Hotels in Oakland

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Check prices for these dates

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

Where to stay in Oakland?

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, (2,534 reviews)
"Great place to stay. Very clean and the staff was very helpful"
United States
Lateisha
The price is CNY1,495
CNY2,011 total
includes taxes & fees
Jul 6 - Jul 7
Sable at Navy Pier Chicago, Curio Collection by Hilton
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 5.8 km from Oakland
9.0 out of 10, Wonderful, (1,007 reviews)
"This hotel is perfectly located. It is walking distance of many attractions. The staff is very friendly and made recommendation on places to eat and things to see and do."
United States
Frances
The price is CNY1,053
CNY1,451 total
includes taxes & fees
Jul 5 - Jul 6
The Blackstone, Autograph Collection
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 5.7 km from Oakland
8.6 out of 10, Excellent, (2,847 reviews)
"Staff was very helpful and thr perfect area to explore Chicago."
United States
David
The price is CNY1,329
CNY1,780 total
includes taxes & fees
Jun 30 - Jul 1
Hilton Chicago
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 6.7 km from Oakland
9.2 out of 10, Wonderful, (2,258 reviews)
"we loved this hotel! This hotel was in walking distance to all of the touristy things we wanted to do while in Chicago. The staff was friendly and the rooms were clean and beautiful."
United States
bonnie
The price is CNY770
CNY1,122 total
includes taxes & fees
Jul 5 - Jul 6
Silversmith Hotel Chicago Downtown
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 8.1 km from Oakland
9.2 out of 10, Wonderful, (1,798 reviews)
"Clean rooms, friendly and helpful staff. Great location."
United States
Mel
The price is CNY1,080
CNY1,510 total
includes taxes & fees
Jul 1 - Jul 2
Omni Chicago Hotel
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,629 reviews)
"Good location at good value"
Norway
Lars Kristian
The price is CNY978
CNY1,162 total
includes taxes & fees
Jul 8 - Jul 9
Eurostars Magnificent Mile
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 7.4 km from Oakland
8.6 out of 10, Excellent, (1,659 reviews)
"Great Experience and friendly staff"
United States
Nicholas
The price is CNY1,351
CNY1,848 total
includes taxes & fees
Jul 2 - Jul 3
Sheraton Grand Chicago Riverwalk
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 6.9 km from Oakland
9.4 out of 10, Exceptional, (1,086 reviews)
"Great location with excellent beds "
United States
Lisa
The price is CNY943
CNY1,322 total
includes taxes & fees
Jul 6 - Jul 7
Staypineapple, An Iconic Hotel, The Loop
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,505 reviews)
"Great location . Great service . Highly recommended"
United States
vikram
The price is CNY1,270
CNY1,752 total
includes taxes & fees
Jul 2 - Jul 3
Hyatt Regency Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
7.2 km from Oakland
9.0 out of 10, Wonderful, (3,374 reviews)
"Dated rooms but great staff and location"
United States
Conrad
The price is CNY1,188
CNY1,652 total
includes taxes & fees
Jul 5 - Jul 6
Swissotel - Chicago
2 restaurants; breakfast, lunch, and dinner served

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, (3,735 reviews)
"Beautiful rooms, friendly staff, great location"
United States
Heather
The price is CNY1,480
CNY1,958 total
includes taxes & fees
Jul 1 - Jul 2
LondonHouse Chicago, Curio Collection by Hilton
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6 km from Oakland
8.0 out of 10, Very Good, (10,222 reviews)
"Convenient to many interesting and beautiful places in Chicago. The hotel was well maintained and the staff was attentive and efficient."
United States
Lenore
The price is CNY922
CNY1,096 total
includes taxes & fees
Jun 29 - Jun 30
Congress Plaza Hotel
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 6.7 km from Oakland
8.6 out of 10, Excellent, (2,490 reviews)
"We loved staying at Palmer. It was centrally located for all of our excursions! Staff were. great and room was clean. It was a beautiful place. Highly recommend."
United States
Judy
The price is CNY1,246
CNY1,683 total
includes taxes & fees
Jul 2 - Jul 3
Palmer House a Hilton Hotel
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, (1,569 reviews)
"Love the neighborhood it was in. The staff was nice and the room was ready when we got there and it was a little early for check in."
United States
Brandi
The price is CNY1,096
CNY1,303 total
includes taxes & fees
Jun 29 - Jun 30
The Chicago Hotel Collection Ambassador Gold Coast
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 7.9 km from Oakland
8.0 out of 10, Very Good, (3,085 reviews)
"Amazing and incredibly helpful staff. The room was great and the hotel is in a phenomenal location. Second time staying there and look forward to doing so again in the future."
United States
Tyler
The price is CNY788
CNY1,057 total
includes taxes & fees
Jul 8 - Jul 9
Freehand Chicago
Lobby lounge

