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ORD - HHH

$165 Find cheap flights from Chicago to Hilton Head Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Hilton Head Island departing on 7/16. 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.
1 adult
0 bags
Sat 6/29
Sat 7/6

Search hundreds of travel sites at once for deals on flights to Hilton Head Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hilton Head Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hilton Head Island, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

 
These are the cheapest deals for flights from Chicago to Hilton Head Island currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Hilton Head Island

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Hilton Head Island.

Recent one-way flight deals from Chicago to Hilton Head Island

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Hilton Head Island found on KAYAK recently.

Recent last minute flight deals from Chicago to Hilton Head Island

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Hilton Head Island.

Recent direct flight deals from Chicago to Hilton Head Island

The latest deals for direct flights from Chicago to Hilton Head Island so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to Hilton Head Island

Find recent round-trip train or bus tickets from Chicago to Hilton Head Island.

All round-trip flight deals to Hilton Head Island

The cheapest plane tickets to Hilton Head Island found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:45 am - 5:53 pmORD-HHH
7h 08m1 stop
6:23 pm - 9:37 pmHHH-ORD
4h 14m1 stop
$251American Airlines
Find Deal
Tue, Jun 18 - Tue, Jun 25
9:45 am - 5:53 pmORD-HHH
7h 08m1 stop
11:11 am - 5:39 pmHHH-ORD
7h 28m1 stop
$252American Airlines
Find Deal
Mon, Jun 10 - Mon, Jun 17
5:07 am - 2:10 pmORD-HHH
8h 03m2 stops
6:23 pm - 9:37 pmHHH-ORD
4h 14m1 stop
$260American Airlines
Find Deal
Tue, Jun 18 - Tue, Jun 25
7:25 am - 2:55 pmORD-HHH
6h 30m1 stop
5:59 pm - 11:57 pmHHH-ORD
6h 58m1 stop
$288American Airlines
Find Deal
Thu, Sep 19 - Sun, Sep 22
7:10 am - 3:53 pmORD-HHH
7h 43m2 stops
1:15 pm - 10:46 pmHHH-ORD
10h 31m2 stops
$538Delta
Find Deal
Sat, Aug 31 - Tue, Sep 10
7:10 am - 4:17 pmORD-HHH
8h 07m2 stops
5:00 pm - 10:46 pmHHH-ORD
6h 46m1 stop
$540Delta
Find Deal
Mon, Jun 17 - Fri, Jun 21
9:45 pm - 11:17 amORD-HHH
12h 32m2 stops
3:15 pm - 4:52 pmHHH-ORD
2h 37mnonstop
$543United Airlines
Find Deal
Sun, Jun 16 - Sat, Jun 22
7:25 am - 11:17 amORD-HHH
26h 52m2 stops
12:20 pm - 7:50 amHHH-ORD
20h 30m2 stops
$653United Airlines
Find Deal
Sun, Jun 23 - Wed, Jun 26
11:03 am - 2:30 pmORD-HHH
2h 27mnonstop
3:15 pm - 4:52 pmHHH-ORD
2h 37mnonstop
$684United Airlines
Find Deal
Sat, Jul 6 - Sat, Jul 13
9:15 am - 4:17 pmORD-HHH
6h 02m1 stop
5:00 pm - 10:46 pmHHH-ORD
6h 46m1 stop
$729Delta
Find Deal
Mon, Jun 17 - Fri, Jun 21
7:00 am - 2:11 pmORD-HHH
6h 11m1 stop
$165American Airlines
Find Deal
Tue, Jul 16
5:00 am - 2:11 pmORD-HHH
8h 11m2 stops
$171American Airlines
Find Deal
Tue, Jul 16
