Find hotels in Oakland, Chicago from AED 122

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Discover 4,636 Oakland hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Ameristar Casino Hotel East Chicago

4.0 star property
8.4 out of 10, Very Good, (1000)
"Very nice and the staff"
The price is AED 405
AED 491 total
includes taxes & fees
1 Sep - 2 Sep
Ameristar Casino Hotel East Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2062)
"Beautiful property, will definitely stay there again."
The price is AED 656
AED 877 total
includes taxes & fees
1 Sep - 2 Sep
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

4.5 star property
8.2 out of 10, Very Good, (1156)
"Awesome place to stay"
The price is AED 437
AED 513 total
includes taxes & fees
1 Sep - 2 Sep
The Wade

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2544)
"Hotel is amazing "
The price is AED 557
AED 762 total
includes taxes & fees
1 Sep - 2 Sep
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1518)
"This is a nice hotel in a great neighborhood. "
The price is AED 731
AED 975 total
includes taxes & fees
1 Sep - 2 Sep
Loews Chicago Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1953)
"Great place !"
The price is AED 585
AED 686 total
includes taxes & fees
1 Sep - 2 Sep
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1593)
"Lovely hotel and in the most convenient location"
The price is AED 676
AED 905 total
includes taxes & fees
17 Aug - 18 Aug
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1817)
"Excellent accommodation, very clean and friendly staff "
The price is AED 876
AED 1,136 total
includes taxes & fees
8 Aug - 9 Aug
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2774)
"We love our stay here !"
The price is AED 544
AED 638 total
includes taxes & fees
24 Aug - 25 Aug
Aloft Chicago Mag Mile

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1014)
"Great location and hotel "
The price is AED 528
AED 620 total
includes taxes & fees
10 Aug - 11 Aug
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1995)
"Great hotel with a great hot breakfast. Would stay here again."
The price is AED 485
AED 569 total
includes taxes & fees
1 Sep - 2 Sep
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3347)
"Great location and wonderful hotel. "
The price is AED 771
AED 1,013 total
includes taxes & fees
1 Sep - 2 Sep
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2575)
"Great location and hotel!"
The price is AED 528
AED 619 total
includes taxes & fees
4 Sep - 5 Sep
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1926)
"Great stay"
The price is AED 466
AED 634 total
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1024)
"Best place we have stayed in Chicago in a long time. "
The price is AED 584
AED 793 total
includes taxes & fees
24 Aug - 25 Aug
Hyatt Centric Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1134)
"Enjoyed staying here!"
The price is AED 122
AED 661 total
includes taxes & fees
7 Aug - 8 Aug
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1687)
"I really enjoyed my stay here, the staff was very pleasant and the rooms great!"
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2277)
"Beautiful hotel , breakfast was amazing "
The price is AED 658
AED 875 total
includes taxes & fees
25 Aug - 26 Aug
Hotel Riu Plaza Chicago

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2568)
"The walkability was great & even with a packed hotel, the staff was very accommodating & it was quiet."
The price is AED 434
AED 509 total
includes taxes & fees
25 Aug - 26 Aug
Best Western Grant Park Hotel

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8981)
"Great place to stay."
Congress Plaza 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 and neighborhoods for the activities you enjoy most.
Downtown Chicago map

Downtown Chicago

5 out of top 10 points of interest in this area

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 map

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop map

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North map

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park map

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Oakland Hotel Reviews

Frequently asked questions

What's it like in Oakland?

Oakland is a neighborhood that travelers 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 neighborhood.

How many hotels are there in the Oakland area?

When you want to find places to stay in Chicago, start by booking one of Expedia's 5 hotels and other accommodations in Oakland.

If I need to cancel my hotel reservation in Oakland, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the best deals in Oakland.

Where can I learn more about changing or cancelling my trip to Oakland?

To find more details about picking new dates or cancelling your trip to Oakland, go to https://www.expedia.com/service/.

What can I see and do in this Chicago neighborhood?

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 neighborhood. 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.