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

Where to stay in Oakland?

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, (2,374 reviews)
The price is $95
$112 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop Chicago

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 8.1 km from Oakland
8.4 out of 10, Very Good, (448 reviews)
The price is $59
$69 total
includes taxes & fees
Feb 23 - Feb 24
FOUND Hotel Chicago River North

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (3,085 reviews)
The price is $85
$100 total
includes taxes & fees
Feb 22 - Feb 23
Aloft Chicago Mag Mile

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 9.3 km from Oakland
9.0 out of 10, Wonderful, (1,529 reviews)
The price is $57
$96 total
includes taxes & fees
Feb 22 - Feb 23
Claridge House Chicago, Tapestry Collection by Hilton

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, (1,003 reviews)
The price is $74
$104 total
includes taxes & fees
Mar 8 - Mar 9
Le Méridien Essex Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (2,084 reviews)
The price is $93
$109 total
includes taxes & fees
Feb 12 - Feb 13
Club Quarters Hotel Wacker at Michigan, Chicago

The Wade

The Wade
4.5 star property
Streeterville, 7.9 km from Oakland
8.4 out of 10, Very Good, (1,665 reviews)
The price is $89
$104 total
includes taxes & fees
Feb 12 - Feb 13
The Wade

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 8.3 km from Oakland
8.6 out of 10, Excellent, (2,040 reviews)
The price is $89
$128 total
includes taxes & fees
Feb 22 - Feb 23
The Godfrey Hotel Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 7.9 km from Oakland
8.0 out of 10, Very Good, (2,756 reviews)
The price is $54
$81 total
includes taxes & fees
Feb 16 - Feb 17
Freehand Chicago

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, (2,288 reviews)
The price is $134
$183 total
includes taxes & fees
Feb 21 - Feb 22
Palmer House a Hilton Hotel

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, (1,851 reviews)
The price is $77
$90 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Garden Inn Chicago Downtown South Loop

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 8.1 km from Oakland
8.6 out of 10, Excellent, (3,043 reviews)
The price is $64
$104 total
includes taxes & fees
Feb 18 - Feb 19
Warwick Allerton - Chicago

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 7.9 km from Oakland
8.6 out of 10, Excellent, (1,106 reviews)
The price is $84
$99 total
includes taxes & fees
Feb 17 - Feb 18
Ivy Boutique Hotel

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 8.6 km from Oakland
8.6 out of 10, Excellent, (2,000 reviews)
The price is $83
$121 total
includes taxes & fees
Feb 16 - Feb 17
Millennium Knickerbocker Chicago

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, (1,166 reviews)
The price is $93
$109 total
includes taxes & fees
Feb 24 - Feb 25
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 7.4 km from Oakland
8.8 out of 10, Excellent, (5,002 reviews)
The price is $82
$96 total
includes taxes & fees
Feb 12 - Feb 13
River Hotel

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
River North, 8.2 km from Oakland
8.2 out of 10, Very Good, (2,554 reviews)
The price is $69
$111 total
includes taxes & fees
Feb 22 - Feb 23
Hotel Felix River North/Magnificent Mile

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 19 - Feb 20
Silversmith Hotel Chicago Downtown

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 7.8 km from Oakland
8.6 out of 10, Excellent, (4,364 reviews)
The price is $81
$95 total
includes taxes & fees
Feb 17 - Feb 18
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 8.6 km from Oakland
9.0 out of 10, Wonderful, (3,788 reviews)
The price is $90
$106 total
includes taxes & fees
Feb 17 - Feb 18
Hilton Chicago/Magnificent Mile Suites
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.

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
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
weather_cloudy
March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
11°
weather_partly_sunny
April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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°
weather_partly_sunny
November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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

Check out reviews of Oakland hotels guests love

Find out more about Oakland