Chicago Hotel Guide. Hotels in Oakland, Chicago, United States of America

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Check prices for these dates

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

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Our top choices for Oakland hotels

Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2,238 reviews)
"Great hotel "
United States
Jeffrey
The price is €86
includes taxes & fees
5 Feb - 6 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,045 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is €77
includes taxes & fees
19 Jan - 20 Jan
Aloft Chicago Mag Mile
Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (4,913 reviews)
"Would stay there again"
United States
Zach
The price is €82
includes taxes & fees
26 Jan - 27 Jan
River Hotel
Lobby
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6 km from Oakland
8.0 out of 10, Very good, (9,766 reviews)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel
Nightclub
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 6.6 km from Oakland
8.8 out of 10, Excellent, (3,365 reviews)
"Perfect with a pub next door!"
United States
Chad
The price is €82
includes taxes & fees
26 Jan - 27 Jan
Club Quarters Hotel, Central Loop, Chicago
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 8 km from Oakland
9.0 out of 10, Wonderful, (1,068 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is €124
includes taxes & fees
25 Jan - 26 Jan
Hyatt Centric Chicago Magnificent Mile
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,184 reviews)
"Hospitality over all was top tier! Will definitely stay again "
United States
Margie
The price is €94
includes taxes & fees
11 Feb - 12 Feb
Eurostars Magnificent Mile
Exterior
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
River North, 7.7 km from Oakland
8.8 out of 10, Excellent, (3,594 reviews)
"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is €126
includes taxes & fees
22 Jan - 23 Jan
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 7.8 km from Oakland
8.6 out of 10, Excellent, (4,318 reviews)
"Amazing staff and perfect location "
United States
Brandi
The price is €78
includes taxes & fees
20 Jan - 21 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 7.3 km from Oakland
9.4 out of 10, Exceptional, (4,189 reviews)
"Stay was great and in a great location!! "
United States
Ashley
The price is €104
includes taxes & fees
29 Jan - 30 Jan
citizenM Chicago Downtown
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 7.5 km from Oakland
9.4 out of 10, Exceptional, (2,323 reviews)
"Excellent location, service, view and food!!"
United States
Christine
The price is €131
includes taxes & fees
19 Jan - 20 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Arlo Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 7.1 km from Oakland
9.4 out of 10, Exceptional, (1,938 reviews)
"Clean and comfy room, friendly staff, great location. "
United States
Agata
The price is €135
includes taxes & fees
4 Feb - 5 Feb
Arlo Chicago
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (2,061 reviews)
"Great stay"
United States
Kramer
The price is €82
includes taxes & fees
26 Jan - 27 Jan
Club Quarters Hotel Wacker at Michigan, Chicago
Lunch and dinner served
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
7.1 km from Oakland
8.6 out of 10, Excellent, (1,823 reviews)
"Great hotel"
United States
Yavuz
The price is €172
includes taxes & fees
2 Feb - 3 Feb
Radisson Blu Aqua Hotel Chicago
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 8.1 km from Oakland
8.6 out of 10, Excellent, (3,029 reviews)
"Location was perfect, easily accessible"
United States
Adarsh
The price is €99
includes taxes & fees
25 Jan - 26 Jan
Warwick Allerton - Chicago
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,436 reviews)
"The Hotel was amazing great location "
United States
Donnisha
The price is €179
includes taxes & fees
26 Jan - 27 Jan
Hyatt Regency Chicago
Lobby sitting area
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Streeterville, 7.9 km from Oakland
8.4 out of 10, Very good, (1,806 reviews)
"Very clean and comfortable hotel!"
United States
HYUNJI
Hotel Saint Clair- Magnificent Mile
Property amenity
The Wade

The Wade

The Wade
4.5 star property
Streeterville, 7.9 km from Oakland
8.4 out of 10, Very good, (1,598 reviews)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is €102
includes taxes & fees
22 Jan - 23 Jan
The Wade
Restaurant
Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The 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!"
United States
Brianna
The price is €113
includes taxes & fees
29 Jan - 30 Jan
Hilton Garden Inn Chicago Central Loop
Nightclub
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 6.6 km from Oakland
8.6 out of 10, Excellent, (1,988 reviews)
"Clean rooms, very friendly staff, and great location"
United States
Dipayan
The price is €82
includes taxes & fees
26 Jan - 27 Jan
Central Loop Hotel
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.
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Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.
Downtown Chicago which includes a city

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 - River North

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop - Downtown showing a river or creek

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.

Chicago showing rides

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

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent
"Good."
Cleo 2-night trip
Posted 16 hours ago
Club Quarters Hotel Wacker at Michigan, Chicago

Frequently asked questions

What's it like in Oakland?
Oakland is a neighbourhood that travellers like for its beaches, restaurants and shopping. Looking for sights you might find in a travel guide about Oakland? Consider a visit to Lake Michigan while you're in the neighbourhood.
How many hotels can I expect to find in Oakland?
When you want to find places to stay in Chicago, start by booking one of Expedia's 7 hotels and other accommodation options in Oakland.
If I need to cancel my hotel reservation in Oakland, will I receive a refund?
Yes, you'll find most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Add your dates and click on "Search", then filter by "fully refundable" to view the top deals on offer in Oakland.
What can I see and do in this Chicago neighbourhood?
Spend some time exploring the natural setting of Oakland with a visit to Lake Michigan and Burnham Park. A visit to 41st Street Beach is also worth the trip while you're discovering the neighbourhood. A few places to visit in the area around Oakland include Soldier Field, Nat King Cole Residence and Muddy Waters' House. While you're out sightseeing, Ida B. Wells-Barnett Residence and Ida B Wells House are a couple of additional sights to visit in Chicago.

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