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Find cheap flights from Illinois to Hilton Head Island from $104
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 8/12. 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.Round-trip
1 adult
Economy
Thu 7/6
Thu 7/13
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Good to know
Low season | October |
|---|---|
High season | April |
Cheapest flight | $104 |
Average price round-trip | $444 |
Good deal round-trip | $190 |
Good deal one-way | $106 |
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago to Hilton Head Island
(avg. price over the last 2 weeks)
or less
or less
FAQs for booking flights from Illinois to Hilton Head Island
Top 3 airlines serving from Illinois to Hilton Head Island
Scores according to KAYAK customer reviews7.9
DeltaOverall score based on 29358 reviews
85crew
81boarding
75food
78entertainment
78comfort
81overall
Airline reviews
Cons: "The wheel to my luggage broke off in deltas care so if that could have not happened it would have been way better."
Cons: "The wheel to my luggage broke off in deltas care so if that could have not happened it would have been way better."
Pros: "Kosher snacks! Thank you. Screens and outlets at every seat. Safe, controlled Covid protocols including de-boarding. Excellent!"
Pros: "Delta flight took extra precaution to keep all passengers safe before during and after the flight. They communicate effectively during the flight. I will be flying Delta again and again."
Cons: "The trip was great"
Pros: "Nothing, the flight was canceled without a refund. I highly recommend canceling all business with kiwi in the future."
Cons: "My flight could have occurred or I could have been refunded."
Cons: "We arrived around 39 minutes early and the whole process was very smooth"
Pros: "Super friendly and helpful with connections."
Cons: "The music on the plane was a bit much. Lol"
Cons: "The man sitting next to me was coughing and not covering his mouth. I am especially concerned given the recent Coronavirus outbreak."
Cons: "Really felt happy on time touch down nice journey with delta"
Pros: "Almost as soon as we finished taking off, we were landing. A one-hour trip doesn't let you really love or hate anything."
Pros: "When my initial flight was delayed significantly, the gate agents went above and beyond to help me get on an earlier flight so I didn't get home too late."
Cons: "Terrible logistics. Stuck on tarmac because they couldn’t clear the previous plane out of the gate. Fellow passengers missed their connecting flights."
Cons: "Canceled flight caused me to remain in a hotel for another day. Confusing check in. No one to help. Machines broken. Unable to disembark from the plane. Bad logistics all the way around."
Pros: "Crew was great. Plane was clean."
Cons: "My bag could have arrived with me in Des Moines. Instead I had to go back and pick it up the next day."
Cons: "I sat in row 8, a main cabin extra row, just behind first class. The MCE seats are supposed to have a few extra inches but I actually had less room than if I sat in regular economy. The reason is because the wall behind first class comes straight down and prevents you from fully extending your feet. Newer layouts have a small cut out or stop the wall short of the floor so you can fully extend you legs."
Pros: "Great crew with positive attitude. Boarding was non chaotic and plane was clean and new."
Cons: "Food could be much better"
Pros: "Flight was cancelled after multiple delays & I changed to United."
Cons: "Stop delaying & canceling flights, especially last minute"
Pros: "Nothing, really. But it could have been worse."
Cons: "Flight was delayed by 2 hours. Did they run out of planes or something? They couldn't have used a backup? Plane was old and junky. Seats, of course, were way too small and uncomfortable."
Cons: "On line booked ticket in wrong name and they would not change or refund"
Pros: "Really easy boarding and flight. Great in flight entertainment options."
Pros: "Airline crew was amazing and handled a person in need of medical care great!"
Cons: "The manager at the check in counter was rude and acted as if we were bothering him because we were checking in. He spoke to my husband as if he were a child and kicked another AA staff from behind the desk because he was ‘the manager’. I’ve never witness such unprofessionalism in my life."
Cons: "The internet connection was terrible i was not able to see anything that was being offered"
Pros: "Flight attendants were absolutely amazing!!!!! They made the trip very enjoyable!"
Cons: "Food!"
Pros: "Friendly service"
Cons: "Cramped seating in basic economy, the upgrade seating wasn’t much better"
Pros: "getting bumped up to economy plus and being in an exit row."
Pros: "Flight left on time and landed early. Attendants were very friendly and helpful."
Cons: "Food choices were very limited for a 4 hour flight."
Cons: "What I wrote above was meant to describe our experience from Chicago to Burlington- not Milwaukee to Chicago. Although, we had a delay in Milwaukee too. Overall, everything was only fair"
Pros: "Nothing at all!!! That should really tell you something!"
Cons: "The staff were rude, abrasive, ignored several passengers that were trying to get her attention before take off as 2 overhead bins were wide open and full to the brim. She of course was too busy playing on her cell phone in the back of the plane and ignored/silenced the passenger call button. They were so loud when people were sleeping, yelling ‘trash please’ every 5 minutes, we are not stupid, we can see what you are doing and if we have trash, we will give it to you - so please STOP disturbing my peace and let me bloody sleep!!!! I was never offered any food or drink during the entire flight, not even when I was awake - other airline attendants are more observant and come back and ask us when we are awake if we would like anything to eat or drink. So essentially that was 7 hours with nothing after having paid a little over $700 for what was seemingly the WORST transatlantic flight I’ve ever taken. I travel back and forth often, because I’m a dual national, but I will stick to BA or Virgin Atlantic - the planes and service are far superior to this pile of turd that goes by the name of United. There were no charging facilities (power outlet or USB port) and the TVs had such horrendous resolution that you would get a headache from having to squint at the screen."
