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Cheap flights from Hilton Head Island to Chicago from $177

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Chicago departing on 6/3. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
4:05 pm - 10:36 pm
HHH
-
ORD
7h 31m
1 stop
Delta Logo
7:10 am - 3:18 pm
ORD
-
HHH
7h 08m
1 stop
$177Delta
Wed, Jun 3 - Mon, Jun 8
Delta Logo
4:05 pm - 10:36 pm
HHH
-
ORD
7h 31m
1 stop
Delta Logo
7:10 am - 3:18 pm
ORD
-
HHH
7h 08m
1 stop
$203Delta
Tue, Jun 2 - Tue, Jun 9
Delta Logo
12:07 pm - 8:14 pm
HHH
-
ORD
9h 07m
2 stops
Delta Logo
7:10 am - 3:18 pm
ORD
-
HHH
7h 08m
1 stop
$208Delta
Wed, Jun 3 - Mon, Jun 8
United Airlines Logo
3:05 pm - 4:51 pm
HHH
-
ORD
2h 46mnonstop
United Airlines Logo
10:45 am - 2:21 pm
ORD
-
HHH
2h 36mnonstop
$209United Airlines
Thu, Jun 4 - Mon, Jun 8
United Airlines Logo
3:05 pm - 4:51 pm
HHH
-
ORD
2h 46mnonstop
United Airlines Logo
10:45 am - 2:21 pm
ORD
-
HHH
2h 36mnonstop
$220United Airlines
Tue, Jun 2 - Tue, Jun 9
Delta Logo
12:07 pm - 8:14 pm
HHH
-
ORD
9h 07m
2 stops
Delta Logo
7:10 am - 3:18 pm
ORD
-
HHH
7h 08m
1 stop
$234Delta
Wed, Jun 3 - Tue, Jun 9
Delta Logo
4:00 pm - 10:15 pm
HHH
-
ORD
7h 15m
1 stop
Delta Logo
8:15 am - 3:20 pm
ORD
-
HHH
6h 05m
1 stop
$253Delta
Tue, Apr 14 - Tue, Apr 21
Delta Logo
12:07 pm - 4:55 pm
HHH
-
ORD
5h 48m
1 stop
Delta Logo
7:10 am - 3:18 pm
ORD
-
HHH
7h 08m
1 stop
$258Delta
Thu, Jun 4 - Mon, Jun 8
Delta Logo
12:08 pm - 8:36 pm
HHH
-
ORD
9h 28m
2 stops
Delta Logo
6:00 am - 3:20 pm
ORD
-
HHH
8h 20m
2 stops
$263Delta
Tue, Apr 14 - Tue, Apr 21
United Airlines Logo
3:05 pm - 4:49 pm
HHH
-
ORD
2h 44mnonstop
United Airlines Logo
10:50 am - 2:16 pm
ORD
-
HHH
2h 26mnonstop
$279United Airlines
Wed, Apr 1 - Mon, Apr 27

Delta flights from Hilton Head Island to Chicago O'Hare Intl Airport

Our best Delta deals on Hilton Head Island to Chicago O'Hare Intl Airport flight tickets
Delta
Jun 3
HHH4:05 pmHilton Head Island
7h 31m
1 stop
ORD10:36 pmChicago O'Hare Intl
Jun 8
ORD7:10 amChicago O'Hare Intl
7h 08m
1 stop
HHH3:18 pmHilton Head Island
$177
Delta
Jun 2
HHH4:05 pmHilton Head Island
7h 31m
1 stop
ORD10:36 pmChicago O'Hare Intl
Jun 9
ORD7:10 amChicago O'Hare Intl
7h 08m
1 stop
HHH3:18 pmHilton Head Island
$203
Delta
Jun 3
HHH12:07 pmHilton Head Island
9h 07m
2 stops
ORD8:14 pmChicago O'Hare Intl
Jun 8
ORD7:10 amChicago O'Hare Intl
7h 08m
1 stop
HHH3:18 pmHilton Head Island
$208

