A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

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Check availability on South Side Lakeside Hotels

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for South Side hotels on the lake

A modern lobby with a sofa, coffee table, and a fireplace.
A modern hotel lobby with a coffee station, seating area, and a reception desk.
A bar area with a counter, multiple TVs, and a seating area with chairs and tables.
A multi-story hotel with a prominent 'AMERISTAR' sign, featuring a modern architectural design with large windows and a flat roof.

1. Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
East Chicago
United States
WENLIN
£113
includes taxes & fees
18 Oct - 19 Oct
Ameristar Casino Hotel East Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.
A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.
A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

2. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Shanequa
£231
includes taxes & fees
1 Nov - 2 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A banquet hall with round tables, chairs, and chandeliers.
A hotel room with a large bed, a desk, a chair, a lamp, and a view of trees through the window.
A hotel room with two beds, a desk, a chair, a TV, and a large window with a view of trees.
A gym with treadmills, elliptical machines, and weight stations.

3. Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago
Oak Brook
United States
wayne b
£132
includes taxes & fees
25 Oct - 26 Oct
Hyatt Lodge Oak Brook Chicago
A cityscape with high-rise buildings, a marina, and a waterfront.
An outdoor seating area with fire pits, cushioned seating, and a glass building facade.
A high-rise hotel with a modern design, featuring a prominent 'HYATT' sign, multiple floors, and a well-lit facade.
A modern hotel lobby with a sectional sofa, round tables, and chairs, a flat-screen TV, and large windows offering city views.

4. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
South Loop
United States
Martin Peter
£272
includes taxes & fees
23 Oct - 24 Oct
Hyatt Regency McCormick Place Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

5. The Wade

The Wade
Downtown Chicago
United States
Erin
£127
includes taxes & fees
1 Nov - 2 Nov
The Wade
Lake
A modern kitchen with a central island, stainless steel appliances, and a view of the city.
A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.
An outdoor seating area with modern furniture, surrounded by tall buildings.

6. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
Downtown Chicago
United States
Mary
£205
includes taxes & fees
5 Nov - 6 Nov
Kasa Lake Shore Chicago
A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.
A luxurious lobby with a central fountain, seating areas, and a high ceiling with skylights.
A spacious living room with a view of the ocean, a chandelier, and a traditional red cabinet.
A grand lobby with a chandelier, a reception desk, and a seating area with sofas and chairs.

7. The Drake

The Drake
Downtown Chicago
United States
Carrie
£154
includes taxes & fees
1 Nov - 2 Nov
The Drake
A buffet table with various food items including fruits, waffles, and condiments.
A wooden deck with a built-in seating area, a barbecue grill, and outdoor tables and chairs.
A hallway with a sign for Wrigley Hostel Chicago, including address and contact information.
A cozy living room with a brick wall, wooden floor, and a sectional sofa.

8. Wrigley Hostel

Wrigley Hostel
Lakeview
United States
Shelly
£88
includes taxes & fees
1 Nov - 2 Nov
Wrigley Hostel
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.
A building with a brick facade and a large glass window. There is a staircase with a black railing leading to the entrance.
A wooden deck with a staircase leading to an upper level, featuring a railing and two chairs.
A modern kitchen with wooden cabinets, stainless steel appliances, and a bar area with two black chairs.

9. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
United States
Ryan G.
£163
includes taxes & fees
26 Oct - 27 Oct
Chic Urban Retreat Near Wrigley Field w/Parking
A rooftop terrace with a brick wall, large windows, and a metal railing.
A hotel room with a bed, a desk, a chair, a lamp, a window with curtains, and a cityscape painting on the wall.
A modern kitchen with white cabinets, a dining area with a blue sofa and orange cushions, and a large window providing natural light.
A beach with a sandy shore and calm sea.

10. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
United States
Michael S.
£304
includes taxes & fees
12 Oct - 13 Oct
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
View all properties

Top South Side Hotel Reviews

Chinatown Hotel Chicago

Chinatown Hotel Chicago

8/10 Good
"The location is wonderful, and if you're looking for a no-frills place to stay and you plan to be out and about all day, this is a great option. The building has seen better days, but it's everything we needed it to be. Also, it was very quiet for sleeping at night, very little traffic noise, etc. Would definitely stay here again."
Jennifer 2-night trip
Posted 13 hours ago
Chinatown Hotel Chicago
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent
"Breakfast buffet was excellent, rooms spacious and comfortable. Only bummer was the pool was closed for renovations when we were there and the listing didn't say so. Also the parking fee is HIGH so be prepared!"
Cristeta 2-night trip
Posted 14 hours ago
Hyatt Place Chicago-South/University Medical Center
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Definitely a motel vibe, no elevator. Nice staff and clean rooms."
William 1-night trip
Posted 2 days ago
Chicago Lake Shore Hotel

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