5:28 am - 11:40 amORD-HHH
5h 12m1 stop
$200American Airlines
Find Deal
Fri, Jul 5
11:03 am - 2:30 pmORD-HHH
2h 27mnonstop
$285United Airlines
Find Deal
Sat, Jul 27
5:28 am - 11:40 amORD-HHH
5h 12m1 stop
$318American Airlines
Find Deal
Wed, Jul 24
2:20 pm - 11:23 amORD-HHH
20h 03m2 stops
$348United Airlines
Find Deal
Sat, Jul 27
8:30 am - 2:11 pmORD-HHH
4h 41m1 stop
$357American Airlines
Find Deal
Sat, Jul 27
9:10 pm - 11:18 amORD-HHH
13h 08m2 stops
$431United Airlines
Find Deal
Fri, Jul 5
6:00 am - 11:13 amORD-HHH
28h 13m2 stops
$499United Airlines
Find Deal
Wed, Jul 24
12:15 pm - 5:36 pmORD-HHH
4h 21m1 stop
6:23 pm - 11:58 pmHHH-ORD
6h 35m1 stop
$356American Airlines
Find Deal
Sat, Jun 1 - Thu, Jun 6
11:03 am - 2:30 pmORD-HHH
2h 27mnonstop
3:15 pm - 4:52 pmHHH-ORD
2h 37mnonstop
$357United Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 8
12:15 pm - 5:36 pmORD-HHH
4h 21m1 stop
1:57 pm - 3:31 pmHHH-ORD
2h 34mnonstop
$398American Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 8
5:15 am - 12:17 pmORD-HHH
6h 02m1 stop
3:26 pm - 7:13 amHHH-ORD
16h 47m1 stop
$456American Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 8
7:25 pm - 10:29 amORD-HHH
14h 04m2 stops
6:23 pm - 11:58 pmHHH-ORD
6h 35m1 stop
$469American Airlines
Find Deal
Sat, Jun 1 - Thu, Jun 6
5:15 am - 10:29 amORD-HHH
4h 14m1 stop
6:23 pm - 9:37 pmHHH-ORD
4h 14m1 stop
$475American Airlines
Find Deal
Sun, Jun 2 - Thu, Jun 6
5:15 am - 10:29 amORD-HHH
4h 14m1 stop
2:40 pm - 8:45 amHHH-ORD
19h 05m2 stops
$516American Airlines
Find Deal
Sun, Jun 2 - Thu, Jun 6
6:00 am - 5:36 pmORD-HHH
10h 36m2 stops
6:23 pm - 11:58 pmHHH-ORD
6h 35m1 stop
$525American Airlines
Find Deal
Sat, Jun 1 - Sat, Jun 8
7:25 pm - 12:17 pmORD-HHH
15h 52m2 stops
6:23 pm - 8:45 amHHH-ORD
15h 22m2 stops
$544American Airlines
Find Deal
Sat, Jun 1 - Thu, Jun 6
7:09 am - 4:03 pmORD-HHH
7h 54m2 stops
12:57 pm - 10:44 pmHHH-ORD
10h 47m2 stops
$1,038Delta
Find Deal
Sun, Jun 2 - Thu, Jun 6
9:55 am - 1:22 pmORD-HHH
2h 27mnonstop
1:52 pm - 3:28 pmHHH-ORD
2h 36mnonstop
$445American Airlines
Find Deal
Sat, Jul 13 - Sat, Jul 20
9:55 am - 1:22 pmORD-HHH
2h 27mnonstop
1:52 pm - 3:28 pmHHH-ORD
2h 36mnonstop
$524American Airlines
Find Deal
Sat, Jul 20 - Sat, Jul 27
11:03 am - 2:30 pmORD-HHH
2h 27mnonstop
3:15 pm - 4:52 pmHHH-ORD
2h 37mnonstop
$565United Airlines
Find Deal
Sat, Jun 15 - Sat, Jun 22
10:00 am - 1:25 pmORD-HHH
2h 25mnonstop
1:55 pm - 3:29 pmHHH-ORD
2h 34mnonstop
$585American Airlines
Find Deal
Sat, Jun 22 - Sat, Jun 29
10:00 am - 1:25 pmORD-HHH
2h 25mnonstop
1:55 pm - 3:29 pmHHH-ORD
2h 34mnonstop
$600American Airlines
Find Deal
Sat, Jun 22 - Sat, Jun 29
11:03 am - 2:30 pmORD-HHH
2h 27mnonstop
3:15 pm - 4:52 pmHHH-ORD
2h 37mnonstop
$630United Airlines
Find Deal
Sat, Jun 8 - Sat, Jun 15
10:00 am - 1:25 pmORD-HHH
2h 25mnonstop
1:55 pm - 3:29 pmHHH-ORD
2h 34mnonstop
$661American Airlines
Find Deal
Sat, Jun 22 - Sat, Jun 29
11:03 am - 2:30 pmORD-HHH
2h 27mnonstop
3:15 pm - 4:52 pmHHH-ORD
2h 37mnonstop
$684United Airlines
Find Deal
Sat, Jul 6 - Sat, Jul 13

