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 53% 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.

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

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

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?

There are 2 operators available for flights from Hilton Head Island Airport to Illinois as of October 2026.

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.

$260 Cheap Flights from Hilton Head Island to Illinois in 2026/27

Discover deals from 900+ travel sites with momondo.

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.

1:55 pm - 3:37 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

2h 42mnonstop

10:02 am - 1:24 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

2h 22mnonstop

$319American Airlines

Sat, Nov 7 - Sat, Nov 14

1:55 pm - 3:37 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

2h 42mnonstop

8:05 am - 3:47 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

6h 42m1 stop Charlotte Douglas

$329American Airlines

Sat, Nov 7 - Sat, Nov 14

5:47 pm - 10:34 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

5h 47m1 stop Charlotte Douglas

8:05 am - 2:18 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

5h 13m1 stop Charlotte Douglas

$337American Airlines

Fri, Nov 20 - Fri, Nov 27

4:17 pm - 8:11 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

4h 54m1 stop Charlotte Douglas

8:05 am - 3:47 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

6h 42m1 stop Charlotte Douglas

$339American Airlines

Sat, Nov 7 - Sat, Nov 14

10:55 am - 4:15 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

6h 20m1 stop Washington, D.C. Reagan-National

5:19 am - 10:34 amORD Chicago O'Hare Intl-HHH Hilton Head Island

4h 15m1 stop Charlotte Douglas

$339American Airlines

Thu, Oct 29 - Sun, Nov 1

4:13 pm - 10:17 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

7h 04m1 stop New York LaGuardia

9:51 am - 3:30 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

4h 39m1 stop Atlanta Hartsfield-Jackson

$359Delta

Wed, Oct 21 - Mon, Oct 26

5:47 pm - 11:59 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

7h 12m1 stop Charlotte Douglas

6:41 am - 2:18 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

6h 37m1 stop Charlotte Douglas

$359American Airlines

Wed, Nov 25 - Sun, Nov 29

5:47 pm - 10:34 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

5h 47m1 stop Charlotte Douglas

11:44 am - 5:08 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

4h 24m1 stop Charlotte Douglas

$359American Airlines

Tue, Nov 24 - Mon, Nov 30

12:23 pm - 10:17 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

10h 54m2 stops Atlanta Hartsfield-Jackson New York LaGuardia

9:51 am - 3:30 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

4h 39m1 stop Atlanta Hartsfield-Jackson

$364Delta

Wed, Oct 21 - Mon, Oct 26

4:13 pm - 10:17 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

7h 04m1 stop New York LaGuardia

6:20 am - 3:30 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

8h 10m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson

$364Delta

Thu, Oct 29 - Sun, Nov 1

Cheap last minute flights

Enter your travel dates to find the best prices.

12:23 pm - 4:58 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

5h 35m1 stop Atlanta Hartsfield-Jackson

7:00 am - 3:30 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

7h 30m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

$454Delta

Thu, Oct 15 - Sat, Oct 17

10:55 am - 4:15 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

6h 20m1 stop Washington, D.C. Reagan-National

9:55 am - 1:20 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

2h 25mnonstop

$471American Airlines

Thu, Oct 15 - Sat, Oct 17

12:23 pm - 6:29 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

7h 06m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

7:00 am - 3:30 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

7h 30m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

$564Delta

Thu, Oct 15 - Sat, Oct 17

6:08 pm - 11:00 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

5h 52m1 stop Charlotte Douglas

12:05 pm - 5:40 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

4h 35m1 stop Charlotte Douglas

$575American Airlines

Thu, Oct 15 - Sat, Oct 17

6:08 pm - 11:00 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

5h 52m1 stop Charlotte Douglas

5:00 am - 11:05 amORD Chicago O'Hare Intl-HHH Hilton Head Island

5h 05m1 stop Charlotte Douglas

$661American Airlines

Sun, Oct 11 - Sun, Oct 18

1:16 pm - 6:39 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

6h 23m1 stop Newark

9:30 pm - 12:35 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

14h 05m2 stops Madison Truax Field Newark

$808United Airlines

Tue, Oct 13 - Fri, Oct 16

1:16 pm - 8:13 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

7h 57m1 stop Newark

7:55 pm - 12:35 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

15h 40m1 stop Newark

$816United Airlines

Tue, Oct 13 - Fri, Oct 16

12:23 pm - 7:38 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

8h 15m2 stops Atlanta Hartsfield-Jackson Minneapolis St Paul

6:20 am - 3:30 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

8h 10m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson

$842Delta

Sun, Oct 11 - Sun, Oct 18

12:23 pm - 8:30 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

9h 07m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

8:05 am - 3:30 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

6h 25m1 stop Atlanta Hartsfield-Jackson

$844Delta

Tue, Oct 13 - Wed, Oct 14

1:19 pm - 6:39 pmHHH Hilton Head Island-ORD Chicago O'Hare Intl

6h 20m1 stop Newark

9:32 pm - 12:35 pmORD Chicago O'Hare Intl-HHH Hilton Head Island

14h 03m2 stops Cincinnati Cinci./N. Kentucky Newark

$1,281United Airlines

Sun, Oct 11 - Sun, Oct 11

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American Airlines flights from Hilton Head Island to Illinois

