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Cheap flights from Hilton Head Island (HHH) to Chicago (CHI) from $213

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
HHH — CHI
May 18 — May 251
From?
To?
Sat 5/18
Sat 5/25
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 13, 2024.

Round-trip from

$223
From Hilton Head Island to Chicago (CHI)
Search Deals

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 Saturday. 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.

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 at noon, which can drop the price by up to 43% versus a flight in the morning.

Cheap American Airlines flights from Hilton Head Island to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Hilton Head Island and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Take a peek at the cheapest American Airlines flights we've detected traveling from Hilton Head Island to Chicago. Make sure to double check the flight details before booking.
Wed 8/1412:09 pmHHH - ORD
1 stop4h 55mAmerican Airlines
Wed 8/219:45 amORD - HHH
1 stop6h 50mAmerican Airlines
Deal found 5/12$251
Wed 8/142:08 pmHHH - ORD
1 stop6h 14mAmerican Airlines
Wed 8/219:50 amORD - HHH
2 stops6h 45mAmerican Airlines
Deal found 5/12$260
Sat 9/1412:48 pmHHH - ORD
1 stop5h 33mAmerican Airlines
Wed 9/185:30 amORD - HHH
1 stop5h 56mAmerican Airlines
Deal found 5/13$291
Sat 9/1412:48 pmHHH - ORD
1 stop5h 33mAmerican Airlines
Wed 9/188:20 amORD - HHH
2 stops6h 30mAmerican Airlines
Deal found 5/13$300
Fri 7/262:41 pmHHH - ORD
1 stop5h 54mAmerican Airlines
Mon 7/295:28 amORD - HHH
1 stop5h 12mAmerican Airlines
Deal found 5/12$381
Fri 8/211:13 amHHH - ORD
1 stop7h 00mAmerican Airlines
Sun 8/47:00 amORD - HHH
1 stop3h 40mAmerican Airlines
Deal found 5/11$382
Sat 9/1412:48 pmHHH - ORD
2 stops5h 57mAmerican Airlines
Wed 9/188:20 amORD - HHH
2 stops6h 30mAmerican Airlines
Deal found 5/13$449
Fri 8/22:41 pmHHH - ORD
1 stop5h 54mAmerican Airlines
Sun 8/45:00 amORD - HHH
2 stops11h 56mAmerican Airlines
Deal found 5/11$558
Fri 7/262:41 pmHHH - ORD
1 stop5h 54mAmerican Airlines
Mon 7/295:00 amORD - HHH
2 stops8h 11mAmerican Airlines
Deal found 5/12$605

Cheap Delta flights from Hilton Head Island to Chicago

Explore cheap flight options specifically provided by Delta for the route between Hilton Head Island and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Some of the lowest-priced Delta flights we've found at this time heading from Hilton Head Island to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.
Wed 8/141:15 pmHHH - ORD
2 stops6h 20mDelta
Wed 8/217:00 amORD - HHH
2 stops8h 43mDelta
Deal found 5/12$368
Tue 8/271:15 pmHHH - ORD
1 stop4h 30mDelta
Wed 8/287:00 amORD - HHH
2 stops8h 43mDelta
Deal found 5/12$443
Tue 8/271:15 pmHHH - ORD
1 stop7h 33mDelta
Wed 8/289:30 amORD - HHH
1 stop6h 13mDelta
Deal found 5/12$463
Tue 8/271:15 pmHHH - ORD
2 stops10h 22mDelta
Wed 8/287:00 amORD - HHH
2 stops8h 43mDelta
Deal found 5/12$478

