Find hotels in Southwest Side, IL from $64
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Aug 9 - Aug 10Tomorrow
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Aug 14 - Aug 16In two weeks
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
$120 nightly
$139 total
Sep 8 - Sep 9
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
$107 nightly
$126 total
Aug 10 - Aug 11
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
$211 nightly
$251 total
Sep 7 - Sep 8
Total with taxes and fees
5. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Adam
$111 nightly
$132 total
Aug 30 - Aug 31
Total with taxes and fees
6. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
$109 nightly
$130 total
Sep 8 - Sep 9
Total with taxes and fees
7. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Jordan Leigh
$161 nightly
$189 total
Aug 31 - Sep 1
Total with taxes and fees
8. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Adit
$143 nightly
$170 total
Aug 30 - Aug 31
Total with taxes and fees
9. 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
10. Hilton Chicago
Hilton ChicagoDowntown Chicago
kun
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
11. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
jayne
$161 nightly
$191 total
Aug 31 - Sep 1
Total with taxes and fees
12. 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
13. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
Daniel
$158 nightly
$188 total
Aug 30 - Aug 31
Total with taxes and fees
14. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
Aleace
$167 nightly
$199 total
Aug 30 - Aug 31
Total with taxes and fees
15. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
Macy
$161 nightly
$191 total
Aug 30 - Aug 31
Total with taxes and fees
16. Freehand Chicago
Freehand ChicagoDowntown Chicago
james
$117 nightly
$139 total
Aug 31 - Sep 1
Total with taxes and fees
17. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Chimere
$154 nightly
$183 total
Sep 8 - Sep 9
Total with taxes and fees
18. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
Gillian
$203 nightly
$242 total
Aug 30 - Aug 31
Total with taxes and fees
19. The Buckingham Hotel
The Buckingham HotelDowntown Chicago
Dominique
$187 nightly
$220 total
Sep 1 - Sep 2
Total with taxes and fees
20. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
Jennifer
$161 nightly
$191 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.
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.
Union Stock Yard Gate
You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
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.
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
Hyatt Regency O'Hare Chicago
8/10 Good
"Clean and spacious but food options are expensive"
River Hotel
8/10 Good
"Room was a bit small but okay as I was a solo traveller. Lack of surface space or a suitcase stand was also a bit inconvenient. Overall great stay though"
Eurostars Magnificent Mile
10/10 Excellent
"Plenty of positive of things about this place starting off with the location this is a place you want to stay if your coming to Chicago everything is either walkable or a train station away from where you want to get too. As far as the place itself was very clean staff was very polite and helpful with anything we needed. I look forward to coming back to the great city of Chicago and staying at Eurostar once again. Forgot to mention they let us check in a whole hour and half early from the original check in time and upgraded my room for free for my birthday so they went above and beyond and I appreciated that of them! Chi-town and Eurostar thank you for an amazing experience in such wonderful city!"
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
"Pool was broken Shower was extremely slippery We loved the layout of the room"
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Hotel room amazing! Staff amazing and valet crew amazing!"
Omni Chicago Hotel
10/10 Excellent
"We had a wonderful stay at the Omni Hotel! The location was absolutely perfect and made it so convenient to explore everything in the area. We loved having so many amenities right at our fingertips, and the hotel itself was beautiful, comfortable, and welcoming. The staff were incredibly friendly, helpful, and accommodating throughout our stay. They went above and beyond to make sure we had everything we needed and made us feel very welcome. Between the fantastic amenities, convenient location, beautiful accommodations, and exceptional staff, we truly enjoyed our stay and would definitely stay at the Omni again. Highly recommend!"
The Chicago Hotel Collection Ambassador Gold Coast
8/10 Good
"Check-in was very easy and quick. The bathroom needs some TLC but otherwise the room is very comfortable. In the morning hours, the volume of the music in the lobby was very loud to the point where it was difficult to talk comfortably to the front desk. The renovations to this historic hotel were very well done. Overall very nice!"
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Fabuloso ⭐️⭐️⭐️⭐️⭐️"
Crowne Plaza Chicago West Loop by IHG
8/10 Good
"Staff members were very attentive"
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Aug 23 - Aug 24
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$63 nightly
$70 total
Aug 16 - Aug 17
Total with taxes and fees
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$81 nightly
$91 total
Sep 1 - Sep 2
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$111 nightly
$132 total
Aug 30 - Aug 31
Total with taxes and fees
7.6/10 Good! (2,744 reviews)
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$120 nightly
$139 total
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$169 nightly
$201 total
Aug 31 - Sep 1
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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