Hotels in Oakland, Chicago

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Our top choices for Oakland hotels

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, (2,493 reviews)
"Great place to stay "
United States
Mark
The price is RM721
RM992 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

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)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is RM466
RM674 total
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 5.7 km from Oakland
8.6 out of 10, Excellent, (2,780 reviews)
"Clean room and great location "
United States
Diana
The price is RM622
RM854 total
includes taxes & fees
25 May - 26 May
Hilton Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (4,086 reviews)
"Great hotel in an amazing location!"
United States
Samer
The price is RM582
RM804 total
includes taxes & fees
27 May - 28 May
Hotel Riu Plaza Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
7.2 km from Oakland
9.0 out of 10, Wonderful, (3,310 reviews)
"Breakfasr good, view great"
United States
Jan
The price is RM716
RM989 total
includes taxes & fees
9 May - 10 May
Swissotel - Chicago

The Wade

The Wade
4.5 star property
Streeterville, 7.9 km from Oakland
8.4 out of 10, Very good, (1,831 reviews)
"We enjoy our stay."
United States
Nuria
The price is RM582
RM693 total
includes taxes & fees
9 May - 10 May
The Wade

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,186 reviews)
"Great stay"
United States
Matthew
The price is RM524
RM623 total
includes taxes & fees
9 May - 10 May
Congress Plaza Hotel

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,513 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is RM798
RM1,088 total
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 5.4 km from Oakland
8.8 out of 10, Excellent, (1,985 reviews)
"Had a great stay-5 stars of 5"
United States
donald
The price is RM512
RM608 total
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Chicago Downtown South Loop

River Hotel

River Hotel
4.0 star property
The Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (5,183 reviews)
"Perfect for couples and the location is amazing"
United States
Jaden
The price is RM562
RM668 total
includes taxes & fees
25 May - 26 May
River Hotel

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, (3,707 reviews)
"Amazing hotel and staff!"
United States
erin
The price is RM734
RM988 total
includes taxes & fees
25 May - 26 May
LondonHouse Chicago, Curio Collection by Hilton

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 7.4 km from Oakland
8.6 out of 10, Excellent, (1,627 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is RM915
RM1,228 total
includes taxes & fees
24 May - 25 May
Sheraton Grand Chicago Riverwalk

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, (2,431 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is RM578
RM804 total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 7.1 km from Oakland
9.4 out of 10, Exceptional, (2,114 reviews)
"Great breakfast and staff. "
United States
Kelly
The price is RM524
RM741 total
includes taxes & fees
25 May - 26 May
Arlo Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 7.2 km from Oakland
9.6 out of 10, Exceptional, (4,018 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is RM668
RM794 total
includes taxes & fees
25 May - 26 May
L7 Chicago by LOTTE

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, (1,061 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is RM520
RM734 total
includes taxes & fees
26 May - 27 May
Staypineapple, An Iconic Hotel, The Loop

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,514 reviews)
"The hotel was phenomenally clean, the staff was nice !"
United States
Rochelle
The price is RM563
RM669 total
includes taxes & fees
10 May - 11 May
Eurostars Magnificent Mile

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, (2,150 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is RM752
RM1,033 total
includes taxes & fees
26 May - 27 May
Fairmont Chicago at Millennium Park

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,434 reviews)
"Lovely hotel Great location Very friendly and helpful staff"
United Kingdom
PATRICK
The price is RM719
RM980 total
includes taxes & fees
24 May - 25 May
The Royal Sonesta Chicago Downtown

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 7.7 km from Oakland
9.2 out of 10, Wonderful, (3,047 reviews)
"Great stay all around "
United States
Logan
The price is RM778
RM1,062 total
includes taxes & fees
26 May - 27 May
InterContinental Chicago Magnificent Mile by IHG
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.

Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.

Downtown Chicago

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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

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 5 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.

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