Oakland Hotels, 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, (2,445 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
Christopher
The price is NZ$514
includes taxes & fees
19 Apr - 20 Apr
Swissotel - Chicago
Swissotel - Chicago7.2 km from Oakland
9.0 out of 10, Wonderful, (3,252 reviews)
"Excellent stay."
Fenton
The price is NZ$504
includes taxes & fees
10 Apr - 11 Apr
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2,410 reviews)
"Loved this hotel!"
Ellen
The price is NZ$263
includes taxes & fees
12 Apr - 13 Apr
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, (2,809 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
Shannon
The price is NZ$337
includes taxes & fees
12 Apr - 13 Apr
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago7.1 km from Oakland
8.6 out of 10, Excellent, (1,901 reviews)
"Overall a great stay."
Joshua
The price is NZ$532
includes taxes & fees
10 Apr - 11 Apr
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 7.1 km from Oakland
8.8 out of 10, Excellent, (2,109 reviews)
"lovely hotel "
alyvia
The price is NZ$491
includes taxes & fees
8 Apr - 9 Apr
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,169 reviews)
"Nice location and good hotel"
Taneshia
The price is NZ$249
includes taxes & fees
12 Apr - 13 Apr
Ivy Boutique Hotel
Ivy Boutique HotelStreeterville, 7.9 km from Oakland
8.8 out of 10, Excellent, (1,217 reviews)
"Clean friendly staff love the decor "
Kiasha
The price is NZ$248
includes taxes & fees
12 Apr - 13 Apr
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, (2,421 reviews)
"My family and I had a very good two night stay. I would stay here again."
Juliette
The price is NZ$265
includes taxes & fees
12 Apr - 13 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileStreeterville, 7.9 km from Oakland
9.0 out of 10, Wonderful, (1,006 reviews)
"Great stay "
Jennifer
The price is NZ$220
includes taxes & fees
12 Apr - 13 Apr
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 8.6 km from Oakland
9.0 out of 10, Wonderful, (4,087 reviews)
"Excellent stay overall"
Emre
The price is NZ$282
includes taxes & fees
26 Apr - 27 Apr
Millennium Hotel Knickerbocker Chicago
Millennium Hotel Knickerbocker ChicagoStreeterville, 8.6 km from Oakland
8.6 out of 10, Excellent, (1,972 reviews)
"Very small shower, cleanish"
Riley
The price is NZ$232
includes taxes & fees
19 Apr - 20 Apr
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,484 reviews)
"Increíble hotel súper friendly staff! "
Alejandra
The price is NZ$576
includes taxes & fees
10 Apr - 11 Apr
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent MileStreeterville, 8 km from Oakland
9.0 out of 10, Wonderful, (1,083 reviews)
"Clean room, very new, excellent stay"
Anthony
The price is NZ$364
includes taxes & fees
19 Apr - 20 Apr
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileStreeterville, 7.9 km from Oakland
9.0 out of 10, Wonderful, (1,834 reviews)
"The location and the hotel was great."
Joan
The price is NZ$298
includes taxes & fees
12 Apr - 13 Apr
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileStreeterville, 8.2 km from Oakland
7.6 out of 10, Good, (1,279 reviews)
"Amazing stay "
Napoleon
The price is NZ$210
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent MileStreeterville, 8.1 km from Oakland
8.2 out of 10, Very good, (1,407 reviews)
"The hotel staffs are really nice! The location is great"
Teshinee
The price is NZ$242
includes taxes & fees
9 Apr - 10 Apr
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (3,748 reviews)
"Great hotel "
Marina
The price is NZ$315
includes taxes & fees
12 Apr - 13 Apr
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,058 reviews)
"The stay is well worth the affordable price."
Thomas
The price is NZ$237
includes taxes & fees
26 Apr - 27 Apr
Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 5.4 km from Oakland
8.2 out of 10, Very good, (2,681 reviews)
"Nice, quiet place to stay at, close to a lot of places to eat and to adventure out to."
Kristin
The price is NZ$239
includes taxes & fees
13 Apr - 14 Apr
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.
Our guide on where to stay in Oakland
Find the best Oakland areas 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
An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
O'Hare
Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
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