Search Hotels in Oakland, Chicago
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Oakland hotels
1. Omni Chicago Hotel
Omni Chicago HotelStreeterville, 8.1 km from Oakland
9.2 out of 10, Wonderful, (1,817 reviews)
"All around great property and a wonderful location"
Bruce
The price is 3.411.850 ₫
4.932.740 ₫ total
includes taxes & fees
8 Jul - 9 Jul
2. Hyatt Regency Chicago
Hyatt Regency ChicagoThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,433 reviews)
"Staff was great."
Marianne
The price is 6.297.179 ₫
8.425.764 ₫ total
includes taxes & fees
3 Jul - 4 Jul
3. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonThe Loop, 7.4 km from Oakland
9.4 out of 10, Exceptional, (3,745 reviews)
"Great location!"
William
The price is 6.217.148 ₫
8.164.234 ₫ total
includes taxes & fees
19 Jul - 20 Jul
4. Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,139 reviews)
"Great stay!"
Daniel
The price is 3.590.540 ₫
4.268.793 ₫ total
includes taxes & fees
29 Jun - 30 Jun
5. theWit Chicago, a Hilton Hotel
theWit Chicago, a Hilton HotelTheatre District, 7.2 km from Oakland
9.0 out of 10, Wonderful, (1,010 reviews)
"Great hotel to stay."
Josias
The price is 5.031.431 ₫
6.754.449 ₫ total
includes taxes & fees
2 Jul - 3 Jul
6. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 6.7 km from Oakland
9.2 out of 10, Wonderful, (2,258 reviews)
"Wonderful stay"
Taylor
The price is 3.702.489 ₫
5.205.704 ₫ total
includes taxes & fees
5 Jul - 6 Jul
7. River Hotel
River HotelThe Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (5,242 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Jody
The price is 3.132.267 ₫
3.723.812 ₫ total
includes taxes & fees
5 Jul - 6 Jul
8. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 7.9 km from Oakland
9.4 out of 10, Exceptional, (4,485 reviews)
"Clean room, great breakfast and close to everything we needed"
Kyle
The price is 4.975.822 ₫
6.666.046 ₫ total
includes taxes & fees
5 Jul - 6 Jul
9. Central Loop Hotel
Central Loop HotelTheatre District, 6.6 km from Oakland
8.6 out of 10, Excellent, (2,182 reviews)
"Great hotel with awesome location"
Daniel
The price is 3.479.236 ₫
4.136.464 ₫ total
includes taxes & fees
1 Jul - 2 Jul
10. Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago RiverwalkStreeterville, 7.4 km from Oakland
8.6 out of 10, Excellent, (1,674 reviews)
"Location was great"
Pamela
The price is 5.764.737 ₫
7.792.639 ₫ total
includes taxes & fees
2 Jul - 3 Jul
11. Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 6.9 km from Oakland
9.4 out of 10, Exceptional, (1,100 reviews)
"Good location, friendly staff"
Philip
The price is 3.651.890 ₫
5.122.561 ₫ total
includes taxes & fees
6 Jul - 7 Jul
12. Warwick Allerton - Chicago
Warwick Allerton - ChicagoStreeterville, 8.1 km from Oakland
8.6 out of 10, Excellent, (3,014 reviews)
"Great location, historic charm, friendly and helpful staff."
Peter Anthony
The price is 3.606.605 ₫
5.060.561 ₫ total
includes taxes & fees
30 Jun - 1 Jul
13. The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownThe Loop, 7.3 km from Oakland
9.4 out of 10, Exceptional, (3,458 reviews)
"Incredible location, comfortable rooms, great bar and a restaurant attached! Loved staying here!"
Feng
The price is 5.107.244 ₫
6.914.433 ₫ total
includes taxes & fees
7 Jul - 8 Jul
14. Freehand Chicago
Freehand ChicagoRiver North, 7.9 km from Oakland
8.0 out of 10, Very good, (3,138 reviews)
"It was good place to stay for the Go Fest Event"
Ken
The price is 3.070.138 ₫
4.902.164 ₫ total
includes taxes & fees
5 Jul - 6 Jul
15. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesStreeterville, 8.6 km from Oakland
9.0 out of 10, Wonderful, (4,447 reviews)
"Great stay!"
Avradita
The price is 4.119.756 ₫
4.897.953 ₫ total
includes taxes & fees
5 Jul - 6 Jul
16. Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 7.1 km from Oakland
8.8 out of 10, Excellent, (2,206 reviews)
"Location is excellent!"
Michele
The price is 6.484.884 ₫
8.648.618 ₫ total
includes taxes & fees
6 Jul - 7 Jul
17. The Godfrey Hotel Chicago
The Godfrey Hotel ChicagoRiver North, 8.3 km from Oakland
8.8 out of 10, Excellent, (2,272 reviews)
"Would definitely stay there again"
Benjy
The price is 3.435.543 ₫
4.676.327 ₫ total
includes taxes & fees
1 Jul - 2 Jul
18. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastGold Coast, 9.4 km from Oakland
8.2 out of 10, Very good, (1,619 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
Zhiwen
The price is 4.051.571 ₫
4.817.131 ₫ total
includes taxes & fees
29 Jun - 30 Jun
19. The Blackstone, Autograph Collection
The Blackstone, Autograph CollectionThe Loop, 5.8 km from Oakland
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location, clean hotel, and very accommodating staff."
Neydee
The price is 4.496.495 ₫
6.118.725 ₫ total
includes taxes & fees
2 Jul - 3 Jul
20. Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 8.1 km from Oakland
9.0 out of 10, Wonderful, (3,661 reviews)
"Had an amazing stay here!"
Audrey
The price is 4.148.978 ₫
4.932.720 ₫ total
includes taxes & fees
2 Jul - 3 Jul
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
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
Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.
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
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
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
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Car hire near Central Station
- Car hire near Chicago Board of Trade Building
- Car hire near Chicago
- Car hire near Vietnam Veterans Memorial
- Rental cars O'Hare Intl. airport
- Rental cars Midway Intl. airport
- Rental cars Chicago Executive airport
- Car hire Bradley
- Car hire near York Center
- Car hire Arlington Heights
- Car hire near Half Day
- Car hire near Chicago Harbor Lighthouse
- Car hire Burbank