How many flights depart from Hilton Head Island to Illinois on average per week?

The number of flights available between Hilton Head Island and Illinois is 2 per week as of March 2026. The most frequent departure day is Mon, with 50% of weekly flights leaving on this day.

What is the cheapest airline that flies from Hilton Head Island to Illinois?

Delta, American Airlines, and United Airlines are the most popular carriers operating from Hilton Head Island to Illinois

What airlines fly to Illinois?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Illinois from Hilton Head Island according to our data. United Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 4 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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 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.

$168 Cheap Flights from Hilton Head Island to Illinois in 2026

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Find the cheapest flights from Hilton Head Island to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:05 pm - 4:49 pm

HHH

ORD

2h 44mnonstop

10:50 am - 2:16 pm

ORD

HHH

2h 26mnonstop

$269United Airlines

Thu, Apr 16 - Sun, Apr 19

12:08 pm - 6:35 pm

HHH

ORD

7h 27m

1 stop

9:49 am - 3:33 pm

ORD

HHH

4h 44m

1 stop

$289Delta

Wed, May 6 - Tue, May 12

12:08 pm - 10:19 pm

HHH

ORD

11h 11m

2 stops

9:49 am - 3:33 pm

ORD

HHH

4h 44m

1 stop

$294Delta

Wed, May 6 - Tue, May 12

12:08 pm - 6:52 pm

HHH

ORD

7h 44m

2 stops

7:00 am - 3:33 pm

ORD

HHH

7h 33m

2 stops

$300Delta

Wed, May 6 - Tue, May 12

12:11 pm - 3:58 pm

HHH

STL

4h 47m

1 stop

10:51 am - 3:29 pm

STL

HHH

3h 38m

1 stop

$308Delta

Thu, Jul 2 - Tue, Jul 7

3:05 pm - 4:49 pm

HHH

ORD

2h 44mnonstop

10:50 am - 2:16 pm

ORD

HHH

2h 26mnonstop

$309United Airlines

Tue, Apr 14 - Sat, Apr 18

12:11 pm - 3:58 pm

HHH

STL

4h 47m

1 stop

6:21 am - 3:29 pm

STL

HHH

8h 08m

2 stops

$313Delta

Thu, Jul 2 - Tue, Jul 7

2:54 pm - 7:30 pm

HHH

STL

5h 36m

1 stop

6:00 am - 1:40 pm

STL

HHH

6h 40m

1 stop

$341American Airlines

Sat, Apr 25 - Sat, May 2

4:55 pm - 11:56 pm

HHH

STL

8h 01m

2 stops

6:00 am - 4:25 pm

STL

HHH

9h 25m

2 stops

$342American Airlines

Thu, Jul 2 - Tue, Jul 7

2:03 pm - 3:38 pm

HHH

ORD

2h 35mnonstop

7:58 am - 2:13 pm

ORD

HHH

5h 15m

1 stop

$359American Airlines

Wed, Jun 17 - Tue, Jun 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

Apr 16

HHH3:05 pmHilton Head Island

2h 44m

ORD4:49 pmChicago O'Hare Intl

Apr 19

ORD10:50 amChicago O'Hare Intl

2h 26m

HHH2:16 pmHilton Head Island

$269

United Airlines

Apr 14

HHH3:05 pmHilton Head Island

2h 44m

ORD4:49 pmChicago O'Hare Intl

Apr 18

ORD10:50 amChicago O'Hare Intl

2h 26m

HHH2:16 pmHilton Head Island

$309

United Airlines

Apr 9

HHH3:05 pmHilton Head Island

2h 44m

ORD4:49 pmChicago O'Hare Intl

Apr 13

ORD10:50 amChicago O'Hare Intl

2h 26m

HHH2:16 pmHilton Head Island

$344

American Airlines flights from Hilton Head Island to Illinois

Our best American Airlines deals on Hilton Head Island to Illinois flight tickets