Hilton Head Island to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Hilton Head Island and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
The lowest fares we've come across on flights traveling from Hilton Head Island to Chicago in May and June 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 8/1412:09 pmHHH - ORD
1 stop4h 55mAmerican Airlines
Wed 8/219:45 amORD - HHH
1 stop6h 50mAmerican Airlines
Deal found 5/12$251
Wed 8/142:08 pmHHH - ORD
1 stop6h 14mAmerican Airlines
Wed 8/219:50 amORD - HHH
2 stops6h 45mAmerican Airlines
Deal found 5/12$260
Sat 9/144:18 pmHHH - ORD
1 stop3h 50mAmerican Airlines
Wed 9/185:30 amORD - HHH
1 stop5h 56mAmerican Airlines
Deal found 5/13$291
Sat 9/144:18 pmHHH - ORD
1 stop3h 50mAmerican Airlines
Wed 9/188:20 amORD - HHH
2 stops6h 30mAmerican Airlines
Deal found 5/13$300
Wed 8/141:15 pmHHH - ORD
2 stops6h 20mDelta
Wed 8/217:00 amORD - HHH
2 stops8h 43mDelta
Deal found 5/12$368
Fri 7/262:41 pmHHH - ORD
1 stop5h 54mAmerican Airlines
Mon 7/295:28 amORD - HHH
1 stop5h 12mAmerican Airlines
Deal found 5/12$381
Fri 8/211:13 amHHH - ORD
1 stop7h 00mAmerican Airlines
Sun 8/47:00 amORD - HHH
1 stop3h 40mAmerican Airlines
Deal found 5/11$382
Tue 8/271:15 pmHHH - ORD
1 stop4h 30mDelta
Wed 8/287:00 amORD - HHH
2 stops8h 43mDelta
Deal found 5/12$443
Sat 9/1412:48 pmHHH - ORD
2 stops5h 57mAmerican Airlines
Wed 9/188:20 amORD - HHH
2 stops6h 30mAmerican Airlines
Deal found 5/13$449

One-way flights to Chicago from Hilton Head Island

Search for one-way flight options from Hilton Head Island to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Take a look at some of the best available options we've come across on one-way flights from Hilton Head Island to Chicago. Users needing a return flight from Hilton Head Island to Chicago should utilize the search form above.
Tue 6/112:40 pmHHH - ORD
1 stop5h 50mAmerican Airlines
Deal found 5/12$213
Tue 6/1112:59 pmHHH - ORD
2 stops6h 35mDelta
Deal found 5/12$254
Fri 8/212:11 pmHHH - ORD
2 stops8h 33mAmerican Airlines
Deal found 5/12$353
Sun 5/194:09 pmHHH - ORD
2 stops26h 31mUnited Airlines
Deal found 5/12$469
Sun 5/1910:59 amHHH - ORD
1 stop4h 21mAmerican Airlines
Deal found 5/12$512

Find flights from Hilton Head Island to Chicago within your budget

Customize your flight search to find flights from Hilton Head Island to Chicago 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, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$251 - $463

