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Cheap flights from Chicago to Hilton Head Island (ORD - HHH)

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The best prices from Chicago to Hilton Head Island are usually found in February or January, booked 45 days in advance, depart on a Monday or Thursday and return on a Wednesday

CHI - HHH
Price
$282 - $472
HHH
Temperature
64.4 - 93.2 °F
HHH
Rainfall
2.3 - 6.7 inches
Popular in December High demand for flights, 23% potential price rise
Cheapest in February Best time to find cheap flights, 23% potential price drop
Average price $342 Average for round-trip flights in May 2020
Round-trip from $282 From Chicago to Hilton Head Island
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Cheap flights from Chicago to Hilton Head Island in May, June 2020

The best prices found for ORD to HHH flights for May, June
31 May - 5 Jun
$270pp
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
HHH
Hilton Head Island
HHH
Hilton Head Island
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl
19 Jun - 22 Jun
$330pp
ORD
Chicago O'Hare Intl
$self.airline
 
1 STOP
HHH
Hilton Head Island
HHH
Hilton Head Island
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl
1 Jun - 5 Jun
$336pp
ORD
Chicago O'Hare Intl
$self.airline
 
1 STOP
HHH
Hilton Head Island
HHH
Hilton Head Island
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl

Chicago to Hilton Head Island 2020 flight deals

Cheap flights to Hilton Head Island from Chicago found for this year
2 Sep - 8 Sep
$242pp
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
HHH
Hilton Head Island
HHH
Hilton Head Island
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
23 Jul - 28 Jul
$246pp
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
HHH
Hilton Head Island
HHH
Hilton Head Island
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl
19 Aug - 23 Aug
$256pp
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
HHH
Hilton Head Island
HHH
Hilton Head Island
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl

Non-stop flights to Hilton Head Island from Chicago

Save time with Chicago to Hilton Head Island direct flight deals
11 Jul - 19 Jul
$400pp
ORD
Chicago O'Hare Intl
$self.airline
Non-Stop
HHH
Hilton Head Island
HHH
Hilton Head Island
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
11 Jul - 18 Jul
$516pp
ORD
Chicago O'Hare Intl
$self.airline
Non-Stop
HHH
Hilton Head Island
HHH
Hilton Head Island
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Hilton Head Island

Late deals on round-trip flights to Hilton Head Island from Chicago, departing today and this week
29 May - 5 Jun
$338pp
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
HHH
Hilton Head Island
HHH
Hilton Head Island
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl
29 May - 5 Jun
$374pp
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
HHH
Hilton Head Island
HHH
Hilton Head Island
Delta
   
2 STOPS
ORD
Chicago O'Hare Intl
24 May - 28 May
$404pp
ORD
Chicago O'Hare Intl
$self.airline
 
1 STOP
HHH
Hilton Head Island
HHH
Hilton Head Island
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Hilton Head Island from Chicago

The cheapest one-way flights from Chicago to Hilton Head Island
2:00 am - 8:20 am
Delta
1 Stop
5h 20m
ORD - HHH
Delta
$349
Delta
9:30 am - 8:18 am
Multiple Airlines
2 Stops
21h 48m
ORD - HHH
Multiple Airlines
$467
United
6:15 am - 4:06 pm
Linear Air Taxi
2 Stops
8h 51m
ORD - HHH
Linear Air Taxi
$6803
Travelgenio

Related info for your journey

Useful info, stats and facts about Chicago to Hilton Head Island flights.

Flight FAQs

From Chicago to Hilton Head Island

Are flight prices decreasing from Chicago to Hilton Head Island due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Hilton Head Island for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago to Hilton Head Island for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to Hilton Head Island for under $300. The cheapest flight booked recently is on Delta for just $242, but on average you can expect to pay $289.

Are there nonstop flights from Chicago to Hilton Head Island for under $400 on Cheapflights?

Cheapflights has at least 2 direct flights from Chicago to Hilton Head Island under $400. A good price for a nonstop flight from Chicago to Hilton Head Island is less than $458.

Are there last-minute flights available from Chicago to Hilton Head Island for under $400?

There are currently 3+ open flights from Chicago to Hilton Head Island within the next 7 days for less than $400.

How popular is this flight route?

The Chicago to Hilton Head Island flight path was viewed by 18 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

Is Chicago weather warmer or cooler than Hilton Head Island?

Expect the weather to be around 93 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Hilton Head Island is generally hotter than in Chicago.

Alternative routes for Chicago to Hilton Head Island

Destination information for Hilton Head Island

Things to know before you go. Useful info for your trip from Chicago to Hilton Head Island
Average temperature for May in Hilton Head Island
86.0 °F
Avg rainfall for May in Hilton Head Island
2.7 ″

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing Hilton Head Island