Flights from Chicago to Hilton Head Island - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Hilton Head Island to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Hilton Head Island?

The average price of all flights from Chicago O'Hare Intl Airport to Hilton Head Island clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago to Hilton Head Island, look for departures on Tuesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Hilton Head Island, Monday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Hilton Head Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago O'Hare Intl Airport to Hilton Head Island is January, where tickets cost $203 on average. On the other hand, the most expensive months are March and September, where the average cost of tickets is $549 and $504 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Hilton Head Island?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago O'Hare Intl Airport to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Hilton Head Island, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 50 days before departure.

Which airlines provide the cheapest flights from Chicago to Hilton Head Island?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago to Hilton Head Island found on KAYAK was with American Airlines for $165. American Airlines proposed a round-trip connection from $251 and Delta from $538.

Which airlines fly non-stop between Chicago O'Hare Intl Airport and Hilton Head Island?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago O'Hare Intl Airport to Hilton Head Island.
There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Hilton Head Island. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $149. On average, the best prices for this route can be found at American Airlines.

How many flights are there between Chicago O'Hare Intl Airport and Hilton Head Island per day?

Each day, there are 2 nonstop flights that take off from Chicago O'Hare Intl Airport and land in Hilton Head Island, with an average flight time of 2h 26m. The most common departure time is 10:00 am and most flights take off in the morning. Each week, there are 2 flights and there are the same amount of flights each day 2.

Which cabin class options are there for flights between Chicago O'Hare Intl Airport and Hilton Head Island?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to Hilton Head Island take?

A direct flight to Hilton Head Island will take on average 2h 25m to travel the 781 miles flying distance from Chicago.

What’s the earliest departure time from Chicago to Hilton Head Island?

Early birds can take the earliest flight from Chicago O'Hare Intl Airport at 9:55 am and will be landing in Hilton Head Island at 1:22 pm.

What’s the latest departure time from Chicago to Hilton Head Island?

If you prefer to fly at night, the latest flight from Chicago O'Hare Intl Airport to Hilton Head Island jets off at 11:03 am and lands at 2:30 pm.

Good to know

Low season

December

High season

August

Cheapest flight

$165
Best time to beat the crowds but there is an average 33% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Chicago to Hilton Head Island

When to book flights from Chicago to Hilton Head Island

Are your dates flexible? Find out the best times to travel from Chicago to Hilton Head Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Hilton Head Island flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Hilton Head Island?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Hilton Head Island was $165 for a one-way ticket and $251 for a round-trip.

  • Do I need a passport to fly between Chicago and Hilton Head Island?

    No

  • Which airports will I be using when flying from Chicago to Hilton Head Island?

    When flying out of Chicago you will be using Chicago O'Hare Intl. You will be landing at Hilton Head Island, also known as Hilton Head Island.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Hilton Head Island?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Hilton Head Island flight route.

  • Which aircraft models fly most regularly from Chicago to Hilton Head Island?

    The Embraer 170 is the aircraft model that flies most regularly on the Chicago to Hilton Head Island flight route.

  • Which airline alliances offer flights from Chicago to Hilton Head Island?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Hilton Head Island, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Hilton Head Island?

    You can catch a nonstop flight from Chicago to Hilton Head Island on Saturday.

