Old Town Chicago Travel Guide

Tourist Guide

Photo by trenton.badillo
Photo by Marc Jacobs
Photo by Lisa Frackiewicz
Photo by Joy Taylor
Photo by Rita Irvine

Popular places to visit

Activities


Our pick of the best Old Town Chicago Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is NZ$347 per night from 4 Aug to 5 Aug
NZ$347
4 Aug - 5 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,891 reviews)
"I have stayed here a couple of times. The location is awesome. It is easy to walk places, catch a bus, or a train. The staff are very nice, and check-in and check-out are a breeze. The only thing I wish were better was the AC. It is set on an old unit, and we were not able to make it cooler."

Reviewed on 6 Jul. 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
The price is NZ$459 per night from 7 Aug to 8 Aug
NZ$459
7 Aug - 8 Aug
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (2,000 reviews)
"Excellent hotel, walk distance from best spots at Chicago"

Reviewed on 8 Jul. 2025

InterContinental Chicago Magnificent Mile by IHG
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$349 per night from 6 Aug to 7 Aug
NZ$349
6 Aug - 7 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,406 reviews)
"Excellent location. Only one block away from the lake as well as from the Michigan avenue (shopping area). Our room was nice and clean. I should not say room, it was like an one bedroom apartment without a kitchen. The management was very nice."

Reviewed on 8 Jul. 2025

Hilton Chicago/Magnificent Mile Suites
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$391 per night from 10 July to 11 July
NZ$391
10 July - 11 July
includes taxes & fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,376 reviews)
"Clean and comfortable"

Reviewed on 7 Jul. 2025

Embassy Suites by Hilton Chicago Downtown River North
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$280 per night from 13 July to 14 July
NZ$280
13 July - 14 July
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,226 reviews)
"Super convenient location. Friendly staff. Room sparkling clean and nicely appointed. Would stay again"

Reviewed on 5 Jul. 2025

Crowne Plaza Chicago West Loop by IHG
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
The price is NZ$298 per night from 7 Aug to 8 Aug
NZ$298
7 Aug - 8 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,311 reviews)
"Great stay, perfect location and very quiet. Nice vibes😎 Easy 5 stars for me"

Reviewed on 8 Jul. 2025

citizenM Chicago Downtown
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 Old Town Chicago

Chicago featuring a city and modern architecture

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
Gold Coast which includes street scenes as well as a couple

Gold Coast

The ample dining options and fantastic lake views are top of the list for many visitors to Gold Coast. A stop by Michigan Avenue or Lake Michigan might round out your trip.

Gold Coast
Magnificent Mile - River North which includes street scenes, signage and night scenes

Near North Side

4.5/5(114 area reviews)

Known for its fascinating museums, panoramic lake views and popular shops, there's plenty to explore in Near North Side. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at Clark-Division Station or Chicago Station (Brown Line) to see more of the city.

Near North Side
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River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

River North
Magnificent Mile - River North

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

Magnificent Mile
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

Old Town Chicago Travel Guide

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