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Top Trending Hotels Near Oakland, Chicago
Eurostars Magnificent Mile
River North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3136)
"Amazing and will be staying again!"
Angie
The price is ₹8,422
₹9,886 total
includes taxes & fees
6 Jan - 7 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Streeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2177)
"Nice Hotel"
Alan
The price is ₹8,042
₹9,441 total
includes taxes & fees
23 Dec - 24 Dec
River Hotel
The Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (4844)
"Location of the Hotel is very nice and the hotel is very clean."
Khaing
The price is ₹7,482
₹8,784 total
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile
Streeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (2945)
"Great location and great staff!!"
lynne
The price is ₹8,098
₹9,506 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Streeterville, 7.5 km from Oakland
9.4 out of 10, Exceptional, (2255)
"Smooth check in and beautiful hotel"
Monique
The price is ₹7,991
₹12,445 total
includes taxes & fees
16 Dec - 17 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
River North, 7.8 km from Oakland
8.4 out of 10, Very good, (4217)
"Great location. "
Rodger
The price is ₹7,343
₹8,620 total
includes taxes & fees
22 Dec - 23 Dec
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
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
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).
Top Oakland Hotel Reviews
Silversmith Hotel Chicago Downtown
10/10 Excellent
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More accommodation types in Oakland
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- Hilton Chicago
- The Whitehall Hotel, BW Premier Collection
- Sable at Navy Pier Chicago, Curio Collection by Hilton
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