Hotels in Oakland
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Sep 20 - Sep 21Tomorrow
Sep 21 - Sep 22Next weekend
Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Where to stay in Oakland?
1. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoThe Loop, 6.1 km from Oakland
Su Ryoun
$249
$296 total
includes taxes & fees
Oct 14 - Oct 15
2. Congress Plaza Hotel
Congress Plaza HotelThe Loop, 6 km from Oakland
Erika
$179
$212 total
includes taxes & fees
Oct 7 - Oct 8
3. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 7.5 km from Oakland
Monica
$282
$370 total
includes taxes & fees
Sep 27 - Sep 28
4. The Wade
The WadeStreeterville, 7.9 km from Oakland
Julio F.
$149
$177 total
includes taxes & fees
Sep 27 - Sep 28
5. Hilton Chicago
Hilton ChicagoThe Loop, 5.7 km from Oakland
Charlie
$212
$281 total
includes taxes & fees
Sep 27 - Sep 28
6. Best Western Grant Park Hotel
Best Western Grant Park HotelThe Loop, 5.4 km from Oakland
Matthew
$206
$245 total
includes taxes & fees
Sep 27 - Sep 28
7. Le Méridien Essex Chicago
Le Méridien Essex ChicagoThe Loop, 5.6 km from Oakland
Michael
$199
$254 total
includes taxes & fees
Sep 27 - Sep 28
8. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 5.9 km from Oakland
Dagmar
$156
$184 total
includes taxes & fees
Sep 27 - Sep 28
9. Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area7.5 km from Oakland
Cleveland
$180
$214 total
includes taxes & fees
Sep 27 - Sep 28
10. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastGold Coast, 9.4 km from Oakland
Sara
$179
$213 total
includes taxes & fees
Sep 21 - Sep 22
11. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 5.4 km from Oakland
Laurel
$246
$292 total
includes taxes & fees
Oct 1 - Oct 2
12. Central Loop Hotel
Central Loop HotelTheatre District, 6.6 km from Oakland
Juan
$186
$221 total
includes taxes & fees
Sep 27 - Sep 28
13. The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileStreeterville, 8.2 km from Oakland
Courtney
$152
$181 total
includes taxes & fees
Sep 29 - Sep 30
14. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio HotelTheatre District, 6.7 km from Oakland
Ani
$159
$189 total
includes taxes & fees
Sep 27 - Sep 28
15. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileStreeterville, 7.9 km from Oakland
Dustin
$170
$202 total
includes taxes & fees
Sep 27 - Sep 28
16. LIVN - West Loop Chicago
LIVN - West Loop Chicago6.8 km from Oakland
Lawrence
$190
$223 total
includes taxes & fees
Sep 27 - Sep 28
17. citizenM Chicago Downtown
citizenM Chicago DowntownTheatre District, 7.3 km from Oakland
IVANNA
$206
$245 total
includes taxes & fees
Sep 27 - Sep 28
18. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopThe Loop, 5.4 km from Oakland
Marlene
$241
$287 total
includes taxes & fees
Sep 27 - Sep 28
19. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 6.7 km from Oakland
Andrew
$203
$272 total
includes taxes & fees
Sep 27 - Sep 28
20. Hotel Chicago Downtown, Autograph Collection by Marriott
Hotel Chicago Downtown, Autograph Collection by MarriottRiver North, 7.5 km from Oakland
Hailey
$179
$243 total
includes taxes & fees
Sep 27 - Sep 28
Our prices for hotels in Chicago are cheapest in January
Our prices for hotels in Chicago are cheapest in January
Price trends for hotels in Chicago
Pricing is based on two traveler single night rates
Top landmarks in Oakland
41st Street Beach
When the beach is calling your name, you might want to head down to 41st Street Beach, located 4.3 mi (7 km) from central Chicago. Enjoy the sunset by the shore at Rainbow Beach, 57th Street Beach, and 12th Street Beach.
Check out reviews of Oakland hotels guests love
L7 Chicago by LOTTE
10/10 Excellent
"Great stay! The hotel is in an amazing location. The staff were very friendly and helpful. The restaurant onsite is great. We enjoyed the free coffee and the gym is nice. The room was clean and enjoyable. The bed was a little soft but over all great. Our river view room was amazing. We will definitely be back."
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Great"
Hilton Chicago
8/10 Good
"Nice older historic property. It is a good place to stay. The settee, or mini couch was not comfortable. I bring my coffee setup from home. They only have disposable cups for use. Ask the front desk for bottled water or two. Large room, I think it was an upgrade, thanks."
Hotel Saint Clair- Magnificent Mile
10/10 Excellent
"Very clean room. Beds and pillows were comfortable"
Hampton Inn Chicago Downtown/Magnificent Mile
8/10 Good
"The lobby looks shabby but the staff was helpful and well informed about Chicago options for visitors."
Hyatt Regency Chicago
10/10 Excellent
"It was a great stay- wish bathroom was bigger and updated"
Travelodge by Wyndham Downtown Chicago
8/10 Good
"Property location is walkable to Grant Park. The hotel is in need of an upgrade but if you can get past that it is very clean and safe. Our room faced the front and even though on the 12th floor you could hear the train all night long. The curtain in the room did not completely cover the window so there was a shaft of light coming in all night. Hotels were sold out and there was no other place in our budget to check in to; and restaurants were packed. There was a major trade show in town."
The Wade
8/10 Good
"The Wade is in a great location with beautiful views of the lake. Staff were friendly and helpful. Warning: ask to NOT be in a room ending in 02 because it will put you right next to the elevators which run constantly all night and are loud. Also the ice machines do not work on every floor. If you need parking. You may want to consider park offsite using the SpotHero app for less money than valet at the hotel. I would stay here again."
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
8/10 Good
"Elevators not all working and could not get heat in the room over a rainy and cool weekend"
Find out more about Oakland