Find hotels in Oakland, Chicago from AED 206

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Discover 4,240 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, (2073)
"Great stay and awesome views"
The price is AED 632
AED 848 total
includes taxes & fees
27 May - 28 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2101)
"Loved the location of the hotel most!!"
The price is AED 632
AED 849 total
includes taxes & fees
11 May - 12 May
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1441)
"Very good hotel and excellent location. "
The price is AED 731
AED 975 total
includes taxes & fees
11 May - 12 May
Loews Chicago Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1842)
"Great place to stay"
The price is AED 511
AED 600 total
includes taxes & fees
26 May - 27 May
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1422)
"great place to stay"
The price is AED 676
AED 905 total
includes taxes & fees
26 May - 27 May
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1712)
"Great hotel"
The price is AED 658
AED 880 total
includes taxes & fees
9 May - 10 May
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2716)
"Great location "
The price is AED 327
AED 384 total
includes taxes & fees
27 May - 28 May
Aloft Chicago Mag Mile

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1000)
"Was nice"
The price is AED 461
AED 542 total
includes taxes & fees
28 May - 29 May
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1730)
"Great Location and exceptional staff. "
The price is AED 455
AED 535 total
includes taxes & fees
27 May - 28 May
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3216)
"Great hotel "
The price is AED 757
AED 996 total
includes taxes & fees
26 May - 27 May
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2192)
"Great location & services!"
The price is AED 621
AED 729 total
includes taxes & fees
21 May - 22 May
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1770)
"wonderful hotel, in good location, clean and convenient service"
The price is AED 331
AED 474 total
includes taxes & fees
26 May - 27 May
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1015)
"A great place to stay"
The price is AED 584
AED 793 total
includes taxes & fees
22 May - 23 May
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1347)
"Great place to stay "
The price is AED 546
AED 641 total
includes taxes & fees
26 May - 27 May
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1026)
"Affordable, staff friendly and helpful! "
The price is AED 206
AED 500 total
includes taxes & fees
11 May - 12 May
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1567)
"Great place would stay again "
The price is AED 411
AED 499 total
includes taxes & fees
12 May - 13 May
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1820)
"Great place to stay."
The price is AED 521
AED 715 total
includes taxes & fees
11 May - 12 May
Hotel Riu Plaza Chicago

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2511)
"Nice stay, close to CTA and walkable to great dining and shops."
The price is AED 372
AED 436 total
includes taxes & fees
26 May - 27 May
Best Western Grant Park Hotel

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8756)
"Great stay"
The price is AED 467
AED 548 total
includes taxes & fees
11 May - 12 May
Congress Plaza Hotel

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1000)
"This is a great location and stay . "
The price is AED 443
AED 585 total
includes taxes & fees
27 May - 28 May
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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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.