$75 Cheap flight deals from Hilton Head Island (SAV) to Chicago (CHI)

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This Weekend's Flight Deals from Hilton Head Island to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jun 8 - Mon, Jun 16
SAV
Savannah - Hilton Head Intl.
ORD
O'Hare Intl.
$589 Roundtrip, found 2 days ago
$589
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jun 8 from Savannah - Hilton Head Intl. to O'Hare Intl., returning Mon, Jun 16, priced at $589 found 2 days ago

Airfares from $75 One Way, $145 Round Trip from Hilton Head Island to Chicago

Prices starting at $145 for return flights and $75 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Oct 8 - Sat, Oct 11
SAV
Savannah
ORD
Chicago
$145 Roundtrip, found 13 hours ago
$145
Roundtrip
found 13 hours ago
Select United flight, departing Wed, Oct 8 from Savannah to Chicago, returning Sat, Oct 11, priced at $145 found 13 hours ago
Wed, Oct 8 - Sat, Oct 11
SAV
Savannah
ORD
Chicago
$148 Roundtrip, found 13 hours ago
$148
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Wed, Oct 8 from Savannah to Chicago, returning Sat, Oct 11, priced at $148 found 13 hours ago
Fri, Jul 18 - Mon, Jul 21
SAV
Savannah
ORD
Chicago
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Jul 18 from Savannah to Chicago, returning Mon, Jul 21, priced at $160 found 5 days ago
Fri, Jul 11 - Mon, Jul 14
SAV
Savannah
ORD
Chicago
$161 Roundtrip, found 6 days ago
$161
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jul 11 from Savannah to Chicago, returning Mon, Jul 14, priced at $161 found 6 days ago
Mon, Jul 7 - Fri, Jul 11
SAV
Savannah
ORD
Chicago
$180 Roundtrip, found 9 hours ago
$180
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Mon, Jul 7 from Savannah to Chicago, returning Fri, Jul 11, priced at $180 found 9 hours ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

8.8/10 Excellent! (2,173 reviews)

Jul 31 - Aug 3

3 night stay

Savannah (SAV) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Savannah (SAV)

United • Coach
per person
found 1 day ago
Absolutely everybody and everything was "top"

Reviewed on May 27, 2025

The Wade
4.5-star property

The Wade

8.2/10 Very Good! (1,005 reviews)

Jul 31 - Aug 3

3 night stay

Savannah (SAV) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Savannah (SAV)

United • Coach
per person
found 1 day ago
They had a great view , great customer service, very clean and walking distance to navy pier and downtown. Then only negative part was there parking fee.

Reviewed on May 28, 2024

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More About Flying To Chicago from Hilton Head Island

Route Information for Flights from Hilton Head Island to Chicago

Origin Airport IATA Code
SAV
Destination Airport IATA Code
CHI
Distance
773 mi
Direct Flight Airlines
American Airlines, Qatar Airways, Air Canada, ANA, Air New Zealand, United Airlines
Earliest Flight Arrival
3:39PM UTC
Latest Flight Arrival
10:38PM UTC

Hilton Head Island to Chicago

When you’re ready to take your next trip, get the most affordable prices on flights from Hilton Head Island to Chicago with Orbitz! The guaranteed low prices and cutting-edge mobile tools on Orbits make it easy for you to plan your next great vacation.

Keep Up With Sudden Flight Changes

As any traveler knows, air travel can suddenly be temporarily halted due to service disruptions. Along with offering the best fares for flights from Hilton Head Island to Chicago, Orbitz also offers free mobile phone and email alerts that help you keep up with sudden changes to your flight plans. Choose from email, text, or voice message alerts.

Get Great Prices for Hilton Head Island to Chicago Flights

Orbitz features both an Android app and an iPhone app to give you the lowest prices for Hilton Head Island to Chicago flights. Use these mobile apps to get updates on your flight, the details of your itinerary, and to learn about available hotel deals in the area.

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Frequently asked questions

Are there non-stop flights from Hilton Head Island to Chicago?
Yes, you’ll be pleased to hear that you can jet straight from Savannah - Hilton Head Intl. Airport (SAV) to O’Hare Intl. Airport (ORD). Direct flights can be booked with United Airlines and American Airlines.
What is the shortest flight from Hilton Head Island to Chicago?
If conditions are good and there are no unexpected hiccups, you could be stepping off the plane at MDW from SAV in only 2 hours and 46 minutes. With such a quick flight time, consider taking carry-on luggage only.
What airlines fly from Hilton Head Island to Chicago most frequently?
There are two airlines offering frequent flights from Savannah - Hilton Head Intl. Airport (SAV) to ORD, including United Airlines (UA). The preferred choice of many travelers, it operates 91 flights on this route each month. Also consider the deals available with American Airlines (AA). Offering 30 flights every month between Hilton Head Island and Chicago, they’ll ensure your journey is just as good as the destination.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.