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 2022: 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
23 - 73.4 °F
CHI
Rainfall
1.7 - 4.9 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

Average price

$354

Average for round-trip flights in May 2022

Round-trip from

$204

From Hilton Head Island to Chicago (CHI)

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
When is the cheapest time to fly from Hilton Head Island to Chicago (HHH - CHI)?

When flying from Hilton Head Island to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 42% versus a flight in the afternoon.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from Hilton Head Island in August are about $348 on average during August, but can be found for as low as $204.

What is the cheapest day to fly round-trip from Hilton Head Island to Chicago?

Flights from Hilton Head Island to Chicago are found to be more expensive on Wednesday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

Cheap flights from Hilton Head Island to Chicago in May, June 2022

The best prices found for HHH to CHI flights for May, June
22 Jun - 26 Jun
$481pp
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
23 Jun - 27 Jun
$513pp
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
22 Jun - 26 Jun
$525pp
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

Hilton Head Island to Chicago 2022 flight deals

Cheap flights to Chicago from Hilton Head Island found for this year
22 Jun - 26 Jun
$481pp
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
23 Jun - 27 Jun
$513pp
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
3 Jul - 10 Jul
$520pp
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

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
27 May - 30 May
$667pp
HHH
Hilton Head Island
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
HHH
Hilton Head Island
26 May - 29 May
$707pp
HHH
Hilton Head Island
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
HHH
Hilton Head Island
27 May - 29 May
$829pp
HHH
Hilton Head Island
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United 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
7:37 am - 7:25 pm
United Airlines
3 Stops
12h 48m
HHH - ORD
United Airlines
$345
United
3:45 pm - 8:01 am
American Airlines
2 Stops
17h 16m
HHH - ORD
American Airlines
3:00 am - 7:10 am
Delta
1 Stop
5h 10m
HHH - ORD
Delta
$418
Delta

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

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 0 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Hilton Head Island on a regular basis.

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 and United Airlines 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.

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

Yes, there are multiple flights from Hilton Head Island to Chicago for under $300. The cheapest flight booked recently is on American Airlines for just $283, but on average you can expect to pay $501.

Are there last-minute flights available from Hilton Head Island to Chicago for under $700?

There are currently 3+ open flights from Hilton Head Island to Chicago within the next 7 days for less than $700.

What days are nonstop flights available from Hilton Head Island to Chicago?

Nonstop flights can be found on the following days: Friday.

How many flights depart from Hilton Head Island to Chicago on average per day?

2 flight departures from Hilton Head Island to Chicago per day on average.
Morning (6am - Noon) - 100% of flight departures

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

American Airlines and Delta can get you from Hilton Head Island to Chicago in just under 4h 51m. Your travel time can differ by up to 2h 07m. There are 786 mi between Hilton Head Island and Chicago. 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 $283. Another airline that can offer you cheap pricing is Delta. American Airlines is currently priced 18% below the average price you’ll pay for this route.

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

The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $223. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Hilton Head Island to Chicago for a low price.

What are the cheapest flights from Hilton Head Island to Chicago?

While on average a flight from Hilton Head Island to Chicago is generally $332, our data shows the cheapest flight currently is $227. When looking at the most popular route, (Hilton Head Island - Chicago O'Hare Intl), you can expect to pay $283 for that flight.

What are the most reliable airlines from Hilton Head Island to Chicago?

Consider Republic Airways (100%), American Airlines (75%) or Qatar Airways (67%) when booking your flight. These represent the most reliable airlines when flying from Hilton Head Island to Chicago.

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 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) 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 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) 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.
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Hilton Head Island

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)
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