To save on the cost of your flight from Illinois to Hilton Head Island, book at least 51 days before your planned departure. Booking around this time can save you about 197% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $234 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $295.
Flights from Illinois to Hilton Head Island lean towards being more expensive in March. Prices are generally better when you fly from Illinois to Hilton Head Island in January, with the cheapest ticket starting at $177.
When flying from Illinois to Hilton Head Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$290 - $527
Route
Depart
Return
Price
Chicago O'Hare IntlHilton Head Island
ORD - HHH
ORDHHH
Chicago O'Hare Intl
Mon 5/27
1 stop4h 14m
Hilton Head Island
Mon 6/3
1 stop6h 52m
Chicago O'Hare IntlHilton Head Island
ORD - HHH
ORDHHH
Chicago O'Hare Intl
Fri 9/6
1 stop6h 13m
Hilton Head Island
Mon 9/9
1 stop6h 16m
Lambert-St LouisHilton Head Island
STL - HHH
STLHHH
Lambert-St Louis
Thu 8/29
1 stop3h 47m
Hilton Head Island
Sun 9/1
1 stop6h 53m
Chicago O'Hare IntlHilton Head Island
ORD - HHH
ORDHHH
Chicago O'Hare Intl
Sat 9/7
1 stop19h 46m
Hilton Head Island
Wed 9/11
1 stop6h 16m
Lambert-St LouisHilton Head Island
STL - HHH
STLHHH
Lambert-St Louis
Thu 8/29
2 stops9h 30m
Hilton Head Island
Sun 9/1
1 stop6h 53m
Lambert-St LouisHilton Head Island
STL - HHH
STLHHH
Lambert-St Louis
Tue 6/4
1 stop4h 25m
Hilton Head Island
Tue 6/11
1 stop6h 40m
Chicago O'Hare IntlHilton Head Island
ORD - HHH
ORDHHH
Chicago O'Hare Intl
Sat 9/7
1 stop28h 01m
Hilton Head Island
Wed 9/11
2 stops10h 31m
Chicago O'Hare IntlHilton Head Island
ORD - HHH
ORDHHH
Chicago O'Hare Intl
Fri 9/27
1 stop6h 13m
Hilton Head Island
Mon 9/30
1 stop6h 16m
Chicago O'Hare IntlHilton Head Island
ORD - HHH
ORDHHH
Chicago O'Hare Intl
Sat 6/22
2 stops12h 51m
Hilton Head Island
Sat 6/29
Nonstop2h 37m
No data available for this route at this time. Please check back soon.
Overall
Comfort
Crew
Boarding
Entertainment
Food
Reviews
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.
Overall
Comfort
Crew
Boarding
Entertainment
Food
Reviews
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.
Overall
Comfort
Crew
Boarding
Entertainment
Food
Reviews
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.
Overall
Comfort
Crew
Boarding
Entertainment
Food
Reviews
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.
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