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 6.7 km from Oakland
8.4 out of 10, Very Good, (1,011 reviews)
"Staff was very friendly. The location of the hotel was very good."
United States
Tricia
The price is CNY1,146
CNY1,363 total
includes taxes & fees
Jul 2 - Jul 3
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 5.9 km from Oakland
7.4 out of 10, Good, (2,621 reviews)
"It was a comfortable stay"
United States
Md Imtiaz
The price is CNY929
CNY1,104 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Downtown Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 7.1 km from Oakland
8.8 out of 10, Excellent, (2,186 reviews)
"The front desk staff here were so friendly and invested in making sure that my stay in the city was a good time."
United States
Caitlin
The price is CNY1,337
CNY1,832 total
includes taxes & fees
Jul 1 - Jul 2
Fairmont Chicago at Millennium Park
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 7.1 km from Oakland
9.4 out of 10, Exceptional, (2,131 reviews)
"Wonderful staff and great food and drinks in the restaurant too."
United States
Toren
The price is CNY1,103
CNY1,517 total
includes taxes & fees
Jul 6 - Jul 7
Arlo Chicago
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 6.1 km from Oakland
9.6 out of 10, Exceptional, (1,253 reviews)
"The room was very clean and the bed was so comfortable. Great stay!"
South Korea
Su Ryoun
The price is CNY1,134
CNY1,348 total
includes taxes & fees
Jul 1 - Jul 2
Bluegreen Vacations Hotel Blake, an Ascend Collection 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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When is the best time to visit Chicago?

Our prices for hotels in Chicago are cheapest in January
Price trends for hotels in Chicago
Pricing is based on two traveler single night rates
View properties in June
Currently viewing crowd sizes and weather for June.
Typical weather for Chicago
June
High 23°C / low 17°C. Sunny most days.
View properties in June
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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May, no crowd data, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
Monthly weather averages (˚C)

Top landmarks in Oakland

41st Street Beach

When the beach is calling your name, you might want to head down to 41st Street Beach, located 4.3 mi (7 km) from central Chicago. Enjoy the sunset by the shore at 63rd Street Beach, 12th Street Beach, and Arthur Ashe Beach.
See properties

Check out reviews of Oakland hotels guests love

Freehand Chicago

Freehand Chicago

8/10 Good
"The best thing about Freehand is its location. Bang in downtown, walking distance to everything there is to see. The building has an old world charm and the theme is African - the tiles, wooden panels, rugs, upholstery, artefacts - gives an exotic feel. We stayed in a room with king bed and the room was astonishingly small - barely any place to walk - but hey, for the price and strategic location - you can’t expect more"
Narayan 1-night trip
Posted less than an hour ago
Freehand Chicago

Frequently asked questions

Is Oakland expensive to stay in?
You can find great hotels from CNY1,057 in Oakland to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Oakland hotels?
Discover great deals on hotels in Oakland with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Oakland hotels.
Can I receive a refund if I cancel my Oakland hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Oakland hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Oakland?
There are 7 hotels in the area to find your perfect somewhere. Basing yourself in Oakland makes it easy to explore Chicago, including the neighborhoods of Downtown Chicago and Near South Side.
Find out more about Oakland

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