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Cheap flights from Hilton Head Island to Illinois from $215

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 1/17. 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

Enter your travel dates to find the best prices.
United Airlines Logo
3:00 pm - 4:44 pm
HHH
-
ORD
2h 44mnonstop
United Airlines Logo
10:40 am - 2:06 pm
ORD
-
HHH
2h 26mnonstop
$279United Airlines
Wed, Apr 1 - Wed, Apr 8
United Airlines Logo
3:00 pm - 4:44 pm
HHH
-
ORD
2h 44mnonstop
United Airlines Logo
10:40 am - 2:06 pm
ORD
-
HHH
2h 26mnonstop
$299United Airlines
Wed, Apr 8 - Sun, Apr 12
American Airlines Logo
3:29 pm - 7:50 pm
HHH
-
ORD
5h 21m1 stop
American Airlines Logo
6:20 am - 11:52 am
ORD
-
HHH
4h 32m1 stop
$309American Airlines
Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
12:51 pm - 6:01 pm
HHH
-
ORD
6h 10m1 stop
American Airlines Logo
6:40 am - 3:05 pm
ORD
-
HHH
7h 25m2 stops
$314American Airlines
Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
12:51 pm - 10:09 pm
HHH
-
ORD
10h 18m2 stops
American Airlines Logo
5:35 am - 3:05 pm
ORD
-
HHH
8h 30m2 stops
$319American Airlines
Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
12:51 pm - 6:01 pm
HHH
-
ORD
6h 10m1 stop
American Airlines Logo
6:05 am - 12:20 pm
ORD
-
HHH
5h 15m1 stop
$369American Airlines
Tue, Jan 6 - Sat, Jan 10
American Airlines Logo
12:51 pm - 6:01 pm
HHH
-
ORD
6h 10m1 stop
American Airlines Logo
8:50 pm - 12:20 pm
ORD
-
HHH
14h 30m2 stops
$372American Airlines
Tue, Jan 6 - Sat, Jan 10
American Airlines Logo
12:51 pm - 10:34 pm
HHH
-
ORD
10h 43m2 stops
American Airlines Logo
6:05 am - 12:20 pm
ORD
-
HHH
5h 15m1 stop
$374American Airlines
Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
12:51 pm - 8:53 pm
HHH
-
ORD
9h 02m2 stops
American Airlines Logo
8:50 pm - 12:20 pm
ORD
-
HHH
14h 30m2 stops
$377American Airlines
Tue, Jan 6 - Sat, Jan 10
American Airlines Logo
12:23 pm - 4:08 pm
HHH
-
ORD
4h 45m1 stop
American Airlines Logo
5:10 am - 12:17 pm
ORD
-
HHH
6h 07m1 stop
$379American Airlines
Tue, Mar 31 - Wed, Apr 8

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 1
HHH3:00 pmHilton Head Island
2h 44m
ORD4:44 pmChicago O'Hare Intl
Apr 8
ORD10:40 amChicago O'Hare Intl
2h 26m
HHH2:06 pmHilton Head Island
$279
Find similar
United Airlines
Apr 8
HHH3:00 pmHilton Head Island
2h 44m
ORD4:44 pmChicago O'Hare Intl
Apr 12
ORD10:40 amChicago O'Hare Intl
2h 26m
HHH2:06 pmHilton Head Island
$299
Find similar
United Airlines
Mar 31
HHH3:00 pmHilton Head Island
2h 44m
ORD4:44 pmChicago O'Hare Intl
Apr 7
ORD10:40 amChicago O'Hare Intl
2h 26m
HHH2:06 pmHilton Head Island
$398
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
Feb 10
HHH3:29 pmHilton Head Island
5h 21m
1 stop
ORD7:50 pmChicago O'Hare Intl
Feb 17
ORD6:20 amChicago O'Hare Intl
4h 32m
1 stop
HHH11:52 amHilton Head Island
$309
Find similar
American Airlines
Feb 10
HHH12:51 pmHilton Head Island
6h 10m
1 stop
ORD6:01 pmChicago O'Hare Intl
Feb 17
ORD6:40 amChicago O'Hare Intl
7h 25m
2 stops
HHH3:05 pmHilton Head Island
$314
Find similar
American Airlines
Feb 10
HHH12:51 pmHilton Head Island
10h 18m
2 stops
ORD10:09 pmChicago O'Hare Intl
Feb 17
ORD5:35 amChicago O'Hare Intl
8h 30m
2 stops
HHH3:05 pmHilton Head Island
$319
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 December 22, 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 IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 4/1

3:00 pm-4:44 pm

Nonstop2h 44m

Chicago O'Hare Intl

Wed 4/8

10:40 am-2:06 pm

Nonstop2h 26m

$279

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 4/8

3:00 pm-4:44 pm

Nonstop2h 44m

Chicago O'Hare Intl

Sun 4/12

10:40 am-2:06 pm

Nonstop2h 26m

$299

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 2/10

3:29 pm-7:50 pm

1 stop5h 21m

Chicago O'Hare Intl

Tue 2/17

6:20 am-11:52 am

1 stop4h 32m

$309

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 2/10

12:51 pm-6:01 pm

1 stop6h 10m

Chicago O'Hare Intl

Tue 2/17

6:40 am-3:05 pm

2 stops7h 25m

$314

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 2/10

12:51 pm-10:09 pm

2 stops10h 18m

Chicago O'Hare Intl

Tue 2/17

5:35 am-3:05 pm

2 stops8h 30m

$319

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 1/6

12:51 pm-6:01 pm

1 stop6h 10m

Chicago O'Hare Intl

Sat 1/10

6:05 am-12:20 pm

1 stop5h 15m

$369

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 1/6

12:51 pm-6:01 pm

1 stop6h 10m

Chicago O'Hare Intl

Sat 1/10

8:50 pm-12:20 pm

2 stops14h 30m

$372

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 1/7

12:51 pm-10:34 pm

2 stops10h 43m

Chicago O'Hare Intl

Wed 1/14

6:05 am-12:20 pm

1 stop5h 15m

$374

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 1/6

12:51 pm-8:53 pm

2 stops9h 02m

Chicago O'Hare Intl

Sat 1/10

8:50 pm-12:20 pm

2 stops14h 30m

$377

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 3/31

12:23 pm-4:08 pm

1 stop4h 45m

Chicago O'Hare Intl

Wed 4/8

5:10 am-12:17 pm

1 stop6h 07m

$379

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 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 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 $538.

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 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

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Illinois

98 airports
The fastest flight from Hilton Head Island to Illinois takes 2h 35m
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 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
11,052 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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