Oakland Hotels near Chicago

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Top Trending Hotels Near Oakland, Chicago

Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (3053)
"Perfect location, walkable to many restaurants and shops"
The price is P7,620
P8,945 total
includes taxes & fees
Nov 2 - Nov 3
Eurostars Magnificent Mile
River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4700)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is P9,275
P10,888 total
includes taxes & fees
Nov 2 - Nov 3
River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2076)
"Great hotel"
The price is P9,258
P10,868 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Chicago - Magnificent Mile
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2843)
"Had a great stay!"
The price is P8,374
P9,830 total
includes taxes & fees
Nov 2 - Nov 3
Aloft Chicago Mag Mile
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, (2159)
"Great hotel "
The price is P11,118
P14,738 total
includes taxes & fees
Nov 2 - Nov 3
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (4019)
"We definitely will stay there again place was very nice "
The price is P10,415
P12,226 total
includes taxes & fees
Oct 19 - Oct 20
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2422)
"Great walkable location to all the sights! "
The price is P5,757
P9,489 total
includes taxes & fees
Oct 27 - Oct 28
Freehand Chicago
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (9258)
"The staff was top notch, the bed so comfortable, just a great overall stay"
Congress Plaza Hotel
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3903)
"Absolutely loved this hotel and location. "
The price is P11,813
P13,867 total
includes taxes & fees
Oct 30 - Oct 31
citizenM Chicago Downtown
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3003)
"Enjoyed our stay"
The price is P8,709
P10,224 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2235)
"Very nice hotel "
The price is P10,695
P14,262 total
includes taxes & fees
Oct 23 - Oct 24
Hilton Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1015)
"It was a great stay"
The price is P7,365
P8,646 total
includes taxes & fees
Nov 2 - Nov 3
Best Western River North Hotel
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very Good, (260)
"Lovely hotel."
FOUND Hotel Chicago River North
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2512)
"Nice hotel with amazing breakfasts and location."
The price is P9,881
P13,238 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Riu Plaza Chicago
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2555)
"Good place to stay"
The price is P9,281
P11,919 total
includes taxes & fees
Nov 2 - Nov 3
La Quinta Inn & Suites by Wyndham Chicago Downtown
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1564)
"Excellent breakfast and room was quiet and clean. "
The price is P8,723
P10,240 total
includes taxes & fees
Oct 19 - Oct 20
Crowne Plaza Chicago West Loop by IHG
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2168)
"The hotel was quiet and clean and restaurant was right next door in addition to inside the hotel"
The price is P12,018
P14,108 total
includes taxes & fees
Oct 3 - Oct 4
Hyatt Centric The Loop Chicago
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2367)
"Comfortable bed, bright room, good shower, very accessible location."
The price is P6,871
P8,066 total
includes taxes & fees
Nov 2 - Nov 3
Travelodge by Wyndham Downtown Chicago
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1991)
"Excellent hotel, staff, location. "
Silversmith Hotel Chicago Downtown
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (2005)
"Great property with great staff and amenities. "
The price is P11,072
P14,451 total
includes taxes & fees
Oct 23 - Oct 24
Palmer House a Hilton Hotel
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.
View all properties

Where to stay in Oakland

Find the best Oakland areas and neighborhoods 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.

Magnificent Mile - River North

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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

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 featuring modern architecture and a 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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great hotel with beautiful view to the lake. "
Tan 2-night trip
Posted 2 days ago
Hilton Chicago/Magnificent Mile Suites

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 neighborhood that travelers 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 neighborhood.

How many hotels are there in the Oakland area?

When you want to find places to stay in Chicago, start by booking one of Expedia's 6 hotels and other accommodations in Oakland.

If I need to cancel my hotel reservation in Oakland, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the best deals in Oakland.

Where can I learn more about changing or cancelling my trip to Oakland?

To find more details about picking new dates or cancelling your trip to Oakland, go to https://www.expedia.com/service/.

What can I see and do in this Chicago neighborhood?

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 neighborhood. 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.