Find hotels in Southwest Side, IL from $64
Upfront pricingOur total price for your stay includes taxes and fees
Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member PricesLearn about One Key
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Southwest Side
Pet friendly
Apart hotel
Family friendly
Condo
Waterpark
Apartment
Check prices for these dates
Tonight
Sep 21 - Sep 22Tomorrow
Sep 22 - Sep 23This weekend
Sep 25 - Sep 27Next weekend
Oct 2 - Oct 4Our top choices for Southwest Side hotels
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
Fabian
$162 nightly
$188 total
Sep 27 - Sep 28
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Icaro
$119 nightly
$140 total
Sep 22 - Sep 23
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Joey
$86 nightly
$100 total
Sep 22 - Sep 23
Total with taxes and fees
4. Carleton of Oak Park
Carleton of Oak ParkOak Park
Suzanne
$136 nightly
$151 total
Sep 28 - Sep 29
Total with taxes and fees
5. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Michael T.
$188 nightly
$223 total
Sep 29 - Sep 30
Total with taxes and fees
6. The Wade
The WadeDowntown Chicago
Fernanda
$149 nightly
$177 total
Sep 27 - Sep 28
Total with taxes and fees
7. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
John
$201 nightly
$239 total
Sep 27 - Sep 28
Total with taxes and fees
8. Hilton Chicago
Hilton ChicagoDowntown Chicago
Alan
$240 nightly
$281 total
Oct 12 - Oct 13
Total with taxes and fees
9. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
chidubem
$209 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
10. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Shanequa
$266 nightly
$316 total
Sep 30 - Oct 1
Total with taxes and fees
11. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Sara
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
12. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoDowntown Chicago
Ann
$373 nightly
$444 total
Oct 15 - Oct 16
Total with taxes and fees
13. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Tremecka
$170 nightly
$200 total
Sep 27 - Sep 28
Total with taxes and fees
14. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoDowntown Chicago
Jacqueline
$142 nightly
$169 total
Sep 27 - Sep 28
Total with taxes and fees
15. River Hotel
River HotelDowntown Chicago
Isabella
$179 nightly
$213 total
Sep 27 - Sep 28
Total with taxes and fees
16. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio HotelDowntown Chicago
Tomasz
$159 nightly
$189 total
Sep 27 - Sep 28
Total with taxes and fees
17. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Victoria
$189 nightly
$224 total
Sep 27 - Sep 28
Total with taxes and fees
18. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
Isayra
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
19. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton MarketDowntown Chicago
Joel
$279 nightly
$332 total
Sep 27 - Sep 28
Total with taxes and fees
20. Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market AreaDowntown Chicago
Rebecca
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
Stay near popular Southwest Side attractions
Marquette Park
9.4/10 (3 reviews)
After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
S.S. Peter and Paul Church
After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
Balzekas Museum of Lithuanian Culture
10.0/10 (1 review)
You can spend time exploring the galleries in Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area, or check out its top-notch restaurants.
Union Stock Yard Gate
You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
Ephraim Bajar Cultural Center
Enjoy an outing to Ephraim Bajar Cultural Center during your stay in Chicago. Amble around the area's parks or visit its churches.
Learn more about Southwest Side
Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.
See all hotels in Southwest Side
Photo by by Midway Intl Airport
Top Southwest Side Hotel Reviews
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Love this hotel, staff, pool and room quality are always excellent"
Hotel Saint Clair- Magnificent Mile
10/10 Excellent
"Everything was perfect the only comment is if staff have more knowledge on the restaurants in the area"
Congress Plaza Hotel
10/10 Excellent
"Room was nice. Shower is amazing. Parking was easy for being in chicago"
Travelodge by Wyndham Downtown Chicago
10/10 Excellent
"Checked every box. Staff was very friendly and helpful. The room and bed were comfortable, the shower and toiletries were great. A great location with a short walk to multiple train lines and food options. The attached breakfast restaurant Cafe Luna LaSalle was a delight and I dined there multiple times to great satisfaction each time, great staff and great food. I would stay here again."
Fairmont Chicago at Millennium Park
10/10 Excellent
"Very nice property in a great location. Clean room, nice amenities, friendly staff."
