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, (3,132 reviews)
"Very nice place would stay again"
Konner
The price is HK$1,326
HK$1,810 total
includes taxes & fees
9 Sept - 10 Sept
2. 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, (2,446 reviews)
"Clean, friendly staff, quick valet, and a decent breakfast"
AMBER
The price is HK$1,356
HK$1,613 total
includes taxes & fees
7 Sept - 8 Sept
3. 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, (2,685 reviews)
"Nice place to stay"
Ashraf
The price is HK$1,452
HK$1,997 total
includes taxes & fees
8 Sept - 9 Sept
4. Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 5.4 km from Oakland
8.2 out of 10, Very good, (2,730 reviews)
"Very good hotel"
Diego
The price is HK$1,122
HK$1,334 total
includes taxes & fees
7 Sept - 8 Sept
5. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileStreeterville, 7.6 km from Oakland
8.4 out of 10, Very good, (3,002 reviews)
"Clean and the hotel was walkable distance to pretty much everything we needed."
JUDY
The price is HK$1,231
HK$1,694 total
includes taxes & fees
7 Sept - 8 Sept
6. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoThe Loop, 6.1 km from Oakland
9.6 out of 10, Exceptional, (1,270 reviews)
"The staff were really nice and friendly. Our room was nice and clean. I would stay here again!"
Melanie
The price is HK$1,423
HK$1,692 total
includes taxes & fees
7 Sept - 8 Sept
7. 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, (2,146 reviews)
"Great stay"
Dhannetta
The price is HK$1,260
HK$1,498 total
includes taxes & fees
10 Sept - 11 Sept
8. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopThe Loop, 7.1 km from Oakland
8.8 out of 10, Excellent, (1,578 reviews)
"Great place to stay!"
LISA
The price is HK$1,561
HK$1,855 total
includes taxes & fees
7 Sept - 8 Sept
9. Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,262 reviews)
"The hotel offers an amazing, perfect location, and historic hotel experience."
George
The price is HK$900
HK$1,070 total
includes taxes & fees
8 Sept - 9 Sept
10. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (5,195 reviews)
"Great location, staff & breakfast"
Donna
The price is HK$1,142
HK$1,582 total
includes taxes & fees
7 Sept - 8 Sept
11. Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,473 reviews)
"Great place to stay when available and reasonably priced."
Jerry
The price is HK$1,560
HK$2,134 total
includes taxes & fees
7 Sept - 8 Sept
12. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 8.6 km from Oakland
9.0 out of 10, Wonderful, (4,878 reviews)
"Great location very nice rooms"
susie
The price is HK$1,200
HK$1,426 total
includes taxes & fees
9 Sept - 10 Sept
13. Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoTheatre District, 6.8 km from Oakland
9.0 out of 10, Wonderful, (2,731 reviews)
"Great place to stay!"
Tamika
The price is HK$1,499
HK$1,979 total
includes taxes & fees
7 Sept - 8 Sept
14. 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, (2,907 reviews)
"Location, good stay"
Shilpa
The price is HK$1,286
HK$1,669 total
includes taxes & fees
7 Sept - 8 Sept
15. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileStreeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2,570 reviews)
"Great hotel will book again"
Tonya
The price is HK$1,193
HK$1,419 total
includes taxes & fees
9 Sept - 10 Sept
16. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG7.3 km from Oakland
9.0 out of 10, Wonderful, (2,589 reviews)
"Loved our stay"
Jaclyn
The price is HK$1,513
HK$1,799 total
includes taxes & fees
7 Sept - 8 Sept
17. Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago RiverwalkStreeterville, 7.4 km from Oakland
8.6 out of 10, Excellent, (1,831 reviews)
"Great hotel -bar and restaurant kids loved the pool and riverside view"
PHIL
The price is HK$2,109
HK$2,788 total
includes taxes & fees
11 Sept - 12 Sept
18. Hyatt Place Chicago/River North
Hyatt Place Chicago/River NorthRiver North, 7.8 km from Oakland
9.2 out of 10, Wonderful, (1,908 reviews)
"Great place, comfortable beds, excellent location and wonderful breakfast buffet."
Shoma
The price is HK$1,553
HK$1,846 total
includes taxes & fees
10 Sept - 11 Sept
19. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 5.9 km from Oakland
7.6 out of 10, Good, (2,817 reviews)
"Great place"
Matthew
The price is HK$1,106
HK$1,314 total
includes taxes & fees
8 Sept - 9 Sept
20. 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, (1,201 reviews)
"The hotel is so good."
Julenny
The price is HK$1,263
HK$1,595 total
includes taxes & fees
7 Sept - 8 Sept
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.
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.
