

1 stop7h 18m

Chicago O'Hare Intl

Tue 9/23

6:00 am-3:25 pm

2 stops8h 25m

$264

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Thu 10/30

11:16 am-4:16 pm

1 stop6h 00m

Lambert-St Louis

Sun 11/2

5:00 am-11:49 am

1 stop5h 49m

$274

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 10/21

11:57 am-7:48 am

2 stops20h 51m

Chicago O'Hare Intl

Thu 10/23

9:20 pm-11:16 am

2 stops12h 56m

$560

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 10/21

11:57 am-6:34 pm

1 stop7h 37m

Chicago O'Hare Intl

Thu 10/23

9:20 pm-11:16 am

2 stops12h 56m

$598

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 10/4

12:21 pm-7:27 am

2 stops20h 06m

Chicago O'Hare Intl

Sun 10/5

6:25 pm-11:16 am

2 stops15h 51m

$601

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 10/21

4:10 pm-10:26 pm

1 stop7h 16m

Chicago O'Hare Intl

Thu 10/23

9:42 am-3:30 pm

1 stop4h 48m

$642

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

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

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 day to depart on your flight to Illinois?

The cheapest day to depart from Hilton Head Island to Illinois is on a Tuesday when prices can be found for as low as $250. Flights from Hilton Head Island to Illinois on a Sunday will generally be more expensive and average around $493. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from Hilton Head Island to Illinois during this time can be as low as $423. Flights in the afternoon are often more expensive with an average ticket price of $465.

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

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

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

There is only 1 cabin class available to choose from on Hilton Head Island to Illinois 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 Hilton Head Island to Illinois flights?

You could potentially save up to 27% on your flight if you consider stops on a Hilton Head Island to Illinois flight.

Cheap Hilton Head Island to Illinois flight deals and tips

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

Fastest flight time

2h 38m

Direct flights

Sun

Airports in Illinois

1 airport
The fastest flight from Hilton Head Island to Illinois takes 2h 38m
Direct flights go from Hilton Head Island to Illinois on Sunday. There are no airlines offering direct flights.
There is 1 airport near Illinois: Chicago O'Hare Intl (ORD)
Search flight deals

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

    Prices for flights from Hilton Head Island Airport to Illinois were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hilton Head Island Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Hilton Head Island to Illinois

Compare and see reviews for airlines that fly from Hilton Head Island to Illinois with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $228Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Hilton Head Island to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

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

Yes. momondo enables you to select and highlight flights to Illinois from Hilton Head Island with this policy.

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

momondo provides multiple filters to help you find the best flight to Illinois from Hilton Head Island. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Hilton Head Island to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.

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