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Our top choices for Oakland hotels

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 9.3 km from Oakland
9.0 out of 10, Wonderful, (1,512 reviews)
"Clean room, staff was very nice and it was in a very nice location! "
United States
Mary
The price is ₹5,147
₹8,713 total
includes taxes & fees
9 Feb - 10 Feb
Claridge House Chicago, Tapestry Collection by Hilton

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Gold Coast, 8.9 km from Oakland
9.2 out of 10, Wonderful, (1,313 reviews)
"Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. "
United States
Yoshio
The price is ₹13,191
₹18,169 total
includes taxes & fees
12 Feb - 13 Feb
Thompson Chicago, by Hyatt

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 8 km from Oakland
9.4 out of 10, Exceptional, (872 reviews)
"Great hotel, lots of fun and great location! "
United States
Amber
The price is ₹9,825
₹11,534 total
includes taxes & fees
8 Feb - 9 Feb
Moxy Chicago Downtown

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
West Loop, 8 km from Oakland
9.2 out of 10, Wonderful, (388 reviews)
"The experience of the hotel was amazing"
United States
Lachelle
Level Chicago Fulton Market

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
7.5 km from Oakland
9.2 out of 10, Wonderful, (1,000 reviews)
"Room was clean staff wasexcellent breakfast was great"
United States
Jerry
The price is ₹11,854
₹13,915 total
includes taxes & fees
21 Feb - 22 Feb
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

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, (2,331 reviews)
"Great stay"
United States
Blake
The price is ₹9,202
₹13,900 total
includes taxes & fees
17 Feb - 18 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
7.7 km from Oakland
9.0 out of 10, Wonderful, (1,007 reviews)
"Amazing, I loved my stay"
United States
Valerie
The Hoxton Chicago

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
River North, 7.7 km from Oakland
9.2 out of 10, Wonderful, (1,023 reviews)
"Room was super clean, staff was friendly and helpful, and the area was a perfect spot in town!"
United States
Zachary
The price is ₹10,455
₹12,273 total
includes taxes & fees
16 Feb - 17 Feb
Springhill Suites by Marriott Chicago Downtown/ River North

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
7.5 km from Oakland
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice hotel and staff. "
United States
Wendy
The price is ₹11,514
₹13,517 total
includes taxes & fees
21 Feb - 22 Feb
Hampton Inn Chicago West Loop Fulton Market Area

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
7.9 km from Oakland
8.8 out of 10, Excellent, (1,170 reviews)
"Only stayed one night but really enjoyed our stay. "
United States
Michael
The price is ₹13,092
₹15,368 total
includes taxes & fees
13 Feb - 14 Feb
Hyatt House Chicago West Loop

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
River North, 7.9 km from Oakland
9.0 out of 10, Wonderful, (1,935 reviews)
"Love the location, room, staff, and bar."
United States
Jason
The price is ₹6,639
₹7,794 total
includes taxes & fees
28 Jan - 29 Jan
ACME Hotel Chicago, Outset Collection by Hilton

The Emily Hotel

The Emily Hotel
4.0 star property
8.1 km from Oakland
9.2 out of 10, Wonderful, (1,299 reviews)
"The room was spotless, the people were accommodating and very nice, and it was a great quiet stay! "
United States
Stephanie
The price is ₹11,139
₹13,076 total
includes taxes & fees
15 Feb - 16 Feb
The Emily Hotel

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, (1,269 reviews)
"Solid stay in a great part of town"
United States
Michael
The price is ₹10,901
₹12,797 total
includes taxes & fees
28 Jan - 29 Jan
The Chicago Hotel Collection Ambassador Gold Coast

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2.5 star property
Streeterville, 7.9 km from Oakland
9.0 out of 10, Wonderful, (1,006 reviews)
"The room was cozy and breakfast was very good and the staff were very kind and welcoming."
United States
Ibrahim
The price is ₹8,097
₹9,505 total
includes taxes & fees
26 Jan - 27 Jan
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

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, (1,832 reviews)
"Great hotel"
United States
Yavuz
The price is ₹14,010
₹18,812 total
includes taxes & fees
5 Feb - 6 Feb
Radisson Blu Aqua Hotel Chicago

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
River North, 7.7 km from Oakland
8.8 out of 10, Excellent, (2,131 reviews)
"Everything about my stay was great!"
United States
Amelia
The price is ₹10,546
₹12,380 total
includes taxes & fees
16 Feb - 17 Feb
Holiday Inn Chicago Dwtn - The Mart by IHG

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 8.6 km from Oakland
8.2 out of 10, Very good, (3,893 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is ₹6,959
₹8,170 total
includes taxes & fees
16 Feb - 17 Feb
The Whitehall Hotel, BW Premier Collection

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, (3,550 reviews)
"Clean accommodations and friendly staff."
United States
usha
The price is ₹12,599
₹14,790 total
includes taxes & fees
16 Feb - 17 Feb
LondonHouse Chicago, Curio Collection by Hilton

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 7.8 km from Oakland
8.6 out of 10, Excellent, (4,344 reviews)
"All things about this hotel was good from the location to the staff"
United States
Cisco
The price is ₹7,758
₹9,108 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Chicago Downtown/Magnificent Mile

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
River North, 8 km from Oakland
8.8 out of 10, Excellent, (1,002 reviews)
"Very nice cozy hotel "
United States
CARLA
The price is ₹10,182
₹11,953 total
includes taxes & fees
16 Feb - 17 Feb
AC Hotels by Marriott Chicago Downtown
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. Learn more about Oakland
Learn more about Oakland

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.

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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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