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

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How to find the cheapest flight from
Hilton Head Island (HHH) to Chicago (CHI)

All the information you need to plan the best HHH to CHI flight in 2021: compare Hilton Head Island to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
HHH - CHI
Price
$204 - $523
CHI
Temperature
33.8 - 84.2 °F
CHI
Precipitation
0.7 - 4.3 inches

Popular in

December

High demand for flights, 33% potential price rise

Cheapest in

August

Best time to find cheap flights, 41% potential price drop

Round-trip from

$204

From Hilton Head Island to Chicago

One-way from

$114

One-way flight from Hilton Head Island to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Hilton Head Island to Chicago?

Departing on a Tuesday is a good option for securing a great price. You can expect to save up to 48% when planning your travel around this day of the week.

How far in advance should I book a flight from Hilton Head Island to Chicago?

Travelers have found it’s best to book a flight 20 days in advance to save up to 10% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 20 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Hilton Head Island to Chicago 1-2 weeks in advance for as low as $137, or $157 for flights within the next 24 hours.

What is the cheapest month to fly from Hilton Head Island to Chicago?

April can be a great time to fly to Chicago from Hilton Head Island with a flight ticket averaging about $135. Cheapflights users have found deals in the month of April for as cheap as $33. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Hilton Head Island to Chicago (HHH - CHI)?

It’s typically best to fly out from Hilton Head Island to Chicago at noon. Doing so could potentially save you 19% on the flight price compared to flying in the afternoon, which is usually more expensive.

Cheap flights from Hilton Head Island to Chicago in July, August 2021

The best prices found for HHH to CHI flights for July, August
27 Aug - 29 Aug
$178pp
HHH
Hilton Head Island
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HHH
Hilton Head Island
20 Aug - 22 Aug
$206pp
HHH
Hilton Head Island
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HHH
Hilton Head Island
15 Aug - 15 Aug
$223pp
HHH
Hilton Head Island
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HHH
Hilton Head Island

Hilton Head Island to Chicago 2021 flight deals

Cheap flights to Chicago from Hilton Head Island found for this year
11 Sep - 12 Sep
$175pp
HHH
Hilton Head Island
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HHH
Hilton Head Island
27 Aug - 29 Aug
$178pp
HHH
Hilton Head Island
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HHH
Hilton Head Island
20 Aug - 22 Aug
$206pp
HHH
Hilton Head Island
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HHH
Hilton Head Island

Non-stop flights to Chicago from Hilton Head Island

Save time with Hilton Head Island to Chicago direct flight deals
15 Sep - 19 Sep
$229pp
HHH
Hilton Head Island
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
HHH
Hilton Head Island
20 Aug - 23 Aug
$231pp
HHH
Hilton Head Island
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
HHH
Hilton Head Island
11 Sep - 12 Sep
$334pp
HHH
Hilton Head Island
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
HHH
Hilton Head Island

Last minute flights from Hilton Head Island to Chicago

Late deals on round-trip flights to Chicago from Hilton Head Island, departing today and this week
8 Aug - 10 Aug
$270pp
HHH
Hilton Head Island
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HHH
Hilton Head Island
8 Aug - 10 Aug
$273pp
HHH
Hilton Head Island
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
HHH
Hilton Head Island
6 Aug - 8 Aug
$295pp
HHH
Hilton Head Island
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
HHH
Hilton Head Island

One-way flights to Chicago from Hilton Head Island

The cheapest one-way flights from Hilton Head Island to Chicago
11:30 am - 1:10 pm
United Airlines
Nonstop
2h 40m
HHH - ORD
United Airlines
$114
United
11:35 am - 1:06 pm
United Airlines
Nonstop
2h 31m
HHH - ORD
United Airlines
$116
United
11:35 am - 1:06 pm
United Airlines
Nonstop
2h 31m
HHH - ORD
United Airlines
$134
United

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Hilton Head Island</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Hilton Head Island to Chicago

Are flight prices decreasing from Hilton Head Island to Chicago 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 Hilton Head Island and Chicago 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.

Which airlines flying from Hilton Head Island to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Hilton Head Island to Chicago have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

What airport do you fly from for flights from Hilton Head Island to Chicago?

For a flight from Hilton Head Island to Chicago, you will be flying from Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city. Hilton Head is the only Hilton Head Island airport and it handles 1 outbound flight to Chicago per day. 3 airlines have flights to Chicago from Hilton Head Island on a regular basis.

Can I find flights from Hilton Head Island to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Hilton Head Island to Chicago for under $200. The cheapest flight booked recently is on American Airlines for just $175, but on average you can expect to pay $246.

Are there nonstop flights from Hilton Head Island to Chicago for under $300 on Cheapflights?

Cheapflights has at least 5 direct flights from Hilton Head Island to Chicago under $300. A good price for a nonstop flight from Hilton Head Island to Chicago is less than $354.

Are there last-minute flights available from Hilton Head Island to Chicago for under $300?

There are currently 11+ open flights from Hilton Head Island to Chicago within the next 7 days for less than $300.

Is Hilton Head Island weather warmer or cooler than Chicago?

We forecast the temperature to be around the 93 °F's in July, on average. The temperature in Chicago is generally colder than in Hilton Head Island. Book flights in a timely manner in correlation to your departure date.

How long is the flight from Hilton Head Island to Chicago?

United Airlines, American Airlines, and Delta can get you from Hilton Head Island to Chicago in just under 2h 31m. Your travel time can differ by up to 2h 55m. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Hilton Head Island to Chicago round-trip?

Cheapflights users have booked flights from Hilton Head Island to Chicago round-trip from $175. Other airlines that can offer you cheap pricing are United Airlines, from $229, and Delta, from $245. Users have found that American Airlines is 49% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Hilton Head Island to Chicago one-way?

The cheapest airlines for a one-way flight from Hilton Head Island to Chicago are United Airlines ($114) and American Airlines ($121).

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Hilton Head Island?

Information is based on travel restrictions for travel to Chicago within the United States

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

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.

Do I need a test to fly back to Hilton Head Island from Chicago?

Returning to Hilton Head Island from Chicago

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.

Hide COVID Travel Restrictions for Chicago, IL

Alternative routes for Hilton Head Island to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Hilton Head Island to Chicago.
Flight duration
2h 28m
Average temperature for July in Chicago
84.2 °F
Avg rainfall for July in Chicago
3.7 ″

Airports servicing Hilton Head Island

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from Hilton Head Island to Chicago

See what time of day planes typically take off from Hilton Head Island towards Chicago.
Afternoon Noon to 6 PM 100% of HHH to CHI departures
Early morning Midnight to 6 AM 0% of HHH to CHI departures
Morning 6 AM to noon 0% of HHH to CHI departures
Evening 6 PM to midnight 0% of HHH to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Hilton Head Island to Chicago
See how many times per day planes take to the skies headed from Hilton Head Island to Chicago.
Sunday
1 daily flight
Monday
1 daily flight
Tuesday
1 daily flight
Wednesday
1 daily flight
Thursday
1 daily flight
Friday
1 daily flight
Saturday
1 daily flight
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