$114 Cheap Flights from Savannah (SAV) to Chicago (MDW)

View $114 flight on Mon, Jun 9, 2025Opens in a new window

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Cheap Flights from Savannah to Chicago (SAV-MDW)

Prices were available within the past 7 days and start at $114 for one-way flights and $235 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Aug 12 - Sat, Aug 16
SAV
Savannah
MDW
Chicago
$235 Roundtrip, found 1 hour ago
$235
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Aug 12 from Savannah to Chicago, returning Sat, Aug 16, priced at $235 found 1 hour ago
Frontier Airlines
Mon, Jun 9 - Wed, Jun 11
SAV
Savannah
MDW
Chicago
$254 Roundtrip, found 5 hours ago
$254
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Jun 9 from Savannah to Chicago, returning Wed, Jun 11, priced at $254 found 5 hours ago
Southwest Airlines
Sat, Aug 9 - Mon, Aug 11
SAV
Savannah
MDW
Chicago
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Aug 9 from Savannah to Chicago, returning Mon, Aug 11, priced at $259 found 2 days ago
Southwest Airlines
Sat, Aug 9 - Mon, Aug 11
SAV
Savannah
MDW
Chicago
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Aug 9 from Savannah to Chicago, returning Mon, Aug 11, priced at $269 found 2 days ago
Delta
Tue, Aug 12 - Sun, Aug 31
SAV
Savannah
MDW
Chicago
$271 Roundtrip, found 1 hour ago
$271
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Aug 12 from Savannah to Chicago, returning Sun, Aug 31, priced at $271 found 1 hour ago
Delta
Tue, Jul 15 - Wed, Aug 6
SAV
Savannah
MDW
Chicago
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 15 from Savannah to Chicago, returning Wed, Aug 6, priced at $273 found 1 day ago
Southwest Airlines
Wed, Sep 17 - Tue, Sep 23
SAV
Savannah
MDW
Chicago
$275 Roundtrip, found 1 day ago
$275
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 17 from Savannah to Chicago, returning Tue, Sep 23, priced at $275 found 1 day ago
Southwest Airlines
Wed, Sep 17 - Tue, Sep 23
SAV
Savannah
MDW
Chicago
$275 Roundtrip, found 1 day ago
$275
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 17 from Savannah to Chicago, returning Tue, Sep 23, priced at $275 found 1 day ago
Southwest Airlines
Sat, Aug 9 - Mon, Aug 11
SAV
Savannah
MDW
Chicago
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Aug 9 from Savannah to Chicago, returning Mon, Aug 11, priced at $279 found 2 days ago
Southwest Airlines
Wed, Sep 17 - Tue, Sep 23
SAV
Savannah
MDW
Chicago
$281 Roundtrip, found 1 day ago
$281
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 17 from Savannah to Chicago, returning Tue, Sep 23, priced at $281 found 1 day ago
Flights from Savannah (SAV) to Chicago (MDW)
Origin airport
Savannah - Hilton Head Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$229
Distance
757 mi

Savannah to Chicago Flights

The cheapest times to fly from Savannah to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Savannah to Chicago are during the month of August. You can find some of the cheapest flights from Savannah to Chicago with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Savannah to Chicago

Sunday is one of the best days to book for cheap flights from Savannah to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Savannah to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Savannah to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $114 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Savannah to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Savannah to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW) cost?
You can score affordable return tickets from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW) starting at $287. Grab your seat and start your adventure. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines flight leaving SAV on May 11 2025 and touching down at MDW. The price was last updated on April 23 2025 and has not changed since.
What is the cheapest month to fly from SAV to MDW?
The cheapest flights from SAV to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW)?
Board a direct flight with Southwest Airlines and go straight from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW).
What is the cheapest airline that flies from SAV to MDW?
Currently, the cheapest carrier offering one-way flights from SAV to MDW is Southwest Airlines. You can jet off on this route from $144. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from SAV on June 4 2025. Prices were last updated on April 23 2025 and have not changed since.
How many flights per day from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW)?
On average, you can take your pick of 6 nonstop flights taking off from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW) each week. If you can’t see one that fits your schedule, consider a flight that has a layover. Customize your search on Expedia to include one stop or more and choose the next best alternative.
What are the most popular departure times for flights from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW)?
The 6 AM departures from SAV to MDW see the highest demand. Prices can be higher for these popular slots. If you want to save on your fare, choose a less crowded time to fly.
What day of the week has the most flights from SAV to MDW?
Fly on a Friday if you’re after the best selection of flights from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW).
What is the earliest flight from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW)?
The earliest flight jetting off from Savannah - Hilton Head Intl. Airport (SAV) is at around 6:05AM UTC-5. Catch this flight and you’ll land at Midway Intl. Airport (MDW) at approximately 7:20AM UTC-6. The overall travel time is 2h 15m.
How long does it take to fly from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW)?
It takes approximately 2 hours and 15 minutes to cover the 760 mi from SAV to MDW.
What is the best time to fly from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW)?
Choose a flight from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW) that leaves before 3 PM to reduce the risk of cancellations and delays. Departures after this hour are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Chicago from Savannah - Hilton Head Intl. Airport (SAV)?
You can land at O’Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW) when traveling to Chicago on a direct flight from Savannah - Hilton Head Intl. Airport (SAV).
Is it cheaper to buy a plane ticket from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW) last-minute?
Last-minute fares from SAV to MDW are typically more expensive. To secure the lowest prices, start looking for flights as soon as possible. That being said, if your travel plans are flexible, you may find a cheap fare just before your departure.
Is it cheaper to book a SAV to MDW flight and hotel package?
Compared with arranging flights and hotels separately, booking a SAV to MDW flight and hotel package with Expedia could lead to significant savings. What’s more, having everything in one place takes the hassle out of travel planning. Simply secure your flights and choose from our wide range of hotels, then customize your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from Savannah - Hilton Head Intl. Airport (SAV) to Midway Intl. Airport (MDW)?
In most instances, you can modify or cancel your SAV to MDW flight. However, there may be additional charges, especially if you made your booking over 24 hours ago. Check your itinerary for the airline’s guidelines and fees on flight changes, or if you want more details, visit our Customer Service portal.

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*Available to One Key members.