Oakland Hotels, 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, (4,981 reviews)
"Great stay, good location, accommodating staff."
Ian
The price is AU$118
includes taxes & fees
15 Feb - 16 Feb
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,065 reviews)
"Great location and friendly staff. "
Pablo
The price is AU$153
includes taxes & fees
22 Feb - 23 Feb
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 8.6 km from Oakland
9.0 out of 10, Wonderful, (3,769 reviews)
"Great stay"
Jennifer
The price is AU$135
includes taxes & fees
8 Feb - 9 Feb
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 5.9 km from Oakland
7.4 out of 10, Good, (2,512 reviews)
"Always a good stay"
Domenic
The price is AU$128
includes taxes & fees
2 Feb - 3 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2,270 reviews)
"amazing stay"
Anani
The price is AU$151
includes taxes & fees
10 Feb - 11 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, (3,391 reviews)
"The staff was very helpful with the check in and the room was great. "
George
The price is AU$154
includes taxes & fees
6 Feb - 7 Feb
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier CollectionStreeterville, 8.6 km from Oakland
8.2 out of 10, Very good, (3,927 reviews)
"Location, breakfast was good, room was nice. "
Traci
The price is AU$126
includes taxes & fees
9 Feb - 10 Feb
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (9,828 reviews)
"Clean room, centrally located hotel.
Food menu at bar a bit limited but loads of places around to eat at. Great stay"
Jeff
The price is AU$235
includes taxes & fees
14 Feb - 15 Feb
Freehand Chicago
Freehand ChicagoRiver North, 7.9 km from Oakland
8.0 out of 10, Very good, (2,729 reviews)
"would definitely stay again, good price point "
Abby
The price is AU$111
includes taxes & fees
4 Feb - 5 Feb
Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,206 reviews)
"Hotel staff are nice and the rooms are clean .. This hotel is close to everything , highly recommend."
Maria Rochelle
The price is AU$158
includes taxes & fees
2 Mar - 3 Mar
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, (2,071 reviews)
"Great place"
Nicholas
The price is AU$124
includes taxes & fees
12 Feb - 13 Feb
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthRiver North, 8.1 km from Oakland
8.4 out of 10, Very good, (434 reviews)
"Amazing staff and very clean, modern rooms!"
genevieve
The price is AU$99
includes taxes & fees
8 Feb - 9 Feb
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 6.7 km from Oakland
8.6 out of 10, Excellent, (2,271 reviews)
"Excellent stay, we loved it "
Melani
The price is AU$263
includes taxes & fees
21 Feb - 22 Feb
The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoRiver North, 8.3 km from Oakland
8.6 out of 10, Excellent, (2,012 reviews)
"Loved the lounge, views and proximity to attractions."
Q. Nicole
The price is AU$156
includes taxes & fees
24 Feb - 25 Feb
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 6.8 km from Oakland
9.0 out of 10, Wonderful, (2,361 reviews)
"Will stay again!!"
Luzabeth
The price is AU$161
includes taxes & fees
20 Feb - 21 Feb
Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,452 reviews)
"Clean room, great staff, great location "
Tiffany
The price is AU$307
includes taxes & fees
15 Feb - 16 Feb
La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownThe Loop, 7 km from Oakland
8.6 out of 10, Excellent, (2,677 reviews)
"Room was clean, staff were courteous and helpful, and breakfast was solid."
Ian
The price is AU$171
includes taxes & fees
16 Feb - 17 Feb
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (3,258 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
Brisa
The price is AU$224
includes taxes & fees
9 Feb - 10 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, (1,519 reviews)
"Great location, friendly staff and nice room"
Srinivasa
The price is AU$138
includes taxes & fees
22 Feb - 23 Feb
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileStreeterville, 7.9 km from Oakland
9.0 out of 10, Wonderful, (1,708 reviews)
"Would definitely stay again…location was perfect "
Ashley
The price is AU$171
includes taxes & fees
8 Feb - 9 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.
Our guide on 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
Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.
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.
Top Oakland Hotel Reviews
LondonHouse Chicago, Curio Collection by Hilton
10/10 Excellent
