Find hotels in Southwest Side, IL from $64
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Go beyond your typical stay in Southwest Side
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Aug 20 - Aug 21Tomorrow
Aug 21 - Aug 22This 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
$81 nightly
$95 total
Aug 28 - Aug 29
Total with taxes and fees
3. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
$119 nightly
$140 total
Aug 23 - Aug 24
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
$203 nightly
$242 total
Aug 30 - Aug 31
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
$109 nightly
$130 total
Sep 8 - Sep 9
Total with taxes and fees
6. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
$196 nightly
$231 total
Sep 8 - Sep 9
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
$186 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
Theresa
$162 nightly
$193 total
Sep 7 - Sep 8
Total with taxes and fees
11. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Shiraz
$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
$145 nightly
$170 total
Sep 7 - Sep 8
Total with taxes and fees
13. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Kristen
$143 nightly
$170 total
Aug 23 - Aug 24
Total with taxes and fees
14. Cambria Hotel Chicago Loop - Theatre District
Cambria Hotel Chicago Loop - Theatre DistrictDowntown Chicago
Andrew
$171 nightly
$203 total
Aug 30 - Aug 31
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.
$201 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
$180 nightly
$214 total
Aug 30 - Aug 31
Total with taxes and fees
18. Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthDowntown Chicago
Hugo
$140 nightly
$191 total
Aug 30 - Aug 31
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
$160 nightly
$188 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
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Prime location on the Mile. All Staff were top notch!"
Hotel Riu Plaza Chicago
10/10 Excellent
"Very pricey but then again its downtown Chicago. Excellent breakfast buffet, very roomy shower and entire bathroom. Comfortable bed, needs better pillows, very secure."
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"I have been reading reviews on various websites that sacred me immensely before checking in. All the reviews spoke negatively about the extra charges, so I reached out to the hotel and asked them twice about these charges and was assured both times that since I booked only a room, I will not be charged extra. Safe to say, people booking extra amenities need to share the blame when they are faced with these extra charges because the details are listed on the website. I was pleasantly surprised by the hotel which is conveniently located close to all the attractions. I was able to either walk or take a train ride from the closest subway station. Aside from a very overpowering smell that greets you when you walk in (to which your nose gets fatigued to in a minute or two) I found the room to be well decorated and comfortable."
Congress Plaza Hotel
10/10 Excellent
"This is our 2nd time staying here, our 1st was for a wedding held there last year. It was great & we stayed in a renovated room. Amazing & we will be back. Rooms were spacious, very clean, & amazing room. We decided to splurge & upgrade to a lakeside view. Check in was easy, great area, & love that they can hold baggage as well after you check out. Lastly great sleep! Bed was very comfy & pillows were amazing. Until next time"
Hyatt Regency Chicago
10/10 Excellent
"We traveled with 2 kids and the staff were very accommodating with our needs. The room was spacious enough for the 4 of us! Great stay!"
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!"
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
"Free coffee Free printing Early check in fee available"
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
$63 nightly
$70 total
Aug 27 - Aug 28
Total with taxes and fees
6.4/10 (1,254 reviews)
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$92 nightly
$103 total
Aug 30 - Aug 31
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
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! (2,787 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$161 nightly
$191 total
Aug 30 - Aug 31
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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