Near South Side Travel Guide

Tourist Guide

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Chicago city lights
Chicago on a clear winter day.

Popular places to visit

Activities


Our pick of the best Near South Side Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is NZ$369 per night from 13 Mar to 14 Mar
NZ$369
13 Mar - 14 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! (9,882 reviews)
Great location, beautiful historic hotel with clean, updated rooms.

Reviewed on 11 Feb 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$266 per night from 4 Mar to 5 Mar
NZ$266
4 Mar - 5 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 ...
9.2/10 Wonderful! (3,327 reviews)
The great customer service, clean room, and enjoyed the free breakfast.

Reviewed on 11 Feb 2026

Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is NZ$318 per night from 27 Feb to 28 Feb
NZ$318
27 Feb - 28 Feb
includes taxes & fees
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,613 reviews)
Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant ...

Reviewed on 8 Feb 2026

Hilton 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 NZ$183 per night from 22 Feb to 23 Feb
NZ$183
22 Feb - 23 Feb
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 ...
8.4/10 Very Good! (5,650 reviews)
Average

Reviewed on 12 Feb 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 NZ$381 per night from 14 Mar to 15 Mar
NZ$381
14 Mar - 15 Mar
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 ...
8.2/10 Very Good! (2,218 reviews)
Food at sports bar was great along with the service. Bedding was top notch, room clean& nice TV

Reviewed on 9 Feb 2026

Hilton Chicago O'Hare Airport
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is NZ$206 per night from 23 Feb to 24 Feb
NZ$206
23 Feb - 24 Feb
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (3,795 reviews)
Room was OK. Pool was closed so I was very upset.

Reviewed on 10 Feb 2026

Hilton Chicago/Magnificent Mile Suites
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 and homes. Plan this year’s big trip and save.

Other neighbourhoods around Near South Side

South Loop featuring a city and a high-rise building

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
Beautiful fireworks

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 - Downtown which includes a river or creek

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 featuring a city

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier 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
Navy Pier which includes wild flowers and general coastal views as well as a couple

Streeterville

Michigan Avenue and Navy Pier 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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