Uptown

Chicago

EyeEm Custom Shoots Q4 2018
EyeEm Custom Shoots Q4 2018
Timing is everything. If I tried to take this shot a million times I would never be able to duplicate the position of the sun in her tires. She was moving very quickly when I took this shot.
A white sulphur butterfly on a purple wildflower in the meadow at Montrose Beach.
A group of semi palmated sandpipers migrating along the Chicago lakefront that landed in the biggest and best migrant trap in the area.

Popular places to visit

Things to do


Top hotels in Uptown

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is S$249 per night from 21 Mar to 22 Mar
S$249
21 Mar - 22 Mar
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very Good! (9,942 reviews)
I like this hotel. It’s simple, clean, no frills and gets the job done. Hallways carpets are a little worse for wear but the room serves the purpose - you get what you reserve! - and you’re close to everything. It’s a “go to” for me.

Reviewed on 10 Mar, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$242 per night from 18 Mar to 19 Mar
S$242
18 Mar - 19 Mar
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk ...
9.4/10 Exceptional! (3,505 reviews)
Everything was great, except for the rooftop that was not open because which was the main reason we chose this hotel

Reviewed on 10 Mar, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is S$183 per night from 19 Mar to 20 Mar
S$183
19 Mar - 20 Mar
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the pool in their reviews. Popular ...
8.6/10 Excellent! (5,724 reviews)
The room was perfect, the bar open up at 4pm and they have happy hour at 5:30-7 they do have a little spot to get snack they are over price but they have water if you need any in the front desk .

Reviewed on 10 Mar, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is S$293 per night from 4 Apr to 5 Apr
S$293
4 Apr - 5 Apr
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8.4/10 Very Good! (2,233 reviews)
Clean room and business family budget

Reviewed on 10 Mar, 2026

Hilton Chicago O'Hare Airport
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
The price is S$215 per night from 23 Mar to 24 Mar
S$215
23 Mar - 24 Mar
includes taxes & fees
Stay at this spa hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and a fitness centre. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (3,291 reviews)
Cool spot.

Reviewed on 10 Mar, 2026

Eurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is S$232 per night from 1 Apr to 2 Apr
S$232
1 Apr - 2 Apr
includes taxes & fees
Stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a health club. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (2,670 reviews)
my stay was excellent, the staff and our room where fantastic.

Reviewed on 9 Mar, 2026

Hilton 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.

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

Other neighbourhoods around Uptown

Cubs/Brewers game

Wrigleyville

You might enjoy the bars while in Wrigleyville. Wrigley Field is a notable sight, and you can get around town at Sheridan Station or Addison Station (Red Line) to see more of the city.

Wrigleyville
Lakeview featuring modern architecture

Lakeview

4.5/5(8 area reviews)

Known for its lively bars and lake views, there's plenty to explore in Lakeview. Top attractions like Wrigley Field and Lake Michigan are major draws, and you can catch the metro at Southport Station or Addison Station (Red Line) to see more of the city.

Lakeview
Chicago which includes a city and modern architecture

Lincoln Park

5/5(5 area reviews)

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Lincoln Park
Old Town Chicago Neighborhood entrance gate and sign

Old Town Chicago

Known for its abundant dining options and lake views, there's plenty to explore in Old Town Chicago. Top attractions like Second City and Armitage Avenue are major draws, and you can catch the metro at Sedgwick Station or Clark-Division Station to see more of the city.

Old Town Chicago
Chicago_LoganSquare_6132429_04

Logan Square

The breweries and live music are just a few things visitors like about Logan Square. Concord Music Hall and Milwaukee Avenue are worthwhile spots to check out, and you can hop on the metro at Logan Square Station or California Station (Blue Line) to get around the larger area.

Logan Square
Wicker Park Historic District, a residential neighbourhood, Chicago, Illinois, USA

Wicker Park

Spend some time visiting places like Milwaukee Avenue while getting to know Wicker Park, and be sure to check out the abundant dining options. You can hop aboard the metro at Damen Station or Division Station to see more of the area.

Wicker Park


Uptown