Search Hotels in Oakland, Chicago
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Our top choices for Oakland hotels
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2,236 reviews)
"Great hotel "
Jeffrey
The price is Rp1.437.394
Rp1.687.357 total
includes taxes & fees
2 Feb - 3 Feb
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,031 reviews)
"All around a nice stay for the holiday "
Alec
The price is Rp1.297.835
Rp1.523.527 total
includes taxes & fees
22 Jan - 23 Jan
River Hotel
River HotelThe Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (4,912 reviews)
"Would stay there again"
Zach
The price is Rp1.375.368
Rp1.614.543 total
includes taxes & fees
27 Jan - 28 Jan
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (9,771 reviews)
"Wonderful stay!"
Zach
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoTheatre District, 6.6 km from Oakland
8.8 out of 10, Excellent, (3,367 reviews)
"Perfect with a pub next door!"
Chad
The price is Rp1.374.365
Rp1.613.367 total
includes taxes & fees
27 Jan - 28 Jan
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent MileStreeterville, 8 km from Oakland
9.0 out of 10, Wonderful, (1,064 reviews)
"Amazing location, excellent service and great pool and hot tub. "
Tim
The price is Rp1.653.946
Rp2.436.906 total
includes taxes & fees
25 Jan - 26 Jan
Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,174 reviews)
"Hospitality over all was top tier! Will definitely stay again "
Margie
The price is Rp1.620.192
Rp1.901.943 total
includes taxes & fees
19 Jan - 20 Jan
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHGRiver North, 7.7 km from Oakland
8.8 out of 10, Excellent, (3,596 reviews)
"Great location and breakfast.. can be a bit pricey but worth it. "
Shaurya
The price is Rp2.106.875
Rp2.473.259 total
includes taxes & fees
26 Jan - 27 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent MileRiver North, 7.8 km from Oakland
8.6 out of 10, Excellent, (4,318 reviews)
"Amazing staff and perfect location "
Brandi
The price is Rp1.326.826
Rp1.557.562 total
includes taxes & fees
27 Jan - 28 Jan
citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 7.3 km from Oakland
9.4 out of 10, Exceptional, (4,192 reviews)
"Stay was great and in a great location!! "
Ashley
The price is Rp1.707.109
Rp2.003.973 total
includes taxes & fees
25 Jan - 26 Jan
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, (2,327 reviews)
"Great stay!"
Angela
The price is Rp1.704.883
Rp2.575.276 total
includes taxes & fees
20 Jan - 21 Jan
Arlo Chicago
Arlo ChicagoTheatre District, 7.1 km from Oakland
9.4 out of 10, Exceptional, (1,936 reviews)
"Clean and comfy room, friendly staff, great location. "
Agata
The price is Rp1.506.272
Rp2.271.993 total
includes taxes & fees
15 Jan - 16 Jan
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, ChicagoThe Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (2,063 reviews)
"Great stay"
Kramer
The price is Rp1.375.368
Rp1.614.543 total
includes taxes & fees
27 Jan - 28 Jan
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago7.1 km from Oakland
8.6 out of 10, Excellent, (1,824 reviews)
"Great hotel"
Yavuz
The price is Rp2.599.058
Rp3.489.837 total
includes taxes & fees
1 Feb - 2 Feb
Warwick Allerton - Chicago
Warwick Allerton - ChicagoStreeterville, 8.1 km from Oakland
8.6 out of 10, Excellent, (3,024 reviews)
"Location was perfect, easily accessible"
Adarsh
The price is Rp1.061.563
Rp1.741.538 total
includes taxes & fees
20 Jan - 21 Jan
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,436 reviews)
"The Hotel was amazing great location "
Donnisha
The price is Rp2.599.058
Rp3.546.376 total
includes taxes & fees
1 Feb - 2 Feb
Hotel Saint Clair- Magnificent Mile
Hotel Saint Clair- Magnificent MileStreeterville, 7.9 km from Oakland
8.4 out of 10, Very good, (1,808 reviews)
"Very clean and comfortable hotel!"
HYUNJI
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopThe Loop, 6.6 km from Oakland
9.2 out of 10, Wonderful, (1,282 reviews)
"Great environment and staff was great! Will stay here again!"
Brianna
The price is Rp1.921.133
Rp2.255.217 total
includes taxes & fees
24 Jan - 25 Jan
Central Loop Hotel
Central Loop HotelTheatre District, 6.6 km from Oakland
8.6 out of 10, Excellent, (1,986 reviews)
"Clean rooms, very friendly staff, and great location"
Dipayan
The price is Rp1.374.365
Rp1.613.367 total
includes taxes & fees
27 Jan - 28 Jan
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 for the activities you enjoy most. Learn more about Oakland
Learn more about Oakland
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
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
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.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).