Cons: "Our flight was delayed. We did not make the connecting flight. They would not provide us another flight same day or money back or money for the rental that we required."
Pros: "Fast boarding."
Cons: "The flight was half empty and when I tried to move a row ahead of me (from economy to economy plus), the flight attendance rudely told me I had to move back to my seat since the economy plus seat was $70 more. However, a reasonable airline would upgrade their customers to first or economy plus to not only appease their customers but to fill some empty seats. Therefore, I had to spend the entirety of my redeye flights crammed next to someone while I was looking at an almost empty economy plus section. Also, we boarded earlier than expected but we spend an extra hour on the flight waiting to take off. I would not have minded boarding early if we had taken off early, but we took off an hour later."
Pros: "Boarding and flight went smoothly and on time. Too short for food or entertainment"
Book cheap flights from Illinois to Hilton Head Island
Recent round-trip flight deals
10/29Sun
1 stopAmerican Airlines
6h 24mORD-HHH
11/4Sat
1 stopAmerican Airlines
6h 08mHHH-ORD
$204
7/3Mon
1 stopAmerican Airlines
6h 00mSTL-HHH
7/10Mon
1 stopAmerican Airlines
6h 20mHHH-STL
$319
7/3Mon
2 stopsAmerican Airlines
7h 08mSTL-HHH
7/10Mon
1 stopAmerican Airlines
6h 20mHHH-STL
$326
9/15Fri
1 stopUnited Airlines
13h 28mORD-HHH
9/22Fri
1 stopUnited Airlines
19h 32mHHH-ORD
$342
9/8Fri
1 stopAmerican Airlines
4h 44mORD-HHH
9/15Fri
1 stopAmerican Airlines
6h 21mHHH-ORD
$349
7/7Fri
1 stopAmerican Airlines
5h 48mORD-HHH
7/10Mon
1 stopAmerican Airlines
7h 16mHHH-ORD
$350
9/16Sat
1 stopUnited Airlines
15h 14mORD-HHH
9/23Sat
1 stopUnited Airlines
8h 07mHHH-ORD
$355
9/9Sat
2 stopsUnited Airlines
17h 04mORD-HHH
9/16Sat
1 stopUnited Airlines
8h 07mHHH-ORD
$360
9/15Fri
1 stopAmerican Airlines
6h 16mSTL-HHH
9/17Sun
1 stopAmerican Airlines
5h 11mHHH-STL
$365
9/15Fri
2 stopsAmerican Airlines
7h 12mSTL-HHH
9/17Sun
1 stopAmerican Airlines
6h 25mHHH-STL
$370
9/9Sat
2 stopsUnited Airlines
17h 04mORD-HHH
9/16Sat
2 stopsUnited Airlines
20h 03mHHH-ORD
$392
8/18Fri
1 stopAmerican Airlines
5h 38mSTL-HHH
8/27Sun
1 stopAmerican Airlines
6h 45mHHH-STL
$400
9/16Sat
1 stopUnited Airlines
13h 28mORD-HHH
9/23Sat
2 stopsUnited Airlines
21h 27mHHH-ORD
$402
7/5Wed
1 stopDelta
5h 17mORD-HHH
7/8Sat
1 stopDelta
5h 45mHHH-ORD
$418
7/5Wed
2 stopsDelta
8h 40mORD-HHH
7/8Sat
1 stopDelta
5h 45mHHH-ORD
$423
7/22Sat
nonstopUnited Airlines
2h 31mORD-HHH
7/26Wed
1 stopUnited Airlines
11h 40mHHH-ORD
$447
7/14Fri
2 stopsDelta
7h 12mORD-HHH
7/18Tue
1 stopDelta
6h 42mHHH-ORD
$462
7/6Thu
1 stopDelta
21h 02mORD-HHH
7/8Sat
1 stopDelta
5h 45mHHH-ORD
$501
7/28Fri
1 stopDelta
6h 12mORD-HHH
8/1Tue
2 stopsDelta
10h 06mHHH-ORD
$502
7/3Mon
3 stopsMultiple Airlines
18h 06mSTL-HHH
7/10Mon
2 stopsMultiple Airlines
20h 17mHHH-STL
$900
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Recent one-way flight deals
8/12Sat
1 stopAmerican Airlines
6h 58mORD-HHH
$104
7/5Wed
2 stopsAmerican Airlines
10h 01mORD-HHH
$108
8/12Sat
nonstopUnited Airlines
2h 31mORD-HHH
$149
7/8Sat
1 stopDelta
5h 40mSTL-HHH
$161
7/5Wed
1 stopAmerican Airlines
6h 05mORD-HHH
$217
8/12Sat
2 stopsDelta
8h 57mORD-HHH
$218
11/8Wed
2 stopsAmerican Airlines
7h 44mORD-HHH
$224
7/8Sat
1 stopDelta
5h 40mSTL-HHH
$229
7/9Sun
1 stopDelta
5h 55mSTL-HHH
$259
7/29Sat
1 stopAmerican Airlines
6h 39mORD-HHH
$294
7/29Sat
2 stopsDelta
8h 57mORD-HHH
$303
7/5Wed
3 stopsAmerican Airlines
11h 36mORD-HHH
$316
7/8Sat
2 stopsUnited Airlines
17h 07mSTL-HHH
$332
7/8Sat
3 stopsUnited Airlines
18h 06mSTL-HHH
$369
7/8Sat
2 stopsDelta
9h 12mSTL-HHH
$383
7/8Sat
2 stopsUnited Airlines
17h 07mSTL-HHH
$418
7/29Sat
nonstopAmerican Airlines
2h 22mORD-HHH
$439