Hotels in Oakland

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1. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 7.5 km from Oakland
9.4 out of 10, Exceptional, (2,765 reviews)
"Very nice stay. Water views were beautiful."
United States
Shonnel
The price is $116
$172 total
includes taxes & fees
Dec 15 - Dec 16
Sable at Navy Pier Chicago, Curio Collection by Hilton

2. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 5.4 km from Oakland
8.2 out of 10, Very good, (2,753 reviews)
"The room and hotel are clean and conveniently located. The staff was friendly and helpful"
United States
Julie
The price is $86
$102 total
includes taxes & fees
Dec 7 - Dec 8
Best Western Grant Park Hotel

3. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
The Loop, 6.1 km from Oakland
9.6 out of 10, Exceptional, (1,210 reviews)
"Very clean hotel with a great location to the Downtown area. Very close walk to the park and 5 minute walk to train stations. Friendly staff and a clean room with a spacious bathroom."
United States
Alisha
The price is $111
$132 total
includes taxes & fees
Dec 10 - Dec 11
Hilton Vacation Club Hotel Blake Chicago

4. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 5.4 km from Oakland
8.8 out of 10, Excellent, (2,207 reviews)
"We had a great experience staying here. The hotel and rooms were nice and the people working there were courteous and helpful. We would stay there again!"
United States
Linda
The price is $97
$115 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Chicago Downtown South Loop

5. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 5.4 km from Oakland
8.8 out of 10, Excellent, (2,537 reviews)
"When we visit Chicago, this is the hotel we always book - the staff is top tier as well as our stay! It always has the most amazing views at night! Hopefully we will be back soon to visit our favorite hotel and one of our favorite cities!!"
United States
Inez
The price is $107
$127 total
includes taxes & fees
Nov 23 - Nov 24
Homewood Suites by Hilton Chicago Downtown South Loop

6. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 5.7 km from Oakland
8.6 out of 10, Excellent, (3,550 reviews)
"I absolutely love this property!"
United States
Carrie
The price is $135
$190 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Chicago

7. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
7.9 km from Oakland
9.0 out of 10, Wonderful, (1,310 reviews)
"Such a great hotel. Easy, clean, enjoyable."
United States
Meggan
The price is $146
$174 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt House Chicago/West Loop-Fulton Market

8. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 7.8 km from Oakland
8.8 out of 10, Excellent, (2,588 reviews)
"Wonderful staff, clean rooms, and a great location!"
United States
Claire
The price is $97
$115 total
includes taxes & fees
Dec 14 - Dec 15
DoubleTree by Hilton Chicago - Magnificent Mile

9. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
7.2 km from Oakland
9.0 out of 10, Wonderful, (3,587 reviews)
"Very nice hotel for the price point. Great location!"
United States
Dean
The price is $125
$184 total
includes taxes & fees
Dec 13 - Dec 14
Swissotel - Chicago

10. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 5.9 km from Oakland
7.8 out of 10, Good, (2,977 reviews)
"It’s clean and it’s affordable with public parking across the street and a great location within the city. I’d stay here again."
United States
Gray
The price is $109
$130 total
includes taxes & fees
Dec 8 - Dec 9
Travelodge by Wyndham Downtown Chicago

11. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
9.3 km from Oakland
9.0 out of 10, Wonderful, (1,437 reviews)
"The staff are always so kind and helpful and the rooms are clean and lovely it’s like a home away from home"
United States
Martin
The price is $84
$129 total
includes taxes & fees
Dec 6 - Dec 7
Claridge House Chicago, Tapestry Collection by Hilton

12. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Theatre District, 6.7 km from Oakland
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay, super clean"
United States
Richard
The price is $114
$136 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn Majestic Chicago Theatre District

13. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
River North, 7.9 km from Oakland
9.0 out of 10, Wonderful, (1,930 reviews)
"Great location and helpful staff. Would stay again."
United States
Alexandra
The price is $85
$101 total
includes taxes & fees
Dec 7 - Dec 8
ACME Hotel Chicago, Outset Collection by Hilton

14. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
7.3 km from Oakland
9.0 out of 10, Wonderful, (2,828 reviews)
"Location was perfect for our stay. Easy in and out. Room was spacious and clean."
United States
Janet
The price is $115
$137 total
includes taxes & fees
Nov 22 - Nov 23
Crowne Plaza Chicago West Loop by IHG

15. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6 km from Oakland
8.0 out of 10, Very good, (10,085 reviews)
"Rooms were cleaned and remodeled. Would stay here again"
United States
Daisy
The price is $116
$138 total
includes taxes & fees
Nov 22 - Nov 23
Congress Plaza Hotel

16. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 6.7 km from Oakland
8.6 out of 10, Excellent, (2,728 reviews)
"Great location, friendly staff and comfy bed!"
United States
Jamie
The price is $131
$185 total
includes taxes & fees
Nov 24 - Nov 25
Palmer House a Hilton Hotel

17. Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 6.6 km from Oakland
9.2 out of 10, Wonderful, (1,433 reviews)
"This was a great location for the price and amenities. I fully enjoyed my stay."
United States
Ericka
The price is $127
$151 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Chicago Central Loop

18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 7.6 km from Oakland
8.4 out of 10, Very good, (3,022 reviews)
"Great location and awesome staff! Breakfast and happy hour were pleasant surprises for our family. Enjoyed the amenities - simple but worked well for a short 4-day trip for our family with kids."
Canada
Tania
The price is $119
$171 total
includes taxes & fees
Dec 14 - Dec 15
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

19. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 7.1 km from Oakland
8.8 out of 10, Excellent, (1,720 reviews)
"The room was clean and the staff was very helpful and pleasant. The location is prime! It’s in walking distance to a lot of main attractions"
United States
Kentita
The price is $110
$130 total
includes taxes & fees
Dec 14 - Dec 15
Cambria Hotel Chicago Loop - Theatre District

20. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
6.8 km from Oakland
9.2 out of 10, Wonderful, (425 reviews)
"The room was clean and comfortable, loved the availability of a washer/dryer in the unit, and the location was incredibly convenient. I had everything I needed and then some. Excellent stay!"
United States
Jasmin
The price is $184
$216 total
includes taxes & fees
Nov 19 - Nov 20
LIVN - West Loop Chicago
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.

Compare popular hotels in Oakland

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4
Exceptional
2,765 reviews
View
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.
Hilton Vacation Club Hotel Blake Chicago
4.0 star property
9.6
Exceptional
1,210 reviews
View
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.
Le Méridien Essex Chicago
4.0 star property
9.0
Wonderful
1,003 reviews
View
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.
Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
8.8
Excellent
2,207 reviews
View
A modern kitchen with a large window, a dining area, and a view of the sea.
Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
8.8
Excellent
2,537 reviews
View

When is the best time to visit Chicago?

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
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 8°C / low 3°C. Partly sunny.
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November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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May, no crowd data, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Oakland

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