Find hotels in Southwest Side, IL from $64
Go beyond your typical stay in Southwest Side
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Aug 19 - Aug 20Tomorrow
Aug 20 - Aug 21This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for Southwest Side hotels
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
Diane
$124 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
2. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$73 nightly
$85 total
Sep 2 - Sep 3
Total with taxes and fees
3. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
$105 nightly
$123 total
Sep 2 - Sep 3
Total with taxes and fees
4. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Dawn
$197 nightly
$235 total
Sep 7 - Sep 8
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
$130 nightly
$155 total
Sep 9 - Sep 10
Total with taxes and fees
6. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
7. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Cesar
$167 nightly
$199 total
Sep 7 - Sep 8
Total with taxes and fees
8. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
AMBER
$156 nightly
$184 total
Sep 7 - Sep 8
Total with taxes and fees
9. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
Shilpa
$173 nightly
$205 total
Aug 30 - Aug 31
Total with taxes and fees
10. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
Dawn
$161 nightly
$191 total
Sep 7 - Sep 8
Total with taxes and fees
11. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Lorena
$122 nightly
$144 total
Aug 31 - Sep 1
Total with taxes and fees
12. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Melissa
$143 nightly
$170 total
Aug 30 - Aug 31
Total with taxes and fees
13. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Kristen
$125 nightly
$148 total
Aug 31 - Sep 1
Total with taxes and fees
14. Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre DistrictDowntown Chicago
Andrew
$162 nightly
$194 total
Aug 23 - Aug 24
Total with taxes and fees
15. Arlo Chicago
Arlo ChicagoDowntown Chicago
Robert
$184 nightly
$218 total
Sep 7 - Sep 8
Total with taxes and fees
16. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
G.
$198 nightly
$236 total
Sep 7 - Sep 8
Total with taxes and fees
17. Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
Beth
$168 nightly
$199 total
Sep 7 - Sep 8
Total with taxes and fees
18. Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthDowntown Chicago
Hugo
$152 nightly
$181 total
Sep 7 - Sep 8
Total with taxes and fees
19. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
lakadria
$170 nightly
$202 total
Sep 7 - Sep 8
Total with taxes and fees
20. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Dhannetta
$161 nightly
$189 total
Aug 30 - Aug 31
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.
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.
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 acclaimed theater scene.
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
The Chicago Hotel Collection Ambassador Gold Coast
8/10 Good
"The valet staff were excellent. The breakfast and drink vouchers make the hotel a great value. The breakfast is better than most hotels offer. The hotel is conveniently located to get to walking tours and other downtown attractions. Hotel staff are dedicated to meeting guest needs."
Eurostars Magnificent Mile
10/10 Excellent
"I loved the hotel’s location and walking distance proximity to pretty much everything I wanted to do and see during my brief 3-day stay in Chicago. My corner, king bed room had ceiling to floor, wrap around windows with a stunning city view that hit you as soon as you walked through the door. The only thing that I did not like was the selection of wines and the bad taste of cocktails ordered at the lobby bar. I did not get to experience the bistro or the spa, but will prioritize that in another visit to Chicago."
Congress Plaza Hotel
8/10 Good
"The Congress Hotel in Chicago is a nice, older hotel. Big on the outside and bigger on the inside, the room we stayed in was a basic hotel room that faced inward. If you can get a lake view room, go for it. The hotel is older and shows some wear and tear. The location is terrific as it is on Michigan Ave., just across the street from Grant Park. An easy walk to several EL stops, and also an easy walk to the Van Buren St. Metra station. The hotel oozes history and if that it your thing, then it is definitely worth staying at the Congress. We didn't drive a car into the city, so I have no idea about parking. The hotel bar is nice and the drinks were well-priced."
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Always a delight to stay at the Intercontinental in Chicago! The staff is professional and friendly, the rooms are clean and well maintained. Also, the location is ideal."
The Allegro Royal Sonesta Hotel Chicago Loop
10/10 Excellent
"This is a beautiful hotel and wonderful staff. We loved the design and the decor. The coffee area was so well set up and very thoughtful with honey, almond milk, lemons for water and tea. Very clean and delicious. The gym was a bit small but had all of the equipment and weights needed. They had chilled eucalyptus face towels that I loved so much at the end of my workout. The location was great. We loved the Nederlander theater and seeing The Notebook! My husband and I had an amazing time. Chicago was great! This hotel will not disappoint."
L7 Chicago by LOTTE
10/10 Excellent
"L7 is centrally located and is the perfect hotel for exploring the city. Easy access to everything. Clean property and more boutique and small compared to the larger hotels, which I prefer. The staff was amazing. So very friendly - especially Alex at the front desk. It was so nice that he was the first person we met because he set the tone for a wonderful trip. He answered every question and was so pleasant and helpful. He truly took great care of us! I look forward to coming back!"
Hyatt Regency Chicago
10/10 Excellent
"We stayed at the Hyatt Regency Chicago, and when I tell you this hotel is HUGE, I mean HUGE! There are different towers, so it can take a minute to figure out where you’re going. Check-in is upstairs, not on the main level. The hotel has several restaurants, and I recommend making reservations, especially on busy weekends. We received a $25 nightly credit that could be used at participating restaurants during certain evening hours, but not at the Market. Our room was clean and comfortable. I stayed on the 20th floor with a beautiful river view. I could hear some music from the boats below, but it wasn’t loud enough to disturb my sleep. My mother was on the 30th floor and didn’t hear anything. Transportation is convenient with taxis outside, easy access to Ubers and a car rental location inside the hotel. There are also nice sitting areas with city views, charging stations and fireplaces. Everyone was nice, but Camille at the front desk was especially helpful and accommodating. I’m very particular about hotel cleanliness, and this room passed my cleanliness check! My only complaint was the bed, which was uncomfortable and sank in the middle. Overall, it’s pricey, but we enjoyed our stay. The location is a BIG plus, with Michigan Avenue, restaurants and attractions within walking distance."
The Royal Sonesta Chicago Downtown
8/10 Good
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Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Great location. Helpful staff!"
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Sep 8 - Sep 9
Total with taxes and fees
7.8/10 Good! (1,453 reviews)
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$62 nightly
$69 total
Sep 10 - Sep 11
Total with taxes and fees
6.4/10 (1,253 reviews)
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$89 nightly
$99 total
Sep 9 - Sep 10
Total with taxes and fees
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$124 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
8.2/10 Very Good! (1,023 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$122 nightly
$144 total
Aug 31 - Sep 1
Total with taxes and fees
7.6/10 Good! (2,784 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$152 nightly
$181 total
Sep 7 - Sep 8
Total with taxes and fees
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
4 Star Hotels
150 properties
3 Star Hotels
227 properties
2 Star Hotels
222 properties
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