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 $126 One Way, $274 Round Trip

Prices starting at $274 for return flights and $126 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.

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
The price is $169 total per night from Jan 29 to Jan 30
$169 total
per night
Jan 29 - Jan 30
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! (1,151 reviews)
Clean hotel. Beautiful bar and very friendly employees!

Reviewed on Jan 10, 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
The price is $111 total per night from Feb 1 to Feb 2
$111 total
per night
Feb 1 - Feb 2
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! (1,907 reviews)
Room clean Staff excellent Everything was excellent , no complaints!!!

Reviewed on Jan 19, 2026

Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is $104 total per night from Jan 24 to Jan 25
$104 total
per night
Jan 24 - Jan 25
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,777 reviews)
Clean and convenient!

Reviewed on Jan 16, 2026

Congress Plaza Hotel
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

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is $104 total per night from Jan 24 to Jan 25
$104 total
per night
Jan 24 - Jan 25
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,777 reviews)
Clean and convenient!

Reviewed on Jan 16, 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is $182 total per night from Feb 1 to Feb 2
$182 total
per night
Feb 1 - Feb 2
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! (2,530 reviews)
Great staff, good location .

Reviewed on Jan 14, 2026

Hilton Chicago
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
The price is $124 total per night from Feb 9 to Feb 10
$124 total
per night
Feb 9 - Feb 10
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! (5,548 reviews)
.

Reviewed on Jan 16, 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.

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
The price is $43 total per night from Jan 26 to Jan 27
$43 total
per night
Jan 26 - Jan 27
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! (1,774 reviews)
Everyone has gone above and beyond to accommodate my stay.. when in the area I would stay here again.

Reviewed on Jan 15, 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
The price is $101 total per night from Jan 22 to Jan 23
$101 total
per night
Jan 22 - Jan 23
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! (1,252 reviews)
Great value for the price! Front desk staff vey nice and welcoming! Would stay again.

Reviewed on Jan 19, 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
The price is $69 total per night from Jan 26 to Jan 27
$69 total
per night
Jan 26 - Jan 27
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! (2,804 reviews)
Good room and great staff.

Reviewed on Jan 15, 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
The price is $75 total per night from Feb 9 to Feb 10
$75 total
per night
Feb 9 - Feb 10
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! (2,699 reviews)
would definitely stay again, good price point

Reviewed on Jan 16, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
The price is $85 total per night from Feb 8 to Feb 9
$85 total
per night
Feb 8 - Feb 9
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! (2,504 reviews)
Only thing I would change is add mini fridges to the rooms.

Reviewed on Jan 10, 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
The price is $43 total per night from Jan 26 to Jan 27
$43 total
per night
Jan 26 - Jan 27
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! (1,774 reviews)
Everyone has gone above and beyond to accommodate my stay.. when in the area I would stay here again.

Reviewed on Jan 15, 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
The price is $160 total per night from Feb 9 to Feb 10
$160 total
per night
Feb 9 - Feb 10
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! (2,799 reviews)
We like the hotel, staff and accommodations were great, and it was exactly what we needed.

Reviewed on Jan 20, 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
The price is $183 total per night from Jan 27 to Jan 28
$183 total
per night
Jan 27 - Jan 28
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! (2,254 reviews)
.

Reviewed on Jan 18, 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
The price is $124 total per night from Feb 9 to Feb 10
$124 total
per night
Feb 9 - Feb 10
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! (5,548 reviews)
.

Reviewed on Jan 16, 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.