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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$181 per night from 25 Jan to 26 Jan
NZ$181
25 Jan - 26 Jan
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! (3,668 reviews)
Great hotel!

Reviewed on 5 Jan 2026

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is NZ$332 per night from 17 Jan to 18 Jan
NZ$332
17 Jan - 18 Jan
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! (2,494 reviews)
I paid for a king room and had that for the first half of my stay, but something went wrong with the water heater for the floor(?). It wasn't explained well to us, but we were moved into another room on a higher level which I assumed would have been similar but it was much smaller and had a queen ...

Reviewed on 5 Jan 2026

Hilton Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is NZ$333 per night from 17 Jan to 18 Jan
NZ$333
17 Jan - 18 Jan
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (2,230 reviews)
Room was very clean and staff was great

Reviewed on 6 Jan 2026

Palmer House a Hilton Hotel
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
The price is NZ$166 per night from 21 Jan to 22 Jan
NZ$166
21 Jan - 22 Jan
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 ...
8.6/10 Excellent! (2,035 reviews)
Everything was clean. Room was wonderful with an amazing view of the river. Its in the middle of either main areas. Staff was more than friendly and always had a smile. Highly recomend for a night or two in the city.

Reviewed on 4 Jan 2026

Club Quarters Hotel Wacker at Michigan, 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$190 per night from 19 Jan to 20 Jan
NZ$190
19 Jan - 20 Jan
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! (5,541 reviews)
Location

Reviewed on 6 Jan 2026

Embassy Suites by Hilton Chicago Downtown River North
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
The price is NZ$176 per night from 8 Feb to 9 Feb
NZ$176
8 Feb - 9 Feb
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 ...
8.8/10 Excellent! (3,165 reviews)
I left my iPad in the room. Management was kind enough to ship it to my house. I appreciate that.

Reviewed on 6 Jan 2026

Eurostars Magnificent Mile
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

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 showing street scenes, signage and a city

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
Chicago showing 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
Default Image

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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