Old Town Chicago Travel Guide

Chicago

Old Town Chicago
Old Town Chicago
Old Town Chicago Neighborhood entrance gate and sign

Popular places to visit


Top hotels in Old Town Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is ₹12,369 per night from 14 Feb to 15 Feb
₹12,369
₹14,520 total
14 Feb - 15 Feb
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! (9,789 reviews)
Really interesting place, great price for the location too. Staff was very friendly.

Reviewed on 19 Jan 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is ₹11,989 per night from 1 Feb to 2 Feb
₹11,989
₹16,773 total
1 Feb - 2 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! (2,551 reviews)
Did not have breakfast

Reviewed on 19 Jan 2026

Hilton Chicago
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is ₹10,039 per night from 11 Feb to 12 Feb
₹10,039
₹14,376 total
11 Feb - 12 Feb
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! (3,215 reviews)
Amazing place, breakfast is great , location is great - honestly great hotel!

Reviewed on 21 Jan 2026

Hotel Riu Plaza Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
The price is ₹12,278 per night from 24 Feb to 25 Feb
₹12,278
₹17,345 total
24 Feb - 25 Feb
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and valet parking (surcharge). Our guests praise the restaurant and ...
9.2/10 Wonderful! (3,269 reviews)
Robert was courteous and understanding

Reviewed on 23 Jan 2026

The Royal Sonesta Chicago Downtown
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is ₹7,647 per night from 30 Jan to 31 Jan
₹7,647
₹8,977 total
30 Jan - 31 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! (4,950 reviews)
Close to every thing

Reviewed on 23 Jan 2026

River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
The price is ₹7,842 per night from 1 Feb to 2 Feb
₹7,842
₹9,206 total
1 Feb - 2 Feb
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.6/10 Excellent! (2,251 reviews)
The room was great the staff was very nice the area was great.

Reviewed on 23 Jan 2026

DoubleTree by Hilton Chicago - 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
Chicago_NearNorthSide_137043_09

Near North Side

4.5/5(248 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 featuring a city and modern architecture

Lincoln Park

5/5(5 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
River North showing railway items, street scenes and a city

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