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


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
The price is AU$156 per night from 5 Jan to 6 Jan
AU$156
5 Jan - 6 Jan 2026
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! (3,551 reviews)
Room was warm Recommend softer toilet paper please

Reviewed on 23 Dec 2025

Hilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is AU$267 per night from 5 Jan to 6 Jan
AU$267
5 Jan - 6 Jan 2026
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! (2,176 reviews)
Room is gorgeous!!

Reviewed on 27 Dec 2025

Palmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is AU$257 per night from 5 Jan to 6 Jan
AU$257
5 Jan - 6 Jan 2026
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! (2,417 reviews)
Check in staff were great and room was clean. Worst part was house cleaner knocking at door at 1030am, after being up till 2am night before have a good time at football game. Hot tub amazing and our view!

Reviewed on 27 Dec 2025

Hilton Chicago
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 AU$143 per night from 11 Jan to 12 Jan
AU$143
11 Jan - 12 Jan 2026
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! (2,014 reviews)
Easy check in. Ready to upgrade. I love how central it is and the water stations on each floor. This is our second time to stay here and will do it again!

Reviewed on 23 Dec 2025

Club Quarters Hotel Wacker at Michigan, Chicago
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 25 Jan to 26 Jan
AU$153
25 Jan - 26 Jan 2026
includes taxes & fees
Stay at this family-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness centre and valet parking (surcharge). Our guests praise the helpful ...
8.4/10 Very Good! (3,013 reviews)
Great staff

Reviewed on 27 Dec 2025

Warwick Allerton - 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 AU$165 per night from 5 Jan to 6 Jan
AU$165
5 Jan - 6 Jan 2026
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! (5,470 reviews)
Great stay!

Reviewed on 29 Dec 2025

Embassy Suites by Hilton Chicago Downtown River North
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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