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
Apartment
Apart hotel
Family friendly
Condo
Waterpark
Check prices for these dates
Tonight
Sep 16 - Sep 17Tomorrow
Sep 17 - Sep 18This weekend
Sep 18 - Sep 20Next weekend
Sep 25 - Sep 27Our 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 17 - Sep 18
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$86 nightly
$100 total
Sep 21 - Sep 22
Total with taxes and fees
4. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Laura
$179 nightly
$213 total
Oct 13 - Oct 14
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
John
$164 nightly
$195 total
Sep 27 - Sep 28
Total with taxes and fees
6. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Victoria
$164 nightly
$195 total
Sep 20 - Sep 21
Total with taxes and fees
7. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Shanequa
$314 nightly
$373 total
Oct 1 - Oct 2
Total with taxes and fees
8. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
chidubem
$190 nightly
$223 total
Sep 20 - Sep 21
Total with taxes and fees
9. River Hotel
River HotelDowntown Chicago
steve
$175 nightly
$208 total
Sep 20 - Sep 21
Total with taxes and fees
10. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Tremecka
$151 nightly
$177 total
Sep 27 - Sep 28
Total with taxes and fees
11. 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
12. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
Isayra
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
13. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoDowntown Chicago
Jacqueline
$147 nightly
$175 total
Sep 27 - Sep 28
Total with taxes and fees
14. Hilton Chicago
Hilton ChicagoDowntown Chicago
Alan
$248 nightly
$295 total
Sep 25 - Sep 26
Total with taxes and fees
15. Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
Aagrim
$261 nightly
$310 total
Sep 20 - Sep 21
Total with taxes and fees
16. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Jennifer
$179 nightly
$213 total
Sep 20 - Sep 21
Total with taxes and fees
17. The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
Patricia
$160 nightly
$190 total
Sep 20 - Sep 21
Total with taxes and fees
18. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
Madelyn
$223 nightly
$261 total
Sep 20 - Sep 21
Total with taxes and fees
19. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
Carmina
$205 nightly
$243 total
Sep 27 - Sep 28
Total with taxes and fees
20. Warwick Allerton - Chicago
Warwick Allerton - ChicagoDowntown Chicago
Ben
$157 nightly
$179 total
Oct 1 - Oct 2
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
8/10 Good
"Water pressure in shower could have been stronger. Conditioner for hair was not very good"
L7 Chicago by LOTTE
10/10 Excellent
"L7 was the perfect place in every way...comfort, friendly staff, location, amenities. And the windows seat was delightful bonus."
Fairmont Chicago at Millennium Park
10/10 Excellent
"Older hotel but well maintained. Check in took longer than expected. However, the staff is welcoming and professional. We had breakfast at the on site restaurant. Server was super friendly and accommodating to the vegans in our party. Valet parking was convenient although pricey. Location is super close to the Millenium Park, shops, restaurants, and the riverwalk."
Hyatt Regency Chicago
10/10 Excellent
"Nice room, good food, great location down town"
Travelodge by Wyndham Downtown Chicago
8/10 Good
"We had a good stay overall! The staff was friendly, helpful, and welcoming. The location was definitely a highlight—it was within walking distance of many restaurants, attractions, and other places we wanted to visit, which made getting around very convenient. The room and some of the hotel areas do look a little outdated, but everything was comfortable enough for our stay. Overall, we enjoyed our experience and would definitely consider coming back again!"
Hilton Chicago
10/10 Excellent
"Property is stunning. Our key became reprogrammed and the staff met us at our room, let us in then returned with new keys. Great service."
Eurostars Magnificent Mile
10/10 Excellent
"Stayed for 2 nights, room was great and the staff was friendly. Walking distance to a lot of good restaurants."
Hotel Felix River North/Magnificent Mile
8/10 Good
"Can’t complain, everything was perfectly good!"
The Wade
10/10 Excellent
"Great rooms and views!"
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! (1,453 reviews)
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$57 nightly
$65 total
Oct 15 - Oct 16
Total with taxes and fees
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
$121 nightly
$142 total
Sep 23 - Sep 24
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$151 nightly
$178 total
Sep 27 - Sep 28
Total with taxes and fees
7.8/10 Good! (2,834 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$195 nightly
$231 total
Sep 20 - Sep 21
Total with taxes and fees
8/10 Very Good! (1,614 reviews)
Holiday Inn Express Chicago - Magnificent Mile by IHG
640 N Wabash Ave Chicago IL
$199 nightly
$237 total
Sep 20 - Sep 21
Total with taxes and fees
8.4/10 Very Good! (1,334 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
- 3 Star Hotels in West Side
- Hostels in Chicago
- Swissotel Hotels in Chicago
- Pet Friendly in Chicago
- 5 Star Hotels in United Center
- 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
- 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
- Chinatown Hotels
- Hotels near Bridgeport Art Center
- Hotels in Chicago
- Hotels near Midway Intl.
- Family Friendly in Chicago
- Hotels in North Riverside
- Hotels in Evergreen Park
- Hotels in Bridgeview
- Budget Hotels in Hyde Park
- 3 Star Hotels in The Loop
- Hyatt Hotels in Hyde Park
- Hot Tub in Chicago
- 4 Star Hotels in North Lawndale
- 5 Star Hotels in Chicago
- 4 Star Hotels in Downtown Chicago
- Hotels in Oak Park
- Romantic in Chicago
- All-Inclusive in Chicago
- 4 Star Hotels in Chicago
- Extended Stay America Hotels in Hyde Park
- Free Airport Transportation in Chicago
- 2 Star Hotels in Chicago
- South Loop Hotels
- Hyde Park Hotels
- Hotels in Lyons
- Kitchen in Chicago
- Motel 6 Hotels in Southwest Side
- Hotels in Summit
- Cabins in Chicago
- Best Western Hotels in South Loop
- 4 Star Hotels in Pilsen
- 2 Star Hotels in Justice
- Langham Hotels in West Loop
- Outdoorpool in Chicago
- Balcony in Chicago
- Flights to Bridgeview
- Flights to Oak Lawn
- Flights to Midway Intl.
- Porter Airlines Toronto (YTZ) to Chicago (MDW) flights
- Flights from Atlanta (ATL) to Chicago (MDW)
- Flights to Chicago
- Flights to Oak Park
- Flights to Berwyn
- Delta Air Lines Atlanta (ATL) to Chicago (MDW) flights
- Flights from Los Angeles (LAX) to Chicago (MDW)
