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Cheap flights from Hilton Head Island to Chicago from $229

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Chicago departing on 3/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Hilton Head Island to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Hilton Head Island to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Hilton Head Island to Chicago.

Cheap last minute flights

Planning a quick getaway from Hilton Head Island to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Hilton Head Island to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
4:19 pm - 11:40 pmHHH-ORD
8h 21m1 stop
6:00 am - 3:31 pmORD-HHH
8h 31m1 stop
$394United Airlines
Find Deal
Fri, May 9 - Sun, May 11
4:19 pm - 11:40 pmHHH-ORD
8h 21m1 stop
9:13 pm - 3:31 pmORD-HHH
17h 18m2 stops
$513United Airlines
Find Deal
Fri, May 9 - Sun, May 11
12:42 pm - 5:25 pmHHH-ORD
5h 43m1 stop
5:27 am - 10:12 amORD-HHH
3h 45m1 stop
$574American Airlines
Find Deal
Fri, May 9 - Sun, May 11
11:12 am - 4:09 pmHHH-ORD
5h 57m2 stops
8:10 am - 5:31 pmORD-HHH
8h 21m2 stops
$837American Airlines
Find Deal
Fri, May 9 - Sun, May 11
6:00 pm - 9:42 pmHHH-ORD
4h 42m1 stop
8:05 am - 2:16 pmORD-HHH
5h 11m1 stop
$874American Airlines
Find Deal
Mon, Dec 9 - Fri, Dec 13
6:00 pm - 12:13 amHHH-ORD
7h 13m1 stop
8:35 am - 5:30 pmORD-HHH
7h 55m2 stops
$877American Airlines
Find Deal
Mon, Dec 9 - Fri, Dec 13
2:46 pm - 10:45 pmHHH-ORD
8h 59m2 stops
8:35 am - 5:30 pmORD-HHH
7h 55m2 stops
$882American Airlines
Find Deal
Mon, Dec 9 - Fri, Dec 13
2:10 pm - 8:25 pmHHH-ORD
7h 15m1 stop
$229United Airlines
Find Deal
Sat, Mar 8
6:05 pm - 8:15 amHHH-ORD
15h 10m2 stops
$248American Airlines
Find Deal
Fri, Jan 24
2:42 pm - 7:19 amHHH-ORD
17h 37m2 stops
$249American Airlines
Find Deal
Tue, Dec 24
6:01 pm - 6:59 amHHH-ORD
13h 58m2 stops
$258American Airlines
Find Deal
Mon, Feb 24
12:51 pm - 11:01 amHHH-ORD
23h 10m1 stop
$283American Airlines
Find Deal
Tue, Dec 24
2:42 pm - 7:18 amHHH-ORD
17h 36m2 stops
$286American Airlines
Find Deal
Wed, Dec 25
5:30 pm - 7:39 amHHH-ORD
15h 09m1 stop
$294Delta
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Sat, May 24
2:10 pm - 11:29 pmHHH-ORD
10h 19m2 stops
$297United Airlines
Find Deal
Sat, Mar 8
1:15 pm - 10:42 pmHHH-ORD
10h 27m2 stops
$384Delta
Find Deal
Wed, May 21
1:15 pm - 7:00 pmHHH-ORD
6h 45m1 stop
$415Delta
Find Deal
Thu, May 22

United Airlines flights from Hilton Head Island to Chicago

Our best United Airlines deals on Hilton Head Island to Chicago flight tickets
United Airlines
May 9
HHH4:19 pmHilton Head Island
8h 21m
1 stop
ORD11:40 pmChicago O'Hare Intl
May 11
ORD6:00 amChicago O'Hare Intl
8h 31m
1 stop
HHH3:31 pmHilton Head Island
United Airlines
May 9
HHH4:19 pmHilton Head Island
8h 21m
1 stop
ORD11:40 pmChicago O'Hare Intl
May 11
ORD9:13 pmChicago O'Hare Intl
17h 18m
2 stops
HHH3:31 pmHilton Head Island

American Airlines flights from Hilton Head Island to Chicago

Our best American Airlines deals on Hilton Head Island to Chicago flight tickets
American Airlines
May 9
HHH12:42 pmHilton Head Island
5h 43m
1 stop
ORD5:25 pmChicago O'Hare Intl
May 11
ORD5:27 amChicago O'Hare Intl
3h 45m
1 stop
HHH10:12 amHilton Head Island
American Airlines
May 9
HHH11:12 amHilton Head Island
5h 57m
2 stops
ORD4:09 pmChicago O'Hare Intl
May 11
ORD8:10 amChicago O'Hare Intl
8h 21m
2 stops
HHH5:31 pmHilton Head Island
American Airlines
Dec 9
HHH6:00 pmHilton Head Island
4h 42m
1 stop
ORD9:42 pmChicago O'Hare Intl
Dec 13
ORD8:05 amChicago O'Hare Intl
5h 11m
1 stop
HHH2:16 pmHilton Head Island

See travel insights to Chicago from

How to get the cheapest flight ticket from Hilton Head Island to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $0. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Hilton Head Island to Chicago for around $493.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Hilton Head Island to Chicago during this time can be as low as $0. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $423.

What is the cheapest Hilton Head Island to Chicago flight route?

Fly from Hilton Head Island to Chicago O'Hare Intl for the best Hilton Head Island - Chicago flight prices

What cabin class options are available on Hilton Head Island to Chicago flights?

There are 1 cabin classes available to choose from on Hilton Head Island to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Hilton Head Island to Chicago flights?

You could potentially save up to 8% on your flight if you consider stops on a Hilton Head Island to Chicago flight.

When to book flights from Hilton Head Island to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Hilton Head Island to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Hilton Head Island to Chicago (HHH to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilton Head Island to Chicago

Best Price Found

$229

Fastest flight time

2h 44m

Direct flights

None

Airports in Chicago

1 airport
The best one-way flight to Chicago from Hilton Head Island in the past 72 hours is $229. The best round-trip flight deal from Hilton Head Island to Chicago found on momondo in the last 72 hours is $394.
The fastest flight from Hilton Head Island to Chicago takes 2h 44m
There are no direct flights from Hilton Head Island to Chicago. Popular non-direct route for this connection is Hilton Head Island Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • How far is Hilton Head Island to Chicago by plane?

    The distance between Hilton Head Island and Chicago is about 766.4 mi. In terms of flight time, this usually takes a little over 4h 42m.

  • When did momondo last update prices for flights from Hilton Head Island Airport to Chicago?

    Prices for flights from Hilton Head Island Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Hilton Head Island Airport to Chicago?

  • How old do you have to be to fly from Hilton Head Island Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hilton Head Island Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Hilton Head Island to Chicago?

  • What is the most popular airline from Hilton Head Island to Chicago?


Best airlines flying from Hilton Head Island to Chicago

Compare and see reviews for airlines that fly from Hilton Head Island to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $250Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Hilton Head Island to Chicago?

It is quick and easy to find Hilton Head Island to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Hilton Head Island to Chicago with flexible booking policies on momondo?

Flights from Hilton Head Island to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Hilton Head Island to Chicago?

Once you have performed a search for Hilton Head Island to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Hilton Head Island to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Hilton Head Island to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago