
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, (2,492 reviews)
The price is CA $257
CA $352 total
includes taxes & fees
May 26 - May 27

Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 6.7 km from Oakland
9.2 out of 10, Wonderful, (2,256 reviews)
The price is CA $125
CA $190 total
includes taxes & fees
Jun 2 - Jun 3

Hilton Chicago
Hilton ChicagoThe Loop, 5.7 km from Oakland
8.6 out of 10, Excellent, (2,778 reviews)
The price is CA $216
CA $297 total
includes taxes & fees
May 25 - May 26

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (4,070 reviews)
The price is CA $183
CA $256 total
includes taxes & fees
May 27 - May 28

Swissotel - Chicago
Swissotel - Chicago7.2 km from Oakland
9.0 out of 10, Wonderful, (3,306 reviews)
The price is CA $270
CA $369 total
includes taxes & fees
May 27 - May 28

Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,173 reviews)
The price is CA $171
CA $203 total
includes taxes & fees
May 8 - May 9

Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,511 reviews)
The price is CA $278
CA $379 total
includes taxes & fees
May 25 - May 26

Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 5.4 km from Oakland
8.8 out of 10, Excellent, (1,983 reviews)
The price is CA $178
CA $212 total
includes taxes & fees
May 26 - May 27

River Hotel
River HotelThe Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (5,172 reviews)
The price is CA $184
CA $219 total
includes taxes & fees
May 26 - May 27

LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonThe Loop, 7.4 km from Oakland
9.4 out of 10, Exceptional, (3,700 reviews)
The price is CA $246
CA $333 total
includes taxes & fees
May 26 - May 27

Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago RiverwalkStreeterville, 7.4 km from Oakland
8.6 out of 10, Excellent, (1,626 reviews)
The price is CA $293
CA $397 total
includes taxes & fees
May 25 - May 26

Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 6.7 km from Oakland
8.6 out of 10, Excellent, (2,429 reviews)
The price is CA $201
CA $280 total
includes taxes & fees
May 25 - May 26

Arlo Chicago
Arlo ChicagoTheatre District, 7.1 km from Oakland
9.4 out of 10, Exceptional, (2,110 reviews)
The price is CA $183
CA $258 total
includes taxes & fees
May 25 - May 26

L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 7.2 km from Oakland
9.6 out of 10, Exceptional, (4,016 reviews)
The price is CA $188
CA $223 total
includes taxes & fees
May 27 - May 28

Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 6.9 km from Oakland
9.4 out of 10, Exceptional, (1,060 reviews)
The price is CA $181
CA $256 total
includes taxes & fees
May 25 - May 26

Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,508 reviews)
The price is CA $196
CA $233 total
includes taxes & fees
May 10 - May 11

Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 7.1 km from Oakland
8.8 out of 10, Excellent, (2,149 reviews)
The price is CA $234
CA $327 total
includes taxes & fees
May 8 - May 9

The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,428 reviews)
The price is CA $195
CA $275 total
includes taxes & fees
May 25 - May 26

InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGMagnificent Mile, 7.7 km from Oakland
9.2 out of 10, Wonderful, (3,043 reviews)
The price is CA $271
CA $370 total
includes taxes & fees
May 26 - May 27
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

Club Quarters Hotel, Central Loop, Chicago
4/10 Poor
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