
Hotels in Oakland, Chicago
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Our top choices for Oakland hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 7.5 km from Oakland
9.4 out of 10, Exceptional, (2,504 reviews)
The price is CA $256
CA $351 total
includes taxes & fees
May 26 - May 27

Hilton Chicago
Hilton ChicagoThe Loop, 5.7 km from Oakland
8.6 out of 10, Excellent, (2,794 reviews)
The price is CA $178
CA $252 total
includes taxes & fees
May 26 - May 27

Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 7.1 km from Oakland
8.8 out of 10, Excellent, (2,148 reviews)
The price is CA $240
CA $334 total
includes taxes & fees
May 25 - May 26

Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,220 reviews)
The price is CA $183
CA $217 total
includes taxes & fees
May 27 - May 28

Swissotel - Chicago
Swissotel - Chicago7.2 km from Oakland
9.0 out of 10, Wonderful, (3,318 reviews)
The price is CA $281
CA $383 total
includes taxes & fees
May 24 - May 25

Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,519 reviews)
The price is CA $283
CA $385 total
includes taxes & fees
May 26 - May 27

Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,244 reviews)
The price is CA $198
CA $236 total
includes taxes & fees
May 26 - May 27

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelThe Loop, 6.1 km from Oakland
9.6 out of 10, Exceptional, (1,246 reviews)
The price is CA $196
CA $234 total
includes taxes & fees
May 26 - May 27

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (4,123 reviews)
The price is CA $204
CA $281 total
includes taxes & fees
May 25 - May 26

LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonThe Loop, 7.4 km from Oakland
9.4 out of 10, Exceptional, (3,710 reviews)
The price is CA $237
CA $321 total
includes taxes & fees
May 26 - May 27

Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 6.7 km from Oakland
8.6 out of 10, Excellent, (2,443 reviews)
The price is CA $195
CA $273 total
includes taxes & fees
May 25 - May 26

The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastGold Coast, 9.4 km from Oakland
8.2 out of 10, Very good, (1,429 reviews)
The price is CA $191
CA $227 total
includes taxes & fees
May 27 - May 28

Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoTheatre District, 7.2 km from Oakland
9.2 out of 10, Wonderful, (1,400 reviews)
The price is CA $239
CA $323 total
includes taxes & fees
May 25 - May 26

Warwick Allerton - Chicago
Warwick Allerton - ChicagoStreeterville, 8.1 km from Oakland
8.6 out of 10, Excellent, (3,058 reviews)
The price is CA $163
CA $234 total
includes taxes & fees
May 27 - May 28

Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago RiverwalkStreeterville, 7.4 km from Oakland
8.6 out of 10, Excellent, (1,618 reviews)
The price is CA $294
CA $399 total
includes taxes & fees
May 25 - May 26

Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 6.7 km from Oakland
9.2 out of 10, Wonderful, (2,243 reviews)
The price is CA $163
CA $236 total
includes taxes & fees
May 25 - May 26

Arlo Chicago
Arlo ChicagoTheatre District, 7.1 km from Oakland
9.4 out of 10, Exceptional, (2,123 reviews)
The price is CA $162
CA $234 total
includes taxes & fees
May 25 - May 26

River Hotel
River HotelThe Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (5,198 reviews)
The price is CA $184
CA $218 total
includes taxes & fees
May 26 - May 27

Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 6.8 km from Oakland
9.0 out of 10, Wonderful, (2,524 reviews)
The price is CA $203
CA $276 total
includes taxes & fees
May 25 - May 26
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.
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most.

Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Top Oakland Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast
8/10 Good
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