Chicago Hotel Guide. Hotels in Oakland, Chicago, United States of America

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Oakland, Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1021)
"Great hotel! "
The price is €140
includes taxes & fees
3 Sept - 4 Sept
Holiday Inn Express Chicago - Magnificent Mile by IHG

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1341)
"Great stay highly recommend!! "
The price is €287
includes taxes & fees
31 Aug - 1 Sept
Claridge House

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4592)
"Great stay and great location"
The price is €150
includes taxes & fees
1 Sept - 2 Sept
River Hotel

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2359)
"The best hotel, excellent breakfast, excellent location!!!"
The price is €163
includes taxes & fees
2 Sept - 3 Sept
Hotel Riu Plaza Chicago

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2520)
"Had a wonderful stay here and staff was super friendly!"
The price is €150
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2109)
"Great place to stay!"
The price is €213
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1194)
"Friendly staff, rooms very clean, food was excellent "
The price is €170
includes taxes & fees
1 Sept - 2 Sept
The Emily Hotel

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (333)
"Great experience and great hotel "
The price is €210
includes taxes & fees
1 Sept - 2 Sept
Residence Inn Chicago Downtown Magnificent Mile

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2102)
"Great spot, good location, nice rooms. "
Hotel Felix River North/Magnificent Mile

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1066)
"Wonderful Stay."
The price is €272
includes taxes & fees
21 Sept - 22 Sept
Pendry Chicago

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1093)
"Great place to stay, would definitely recommend and stay here again "
The price is €129
includes taxes & fees
2 Sept - 3 Sept
The Chicago Hotel Collection Ambassador Gold Coast

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1028)
"Great stay, highly recommended"
The price is €176
includes taxes & fees
22 Sept - 23 Sept
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9060)
"Family had a great stay. "
The price is €198
includes taxes & fees
15 Sept - 16 Sept
Congress Plaza Hotel

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1885)
"Great location, staff is lovely!"
The price is €296
includes taxes & fees
20 Sept - 21 Sept
Fairmont Chicago at Millennium Park

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3024)
"Convenient location, nice staff and clean rooms. "
The price is €180
includes taxes & fees
1 Sept - 2 Sept
voco Chicago Downtown - Riverwalk by IHG

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (274)
"The staff was excellent the amenities were a fantastic overall a great experience "
The price is €246
includes taxes & fees
2 Sept - 3 Sept
Level Chicago Fulton Market

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1351)
"Great area. Friendly and helpful staff. The beds are incredibly comfortable!"
The price is €316
includes taxes & fees
1 Sept - 2 Sept
Virgin Hotels Chicago

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1024)
"Perfect location"
The price is €190
includes taxes & fees
1 Sept - 2 Sept
Hyatt House Chicago West Loop

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3579)
"Great location, lovely room, clean, helpful staff."
The price is €112
includes taxes & fees
2 Sept - 3 Sept
The Whitehall Hotel, BW Premier Collection

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1964)
"Great room and close to attractions "
Silversmith Hotel 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.

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top Oakland Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.