American Airlines

Apr 25

HHH2:54 pmHilton Head Island

5h 36m

1 stop

STL7:30 pmLambert-St Louis

May 2

STL6:00 amLambert-St Louis

6h 40m

1 stop

HHH1:40 pmHilton Head Island

$341

American Airlines

Jul 2

HHH4:55 pmHilton Head Island

8h 01m

2 stops

STL11:56 pmLambert-St Louis

Jul 7

STL6:00 amLambert-St Louis

9h 25m

2 stops

HHH4:25 pmHilton Head Island

$342

American Airlines

Jun 17

HHH2:03 pmHilton Head Island

2h 35m

ORD3:38 pmChicago O'Hare Intl

Jun 23

ORD7:58 amChicago O'Hare Intl

5h 15m

1 stop

HHH2:13 pmHilton Head Island

$359

momondo Fare Finder

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

Cheapest round-trip

Quickest round-trip

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 4/16

3:05 pm-4:49 pm

Nonstop2h 44m

Chicago O'Hare Intl

Sun 4/19

10:50 am-2:16 pm

Nonstop2h 26m

$269

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 5/6

12:08 pm-6:35 pm

1 stop7h 27m

Chicago O'Hare Intl

Tue 5/12

9:49 am-3:33 pm

1 stop4h 44m

$289

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 5/6

12:08 pm-10:19 pm

2 stops11h 11m

Chicago O'Hare Intl

Tue 5/12

9:49 am-3:33 pm

1 stop4h 44m

$294

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 5/6

12:08 pm-6:52 pm

2 stops7h 44m

Chicago O'Hare Intl

Tue 5/12

7:00 am-3:33 pm

2 stops7h 33m

$300

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Thu 7/2

12:11 pm-3:58 pm

1 stop4h 47m

Lambert-St Louis

Tue 7/7

10:51 am-3:29 pm

1 stop3h 38m

$308

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 4/14

3:05 pm-4:49 pm

Nonstop2h 44m

Chicago O'Hare Intl

Sat 4/18

10:50 am-2:16 pm

Nonstop2h 26m

$309

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Thu 7/2

12:11 pm-3:58 pm

1 stop4h 47m

Lambert-St Louis

Tue 7/7

6:21 am-3:29 pm

2 stops8h 08m

$313

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Sat 4/25

2:54 pm-7:30 pm

1 stop5h 36m

Lambert-St Louis

Sat 5/2

6:00 am-1:40 pm

1 stop6h 40m

$341

Hilton Head IslandSt. Louis

HHH - STL

HHHSTL

Hilton Head Island

Thu 7/2

4:55 pm-11:56 pm

2 stops8h 01m

Lambert-St Louis

Tue 7/7

6:00 am-4:25 pm

2 stops9h 25m

$342

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 6/17

2:03 pm-3:38 pm

Nonstop2h 35m

Chicago O'Hare Intl

Tue 6/23

7:58 am-2:13 pm

1 stop5h 15m

$359

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 Friday when prices can be found for as low as $323. Flights from Hilton Head Island to Illinois on a Saturday will generally be more expensive and average around $465. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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 are 2 cabin classes 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?

No. A direct flight is the cheapest option for a flight between Hilton Head Island to Illinois.

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

Best Price Found	$213
Fastest flight time	2h 44m
Direct flights	Every day
Airports in Illinois	98 airports

The best one-way flight to Illinois from Hilton Head Island in the past 72 hours is $213. The best round-trip flight deal from Hilton Head Island to Illinois found on momondo in the last 72 hours is $293.

The fastest flight from Hilton Head Island to Illinois takes 2h 44m

Direct flights go from Hilton Head Island to Illinois every day.

There are 98 airports in Illinois. From Hilton Head Island there are direct flights to 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 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Hilton Head Island to Illinois is Embraer 175 (Enhanced Winglets) (52.63% of total bookings). The next most popular plane models are Embraer 175 (26.32%), Airbus A319 (5.26%), and Airbus A220-300 (5.26%).

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.