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Top Trending Hotels Near Oakland, Chicago

Holiday Inn Chicago North-Evanston by IHG
Exterior

Holiday Inn Chicago North-Evanston by IHG

3.0 star property
8.4 out of 10, Very good, (1571)
"Great front desk staff."
The price is 3.250.275 ₫
3.720.914 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Holiday Inn Chicago North-Evanston by IHG
Baymont by Wyndham Chicago/Alsip
Interior entrance

Baymont by Wyndham Chicago/Alsip

2.5 star property
8.0 out of 10, Very good, (1037)
"Loved our stay!"
The price is 2.761.688 ₫
3.120.155 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Baymont by Wyndham Chicago/Alsip
Chicago Club Inn & Suites
LUSH Suite,1 King Bed, Jetted Tub | Premium bedding, down duvets, desk, laptop workspace

Chicago Club Inn & Suites

3.0 star property
7.0 out of 10, Good, (1303)
"It was phenomenal the beds are comfortable and the staff is amazing "
The price is 1.908.484 ₫
2.117.955 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Chicago Club Inn & Suites
The Chicago Hotel Collection River North
Building design

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (622)
"Great experience here, would stay again. Loved the bar. "
The price is 3.814.696 ₫
4.478.070 ₫ total
includes taxes & fees
7 Oct - 8 Oct
The Chicago Hotel Collection River North
The Majestic Hotel
Front of property

The Majestic Hotel

3.0 star property
8.6 out of 10, Excellent, (1057)
"Great stay and close to the park."
The price is 3.423.623 ₫
4.018.991 ₫ total
includes taxes & fees
22 Oct - 23 Oct
The Majestic Hotel
Hyatt Place Chicago Midway Airport
Lobby sitting area

Hyatt Place Chicago Midway Airport

3.0 star property
9.0 out of 10, Wonderful, (1167)
"I am very pleased with my stay, staff always friendly and accommodating. Will definitely stay again. "
The price is 3.382.400 ₫
3.973.643 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Hyatt Place Chicago Midway Airport
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1244)
"Expensive, but comfortable and in a great location "
The price is 4.888.625 ₫
6.518.296 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Thompson Chicago, by Hyatt
The Willows Hotel
Premium bedding, minibar, desk, blackout curtains

The Willows Hotel

3.0 star property
8.4 out of 10, Very good, (1027)
"Nice Stay!"
The price is 3.317.988 ₫
3.894.986 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Willows Hotel
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (309)
"The staff are super friendly and helpful. The amenities are amazing and it’s so close to Fulton market restaurants and markets. Will definitely stay again. "
Level Chicago Fulton Market
Claridge House
Cocktail bar

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1377)
"Wonderful Stay!"
The price is 6.873.142 ₫
8.843.955 ₫ total
includes taxes & fees
3 Oct - 4 Oct
Claridge House
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2185)
"Great hotel "
The price is 5.050.548 ₫
6.694.871 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful hotel in a great location "
The price is 6.051.325 ₫
7.103.652 ₫ total
includes taxes & fees
19 Oct - 20 Oct
The Hoxton Chicago
Viceroy Chicago
Exterior

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1108)
"Hotel and staff were very pleasant "
The price is 8.056.575 ₫
10.233.157 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Viceroy Chicago
Comfort Suites Chicago O'Hare Airport
Exterior

Comfort Suites Chicago O'Hare Airport

3.0 star property
8.2 out of 10, Very good, (2655)
"Quiet hotel, friendly staff, shops nearby. I always stay here when flying to/from O'Hare!"
The price is 2.249.766 ₫
2.564.284 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Comfort Suites Chicago O'Hare Airport
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1718)
"Great location"
The price is 6.022.786 ₫
7.876.640 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Radisson Blu Aqua Hotel Chicago
Heart O' Chicago
Reception

Heart O' Chicago

2.0 star property
7.8 out of 10, Good, (999)
"What a cute old time motel! Perfect for an overnight stay after a concert!"
Heart O' Chicago
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1150)
"great location, excellent breakfast, drink and dinner comps."
The price is 4.153.469 ₫
4.875.756 ₫ total
includes taxes & fees
5 Oct - 6 Oct
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt House Chicago West Loop
City view from property

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1044)
"Great location near lots of restaurants. "
The price is 5.150.925 ₫
6.046.671 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Hyatt House Chicago West Loop
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1229)
"Loved it will be staying here again "
The price is 6.948.388 ₫
8.156.713 ₫ total
includes taxes & fees
5 Oct - 6 Oct
The Emily Hotel
Holiday Inn Chicago Dwtn - The Mart by IHG
Exterior

Holiday Inn Chicago Dwtn - The Mart by IHG

3.0 star property
8.8 out of 10, Excellent, (1913)
"It was good staying there "
The price is 4.888.624 ₫
5.738.755 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Chicago Dwtn - The Mart 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.
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Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.
Downtown Chicago featuring a city

Downtown Chicago

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 - River North

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 - Downtown featuring a river or creek

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.

Chicago featuring a city and modern architecture

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 6 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.