Route

Depart

Return

Price

Hilton Head IslandChicago O'Hare Intl

HHH - ORD

HHHORD

Hilton Head Island

Wed 8/14

1 stop4h 55m

Chicago O'Hare Intl

Wed 8/21

1 stop6h 50m

$251

Hilton Head IslandChicago O'Hare Intl

HHH - ORD

HHHORD

Hilton Head Island

Wed 8/14

1 stop6h 14m

Chicago O'Hare Intl

Wed 8/21

2 stops6h 45m

$260

Hilton Head IslandChicago O'Hare Intl

HHH - ORD

HHHORD

Hilton Head Island

Sat 9/14

1 stop5h 33m

Chicago O'Hare Intl

Wed 9/18

1 stop5h 56m

$291

Hilton Head IslandChicago O'Hare Intl

HHH - ORD

HHHORD

Hilton Head Island

Sat 9/14

1 stop5h 33m

Chicago O'Hare Intl

Wed 9/18

2 stops6h 30m

$300

Hilton Head IslandChicago O'Hare Intl

HHH - ORD

HHHORD

Hilton Head Island

Wed 8/14

2 stops6h 20m

Chicago O'Hare Intl

Wed 8/21

2 stops8h 43m

$368

Hilton Head IslandChicago O'Hare Intl

HHH - ORD

HHHORD

Hilton Head Island

Fri 7/26

1 stop5h 54m

Chicago O'Hare Intl

Mon 7/29

1 stop5h 12m

$381

Hilton Head IslandChicago O'Hare Intl

HHH - ORD

HHHORD

Hilton Head Island

Fri 8/2

1 stop7h 00m

Chicago O'Hare Intl

Sun 8/4

1 stop3h 40m

$382

Hilton Head IslandChicago O'Hare Intl

HHH - ORD

HHHORD

Hilton Head Island

Tue 8/27

1 stop4h 30m

Chicago O'Hare Intl

Wed 8/28

2 stops8h 43m

$443

Hilton Head IslandChicago O'Hare Intl

HHH - ORD

HHHORD

Hilton Head Island

Tue 8/27

1 stop7h 33m

Chicago O'Hare Intl

Wed 8/28

1 stop6h 13m

$463

Flights are sorted by cheapest first

Deals found on 5/12

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

Use this chart to determine the cheapest time to fly round-trip from Hilton Head Island to Chicago. Price data was last updated on May 12, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Hilton Head Island to Chicago flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Hilton Head Island to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Hilton Head Island to Chicago is currently $360 while a round-trip flight costs $349. Price data was last updated on May 12, 2024.

Currently, February is the cheapest month in which you can book a flight from Hilton Head Island to Chicago (average of $244). Flying from Hilton Head Island to Chicago in June is currently the most expensive (average of $342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$248

February

$244

March

$280

April

$258

May

$278

June

$342

July

$327

August

$274

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 13, 2024.
Read through reviews of airlines operating flights from Hilton Head Island to Chicago, such as American Airlines and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,736 reviews
Check prices

Crew

8.6

Food

7.4

Entertainment

8.0

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,736 reviews
Delta
8.0
Very good
10,736 reviews
Check prices

Crew

8.6

Food

7.4

Entertainment

8.0

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,981 reviews
Delta
8.0
Very good
10,736 reviews
Check prices

Crew

8.6

Food

7.4

Entertainment

8.0

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,608 reviews
Delta
8.0
Very good
10,736 reviews
Check prices

Crew

8.6

Food

7.4

Entertainment

8.0

Overall

8.0

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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. 1 airline has flights to Chicago from Hilton Head Island on a regular basis.

  • 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 $251, but on average you can expect to pay $437.

  • 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 $251. Another airline that can offer you cheap pricing is Delta.

  • 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 $213. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Hilton Head Island to Chicago for a low price.

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

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

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

    While on average a flight from Hilton Head Island to Chicago is generally $364, our data shows the cheapest flight currently is $220. When looking at the most popular route, (Hilton Head Island - Chicago O'Hare Intl), you can expect to pay $363 for that flight.

  • What does HHH to ORD mean?

    This is defined as Hilton Head Island Airport (HHH) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Hilton Head Island to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Hilton Head Island to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Hilton Head Island to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Hilton Head Island to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Hilton Head Island to Chicago that include hotel bookings?

    Yes. In addition to deals on Hilton Head Island to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilton Head Island to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Chicago.

  • Can I find deals for business class flights from Hilton Head Island to Chicago?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Hilton Head Island to Chicago that allow pets onboard?

    Many airlines flying from Hilton Head Island to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Hilton Head Island to Chicago?

    Yes, you can often find last-minute deals on Hilton Head Island to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Hilton Head Island to Chicago flight deals updated?

    The Hilton Head Island to Chicago flight deals you see on this page were last updated on 5/13.

See more FAQs

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Alternative routes for Hilton Head Island to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from Hilton Head Island to Chicago

Discover the top airline that operate flights from Hilton Head Island to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$195Average$325FlexibilityNo cancel feeOn-time71%
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Search flights from Hilton Head Island to Chicago by cabin class

Find flights from Hilton Head Island to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Hilton Head Island to Chicago?

When you search for this flight from Hilton Head Island to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Hilton Head Island to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Hilton Head Island to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Hilton Head Island to Chicago with no change fees?

Yes, we can. To see specific flights from Hilton Head Island to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Hilton Head Island to Chicago become cheaper?

Of course! You can now track prices for flights from Hilton Head Island to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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