Cheap flights from SAV to MDW (Savannah - Hilton Head Intl. to Midway Intl.)

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Cheap Flights from SAV to MDW starting at $141 One Way, $290 Round Trip

Prices starting at $290 for return flights and $141 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Jan 29 - Tue, Feb 3
SAV
Savannah
MDW
Chicago
$290 Roundtrip, found 6 days ago
$290
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Jan 29 from Savannah to Chicago, returning Tue, Feb 3, priced at $290 found 6 days ago
Wed, Jan 28 - Tue, Feb 3
SAV
Savannah
MDW
Chicago
$292 Roundtrip, found 6 days ago
$292
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jan 28 from Savannah to Chicago, returning Tue, Feb 3, priced at $292 found 6 days ago
Tue, Jan 27 - Tue, Feb 3
SAV
Savannah
MDW
Chicago
$293 Roundtrip, found 6 days ago
$293
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Jan 27 from Savannah to Chicago, returning Tue, Feb 3, priced at $293 found 6 days ago
Tue, Jan 27 - Tue, Feb 3
SAV
Savannah
MDW
Chicago
$306 Roundtrip, found 6 days ago
$306
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Jan 27 from Savannah to Chicago, returning Tue, Feb 3, priced at $306 found 6 days ago
Tue, Jan 27 - Tue, Feb 3
SAV
Savannah
MDW
Chicago
$308 Roundtrip, found 6 days ago
$308
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Jan 27 from Savannah to Chicago, returning Tue, Feb 3, priced at $308 found 6 days ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 out of 5
105 N MAY STREET Chicago IL
$144 nightly
The price is $169 total per night from Jan 22 to Jan 23
$169 total
Jan 22 - Jan 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,153 reviews)
spotless room

Reviewed on Jan 8, 2026

Hyatt House Chicago West Loop
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
$95 nightly
The price is $111 total per night from Feb 1 to Feb 2
$111 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,875 reviews)
It was a perfect location and great value for the price

Reviewed on Jan 12, 2026

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Feb 1 to Feb 2
$182 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,507 reviews)
Clean, good breakfast, quiet. Easy acces

Reviewed on Jan 9, 2026

Hilton Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Chicago

Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$155 nightly
The price is $182 total per night from Feb 1 to Feb 2
$182 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,507 reviews)
Clean, good breakfast, quiet. Easy acces

Reviewed on Jan 9, 2026

Hilton Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$168 nightly
The price is $193 total per night from Jan 21 to Jan 22
$193 total
Jan 21 - Jan 22
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (2,240 reviews)
Best hotel in Chicago

Reviewed on Jan 13, 2026

Palmer House a Hilton Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$86 nightly
The price is $101 total per night from Jan 25 to Jan 26
$101 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (3,688 reviews)
Very satisfying

Reviewed on Jan 11, 2026

Hilton Chicago/Magnificent Mile Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$38 nightly
The price is $43 total per night from Jan 21 to Jan 22
$43 total
Jan 21 - Jan 22
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,758 reviews)
Room was perfect

Reviewed on Jan 6, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$91 nightly
The price is $101 total per night from Jan 18 to Jan 19
$101 total
Jan 18 - Jan 19
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.2/10 Good! (1,255 reviews)
Everything was real good and the people amazing

Reviewed on Jan 11, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$61 nightly
The price is $69 total per night from Jan 19 to Jan 20
$69 total
Jan 19 - Jan 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,799 reviews)
I felt very good there!

Reviewed on Jan 11, 2026

Comfort Suites Chicago O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$63 nightly
The price is $75 total per night from Feb 1 to Feb 2
$75 total
Feb 1 - Feb 2
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (2,698 reviews)
Clean. Everyone very accommodating. Great location. Safe

Reviewed on Jan 7, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$72 nightly
The price is $85 total per night from Jan 25 to Jan 26
$85 total
Jan 25 - Jan 26
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,503 reviews)
Check in person was great. View of train tracks was not great and was noisy Location very convenient location to university

Reviewed on Jan 5, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$38 nightly
The price is $43 total per night from Jan 21 to Jan 22
$43 total
Jan 21 - Jan 22
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,758 reviews)
Room was perfect

Reviewed on Jan 6, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$127 nightly
The price is $150 total per night from Jan 21 to Jan 22
$150 total
Jan 21 - Jan 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,793 reviews)
Yes

Reviewed on Jan 13, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$168 nightly
The price is $193 total per night from Jan 21 to Jan 22
$193 total
Jan 21 - Jan 22
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (2,240 reviews)
Best hotel in Chicago

Reviewed on Jan 13, 2026

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$93 nightly
The price is $110 total per night from Jan 21 to Jan 22
$110 total
Jan 21 - Jan 22
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (5,531 reviews)
All good

Reviewed on Jan 9, 2026

Embassy Suites by Hilton Chicago Downtown River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

SAV to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

Are there non-stop flights from SAV to Chicago Airport?
Passengers can fly from Savannah - Hilton Head Intl. Airport (SAV) to MDW with Southwest Airlines, the only carrier that offers nonstop services on this route.
What is the shortest flight from SAV to Chicago Airport?
The fastest flight from Savannah - Hilton Head Intl. Airport to MDW is 3 hours and 54 minutes. Pack a few things in your carry-on to keep you entertained, like the latest edition of your favorite magazine or a portable board game.
How many hours flight from Savannah - Hilton Head Intl. Airport (SAV) to MDW?
From SAV to MDW, you'll be traveling for around 4 hours. Get cozy, order a wine and put on your noise-canceling headphones. It's time to binge-watch some awesome TV shows.
What airlines have the most flights from Savannah - Hilton Head Intl. Airport (SAV) to Chicago Airport?
Are you ready to lock in your Savannah to Chicago airfare? Southwest Airlines should be your first choice. With 43 flights per month to choose from on this route, they have the ticket to your next thrilling adventure.

Map To Nearby Hotels

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.