Hotels in East Side
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8.0 out of 10, Very Good, (2656)
8.0/10
Very Good
(2656)
The price is $59
$59
$86 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton4.0 star property
Streeterville, 21.3 km from East Side
9.4 out of 10, Exceptional, (2284)
9.4/10
Exceptional
(2284)
The price is $85
$85
$134 total
includes taxes & fees
Jan 20 - Jan 21, 2026
8.6 out of 10, Excellent, (2980)
8.6/10
Excellent
(2980)
The price is $86
$86
$101 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile4.0 star property
Streeterville, 21.7 km from East Side
8.2 out of 10, Very Good, (2758)
8.2/10
Very Good
(2758)
The price is $86
$86
$131 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.4 out of 10, Very Good, (2414)
8.4/10
Very Good
(2414)
The price is $114
$114
$163 total
includes taxes & fees
Dec 30 - Dec 31
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago4.0 star property
The Loop, 21.5 km from East Side
8.8 out of 10, Excellent, (2009)
8.8/10
Excellent
(2009)
The price is $82
$82
$96 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Warwick Allerton - Chicago
Warwick Allerton - Chicago4.0 star property
Magnificent Mile, 22.2 km from East Side
8.4 out of 10, Very Good, (3018)
8.4/10
Very Good
(3018)
The price is $66
$66
$107 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago4.0 star property
Theatre District, 20.9 km from East Side
9.0 out of 10, Wonderful, (2308)
9.0/10
Wonderful
(2308)
The price is $99
$99
$141 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Godfrey Hotel Chicago
The Godfrey Hotel Chicago4.5 star property
River North, 22.4 km from East Side
8.6 out of 10, Excellent, (1948)
8.6/10
Excellent
(1948)
The price is $95
$95
$135 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop3.0 star property
The Loop, 19.5 km from East Side
8.8 out of 10, Excellent, (1775)
8.8/10
Excellent
(1775)
The price is $73
$73
$86 total
includes taxes & fees
Jan 5 - Jan 6, 2026
9.6 out of 10, Exceptional, (3424)
9.6/10
Exceptional
(3424)
The price is $125
$125
$147 total
includes taxes & fees
Dec 24 - Dec 25
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton4.0 star property
Gold Coast, 23.4 km from East Side
9.0 out of 10, Wonderful, (1491)
9.0/10
Wonderful
(1491)
The price is $65
$65
$105 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Best Western Grant Park Hotel
Best Western Grant Park Hotel2.5 star property
The Loop, 19.5 km from East Side
8.2 out of 10, Very Good, (2655)
8.2/10
Very Good
(2655)
The price is $72
$72
$85 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago4.0 star property
Streeterville, 22.6 km from East Side
8.6 out of 10, Excellent, (2010)
8.6/10
Excellent
(2010)
The price is $80
$80
$117 total
includes taxes & fees
Dec 28 - Dec 29
8.8 out of 10, Excellent, (4861)
8.8/10
Excellent
(4861)
The price is $82
$82
$96 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel4.0 star property
Theatre District, 20.8 km from East Side
8.4 out of 10, Very Good, (2170)
8.4/10
Very Good
(2170)
The price is $131
$131
$179 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile4.0 star property
Streeterville, 22 km from East Side
9.0 out of 10, Wonderful, (1059)
9.0/10
Wonderful
(1059)
The price is $98
$98
$144 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago4.0 star property
Theatre District, 20.8 km from East Side
8.8 out of 10, Excellent, (3326)
8.8/10
Excellent
(3326)
The price is $82
$82
$96 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central Loop3.0 star property
The Loop, 20.8 km from East Side
9.2 out of 10, Wonderful, (1270)
9.2/10
Wonderful
(1270)
The price is $92
$92
$108 total
includes taxes & fees
Jan 10 - Jan 11, 2026
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.
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?
When is the best time to visit Chicago?Our prices for hotels in Chicago are cheapest in January
When is the best time to visit Chicago?
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
Currently viewing crowd sizes and weather for December.
Typical weather for Chicago
December
High crowds
High 3°C / low -2°C. Cloudy most days.
View properties in December 3°
December, High crowds, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
-1°
January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
0°
February, Low crowds, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
6°
March, Low crowds, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
11°
April, Low crowds, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
5°
17°
May, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
23°
June, High crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
26°
July, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
26°
August, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
23°
September, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
16°
October, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
8°
November, Moderate crowds, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
Monthly weather averages (˚C)
Top landmarks in East Side
Check out reviews of East Side hotels guests love
Congress Plaza Hotel
10/10 Excellent
"The room was clean, quiet and staff were friendly and professional! I did like it "
Silversmith Hotel Chicago Downtown
10/10 Excellent
"Great location, excellent staff"
Homewood Suites by Hilton Chicago Downtown South Loop
10/10 Excellent
"The breakfast selection was so amazing, all the appropriate condiments you can think of was available…"
Sable at Navy Pier Chicago, Curio Collection by Hilton
10/10 Excellent
"Great location "
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
"nice big rooms, great price and great location"
Palmer House a Hilton Hotel
10/10 Excellent
"The Palmer house is our second home <3"
Eurostars Magnificent Mile
10/10 Excellent
"everything was perfect, from the view to the location of the hotel . 10/10 experience!"
The Whitehall Hotel, BW Premier Collection
10/10 Excellent
"It was amazing!!!! "
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"The professional, helpful, and experienced staff made a difference. "
Find out more about East Side