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 12 - Aug 13Tomorrow
Aug 13 - Aug 14This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our top choices for Southwest Side hotels
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
Ashley
$124 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
$119 nightly
$140 total
Aug 13 - Aug 14
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$86 nightly
$100 total
Aug 17 - Aug 18
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
$208 nightly
$247 total
Sep 7 - Sep 8
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. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Adam
$110 nightly
$130 total
Aug 30 - Aug 31
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 8 - Sep 9
Total with taxes and fees
8. Hilton Chicago
Hilton ChicagoDowntown Chicago
kun
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
9. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
Melanie
$151 nightly
$180 total
Sep 2 - Sep 3
Total with taxes and fees
10. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Jordan Leigh
$161 nightly
$189 total
Aug 30 - Aug 31
Total with taxes and fees
11. 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
12. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
Paige
$158 nightly
$188 total
Sep 8 - Sep 9
Total with taxes and fees
13. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Evelyn
$156 nightly
$185 total
Aug 30 - Aug 31
Total with taxes and fees
14. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Judy
$143 nightly
$170 total
Aug 30 - Aug 31
Total with taxes and fees
15. Arlo Chicago
Arlo ChicagoDowntown Chicago
Robert
$164 nightly
$195 total
Sep 7 - Sep 8
Total with taxes and fees
16. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
Kendra
$158 nightly
$188 total
Sep 7 - Sep 8
Total with taxes and fees
17. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
jayne
$156 nightly
$184 total
Sep 7 - Sep 8
Total with taxes and fees
18. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
suzanne
$198 nightly
$236 total
Sep 7 - Sep 8
Total with taxes and fees
19. Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
Kristie
$164 nightly
$195 total
Sep 7 - Sep 8
Total with taxes and fees
20. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
Dawn
$159 nightly
$189 total
Sep 7 - Sep 8
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.
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.
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.
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
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Staff was amazing, made our stay way better"
Holiday Inn & Suites Chicago - Downtown by IHG
10/10 Excellent
"The check-in process was very smooth and the room was clean. We had breakfast and the staff member there was an absolute sweetheart! She made our day!"
Omni Chicago Hotel
10/10 Excellent
"Easy check in clean room."
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
"We really enjoyed our stay at the Crowne Plaza Chicago West Loop. For a Chicago trip, the location was very convenient for getting downtown and around the city, and the price was extremely reasonable compared with many other hotels in the area. There are also several great restaurants nearby, which made it easy to find a good meal without going far. The Rye restaurant inside the hotel was a pleasant surprise and was genuinely very good. We also enjoyed takeout from a nearby Greek restaurant, so the surrounding neighborhood was definitely a plus for us. Pro tip: there is a grocery store directly across the street from the hotel. It is a great place to stock up on snacks, packaged food, drinks, and alcohol at normal grocery-store prices instead of paying hotel or convenience-store prices. That was a simple perk, but one we really appreciated during our stay. The room has a nice sized mini refrigerator and KCup coffee maker. Overall, we thought the Crowne Plaza Chicago West Loop was a very good value: convenient location, reasonable price, good food nearby, and a solid hotel restaurant. We would happily stay there again."
Eurostars Magnificent Mile
10/10 Excellent
"nice property"
Hyatt Regency Chicago
10/10 Excellent
"No comment. The 2 night stay was great."
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"Me encanto"
Hilton Chicago
10/10 Excellent
"A+ super impressed honestly. Will be back again!"
Kasa Magnificent Mile Chicago
10/10 Excellent
"Loved staying here while in Chicago. The hotel was so nice and had so many amenities. Had a washer and dryer plus a full kitchen. The check in process was so easy and simple to follow. I had a small issue with the pre check in link but customer service was able to help within a 5 minute phone call. I loved the view from the balcony and they give you so extra towels pillows sheets and extra blanket and toilet paper what more could you ask for. Although I will say I hit my leg on the bed trying to walk between the bed and the dresser but there’s not much they could really do to change the arrangement."
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Aug 26 - Aug 27
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$63 nightly
$70 total
Aug 19 - Aug 20
Total with taxes and fees
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$83 nightly
$93 total
Sep 8 - Sep 9
Total with taxes and fees
7.4/10 Good! (1,014 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$110 nightly
$130 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
8.2/10 Very Good! (1,001 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$169 nightly
$201 total
Aug 16 - Aug 17
Total with taxes and fees
8/10 Very Good! (1,505 reviews)
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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