Find hotels in Oakland, Chicago from SAR 189

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Discover 4,389 Oakland hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2047)
"Really nice view and facilities. "
The price is SAR 603
SAR 816 total
includes taxes & fees
29 Jun - 30 Jun
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2207)
"Wonderful stay!"
The price is SAR 658
SAR 883 total
includes taxes & fees
30 Jun - 1 Jul
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1451)
"Perfect location and superb staff!"
The price is SAR 634
SAR 863 total
includes taxes & fees
30 Jun - 1 Jul
Loews Chicago Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1860)
"Great place to stay"
The price is SAR 602
SAR 707 total
includes taxes & fees
30 Jun - 1 Jul
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1424)
"great place to stay"
The price is SAR 690
SAR 924 total
includes taxes & fees
29 Jun - 30 Jun
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1756)
"Great hotel "
The price is SAR 773
SAR 1,018 total
includes taxes & fees
28 Jun - 29 Jun
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2743)
"Loved my stay here for memorial weekend"
The price is SAR 443
SAR 520 total
includes taxes & fees
29 Jun - 30 Jun
Aloft Chicago Mag Mile

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1005)
"The location is excellent. Close to attractions, shopping and restaurants. Easy check in and check out. Carlos was super nice during our check in ."
The price is SAR 501
SAR 588 total
includes taxes & fees
30 Jun - 1 Jul
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1784)
"Had a wonderful stay"
The price is SAR 513
SAR 602 total
includes taxes & fees
29 Jun - 30 Jun
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3238)
"Wonderful stay in a great location! "
The price is SAR 694
SAR 925 total
includes taxes & fees
29 Jun - 30 Jun
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2283)
"Great location and nice staff! "
The price is SAR 520
SAR 610 total
includes taxes & fees
8 Jul - 9 Jul
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1819)
"nice place to stay!"
The price is SAR 446
SAR 612 total
includes taxes & fees
6 Jul - 7 Jul
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1017)
"A great place to stay"
The price is SAR 634
SAR 854 total
includes taxes & fees
29 Jun - 30 Jun
Hyatt Centric Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1081)
"Great stay! "
The price is SAR 189
SAR 747 total
includes taxes & fees
15 Jun - 16 Jun
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1609)
"A great stay for the price"
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1992)
"breakfast is good location is great"
The price is SAR 581
SAR 788 total
includes taxes & fees
29 Jun - 30 Jun
Hotel Riu Plaza Chicago

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Great friendly staff and a nice overall atmosphere "
The price is SAR 560
SAR 751 total
includes taxes & fees
29 Jun - 30 Jun
The Blackstone, Autograph Collection

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2504)
"This was our second stay at this hotel and we loved it. We love how the pastry restaurant is also connected to the hotel and it’s in walking distance of all of the attractions. "
The price is SAR 430
SAR 505 total
includes taxes & fees
1 Jul - 2 Jul
Best Western Grant Park Hotel

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8846)
"Great place to stay."
The price is SAR 537
SAR 630 total
includes taxes & fees
3 Jul - 4 Jul
Congress Plaza Hotel

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1001)
"A nice place to stay for a weekend trip."
The price is SAR 475
SAR 614 total
includes taxes & fees
29 Jun - 30 Jun
Le Méridien Essex Chicago
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

4 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.

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 6 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.