Near South Side Travel Guide

Tourist Guide

Adler Planetarium Birds Eye View in Summer
Northerly Island
Aerial wide shot of Chicago
Aerial image of Soldier Field and Downtown Chicago
Adler Planetarium with Monroe Harbor and Chicago Skyline

Popular places to visit

Activities


Our pick of the best Near South Side Hotel Deals

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
The price is NZ$452 per night from 22 May to 23 May
NZ$452
22 May - 23 May
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 3 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,075 reviews)
"Very quiet and clean and very big gym"

Reviewed on 14 May 2026

Hyatt Regency McCormick Place Chicago
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! (10,158 reviews)
"The classic style leads to smaller rooms, but its all part of the charm in tgis historic beauty."

Reviewed on 19 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$350 per night from 25 May to 26 May
NZ$350
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! (4,184 reviews)
"I couldn’t recommend this hotel enough. The location, the staff, cleanliness and just everything was amazing. You’re walkable to the train station and plenty of buses, but a ton of things to do were nearby and just walk. The staff were so nice and attentive. The breakfast buffet often a great selection. ..."

Reviewed on 19 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! (1,432 reviews)
"Good location, definitely walkable to a lot of shops and restaurants."

Reviewed on 18 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! (2,711 reviews)
"Staff is excellent. Breakfast was below standards - muffins, fruit, juice, and a couple breakfast sandwiches the staff put in the microwave. I’d pass on the breakfast. Nice location. Rooms were okay - the bed in our room was full of cat scratches."

Reviewed on 18 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$308 per night from 25 May to 26 May
NZ$308
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! (5,192 reviews)
"My stay at the River Hotel was excellent from start to finish. The location is unbeatable, making it easy to explore the surrounding area, and the views were a great bonus. The room was clean, comfortable, and well-maintained, with everything I needed for a relaxing stay."

Reviewed on 18 May 2026

River Hotel
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 Near South Side

South Loop

South Loop

4/5(1 area review)

Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.

South Loop
Theatre District

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Theatre District
The Loop

The Loop

4.5/5(93 area reviews)

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

The Loop
Downtown Chicago

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Downtown Chicago
Blue Hour evening cityscape in West Loop neighborhood. Long exposure, nightscape architecture. Main street in Chicago, streets in Illinois.

West Loop

Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.

West Loop
Streeterville

Streeterville

Navy Pier and Michigan Avenue are just a few worthwhile attractions to visit in Streeterville. Travellers also love the fascinating museums, panoramic lake views and popular shops.

Streeterville


Near South Side Travel Guide

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