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Our top choices for Oakland hotels

1. 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, (3,757 reviews)
"Great location!"
United States
William
The price is ฿7,811
฿10,254 total
includes taxes & fees
5 Jul - 6 Jul
LondonHouse Chicago, Curio Collection by Hilton

2. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,457 reviews)
"Staff was great."
United States
Marianne
The price is ฿7,251
฿9,797 total
includes taxes & fees
6 Jul - 7 Jul
Hyatt Regency Chicago

3. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 7.4 km from Oakland
8.6 out of 10, Excellent, (1,689 reviews)
"Location was great"
United States
Pamela
The price is ฿7,218
฿9,757 total
includes taxes & fees
5 Jul - 6 Jul
Sheraton Grand Chicago Riverwalk

4. Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 8.1 km from Oakland
9.2 out of 10, Wonderful, (1,823 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is ฿4,324
฿6,238 total
includes taxes & fees
8 Jul - 9 Jul
Omni Chicago Hotel

5. 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, (2,222 reviews)
"Location is excellent!"
United States
Michele
The price is ฿7,773
฿10,418 total
includes taxes & fees
8 Jul - 9 Jul
Fairmont Chicago at Millennium Park

6. 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, (4,227 reviews)
"I would absolutely stay here again! Beautiful well thought out property, within walking distance of everything."
United States
Joel
The price is ฿8,871
฿10,547 total
includes taxes & fees
30 Jun - 1 Jul
L7 Chicago by LOTTE

7. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
7.1 km from Oakland
8.6 out of 10, Excellent, (1,959 reviews)
"Beautiful hotel, amazing staff, perfect location. Will definitely make this a regular hotel to stay at while in Chicago."
United States
April
The price is ฿6,932
฿9,260 total
includes taxes & fees
6 Jul - 7 Jul
Radisson Blu Aqua Hotel Chicago

8. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,302 reviews)
"Very great hotel"
United States
Allesandra
The price is ฿5,340
฿6,348 total
includes taxes & fees
1 Jul - 2 Jul
Aloft by Marriott Chicago Mag Mile

9. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 7.6 km from Oakland
8.2 out of 10, Very good, (2,881 reviews)
"Excelent stay in Chicago with a great breakfast that is include. Awesome location and staff was very helpful."
United States
Joseph
The price is ฿6,456
฿8,643 total
includes taxes & fees
7 Jul - 8 Jul
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

10. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (4,514 reviews)
"Clean room, great breakfast and close to everything we needed"
United States
Kyle
The price is ฿5,900
฿7,954 total
includes taxes & fees
6 Jul - 7 Jul
Hotel Riu Plaza Chicago

11. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
7.2 km from Oakland
9.0 out of 10, Wonderful, (3,414 reviews)
"The property was clean and the location was perfect!"
United States
Martha
The price is ฿4,720
฿6,772 total
includes taxes & fees
1 Jul - 2 Jul
Swissotel - Chicago

12. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 8.6 km from Oakland
9.0 out of 10, Wonderful, (4,465 reviews)
"Great stay!"
United States
Avradita
The price is ฿5,270
฿6,266 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Chicago/Magnificent Mile Suites

13. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
8.6 km from Oakland
9.4 out of 10, Exceptional, (2,522 reviews)
"Great location and super nice hotel"
United States
Karolina
The price is ฿7,683
฿10,114 total
includes taxes & fees
5 Jul - 6 Jul
Sofitel Chicago Magnificent Mile

14. 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, (3,126 reviews)
"Clean and spacious room, staff was great. Great location easy to walk to other activities and restaurants."
United States
Sabrina
The price is ฿7,119
฿9,618 total
includes taxes & fees
6 Jul - 7 Jul
InterContinental Chicago Magnificent Mile by IHG

15. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 8.6 km from Oakland
8.6 out of 10, Excellent, (2,514 reviews)
"Good breakfast, great view from room"
United States
Randy
The price is ฿5,432
฿6,458 total
includes taxes & fees
5 Jul - 6 Jul
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

16. River Hotel

River Hotel
4.0 star property
The Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (5,259 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is ฿4,614
฿5,485 total
includes taxes & fees
5 Jul - 6 Jul
River Hotel

17. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Theatre District, 6.7 km from Oakland
9.0 out of 10, Wonderful, (1,004 reviews)
"Room was clean great location"
United States
Eric
The price is ฿6,034
฿7,174 total
includes taxes & fees
5 Jul - 6 Jul
Hampton Inn Majestic Chicago Theatre District

18. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2,521 reviews)
"This is a beautiful hotel and the location was perfect."
United States
Felisha
The price is ฿5,676
฿6,748 total
includes taxes & fees
5 Jul - 6 Jul
DoubleTree by Hilton Chicago - Magnificent Mile

19. 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, (1,635 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is ฿4,058
฿4,825 total
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection Ambassador Gold Coast

20. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 5.4 km from Oakland
8.8 out of 10, Excellent, (2,367 reviews)
"Great location, clean and a hot breakfast!"
United States
Joan
The price is ฿6,324
฿7,519 total
includes taxes & fees
7 Jul - 8 Jul
Homewood Suites by Hilton Chicago Downtown South Loop
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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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 7 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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