
Hotels in Oakland, Chicago
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Our top choices for Oakland hotels

Omni Chicago Hotel
Omni Chicago HotelStreeterville, 8.1 km from Oakland
9.2 out of 10, Wonderful, (1,814 reviews)
The price is CA $214
CA $301 total
includes taxes & fees
Jul 5 - Jul 6

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, (1,249 reviews)
The price is CA $237
CA $281 total
includes taxes & fees
Jul 5 - Jul 6

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (4,466 reviews)
The price is CA $224
CA $306 total
includes taxes & fees
Jul 6 - Jul 7

Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,293 reviews)
The price is CA $191
CA $227 total
includes taxes & fees
Jun 29 - Jun 30

Hilton Chicago
Hilton ChicagoThe Loop, 5.7 km from Oakland
8.6 out of 10, Excellent, (2,862 reviews)
The price is CA $274
CA $367 total
includes taxes & fees
Jul 1 - Jul 2

Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 6.7 km from Oakland
9.2 out of 10, Wonderful, (2,253 reviews)
The price is CA $197
CA $277 total
includes taxes & fees
Jul 5 - Jul 6

River Hotel
River HotelThe Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (5,233 reviews)
The price is CA $195
CA $232 total
includes taxes & fees
Jul 1 - Jul 2

Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,649 reviews)
The price is CA $213
CA $253 total
includes taxes & fees
Jul 1 - Jul 2

Arlo Chicago
Arlo ChicagoTheatre District, 7.1 km from Oakland
9.4 out of 10, Exceptional, (2,121 reviews)
The price is CA $312
CA $414 total
includes taxes & fees
Jul 1 - Jul 2

Warwick Allerton - Chicago
Warwick Allerton - ChicagoStreeterville, 8.1 km from Oakland
8.6 out of 10, Excellent, (3,007 reviews)
The price is CA $176
CA $251 total
includes taxes & fees
Jul 1 - Jul 2

The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,451 reviews)
The price is CA $257
CA $351 total
includes taxes & fees
Jul 1 - Jul 2

Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 5.9 km from Oakland
7.6 out of 10, Good, (2,595 reviews)
The price is CA $177
CA $211 total
includes taxes & fees
Jul 5 - Jul 6

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileStreeterville, 7.6 km from Oakland
8.2 out of 10, Very good, (2,903 reviews)
The price is CA $282
CA $376 total
includes taxes & fees
Jul 1 - Jul 2

DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2,509 reviews)
The price is CA $263
CA $312 total
includes taxes & fees
Jul 1 - Jul 2

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 8.6 km from Oakland
9.0 out of 10, Wonderful, (4,435 reviews)
The price is CA $195
CA $232 total
includes taxes & fees
Jul 1 - Jul 2

Le Méridien Essex Chicago
Le Méridien Essex ChicagoThe Loop, 5.6 km from Oakland
9.0 out of 10, Wonderful, (1,014 reviews)
The price is CA $222
CA $289 total
includes taxes & fees
Jul 7 - Jul 8

Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileStreeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,282 reviews)
The price is CA $238
CA $283 total
includes taxes & fees
Jul 5 - Jul 6

The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileStreeterville, 8.2 km from Oakland
7.8 out of 10, Good, (1,584 reviews)
The price is CA $223
CA $266 total
includes taxes & fees
Jul 1 - Jul 2

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, (1,603 reviews)
The price is CA $219
CA $260 total
includes taxes & fees
Jul 1 - Jul 2

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile - MedicalStreeterville, 8.6 km from Oakland
8.6 out of 10, Excellent, (2,499 reviews)
The price is CA $231
CA $274 total
includes taxes & fees
Jul 2 - Jul 3
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

InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
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