Hotels in Uptown
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 Uptown?
9.8 out of 10, Exceptional, (365)
9.8/10
Exceptional
(365)
The price is $200
$200
$235 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Claridge House Chicago, Tapestry Collection by Hilton
Claridge House Chicago, Tapestry Collection by Hilton4.0 star property
Gold Coast, 7 km from Uptown
9.0 out of 10, Wonderful, (1486)
9.0/10
Wonderful
(1486)
The price is $65
$65
$105 total
includes taxes & fees
Dec 29 - Dec 30
8.0 out of 10, Very Good, (2650)
8.0/10
Very Good
(2650)
The price is $59
$59
$86 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast4.0 star property
Gold Coast, 7 km from Uptown
8.2 out of 10, Very Good, (1259)
8.2/10
Very Good
(1259)
The price is $129
$129
$151 total
includes taxes & fees
Dec 19 - Dec 20
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago4.0 star property
Streeterville, 7.8 km from Uptown
8.6 out of 10, Excellent, (2002)
8.6/10
Excellent
(2002)
The price is $88
$88
$127 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection3.5 star property
Streeterville, 7.8 km from Uptown
8.2 out of 10, Very Good, (3780)
8.2/10
Very Good
(3780)
The price is $83
$83
$97 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites3.5 star property
Streeterville, 7.8 km from Uptown
9.0 out of 10, Wonderful, (3494)
9.0/10
Wonderful
(3494)
The price is $89
$89
$105 total
includes taxes & fees
Jan 5 - Jan 6, 2026
9.2 out of 10, Wonderful, (1296)
9.2/10
Wonderful
(1296)
The price is $135
$135
$188 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.6 out of 10, Excellent, (2968)
8.6/10
Excellent
(2968)
The price is $76
$76
$89 total
includes taxes & fees
Dec 21 - Dec 22
Warwick Allerton - Chicago
Warwick Allerton - Chicago4.0 star property
Magnificent Mile, 8.3 km from Uptown
8.4 out of 10, Very Good, (3018)
8.4/10
Very Good
(3018)
The price is $63
$63
$104 total
includes taxes & fees
Dec 22 - Dec 23
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical3.0 star property
Streeterville, 7.8 km from Uptown
8.6 out of 10, Excellent, (2298)
8.6/10
Excellent
(2298)
The price is $94
$94
$111 total
includes taxes & fees
Dec 29 - Dec 30
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North2.0 star property
River North, 8.3 km from Uptown
8.4 out of 10, Very Good, (377)
8.4/10
Very Good
(377)
The price is $59
$59
$69 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Home2 Suites by Hilton Chicago River North
Home2 Suites by Hilton Chicago River North3.0 star property
River North, 8.1 km from Uptown
8.4 out of 10, Very Good, (2088)
8.4/10
Very Good
(2088)
The price is $95
$95
$112 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.6 out of 10, Excellent, (1931)
8.6/10
Excellent
(1931)
The price is $95
$95
$135 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent Mile4.0 star property
Streeterville, 8.4 km from Uptown
9.0 out of 10, Wonderful, (1053)
9.0/10
Wonderful
(1053)
The price is $98
$98
$144 total
includes taxes & fees
Jan 2 - Jan 3, 2026
9.4 out of 10, Exceptional, (2989)
9.4/10
Exceptional
(2989)
The price is $100
$100
$145 total
includes taxes & fees
Dec 21 - Dec 22
Eurostars Magnificent Mile
Eurostars Magnificent Mile4.0 star property
River North, 8.2 km from Uptown
9.0 out of 10, Wonderful, (3142)
9.0/10
Wonderful
(3142)
The price is $96
$96
$113 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hotel Saint Clair- Magnificent Mile
Hotel Saint Clair- Magnificent Mile4.0 star property
Streeterville, 8.4 km from Uptown
8.4 out of 10, Very Good, (1789)
8.4/10
Very Good
(1789)
The price is $68
$68
$81 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile4.0 star property
River North, 8.1 km from Uptown
8.2 out of 10, Very Good, (2446)
8.2/10
Very Good
(2446)
The price is $79
$79
$123 total
includes taxes & fees
Dec 21 - Dec 22
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 Uptown
Check out reviews of Uptown hotels guests love
Hilton Chicago
10/10 Excellent
"Clean room and great guest services "
Embassy Suites by Hilton Chicago Downtown River North
10/10 Excellent
"Great"
Club Quarters Hotel Wacker at Michigan, Chicago
10/10 Excellent
"Great friendy staff, Smooth Check-in Check-out Process and the view from the room was just stunning. "
Sable at Navy Pier Chicago, Curio Collection by Hilton
10/10 Excellent
"Staff was courteous and accommodating. Rooms were clean with a beautiful view."
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Room was spotless. "
Silversmith Hotel Chicago Downtown
10/10 Excellent
"This hotel was great. In a perfect spot for walking the city and taking in all the sights. We had 3 of us in our group and we got the 1br with 2 queens beds and a pullout couch and it was perfect. The bar was fun and everyone we met in the staff were so friendly and helpful with suggestions on places to go and things to see. "
Congress Plaza Hotel
10/10 Excellent
"Room was comfortable and clean. Staff was very friendly "
River Hotel
10/10 Excellent
"Very nice hotel"
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
"Awesome "
Find out more about Uptown