Hotels in Oakland

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Feb 14 - Feb 15
Tomorrow
Feb 15 - Feb 16
Next weekend
Feb 20 - Feb 22
In two weeks
Feb 27 - Mar 1

Where to stay in Oakland?

Reception

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, (2,285 reviews)
The price is $134
$183 total
includes taxes & fees
Feb 21 - Feb 22
Palmer House a Hilton Hotel
Terrace/patio

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, (2,371 reviews)
The price is $122
$178 total
includes taxes & fees
Feb 22 - Feb 23
Sable at Navy Pier Chicago, Curio Collection by Hilton
55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 7.2 km from Oakland
9.6 out of 10, Exceptional, (3,661 reviews)
The price is $161
$189 total
includes taxes & fees
Feb 17 - Feb 18
L7 Chicago by LOTTE
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 5.8 km from Oakland
9.0 out of 10, Wonderful, (1,004 reviews)
The price is $132
$184 total
includes taxes & fees
Feb 22 - Feb 23
The Blackstone, Autograph Collection
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 6.9 km from Oakland
9.4 out of 10, Exceptional, (1,004 reviews)
The price is $121
$171 total
includes taxes & fees
Feb 16 - Feb 17
Staypineapple, An Iconic Hotel, The Loop
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
7.2 km from Oakland
9.0 out of 10, Wonderful, (3,195 reviews)
The price is $122
$178 total
includes taxes & fees
Feb 16 - Feb 17
Swissotel - Chicago
Property amenity

The Wade

The Wade
4.5 star property
Streeterville, 7.9 km from Oakland
8.4 out of 10, Very Good, (1,674 reviews)
The price is $89
$104 total
includes taxes & fees
Feb 22 - Feb 23
The Wade
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 7.2 km from Oakland
9.2 out of 10, Wonderful, (1,147 reviews)
The price is $195
$270 total
includes taxes & fees
Mar 2 - Mar 3
Pendry Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6 km from Oakland
8.0 out of 10, Very Good, (9,880 reviews)
The price is $93
$109 total
includes taxes & fees
Feb 16 - Feb 17
Congress Plaza Hotel
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
7.7 km from Oakland
9.0 out of 10, Wonderful, (1,002 reviews)
The price is $179
$240 total
includes taxes & fees
Feb 16 - Feb 17
The Hoxton Chicago
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 5.7 km from Oakland
8.4 out of 10, Very Good, (2,621 reviews)
The price is $139
$192 total
includes taxes & fees
Feb 21 - Feb 22
Hilton Chicago
Lobby lounge

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 5.6 km from Oakland
8.8 out of 10, Excellent, (1,000 reviews)
The price is $85
$117 total
includes taxes & fees
Mar 1 - Mar 2
Le Méridien Essex Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 9.4 km from Oakland
8.2 out of 10, Very Good, (1,284 reviews)
The price is $106
$124 total
includes taxes & fees
Feb 16 - Feb 17
The Chicago Hotel Collection Ambassador Gold Coast
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 6.8 km from Oakland
9.0 out of 10, Wonderful, (2,373 reviews)
The price is $118
$139 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 7.1 km from Oakland
8.6 out of 10, Excellent, (2,066 reviews)
The price is $169
$234 total
includes taxes & fees
Feb 17 - Feb 18
Fairmont Chicago at Millennium Park
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 7.4 km from Oakland
8.6 out of 10, Excellent, (1,593 reviews)
The price is $161
$224 total
includes taxes & fees
Feb 22 - Feb 23
Sheraton Grand Chicago Riverwalk
Lobby

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 6.7 km from Oakland
8.2 out of 10, Very Good, (1,004 reviews)
The price is $109
$128 total
includes taxes & fees
Feb 19 - Feb 20
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 6.1 km from Oakland
9.6 out of 10, Exceptional, (1,177 reviews)
The price is $109
$128 total
includes taxes & fees
Feb 16 - Feb 17
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Ice skating

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 6.7 km from Oakland
9.2 out of 10, Wonderful, (2,237 reviews)
The price is $101
$149 total
includes taxes & fees
Feb 22 - Feb 23
Silversmith Hotel Chicago Downtown
Exterior detail

The Emily Hotel

The Emily Hotel
4.0 star property
8.1 km from Oakland
9.2 out of 10, Wonderful, (1,299 reviews)
The price is $153
$180 total
includes taxes & fees
Mar 1 - Mar 2
The Emily Hotel
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.
View all properties

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

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 63rd Street Beach, 12th Street Beach, and 49th Street Beach.
See properties

Check out reviews of Oakland hotels guests love

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Staff was nice !! Enjoyed the bar & pool area 💕 "
Juliana 1-night trip
Posted 11 hours ago
Hilton Chicago
Find out more about Oakland