Oakland Hotels near Chicago

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Top Trending Hotels Near Oakland, Chicago

River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4532)
"Great stay and great location"
The price is P7,534
P8,844 total
includes taxes & fees
Aug 24 - Aug 25
River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1995)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is P8,630
P10,131 total
includes taxes & fees
Aug 24 - Aug 25
DoubleTree by Hilton Chicago - Magnificent Mile
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3076)
"Great stay!"
The price is P8,219
P9,648 total
includes taxes & fees
Aug 25 - Aug 26
Eurostars Magnificent Mile
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, (3715)
"Our stay was wonderful."
The price is P8,681
P10,191 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2800)
"Clean, helpful staff and in walking distance to most places we visited."
The price is P8,447
P9,916 total
includes taxes & fees
Aug 24 - Aug 25
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, (2081)
"Great place to stay!"
The price is P9,314
P12,589 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2213)
"Great stay "
The price is P6,010
P8,060 total
includes taxes & fees
Aug 26 - Aug 27
Freehand Chicago
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8961)
"lovely hotel, room was clean with comfy bed and great facilities. would definitely stay here again "
The price is P10,736
P12,603 total
includes taxes & fees
Sep 14 - Sep 15
Congress Plaza Hotel
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1031)
"Great location "
The price is P7,229
P8,486 total
includes taxes & fees
Aug 24 - Aug 25
Best Western River North Hotel
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3589)
"Great hotel"
The price is P8,199
P9,624 total
includes taxes & fees
Aug 24 - Aug 25
citizenM Chicago Downtown
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2088)
"Nice place, perfect location for family to stay on vacation, close to lots of things"
The price is P7,986
P11,050 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very Good, (188)
"Great place "
The price is P5,563
P6,531 total
includes taxes & fees
Sep 2 - Sep 3
FOUND Hotel Chicago River North
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very Good, (1012)
"Friendly staff and close to the places I wanted to go to "
The price is P8,676
P10,869 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn & Suites Chicago - Downtown by IHG
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, (2482)
"Had a wonderful stay here and staff was super friendly!"
The price is P7,654
P9,990 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Chicago Downtown
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2310)
"Beautiful hotel , breakfast was amazing "
The price is P9,075
P12,262 total
includes taxes & fees
Sep 2 - Sep 3
Hotel Riu Plaza Chicago
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1866)
"Helpful staff, beautiful hotel in a great location!"
The price is P9,897
P13,045 total
includes taxes & fees
Sep 2 - Sep 3
Palmer House a Hilton Hotel
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very Good, (1010)
"Great stay"
The price is P8,219
P9,648 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Chicago - Magnificent Mile by IHG
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (2048)
"Perfect location, i will stay again"
The price is P7,352
P8,630 total
includes taxes & fees
Sep 2 - Sep 3
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1943)
"Perfect stay! Great location"
Silversmith Hotel Chicago Downtown
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2292)
"Hotel location, staff and transportation were very good "
The price is P6,627
P7,778 total
includes taxes & fees
Sep 2 - Sep 3
Travelodge by Wyndham Downtown 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.

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 map

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 - River North
Magnificent Mile map

Magnificent Mile

Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.

The Loop - Downtown showing a river or creek
The Loop map

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 map

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 map

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

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent
"This is a very modern and stylish hotel, located near a major crossing from the Loop to the Magnificent Mile and a straight walk to the West Loop. In other words, a great place to stay if you like to walk—and Chicago is a truly great walking city. The service is exceptional—very nice staff and great technology that is not just clever, but it works reliably. The lobby and bar are decorated with great primary colors and has a capacious bar/breakfast space, an outdoor terrace and a living room. The individual hotel rooms are simple, but very nice. Breakfast buffet was outstanding in general, but also with terrific service and a very reasonable price. "
Christine 2-night trip
Posted 9 hours ago
citizenM Chicago Downtown

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 5 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.