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

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Check prices for these dates

Tonight
27 Feb - 28 Feb
Tomorrow
28 Feb - 1 Mar
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

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Our top choices for Oakland hotels

Terrace/patio

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, (2,377 reviews)
"Great stay"
United States
Blake
The price is €168
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 7.1 km from Oakland
8.6 out of 10, Excellent, (2,070 reviews)
"Great place "
United States
Kamilah
The price is €198
includes taxes & fees
24 Mar - 25 Mar
Fairmont Chicago at Millennium Park
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (3,422 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is €136
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
7.2 km from Oakland
9.0 out of 10, Wonderful, (3,197 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is €151
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago
Interior detail

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, (1,013 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is €146
includes taxes & fees
18 Mar - 19 Mar
Staypineapple, An Iconic Hotel, The Loop
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 5.7 km from Oakland
8.6 out of 10, Excellent, (2,655 reviews)
"Yes it was a great stay"
United States
Rita
The price is €163
includes taxes & fees
6 Mar - 7 Mar
Hilton Chicago
Room service – dining

The Wade

The Wade
4.5 star property
Streeterville, 7.9 km from Oakland
8.4 out of 10, Very good, (1,700 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is €98
includes taxes & fees
2 Mar - 3 Mar
The Wade
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 7.1 km from Oakland
9.4 out of 10, Exceptional, (1,993 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
United States
Jennifer
The price is €141
includes taxes & fees
1 Mar - 2 Mar
Arlo Chicago
55-inch LCD TV with cable channels, TV, pay films

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, (3,700 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is €136
includes taxes & fees
17 Mar - 18 Mar
L7 Chicago by LOTTE
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,271 reviews)
"Great stay "
United States
Kylee
The price is €111
includes taxes & fees
3 Mar - 4 Mar
Eurostars Magnificent Mile
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 7.2 km from Oakland
9.4 out of 10, Exceptional, (1,136 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is €224
includes taxes & fees
15 Mar - 16 Mar
Pendry Chicago
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,102 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is €86
includes taxes & fees
1 Mar - 2 Mar
Aloft Chicago Mag Mile
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,464 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is €195
includes taxes & fees
29 Mar - 30 Mar
Hyatt Regency Chicago
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 6.8 km from Oakland
9.0 out of 10, Wonderful, (2,385 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is €131
includes taxes & fees
6 Mar - 7 Mar
Hyatt Centric The Loop Chicago
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 5.8 km from Oakland
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is €164
includes taxes & fees
1 Mar - 2 Mar
The Blackstone, Autograph Collection
Reception

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, (2,309 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is €155
includes taxes & fees
6 Mar - 7 Mar
Palmer House a Hilton Hotel
Lunch and dinner served

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, (1,861 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
United States
Michael
The price is €190
includes taxes & fees
17 Mar - 18 Mar
Radisson Blu Aqua Hotel Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6 km from Oakland
8.0 out of 10, Very good, (9,894 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is €172
includes taxes & fees
27 Mar - 28 Mar
Congress Plaza Hotel
Pool

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, (1,869 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is €108
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Chicago Downtown South Loop
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 8.3 km from Oakland
8.8 out of 10, Excellent, (2,060 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is €108
includes taxes & fees
24 Mar - 25 Mar
The Godfrey Hotel Chicago
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 which includes a city

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.

Water Tower Place

Magnificent Mile

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

The Loop - Downtown showing a river or creek

The Loop

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

River North showing railway items, street scenes and a city

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.

Underground passage in the Chicago O'Hare airport

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

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Good time "
Rudy 2-night trip
Posted 2 days ago
The Royal Sonesta Chicago Downtown

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.

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