Hotels in Oakland, Chicago
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Our top choices for Oakland hotels
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 RM361
RM424 total
includes taxes & fees
28 Jan - 29 Jan
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 RM345
RM405 total
includes taxes & fees
2 Feb - 3 Feb
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,424 reviews)
"The Hotel was amazing great location "
Donnisha
The price is RM629
RM858 total
includes taxes & fees
1 Feb - 2 Feb
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,032 reviews)
"All around a nice stay for the holiday "
Alec
The price is RM340
RM399 total
includes taxes & fees
26 Jan - 27 Jan
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (3,168 reviews)
"Great breakfast, Clean room, enjoyed the stay"
Shyju
The price is RM369
RM547 total
includes taxes & fees
11 Feb - 12 Feb
Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,175 reviews)
"Hospitality over all was top tier! Will definitely stay again "
Margie
The price is RM379
RM445 total
includes taxes & fees
15 Feb - 16 Feb
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoTheatre District, 6.6 km from Oakland
8.8 out of 10, Excellent, (3,360 reviews)
"Perfect with a pub next door!"
Chad
The price is RM300
RM352 total
includes taxes & fees
28 Jan - 29 Jan
citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 7.3 km from Oakland
9.4 out of 10, Exceptional, (4,195 reviews)
"Stay was great and in a great location!! "
Ashley
The price is RM392
RM461 total
includes taxes & fees
1 Feb - 2 Feb
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, (4,317 reviews)
"Amazing staff and perfect location "
Brandi
The price is RM320
RM375 total
includes taxes & fees
27 Jan - 28 Jan
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileStreeterville, 7.9 km from Oakland
9.0 out of 10, Wonderful, (1,671 reviews)
"Would definitely stay again…location was perfect "
Ashley
The price is RM410
RM481 total
includes taxes & fees
5 Feb - 6 Feb
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, (2,064 reviews)
"Great stay"
Kramer
The price is RM361
RM424 total
includes taxes & fees
28 Jan - 29 Jan
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (9,762 reviews)
"Wonderful stay!"
Zach
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHGRiver North, 7.7 km from Oakland
8.8 out of 10, Excellent, (3,597 reviews)
"Great location and breakfast.. can be a bit pricey but worth it. "
Shaurya
The price is RM471
RM553 total
includes taxes & fees
15 Feb - 16 Feb
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 6.8 km from Oakland
9.0 out of 10, Wonderful, (2,363 reviews)
"Great hotel!!"
Juancarlos
The price is RM377
RM544 total
includes taxes & fees
23 Jan - 24 Jan
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 8.6 km from Oakland
9.0 out of 10, Wonderful, (3,713 reviews)
"Great stay!!!"
Lorenzo Martrel
The price is RM349
RM410 total
includes taxes & fees
25 Jan - 26 Jan
Freehand Chicago
Freehand ChicagoRiver North, 7.9 km from Oakland
8.0 out of 10, Very good, (2,707 reviews)
"Great fun place to stay close to most things in downtown "
Kayla
The price is RM219
RM328 total
includes taxes & fees
1 Feb - 2 Feb
The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoRiver North, 8.3 km from Oakland
8.6 out of 10, Excellent, (1,981 reviews)
"The room was nice, the area was perfect for walking distance for food and activities. "
Alexis
The price is RM320
RM470 total
includes taxes & fees
10 Feb - 11 Feb
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by HiltonGold Coast, 9.3 km from Oakland
9.0 out of 10, Wonderful, (1,516 reviews)
"Clean room, staff was very nice and it was in a very nice location! "
Mary
The price is RM229
RM388 total
includes taxes & fees
1 Feb - 2 Feb
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 5.9 km from Oakland
7.4 out of 10, Good, (2,507 reviews)
"Always a good stay"
Domenic
The price is RM293
RM344 total
includes taxes & fees
8 Feb - 9 Feb
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 RM351
RM533 total
includes taxes & fees
1 Feb - 2 Feb
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.
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.
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.
