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Check prices for these dates

Tonight
10 Feb - 11 Feb
Tomorrow
11 Feb - 12 Feb
This weekend
13 Feb - 15 Feb
Next weekend
20 Feb - 22 Feb

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Our top choices for Oakland hotels

Exterior

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 9.3 km from Oakland
9.0 out of 10, Wonderful, (1,529 reviews)
"Great location, friendly staff and nice room"
United States
Srinivasa
The price is 1.469.156 ₫
2.486.745 ₫ total
includes taxes & fees
22 Feb - 23 Feb
Claridge House Chicago, Tapestry Collection by Hilton
Meeting facility

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Gold Coast, 8.9 km from Oakland
9.2 out of 10, Wonderful, (1,314 reviews)
"Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. "
United States
Yoshio
The price is 3.498.525 ₫
4.871.412 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Thompson Chicago, by Hyatt
Terrace/patio

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, (2,371 reviews)
"Great stay"
United States
Blake
The price is 3.171.996 ₫
4.606.013 ₫ total
includes taxes & fees
24 Feb - 25 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton
Serves breakfast, lunch and dinner

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 8 km from Oakland
9.4 out of 10, Exceptional, (886 reviews)
"Clean, friendly staff, and excellent location "
United States
Paulina
The price is 2.915.438 ₫
3.422.433 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Moxy Chicago Downtown
Smart TV

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
West Loop, 8 km from Oakland
9.2 out of 10, Wonderful, (401 reviews)
"The hotel in it’s entirety was better than advertised "
United States
Eric
The price is 4.271.926 ₫
5.655.394 ₫ total
includes taxes & fees
12 Feb - 13 Feb
Level Chicago Fulton Market
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
7.7 km from Oakland
9.0 out of 10, Wonderful, (1,010 reviews)
"Amazing, I loved my stay"
United States
Valerie
The Hoxton Chicago
Exterior

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
River North, 7.7 km from Oakland
9.4 out of 10, Exceptional, (1,049 reviews)
"Great hotel, good food and great service ! "
United States
Fernando
The price is 2.980.225 ₫
3.498.486 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Springhill Suites by Marriott Chicago Downtown/ River North
Exterior

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
7.5 km from Oakland
9.2 out of 10, Wonderful, (1,001 reviews)
"Nice hotel and staff. "
United States
Wendy
The price is 3.282.394 ₫
3.853.203 ₫ total
includes taxes & fees
6 Mar - 7 Mar
Hampton Inn Chicago West Loop Fulton Market Area
Property amenity

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 7.3 km from Oakland
9.4 out of 10, Exceptional, (4,223 reviews)
"Very nice Hotel, great atmosphere friendly staff. I had a great stay!"
United States
Lucie Saint Jean
The price is 2.772.905 ₫
3.255.115 ₫ total
includes taxes & fees
16 Feb - 17 Feb
citizenM Chicago Downtown
Lunch and dinner served

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, (1,859 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
United States
Michael
The price is 4.242.844 ₫
5.655.654 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Radisson Blu Aqua Hotel Chicago
Cocktail bar

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
River North, 7.9 km from Oakland
9.0 out of 10, Wonderful, (1,955 reviews)
"Very convenient place to stay friendly and helpful staff."
United States
Rick
The price is 2.103.780 ₫
2.469.628 ₫ total
includes taxes & fees
16 Feb - 17 Feb
ACME Hotel Chicago, Outset Collection by Hilton
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 9.4 km from Oakland
8.2 out of 10, Very good, (1,292 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is 2.679.870 ₫
3.145.899 ₫ total
includes taxes & fees
11 Feb - 12 Feb
The Chicago Hotel Collection Ambassador Gold Coast
Indoor pool

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, (4,361 reviews)
"All things about this hotel was good from the location to the staff"
United States
Cisco
The price is 2.103.780 ₫
2.469.625 ₫ total
includes taxes & fees
17 Feb - 18 Feb
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
8.6 km from Oakland
9.4 out of 10, Exceptional, (2,326 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is 4.383.522 ₫
5.906.421 ₫ total
includes taxes & fees
11 Feb - 12 Feb
Sofitel Chicago Magnificent Mile
2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 7.4 km from Oakland
9.4 out of 10, Exceptional, (3,601 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is 4.228.810 ₫
4.964.200 ₫ total
includes taxes & fees
16 Feb - 17 Feb
LondonHouse Chicago, Curio Collection by Hilton
City view from property

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
7.9 km from Oakland
8.8 out of 10, Excellent, (1,185 reviews)
"Staff is wonderful, nice clean rooms, centrally located, loved staying here. "
United States
Cassandra
The price is 3.731.760 ₫
4.380.713 ₫ total
includes taxes & fees
16 Feb - 17 Feb
Hyatt House Chicago West Loop
Exterior detail

The Emily Hotel

The Emily Hotel
4.0 star property
8.1 km from Oakland
9.2 out of 10, Wonderful, (1,305 reviews)
"Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again. "
United States
Mary
The price is 3.860.677 ₫
4.532.049 ₫ total
includes taxes & fees
15 Feb - 16 Feb
The Emily Hotel
Bar (on property)

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
The Loop, 6.6 km from Oakland
9.4 out of 10, Exceptional, (1,481 reviews)
"Great place to stay…near to many nice places to visit."
United States
Jorge
The price is 3.591.301 ₫
4.215.828 ₫ total
includes taxes & fees
27 Feb - 28 Feb
Canopy by Hilton Chicago Central Loop
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 8.6 km from Oakland
8.2 out of 10, Very good, (3,949 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is 1.983.757 ₫
2.328.733 ₫ total
includes taxes & fees
16 Feb - 17 Feb
The Whitehall Hotel, BW Premier Collection
Terrace/patio

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, (2,301 reviews)
"Awesome quite hotel beds are amazing great location "
United States
jamie
The price is 2.380.034 ₫
2.793.921 ₫ total
includes taxes & fees
16 Feb - 17 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
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 featuring a city

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Water Tower Place

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown featuring a river or creek

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

River North showing railway items, street scenes and a 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.

Underground passage in the Chicago O'Hare airport

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

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 6 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.