  • Which is the best airline for flights from Chicago to Hilton Head Island, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Hilton Head Island are Delta and United Airlines. With an average price for the route of $546 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $504 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Hilton Head Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Hilton Head Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Hilton Head Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilton Head Island from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Hilton Head Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hilton Head Island with an airline and back to Chicago with another airline. Booking your flights between Chicago and HHH can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Hilton Head Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hilton Head Island from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Hilton Head Island

  • Looking for a cheap flight? 25% of our users found flights on this route for $350 or less round-trip.

Prefer to fly non-stop from Chicago to Hilton Head Island?

Find which airlines fly direct from O'Hare Intl to Hilton Head, which days they fly and book direct flights.

Nonstop departures

Chicago O'Hare Intl to Hilton Head Island

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Nonstop returns

Hilton Head Island to Chicago O'Hare Intl

Saturday

American Airlines, Qatar Airways, United Airlines

American Airlines, Qatar Airways, +1 more

See more direct flights
See more direct flights

Top 3 airlines serving from Chicago to Hilton Head Island

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Hilton Head Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Hilton Head Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10457 reviews
8.2Boarding
8.0Entertainment
7.4Food
8.6Crew
7.9Comfort
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Hilton Head Island

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Hilton Head Island found on KAYAK in the last 72 hours.
7/16Tue
1 stopAmerican Airlines
6h 11mORD-HHH
$165
7/16Tue
2 stopsAmerican Airlines
8h 11mORD-HHH
$171
7/5Fri
1 stopAmerican Airlines
5h 12mORD-HHH
$200
7/27Sat
nonstopUnited Airlines
2h 27mORD-HHH
$285
7/24Wed
1 stopAmerican Airlines
5h 12mORD-HHH
$318
7/27Sat
2 stopsUnited Airlines
20h 03mORD-HHH
$348
7/27Sat
1 stopAmerican Airlines
4h 41mORD-HHH
$357
7/5Fri
2 stopsUnited Airlines
13h 08mORD-HHH
$431
7/24Wed
2 stopsUnited Airlines
28h 13mORD-HHH
$499

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Hilton Head Island

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Hilton Head Island that are departing in the next 10 days.
6/1Sat
multi-stopAmerican Airlines
4h 21mORD-HHH
6/6Thu
multi-stopAmerican Airlines
6h 35mHHH-ORD
$356
6/1Sat
nonstopUnited Airlines
2h 27mORD-HHH
6/8Sat
nonstopUnited Airlines
2h 37mHHH-ORD
$357
6/1Sat
multi-stopAmerican Airlines
4h 21mORD-HHH
6/8Sat
nonstopAmerican Airlines
2h 34mHHH-ORD
$398
6/1Sat
multi-stopAmerican Airlines
6h 02mORD-HHH
6/8Sat
multi-stopAmerican Airlines
16h 47mHHH-ORD
$456
6/1Sat
multi-stopAmerican Airlines
14h 04mORD-HHH
6/6Thu
multi-stopAmerican Airlines
6h 35mHHH-ORD
$469
6/2Sun
multi-stopAmerican Airlines
4h 14mORD-HHH
6/6Thu
multi-stopAmerican Airlines
4h 14mHHH-ORD
$475
6/2Sun
multi-stopAmerican Airlines
4h 14mORD-HHH
6/6Thu
multi-stopAmerican Airlines
19h 05mHHH-ORD
$516
6/1Sat
multi-stopAmerican Airlines
10h 36mORD-HHH
6/8Sat
multi-stopAmerican Airlines
6h 35mHHH-ORD
$525
6/1Sat
multi-stopAmerican Airlines
15h 52mORD-HHH
6/6Thu
multi-stopAmerican Airlines
15h 22mHHH-ORD
$544
6/2Sun
multi-stopDelta
7h 54mORD-HHH
6/6Thu
multi-stopDelta
10h 47mHHH-ORD
$1,038

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Search by price

Chicago - Hilton Head Island Flights

Departure:

Chicago (ORD)United States

Destination:

Hilton Head Island (HHH)United States

Return flight deals:

Hilton Head Island - Chicago

Cabin classes:

$426
$291