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

American Airlines

Nov 7

HHH1:55 pmHilton Head Island

2h 42m

ORD3:37 pmChicago O'Hare Intl

Nov 14

ORD10:02 amChicago O'Hare Intl

2h 22m

HHH1:24 pmHilton Head Island

$319

American Airlines

Nov 7

HHH1:55 pmHilton Head Island

2h 42m

ORD3:37 pmChicago O'Hare Intl

Nov 14

ORD8:05 amChicago O'Hare Intl

6h 42m

1 stop

HHH3:47 pmHilton Head Island

$329

American Airlines

Nov 20

HHH5:47 pmHilton Head Island

5h 47m

1 stop

ORD10:34 pmChicago O'Hare Intl

Nov 27

ORD8:05 amChicago O'Hare Intl

5h 13m

1 stop

HHH2:18 pmHilton Head Island

$337

United Airlines flights from Hilton Head Island to Illinois

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

United Airlines

Oct 13

HHH1:16 pmHilton Head Island

6h 23m

1 stop

ORD6:39 pmChicago O'Hare Intl

Oct 16

ORD9:30 pmChicago O'Hare Intl

14h 05m

2 stops

HHH12:35 pmHilton Head Island

$808

United Airlines

Oct 13

HHH1:16 pmHilton Head Island

7h 57m

1 stop

ORD8:13 pmChicago O'Hare Intl

Oct 16

ORD7:55 pmChicago O'Hare Intl

15h 40m

1 stop

HHH12:35 pmHilton Head Island

$816

United Airlines

Oct 18

HHH1:16 pmHilton Head Island

21h 26m

1 stop

ORD9:42 amChicago O'Hare Intl

Oct 22

ORD6:00 amChicago O'Hare Intl

5h 35m

1 stop

HHH12:35 pmHilton Head Island

$1,040

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 Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Sat 11/7

1:55 pm-3:37 pm

Nonstop2h 42m

Chicago O'Hare Intl

Sat 11/14

10:02 am-1:24 pm

Nonstop2h 22m

$319

Hilton Head IslandChicago

HHH Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Sat 11/7

1:55 pm-3:37 pm

Nonstop2h 42m

Chicago O'Hare Intl

Sat 11/14

8:05 am-3:47 pm

1 stop6h 42m

$329

Hilton Head IslandChicago

HHH Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Fri 11/20

5:47 pm-10:34 pm

1 stop5h 47m

Chicago O'Hare Intl

Fri 11/27

8:05 am-2:18 pm

1 stop5h 13m

$337

Hilton Head IslandChicago

HHH Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Sat 11/7

4:17 pm-8:11 pm

1 stop4h 54m

Chicago O'Hare Intl

Sat 11/14

8:05 am-3:47 pm

1 stop6h 42m

$339

Hilton Head IslandChicago

HHH Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Thu 10/29

10:55 am-4:15 pm

1 stop6h 20m

Chicago O'Hare Intl

Sun 11/1

5:19 am-10:34 am

1 stop4h 15m

$339

Hilton Head IslandChicago

HHH Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Wed 10/21

4:13 pm-10:17 pm

1 stop7h 04m

Chicago O'Hare Intl

Mon 10/26

9:51 am-3:30 pm

1 stop4h 39m

$359

Hilton Head IslandChicago

HHH Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Wed 11/25

5:47 pm-11:59 pm

1 stop7h 12m

Chicago O'Hare Intl

Sun 11/29

6:41 am-2:18 pm

1 stop6h 37m

$359

Hilton Head IslandChicago

HHH Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Tue 11/24

5:47 pm-10:34 pm

1 stop5h 47m

Chicago O'Hare Intl

Mon 11/30

11:44 am-5:08 pm

1 stop4h 24m

$359

Hilton Head IslandChicago

HHH Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Wed 10/21

12:23 pm-10:17 pm

2 stops10h 54m

Chicago O'Hare Intl

Mon 10/26

9:51 am-3:30 pm

1 stop4h 39m

$364

Hilton Head IslandChicago

HHH Hilton Head Island - ORD Chicago O'Hare Intl

HHHORD

Hilton Head Island

Thu 10/29

4:13 pm-10:17 pm

1 stop7h 04m

Chicago O'Hare Intl

Sun 11/1

6:20 am-3:30 pm

2 stops8h 10m

$364

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

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 Wednesday when prices can be found for as low as $340. Flights from Hilton Head Island to Illinois on a Monday will generally be more expensive and average around $811. 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 at noon. Flights from Hilton Head Island to Illinois during this time can be as low as $396. Flights in the afternoon are often more expensive with an average ticket price of $437.

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?

You could potentially save up to 22% 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

Best Price Found	$260
Fastest flight time	5h 35m
Direct flights	Mon, Tue, Wed, Sat and Sun
Airports in Illinois	98 airports

The best one-way flight to Illinois from Hilton Head Island in the past 72 hours is $260. The best round-trip flight deal from Hilton Head Island to Illinois found on momondo in the last 72 hours is $319.

The fastest flight from Hilton Head Island to Illinois takes 5h 35m

Direct flights go from Hilton Head Island to Illinois on Monday, Tuesday, Wednesday, Saturday and Sunday. There are no airlines offering direct flights.

There are 98 airports in Illinois. From Hilton Head Island there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Hilton Head Island to Illinois

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?
There are 2 operators available for flights from Hilton Head Island Airport to Illinois as of October 2026.
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) (36.21% of total bookings). The next most popular plane models are Embraer 175 (32.76%), Boeing 737 (6.90%), and Airbus A319 (5.17%).

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
United Airlines	PriceFrom $229	Free Cancellation	Rating 7.4 10,322 reviews		Search United Airlines flights
American Airlines	PriceFrom $269	Free Cancellation	Rating 7.0 12,146 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.