Uptown Travel Guide

Tourist Guide

Beautiful Chicago skyline aerial drone view from above the frozen ice and snow covering Lake Michigan with a curved hooked pier near Montrose beach with colorful orange and pink sunset clouds above.
EyeEm Custom Shoots Q4 2018
Uptown
Uptown
Uptown

Popular places to visit

Activities


Our pick of the best Uptown Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is NZ$272 per night from 26 May to 27 May
NZ$272
26 May - 27 May
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! (10,149 reviews)
Always stay here when I’m trying to save money great location and price

Reviewed on 17 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is NZ$352 per night from 25 May to 26 May
NZ$352
25 May - 26 May
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! (4,175 reviews)
The breakfast menu was fresh, delicious, and there was such a good variety of items to choose from. The staff was pleasant & professional. Absolutely loved this hotel & will definitely vist again. There were tons of restaurants & shopping on the next block. Garretts popcorn right across the street ...

Reviewed on 17 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is NZ$247 per night from 25 May to 26 May
NZ$247
25 May - 26 May
includes taxes & fees
Stay at this boutique hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in their ...
7.8/10 Good! (1,427 reviews)
It was a great location for getting to and from our event.

Reviewed on 17 May 2026

The Chicago Hotel Collection - Magnificent Mile
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
The price is NZ$219 per night from 26 May to 27 May
NZ$219
26 May - 27 May
includes taxes & fees
Stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club and valet parking (surcharge). Our guests praise the helpful staff ...
8.2/10 Very Good! (2,706 reviews)
Our room was directly next to the elevators and it was very noisy all night long. The AC would not go below a certain temperature and it was very warm in the room all night no matter how low the temperature was placed. The room was very small and did not provide a lot of comfort.

Reviewed on 17 May 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is NZ$310 per night from 25 May to 26 May
NZ$310
25 May - 26 May
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (5,187 reviews)
This location is excellent for sightseeing and going to the theater.

Reviewed on 17 May 2026

River Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
The price is NZ$212 per night from 25 May to 26 May
NZ$212
25 May - 26 May
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in their ...
8/10 Very Good! (3,005 reviews)
Rooms are really small and it seems like they didn’t take their time to clean it. The bathroom was not clean and had empty body wash and hand soap dispensers. The staff there weren’t welcoming either. Overpriced for a room that was dark and had a bad odor to it. Spent the night then checked out as ...

Reviewed on 17 May 2026

Freehand 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.

Other neighbourhoods around Uptown

Wrigleyville

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

Lakeview

5/5(2 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
Lincoln Park

Lincoln Park

5/5(4 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 skyline seen from Logan Square neighborhood

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
606 Trail Wicker Park

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 Travel Guide

Choose two or more items and save on your trip: