$79 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 1 - Wed, Jun 4
SAV
Savannah - Hilton Head Intl.
ORD
O'Hare Intl.
$637 Roundtrip, found 18 hours ago
$637
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sun, Jun 1 from Savannah - Hilton Head Intl. to O'Hare Intl., returning Wed, Jun 4, priced at $637 found 18 hours ago
Fri, May 30 - Wed, Jun 4
SAV
Savannah - Hilton Head Intl.
MDW
Midway Intl.
$740 Roundtrip, found 1 day ago
$740
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, May 30 from Savannah - Hilton Head Intl. to Midway Intl., returning Wed, Jun 4, priced at $740 found 1 day ago

Airfares from $79 One Way, $157 Round Trip from Hilton Head Island to Chicago

Prices starting at $157 for return flights and $79 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.

Fri, Aug 1 - Mon, Aug 4
SAV
Savannah
ORD
Chicago
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
Select United flight, departing Fri, Aug 1 from Savannah to Chicago, returning Mon, Aug 4, priced at $157 found 5 days ago
Mon, Aug 11 - Fri, Aug 15
SAV
Savannah
ORD
Chicago
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Aug 11 from Savannah to Chicago, returning Fri, Aug 15, priced at $157 found 5 days ago
Fri, Jul 11 - Mon, Jul 14
SAV
Savannah
ORD
Chicago
$160 Roundtrip, found 2 days ago
$160
Roundtrip
found 2 days ago
Select United flight, departing Fri, Jul 11 from Savannah to Chicago, returning Mon, Jul 14, priced at $160 found 2 days ago
Fri, Jul 11 - Mon, Jul 14
SAV
Savannah
ORD
Chicago
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, Jul 11 from Savannah to Chicago, returning Mon, Jul 14, priced at $170 found 2 days ago
Fri, Jul 11 - Mon, Jul 14
SAV
Savannah
ORD
Chicago
$175 Roundtrip, found 2 days ago
$175
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, Jul 11 from Savannah to Chicago, returning Mon, Jul 14, priced at $175 found 2 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel
3.5-star property

Congress Plaza Hotel

8/10 Very Good! (8,872 reviews)

Jul 17 - Jul 20

3 night stay

Savannah (SAV) to Chicago (ORD)

Delta • Non-stop • Coach

Chicago (ORD) to Savannah (SAV)

Southwest Airlines • Non-stop • Coach
per person
found 1 day ago
I would stay here again. It’s old but that is part of its charm!

Reviewed on May 18, 2025

Kimpton Gray Hotel by IHG
4.5-star property

Kimpton Gray Hotel by IHG

9.2/10 Wonderful! (1,000 reviews)

Jul 17 - Jul 20

3 night stay

Savannah (SAV) to Chicago (ORD)

Delta • Non-stop • Coach

Chicago (ORD) to Savannah (SAV)

Southwest Airlines • Non-stop • Coach
per person
found 1 day ago
very nice atmosphere, little details

Reviewed on Apr 29, 2025

L7 Chicago by LOTTE
4.5-star property

L7 Chicago by LOTTE

9.6/10 Exceptional! (2,380 reviews)

Jul 17 - Jul 20

3 night stay

Savannah (SAV) to Chicago (ORD)

Delta • Non-stop • Coach

Chicago (ORD) to Savannah (SAV)

Southwest Airlines • Non-stop • Coach
per person
found 1 day ago
Beautiful hotel with amazing employees!

Reviewed on May 11, 2025

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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
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

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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.