Oakland hotels in Chicago
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Our top choices for Oakland hotels
1. Hilton Chicago
Hilton ChicagoThe Loop, 5.7 km from Oakland
8.6 out of 10, Excellent, (3,003 reviews)
"Great location, friendly staff, various amenities for the family."
kun
The price is HK$1,527
HK$2,045 total
includes taxes & fees
30 Aug - 31 Aug
2. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 7.5 km from Oakland
9.4 out of 10, Exceptional, (2,623 reviews)
"Nice Stay"
Morgan
The price is HK$1,613
HK$2,188 total
includes taxes & fees
31 Aug - 1 Sept
3. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopThe Loop, 5.4 km from Oakland
8.8 out of 10, Excellent, (2,398 reviews)
"Great stay"
jayne
The price is HK$1,467
HK$1,744 total
includes taxes & fees
31 Aug - 1 Sept
4. Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 7.1 km from Oakland
8.8 out of 10, Excellent, (2,278 reviews)
"Clean room, staff was very helpful, and location was great and certainly accessible to many locations"
Allan
The price is HK$2,580
HK$3,348 total
includes taxes & fees
15 Aug - 16 Aug
5. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopThe Loop, 7.1 km from Oakland
8.8 out of 10, Excellent, (1,490 reviews)
"Enjoyed my stay!"
Kimberly
The price is HK$1,545
HK$1,837 total
includes taxes & fees
30 Aug - 31 Aug
6. Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 5.4 km from Oakland
8.2 out of 10, Very good, (2,753 reviews)
"Good stay!"
Adit
The price is HK$1,122
HK$1,334 total
includes taxes & fees
30 Aug - 31 Aug
7. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopThe Loop, 6.6 km from Oakland
9.2 out of 10, Wonderful, (1,392 reviews)
"Very nice would stay again"
Dawn
The price is HK$1,660
HK$1,974 total
includes taxes & fees
16 Aug - 17 Aug
8. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelThe Loop, 6.1 km from Oakland
9.6 out of 10, Exceptional, (1,292 reviews)
"Very helpful front desk staff and friendly cleaners. Very pleasant stay"
Aleace
The price is HK$1,311
HK$1,559 total
includes taxes & fees
30 Aug - 31 Aug
9. Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,449 reviews)
"Great hotel in great location"
Emily
The price is HK$1,757
HK$2,368 total
includes taxes & fees
30 Aug - 31 Aug
10. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownThe Loop, 7 km from Oakland
8.6 out of 10, Excellent, (2,847 reviews)
"Location is very good and staff is nice!"
Diana
The price is HK$1,349
HK$1,743 total
includes taxes & fees
30 Aug - 31 Aug
11. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2,543 reviews)
"Loved the pool and the close proximity downtown!"
Macy
The price is HK$1,260
HK$1,498 total
includes taxes & fees
30 Aug - 31 Aug
12. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (4,879 reviews)
"We were very happy with our stay."
Deanne
The price is HK$1,630
HK$2,162 total
includes taxes & fees
30 Aug - 31 Aug
13. Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,166 reviews)
"Great place to stay"
ERIC
The price is HK$1,235
HK$1,469 total
includes taxes & fees
30 Aug - 31 Aug
14. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGWest Loop, 6.4 km from Oakland
8.6 out of 10, Excellent, (1,113 reviews)
"good hotel"
Chimere
The price is HK$1,207
HK$1,529 total
includes taxes & fees
30 Aug - 31 Aug
15. Hyatt Place Chicago/River North
Hyatt Place Chicago/River NorthRiver North, 7.8 km from Oakland
9.2 out of 10, Wonderful, (1,884 reviews)
"Great location, good breakfast and super nice staff"
Michelle
The price is HK$1,333
HK$1,585 total
includes taxes & fees
16 Aug - 17 Aug
16. Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre DistrictTheatre District, 6.7 km from Oakland
9.2 out of 10, Wonderful, (1,000 reviews)
"Excellent hotel!
Very clean staff very nice and respectful.
Breakfast was very tasty."
Naidy
The price is HK$1,473
HK$1,751 total
includes taxes & fees
16 Aug - 17 Aug
17. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 5.4 km from Oakland
8.8 out of 10, Excellent, (2,106 reviews)
"Family friendly property close to sites."
Heather
The price is HK$1,393
HK$1,657 total
includes taxes & fees
31 Aug - 1 Sept
18. Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 6.8 km from Oakland
9.0 out of 10, Wonderful, (2,680 reviews)
"Great location"
Dee
The price is HK$1,592
HK$2,089 total
includes taxes & fees
23 Aug - 24 Aug
19. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton Market7.9 km from Oakland
9.0 out of 10, Wonderful, (1,312 reviews)
"Very nice hotel"
Hadi
The price is HK$1,796
HK$2,135 total
includes taxes & fees
30 Aug - 31 Aug
20. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG7.3 km from Oakland
9.0 out of 10, Wonderful, (2,447 reviews)
"The staff was very friendly and the rooms were amazing"
Amy
The price is HK$1,613
HK$1,918 total
includes taxes & fees
20 Aug - 21 Aug
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 for the activities you enjoy most.
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.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
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.
Photo by Mattyboy876
Open Photo by Mattyboy876
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).