United Airlines flights from Hilton Head Island to Chicago O'Hare Intl Airport

Our best United Airlines deals on Hilton Head Island to Chicago O'Hare Intl Airport flight tickets
United Airlines
Jun 4
HHH3:05 pmHilton Head Island
2h 46m
ORD4:51 pmChicago O'Hare Intl
Jun 8
ORD10:45 amChicago O'Hare Intl
2h 36m
HHH2:21 pmHilton Head Island
$209
United Airlines
Jun 2
HHH3:05 pmHilton Head Island
2h 46m
ORD4:51 pmChicago O'Hare Intl
Jun 9
ORD10:45 amChicago O'Hare Intl
2h 36m
HHH2:21 pmHilton Head Island
$220
United Airlines
Apr 1
HHH3:05 pmHilton Head Island
2h 44m
ORD4:49 pmChicago O'Hare Intl
Apr 22
ORD10:50 amChicago O'Hare Intl
2h 26m
HHH2:16 pmHilton Head Island
$279

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Chicago O'Hare Intl Airport 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 March 2, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 6/3

4:05 pm-10:36 pm

1 stop7h 31m

Chicago O'Hare Intl

Mon 6/8

7:10 am-3:18 pm

1 stop7h 08m

$177

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 6/2

4:05 pm-10:36 pm

1 stop7h 31m

Chicago O'Hare Intl

Tue 6/9

7:10 am-3:18 pm

1 stop7h 08m

$203

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 6/3

12:07 pm-8:14 pm

2 stops9h 07m

Chicago O'Hare Intl

Mon 6/8

7:10 am-3:18 pm

1 stop7h 08m

$208

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 6/4

3:05 pm-4:51 pm

Nonstop2h 46m

Chicago O'Hare Intl

Mon 6/8

10:45 am-2:21 pm

Nonstop2h 36m

$209

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 6/2

3:05 pm-4:51 pm

Nonstop2h 46m

Chicago O'Hare Intl

Tue 6/9

10:45 am-2:21 pm

Nonstop2h 36m

$220

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 6/3

12:07 pm-8:14 pm

2 stops9h 07m

Chicago O'Hare Intl

Tue 6/9

7:10 am-3:18 pm

1 stop7h 08m

$234

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 4/14

4:00 pm-10:15 pm

1 stop7h 15m

Chicago O'Hare Intl

Tue 4/21

8:15 am-3:20 pm

1 stop6h 05m

$253

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 6/4

12:07 pm-4:55 pm

1 stop5h 48m

Chicago O'Hare Intl

Mon 6/8

7:10 am-3:18 pm

1 stop7h 08m

$258

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 4/14

12:08 pm-8:36 pm

2 stops9h 28m

Chicago O'Hare Intl

Tue 4/21

6:00 am-3:20 pm

2 stops8h 20m

$263

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 4/1

3:05 pm-4:49 pm

Nonstop2h 44m

Chicago O'Hare Intl

Mon 4/27

10:50 am-2:16 pm

Nonstop2h 26m

$279

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Hilton Head Island to Chicago O'Hare Intl Airport

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 Hilton Head Island to Chicago O'Hare Intl flight route?

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

What cabin class options are available on Hilton Head Island to Chicago O'Hare Intl flights?

There is only 1 cabin class available to choose from on Hilton Head Island to Chicago O'Hare Intl 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 Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Hilton Head Island to Chicago O'Hare Intl Airport.

When to book flights from Hilton Head Island to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Hilton Head Island to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Hilton Head Island to Chicago O'Hare Intl Airport (HHH to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilton Head Island to Chicago O'Hare Intl Airport

Best Price Found

$226

Fastest flight time

2h 41m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Hilton Head Island in the past 72 hours is $226. The best round-trip flight deal from Hilton Head Island to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $359.
The fastest flight from Hilton Head Island to Chicago O'Hare Intl Airport takes 2h 41m
Direct flights go from Hilton Head Island to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is Hilton Head Island to Chicago O'Hare Intl by plane?

    The straight-line distance from Hilton Head Island to Chicago O'Hare Intl is 780.0 mi. By plane, this route typically takes 2h 41m.

  • When did momondo last update prices for flights from Hilton Head Island Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Hilton Head Island Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Hilton Head Island Airport to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hilton Head Island Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Hilton Head Island to Chicago O'Hare Intl Airport?

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Rosemont
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Janesville
Hammond
Aurora
Tinley Park
Elgin
South Holland

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Hilton Head Island to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Hilton Head Island to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Hilton Head Island.

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

Price alerts on flights to Chicago from Hilton Head Island are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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