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Cheap flights from Hilton Head Island to Chicago from $207

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 4/23. 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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0 bags

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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 from Hilton Head Island to Chicago

The cheapest plane tickets from Hilton Head Island to Chicago found on KAYAK recently.
11:34 am - 4:15 pmHHH-ORD
5h 41m1 stop
5:00 am - 10:24 amORD-HHH
4h 24m1 stop
$229American Airlines
Find Deal
Tue, Mar 25 - Tue, Apr 1
11:34 am - 4:15 pmHHH-ORD
5h 41m1 stop
6:17 am - 2:19 pmORD-HHH
7h 02m2 stops
$234American Airlines
Find Deal
Tue, Mar 25 - Tue, Apr 1
11:34 am - 4:15 pmHHH-ORD
5h 41m1 stop
5:00 am - 10:24 amORD-HHH
4h 24m1 stop
$239American Airlines
Find Deal
Wed, Mar 26 - Wed, Apr 2
11:34 am - 4:15 pmHHH-ORD
5h 41m1 stop
9:55 am - 5:36 pmORD-HHH
6h 41m2 stops
$244American Airlines
Find Deal
Wed, Apr 2 - Wed, Apr 9
5:59 pm - 9:39 pmHHH-ORD
4h 40m1 stop
5:00 am - 10:24 amORD-HHH
4h 24m1 stop
$269American Airlines
Find Deal
Fri, Mar 7 - Sun, Mar 9
5:30 pm - 10:42 pmHHH-ORD
6h 12m1 stop
8:55 am - 4:41 pmORD-HHH
6h 46m2 stops
$364Delta
Find Deal
Wed, May 7 - Wed, May 14
1:15 pm - 10:42 pmHHH-ORD
10h 27m2 stops
8:55 am - 4:41 pmORD-HHH
6h 46m2 stops
$369Delta
Find Deal
Wed, May 7 - Wed, May 14
5:30 pm - 10:42 pmHHH-ORD
6h 12m1 stop
8:55 am - 4:41 pmORD-HHH
6h 46m2 stops
$384Delta
Find Deal
Wed, May 7 - Wed, May 14
12:03 pm - 7:37 amHHH-ORD
20h 34m2 stops
6:30 pm - 11:20 amORD-HHH
15h 50m2 stops
$641United Airlines
Find Deal
Thu, Jun 12 - Tue, Jun 17
12:03 pm - 7:37 amHHH-ORD
20h 34m2 stops
2:00 pm - 11:20 amORD-HHH
20h 20m2 stops
$711United Airlines
Find Deal
Thu, Jun 12 - Tue, Jun 17
5:30 pm - 7:39 amHHH-ORD
15h 09m1 stop
$207Delta
Find Deal
Wed, Apr 23
1:15 pm - 7:39 amHHH-ORD
19h 24m2 stops
$213Delta
Find Deal
Wed, Apr 23
5:30 pm - 7:25 pmHHH-ORD
26h 55m1 stop
$217Delta
Find Deal
Tue, Jul 22
6:22 pm - 9:54 pmHHH-ORD
4h 32m1 stop
$234American Airlines
Find Deal
Sat, May 31
10:54 am - 5:26 pmHHH-ORD
7h 32m2 stops
$239American Airlines
Find Deal
Sat, Mar 22
5:11 pm - 6:55 pmHHH-ORD
2h 44mnonstop
$259United Airlines
Find Deal
Sat, Apr 19
6:01 pm - 7:06 amHHH-ORD
14h 05m2 stops
$272American Airlines
Find Deal
Wed, Feb 19
5:11 pm - 6:55 pmHHH-ORD
2h 44mnonstop
$280United Airlines
Find Deal
Sat, Apr 26
2:49 pm - 7:31 pmHHH-ORD
5h 42m1 stop
$284American Airlines
Find Deal
Sun, Mar 23
4:18 pm - 7:20 amHHH-ORD
16h 02m2 stops
$288United Airlines
Find Deal
Thu, Apr 24

American Airlines flights from Hilton Head Island to Chicago

Our best American Airlines deals on Hilton Head Island to Chicago flight tickets
American Airlines
Mar 25
HHH11:34 amHilton Head Island
5h 41m
1 stop
ORD4:15 pmChicago O'Hare Intl
Apr 1
ORD5:00 amChicago O'Hare Intl
4h 24m
1 stop
HHH10:24 amHilton Head Island
American Airlines
Mar 25
HHH11:34 amHilton Head Island
5h 41m
1 stop
ORD4:15 pmChicago O'Hare Intl
Apr 1
ORD6:17 amChicago O'Hare Intl
7h 02m
2 stops
HHH2:19 pmHilton Head Island
American Airlines
Mar 26
HHH11:34 amHilton Head Island
5h 41m
1 stop
ORD4:15 pmChicago O'Hare Intl
Apr 2
ORD5:00 amChicago O'Hare Intl
4h 24m
1 stop
HHH10:24 amHilton Head Island

Delta flights from Hilton Head Island to Chicago

Our best Delta deals on Hilton Head Island to Chicago flight tickets
Delta
May 7
HHH5:30 pmHilton Head Island
6h 12m
1 stop
ORD10:42 pmChicago O'Hare Intl
May 14
ORD8:55 amChicago O'Hare Intl
6h 46m
2 stops
HHH4:41 pmHilton Head Island
Delta
May 7
HHH1:15 pmHilton Head Island
10h 27m
2 stops
ORD10:42 pmChicago O'Hare Intl
May 14
ORD8:55 amChicago O'Hare Intl
6h 46m
2 stops
HHH4:41 pmHilton Head Island
Delta
May 7
HHH5:30 pmHilton Head Island
6h 12m
1 stop
ORD10:42 pmChicago O'Hare Intl
May 14
ORD8:55 amChicago O'Hare Intl
6h 46m
2 stops
HHH4:41 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 Tuesday when prices can be found for as low as $250. 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 at noon. Flights from Hilton Head Island to Chicago during this time can be as low as $399. 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.

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

$207

Fastest flight time

2h 44m

Direct flights

Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Hilton Head Island in the past 72 hours is $207. The best round-trip flight deal from Hilton Head Island to Chicago found on momondo in the last 72 hours is $229.
The fastest flight from Hilton Head Island to Chicago takes 2h 44m
Direct flights go from Hilton Head Island to Chicago on Sunday. The only airline offering direct flights is United Airlines.
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 32m.

  • 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 $228Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

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