L7 Chicago by LOTTE
10/10 Excellent
"This hotel is beautiful. They have an expresso coffee machine that makes cappuccinos, caffe lattes and more! The room was clean and the view to the lake was beautiful. The restaurant was delicious both breakfast and dinner. High quality and the staff were so helpful. Especially after my bags were delayed they received them with no issue. Highly recommend this hotel."
The Chicago Hotel Collection Ambassador Gold Coast
10/10 Excellent
"Convenient location. Nice restaurant."
Hilton Chicago
10/10 Excellent
"We had a great stay. The staff were wonderful in making our stay go smoothly. Very convenient amenities."
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"This was my first time in this hotel I had a great experience as an out of towner!!!"
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Oct 4 - Oct 5
Total with taxes and fees
7.8/10 Good! (1,454 reviews)
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$62 nightly
$70 total
Oct 4 - Oct 5
Total with taxes and fees
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
$121 nightly
$142 total
Sep 29 - Sep 30
Total with taxes and fees
8/10 Very Good! (2,121 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$170 nightly
$200 total
Sep 27 - Sep 28
Total with taxes and fees
7.8/10 Good! (2,861 reviews)
Holiday Inn Express Chicago - Magnificent Mile by IHG
640 N Wabash Ave Chicago IL
$190 nightly
$226 total
Sep 27 - Sep 28
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$195 nightly
$231 total
Sep 27 - Sep 28
Total with taxes and fees
8/10 Very Good! (1,628 reviews)
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
4 Star Hotels
150 properties
3 Star Hotels
229 properties
2 Star Hotels
221 properties
Explore a world of travel with Expedia
- Hostels in Chicago
- 3 Star Hotels in West Side
- Budget Hotels in Hyde Park
- Hotels in Bridgeview
- Balcony in Chicago
- Hyde Park Hotels
- Extended Stay America Hotels in Hyde Park
- Langham Hotels in West Loop
- Outdoorpool in Chicago
- 2 Star Hotels in Justice
- 4 Star Hotels in Pilsen
- Best Western Hotels in South Loop
- Cabins in Chicago
- Hotels in Summit
- Motel 6 Hotels in Southwest Side
- Kitchen in Chicago
- Hotels in Lyons
- 4 Star Hotels in Chicago
- All-Inclusive in Chicago
- Romantic in Chicago
- Hotels in Oak Park
- 4 Star Hotels in Downtown Chicago
- 5 Star Hotels in Chicago
- 4 Star Hotels in North Lawndale
- Hot Tub in Chicago
- Hyatt Hotels in Hyde Park
- 3 Star Hotels in The Loop
- Hotels in Evergreen Park
- Hotels in North Riverside
- Family Friendly in Chicago
- Hotels near Midway Intl.
- Hotels in Chicago
- Hotels near Bridgeport Art Center
- Chinatown Hotels
- 3 Star Hotels in Chicago
- Suites in Chicago
- Motels in Cicero
- Pool in Chicago
- Wyndham Hotels in Chicago
- 2 Star Hotels in Central Chicago
- La Quinta Inn & Suites Hotels in Hyde Park
- Hilton Hotels in Hyde Park
- 5 Star Hotels in Downtown Chicago
- Hotels near Rate Field
- Free Airport Transportation in Chicago
- 2 Star Hotels in Chicago
- South Loop Hotels
- Red Roof Inn Hotels in Chicago
- Hotels in Berwyn
- Marriott Hotels & Resorts Hotels in Hyde Park
- Aimbridge Hospitality Hotels in Chicago
- Hotels in Oak Lawn
- Free Parking in Chicago
- Hotels in Burbank
- Loews Hotels in Chicago
- Hotels in Cicero
- 5 Star Hotels in United Center
- Pet Friendly in Chicago
- Swissotel Hotels in Chicago
- Flights to Bridgeview
- Flights from Atlanta (ATL) to Chicago (MDW)
- Flights from Los Angeles (LAX) to Chicago (MDW)
- Flights to Berwyn
- Delta Air Lines Atlanta (ATL) to Chicago (MDW) flights
- Flights to Oak Park
- Flights to Chicago
- Porter Airlines Toronto (YTZ) to Chicago (MDW) flights
- Flights to Oak Lawn
- Flights to Midway Intl.
