Hotels in Oakland
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Featured Hotels in Oakland

Hilton Chicago
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
3.55 mi from Oakland
$155 nightly
The price is $184 total per night
$184 total
May 25 - May 26
Total with taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
3.72 mi from Oakland
$135 nightly
The price is $161 total per night
$161 total
May 25 - May 26
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant

Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
4.1 mi from Oakland
$149 nightly
The price is $177 total per night
$177 total
May 25 - May 26
Total with taxes and fees
Guests of Club Quarters Hotel, Central Loop, Chicago enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Pet friendly
Free WiFi

Fairmont Chicago at Millennium Park
200 North Columbus Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
4.4 mi from Oakland
$222 nightly
The price is $264 total per night
$264 total
May 26 - May 27
Total with taxes and fees
Guests staying at Fairmont Chicago at Millennium Park enjoy access to a full-service spa, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 88 per day, and there's also limo/town car service. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, concierge services, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include meeting rooms, conference space, and a business center.
Spa
Pet friendly

River Hotel
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
4.57 mi from Oakland
$144 nightly
The price is $171 total per night
$171 total
May 25 - May 26
Total with taxes and fees
River Hotel features a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 76 per night. The front desk is staffed 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a business center, and express check-in.
Pet friendly
Free WiFi

Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2 Chicago IL
Free Cancellation
4.8 mi from Oakland
$149 nightly
The price is $177 total per night
$177 total
May 25 - May 26
Total with taxes and fees
At Holiday Inn Chicago Dwtn - The Mart by IHG, guests enjoy features like an indoor pool, a 24-hour gym, and a sauna. Self parking is offered for USD 63 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, conference space, and a microwave in a common area.
Pool
Free WiFi

Freehand Chicago
19 East Ohio Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
4.89 mi from Oakland
$95 nightly
The price is $113 total per night
$113 total
May 25 - May 26
Total with taxes and fees
Guests of Freehand Chicago enjoy features like a 24-hour gym, free WiFi in public areas, and express check-in. Self parking is offered for USD 64 per night. Multilingual staff at the 24-hour front desk can assist with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include express check-out, laundry facilities, and a water dispenser.
Pet friendly
Free WiFi

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
4.93 mi from Oakland
$150 nightly
The price is $179 total per night
$179 total
May 25 - May 26
Total with taxes and fees
A 24-hour gym and free WiFi in public areas are features at Hotel Riu Plaza Chicago. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry.
Breakfast included
Free WiFi

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Free Cancellation
Reserve now, pay when you stay
5.11 mi from Oakland
$125 nightly
The price is $148 total per night
$148 total
May 25 - May 26
Total with taxes and fees
Guests of Hotel Felix River North/Magnificent Mile enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 74 per day. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and securing valuables. Other amenities at this boutique hotel include a 24-hour business center, coffee/tea in a common area, and express check-out.
Pet friendly
Free WiFi
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.
Oakland hotels essential information
Accommodation | 4,595 hotels |
|---|---|
Lowest Price | $113 |
Highest Price | $264 |
Popular hotels | Congress Plaza Hotel, River Hotel, Hotel Riu Plaza Chicago, Club Quarters Hotel, Central Loop, Chicago, Hotel Felix River North/Magnificent Mile, Holiday Inn Chicago Dwtn - The Mart by IHG, Hilton Chicago, Freehand Chicago, Fairmont Chicago at Millennium Park |
Popular places to visit

Wrigley Field
4.5/5(2,149 reviews)
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.

Naval Base Great Lakes
4.5/5(461 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Navy Pier
4.5/5(4,925 reviews)
With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its fascinating museums.
Recent Reviews

Hotel Riu Plaza Chicago
5/5 Excellent
"This was my first time staying in a Riu Hotel and I was incredibly impressed. It was super clean, the staff was really helpful, and the breakfast was awesome. Five stars!!"
A verified traveler stayed at Hotel Riu Plaza Chicago
Posted 3 hours ago
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