Cheap flights from Chicago to Hilton Head Island

Round-trip
1 adult
Economy
From?
To?
Sat 10/23
Sat 10/30

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Chicago to Hilton Head Island.
View current United States travel restrictions

Flight information for Chicago to Hilton Head Island
(CHI to HHH)

Find info about flight duration, direct flights, and airports for your flight from Chicago to Hilton Head Island
Best Price Found$245The best flight deal from Chicago to Hilton Head Island found on momondo in the last 72 hours is $245
Fastest flight time3h 57mThe fastest flight from Chicago to Hilton Head Island takes 3h 57m
Direct flightsNoneThere are no direct flights from Chicago to Hilton Head Island. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Hilton Head Island Airport.
Airports in Hilton Head Island1 airportThere is 1 airport near Hilton Head Island: Hilton Head Island (HHH)

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

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 month to fly from Chicago to Hilton Head Island?

January

The cheapest time of year to fly to Hilton Head Island from Chicago is January. Most expensive is December

What is the cheapest day to depart Chicago for Hilton Head Island?

Monday

The cheapest day of the week is typically Monday. The most expensive is typically Sunday

When is the cheapest time to fly from Chicago to Hilton Head Island?

in the afternoon

Chicago to Hilton Head Island flights are approximately 5% more expensive in the morning than in the afternoon

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

American Airlines

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

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

Chicago O'Hare Intl - Hilton Head Island

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

How far in advance should you book Chicago to Hilton Head Island flights?

23 days before

The cheapest time to buy a flight from Chicago to Hilton Head Island is approximately 23 days to departure

Easily compare round-trip flights from Chicago to Hilton Head Island

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Hilton Head Island by changing tabs
American Airlines
Dec 2
ORD3:05 amChicago O'Hare Intl
5h 02m
1 stop
HHH8:07 amHilton Head Island
Dec 5
HHH2:51 pmHilton Head Island
5h 04m
1 stop
ORD7:55 pmChicago O'Hare Intl
$192
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Delta
Nov 9
ORD12:40 amChicago O'Hare Intl
4h 12m
1 stop
HHH4:52 amHilton Head Island
Nov 10
HHH12:06 pmHilton Head Island
5h 45m
1 stop
ORD5:51 pmChicago O'Hare Intl
$245
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United Airlines
Nov 15
ORD4:15 pmChicago O'Hare Intl
16h 00m
2 stops
HHH8:15 amHilton Head Island
Nov 19
HHH9:45 amHilton Head Island
19h 46m
2 stops
ORD5:31 amChicago O'Hare Intl
$286
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American Airlines
Nov 20
ORD11:11 amChicago O'Hare Intl
20h 51m
1 stop
HHH8:02 amHilton Head Island
Nov 29
HHH2:51 pmHilton Head Island
5h 07m
1 stop
ORD7:58 pmChicago O'Hare Intl
$242
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Delta
Nov 9
ORD12:40 amChicago O'Hare Intl
4h 12m
1 stop
HHH4:52 amHilton Head Island
Nov 10
HHH12:06 pmHilton Head Island
15h 34m
2 stops
ORD3:40 amChicago O'Hare Intl
$248
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American Airlines
Nov 23
ORD11:11 amChicago O'Hare Intl
20h 51m
1 stop
HHH8:02 amHilton Head Island
Nov 29
HHH2:51 pmHilton Head Island
18h 28m
2 stops
ORD9:19 amChicago O'Hare Intl
$246
Find similar

Find the cheapest one-way flights from Chicago to Hilton Head Island

If you're looking for one-way flights from Chicago to Hilton Head Island, view some of our deals below provided by American Airlines, Delta and United Airlines
American Airlines
Nov 4
ORD2:14 amChicago O'Hare Intl
12h 07m
1 stop
HHH2:21 pmHilton Head Island
$127
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United Airlines
Oct 26
ORD2:15 pmChicago O'Hare Intl
24h 06m
2 stops
HHH2:21 pmHilton Head Island
$192
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Delta
Oct 26
ORD1:45 amChicago O'Hare Intl
4h 02m
1 stop
HHH5:47 amHilton Head Island
$208
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Search last-minute flights to Hilton Head Island from Chicago

