Search Lakeside Hotels in South Side

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on South Side Lakeside Hotels

Top South Side Lakeside Hotels

Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2206)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is 4.193.646 ₫
5.819.866 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
1 bedroom, premium bedding, down duvets, pillow-top beds
The Wade
The Wade
4.5 star property
8.4 out of 10, Very good, (1384)
"Great place to stay"
United States
Adam
The price is 3.556.170 ₫
4.174.588 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Wade
Room, Multiple Beds (The Drake Residence) | Living area | 48-inch flat-screen TV with cable channels, TV, pay films
The Drake
The Drake
4.0 star property
8.8 out of 10, Excellent, (1327)
"Great historic hotel "
Canada
Tammie
The price is 4.599.313 ₫
5.399.134 ₫ total
includes taxes & fees
20 Nov - 21 Nov
The Drake
Exterior
Waldorf Astoria Chicago
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1004)
"Simply love this hotel"
United States
laura
The price is 13.098.560 ₫
15.376.399 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Waldorf Astoria Chicago
Lobby
Ameristar Casino Hotel East Chicago
Ameristar Casino Hotel East Chicago
4.0 star property
8.4 out of 10, Very good, (1027)
"We are local to the area, and were very pleased with the hotel experience!"
United States
Junetta
The price is 3.687.617 ₫
4.393.288 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Ameristar Casino Hotel East Chicago
Lobby
Hyatt Lodge Oak Brook Chicago
Hyatt Lodge Oak Brook Chicago
4.0 star property
8.8 out of 10, Excellent, (1015)
"Great place to stay. "
United States
Francesco
The price is 3.793.248 ₫
4.133.882 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Hyatt Lodge Oak Brook Chicago
City view
Hyatt Regency McCormick Place Chicago
Hyatt Regency McCormick Place Chicago
4.0 star property
9.0 out of 10, Wonderful, (1017)
"Great location, friendly staff, clean spacious room "
United States
Jose
The price is 6.295.738 ₫
8.009.077 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Hyatt Regency McCormick Place Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top South Side Hotel Reviews

Explore a world of travel with Expedia