Find and compare flight prices for your last-minute flight from Chicago to Hilton Head Island
American Airlines
Oct 23
ORD3:00 amChicago O'Hare Intl
6h 08m
1 stop
HHH9:08 amHilton Head Island
Nov 1
HHH3:56 pmHilton Head Island
4h 59m
1 stop
ORD8:55 pmChicago O'Hare Intl
$386
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United Airlines
Oct 26
ORD2:15 pmChicago O'Hare Intl
24h 06m
2 stops
HHH2:21 pmHilton Head Island
Oct 28
HHH11:00 amHilton Head Island
4h 47m
1 stop
ORD3:47 pmChicago O'Hare Intl
$393
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American Airlines
Oct 25
ORD1:10 amChicago O'Hare Intl
4h 09m
1 stop
HHH5:19 amHilton Head Island
Oct 28
HHH6:52 amHilton Head Island
11h 56m
1 stop
ORD6:48 pmChicago O'Hare Intl
$412
Find similar
American Airlines
Oct 25
ORD8:20 amChicago O'Hare Intl
5h 59m
1 stop
HHH2:19 pmHilton Head Island
Oct 28
HHH6:52 amHilton Head Island
9h 34m
2 stops
ORD4:26 pmChicago O'Hare Intl
$416
Find similar
United Airlines
Oct 25
ORD2:00 amChicago O'Hare Intl
12h 21m
2 stops
HHH2:21 pmHilton Head Island
Oct 28
HHH7:45 amHilton Head Island
5h 58m
1 stop
ORD1:43 pmChicago O'Hare Intl
$459
Find similar
American Airlines
Oct 26
ORD3:02 amChicago O'Hare Intl
6h 06m
2 stops
HHH9:08 amHilton Head Island
Oct 28
HHH6:52 amHilton Head Island
7h 59m
1 stop
ORD2:51 pmChicago O'Hare Intl
$418
Find similar

Best airlines flying from Chicago to Hilton Head Island

Compare and see reviews for airlines that fly from Chicago to Hilton Head Island with momondo
AirlineRatingFree CancellationPrice
Delta
PriceFrom $192
Free Cancellation
Rating
8.2
8.2

Boarding

8.4

Comfort

8.3

Crew

8.1

Entertainment

8.0

Food

Reviews

Great

1 / 10
Search Delta flights
American Airlines
PriceFrom $194
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
Search American Airlines flights
United Airlines
PriceFrom $227
Free Cancellation
Rating
6.8
7.2

Boarding

6.7

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Pros: everything

Cons: nono

1 / 10
Search United Airlines flights

  • Are airlines flying from Chicago to Hilton Head Island offering flexible cancellation due to COVID-19?

    Due to the global impact of COVID-19, some of our airline partners operating flights from Chicago to Hilton Head Island, such as United Airlines, American Airlines, and Delta may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.

  • How far is Chicago to Hilton Head Island by plane?

    There are 766.4 mi between Chicago and Hilton Head Island. By plane, this route typically takes 3h 25m.

Can I fly to Hilton Head Island from Chicago right now?

Information is based on travel restrictions for travel to Hilton Head Island within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Hilton Head Island.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Hilton Head Island.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Hilton Head Island.

Can I fly back to Chicago from Hilton Head Island?

Returning to Chicago from Hilton Head Island

COVID-19 testing requirements
Visitors from Hilton Head Island must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Hilton Head Island are not required to quarantine after entering Chicago.

If you are planning to travel to Hilton Head Island at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for Chicago to Hilton Head Island

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Myrtle Beach Flights
Fastest flight time2h 01m
Cheapest price$53
Chicago to Charlotte Flights
Fastest flight time1h 47m
Cheapest price$59
St. Louis to Charlotte Flights
Fastest flight time1h 55m
Cheapest price$107
St. Louis to Myrtle Beach Flights
Fastest flight time5h 17m
Cheapest price$135

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