Search Hotels in Old Town Chicago, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
12 Mar - 13 Mar
Tomorrow
13 Mar - 14 Mar
This weekend
13 Mar - 15 Mar
Next weekend
20 Mar - 22 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Old Town Chicago hotels

Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Old Town Chicago
10.0 out of 10, Exceptional, (496 reviews)
"Fantastic place! Very clean, kind and welcoming staff, great breakfast, and great location!"
United States
Catie
The price is ₹10,971
₹12,881 total
includes taxes & fees
24 Mar - 25 Mar
The Sono Chicago
City view from property

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,083 reviews)
"Very nice place "
United States
Rachel
The price is ₹10,125
₹13,506 total
includes taxes & fees
31 Mar - 1 Apr
Hotel Lincoln
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 3.7 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,392 reviews)
"Great location, friendly staff. "
United States
Brian
The price is ₹13,378
₹18,839 total
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2,673 reviews)
"Amazing place to stay!"
United States
Nia
The price is ₹12,021
₹16,817 total
includes taxes & fees
1 Apr - 2 Apr
Hilton Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,214 reviews)
"Helpful staff, great location with views, restaurant and bar on-site"
United States
Natalie
The price is ₹11,195
₹16,382 total
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago
Room service – dining

The Wade

The Wade
4.5 star property
Streeterville, 2.8 km from Old Town Chicago
8.4 out of 10, Very good, (1,714 reviews)
"Location and staff"
United States
Mary Catherine
The price is ₹11,873
₹13,938 total
includes taxes & fees
31 Mar - 1 Apr
The Wade
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 4.2 km from Old Town Chicago
8.0 out of 10, Very good, (9,918 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is ₹11,202
₹13,150 total
includes taxes & fees
27 Mar - 28 Mar
Congress Plaza Hotel
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 3.2 km from Old Town Chicago
8.6 out of 10, Excellent, (2,071 reviews)
"Very nice & clean hotel and near the Bean and shops are walkable. "
United States
Mary Joy
The price is ₹15,569
₹21,518 total
includes taxes & fees
31 Mar - 1 Apr
Fairmont Chicago at Millennium Park
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 2.4 km from Old Town Chicago
9.4 out of 10, Exceptional, (3,520 reviews)
"Great location ans staff was amazing!!"
United States
Bianca
The price is ₹12,165
₹16,879 total
includes taxes & fees
30 Mar - 31 Mar
Hotel Riu Plaza Chicago
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,142 reviews)
"Great location, clean and very nice restaurant and bar. "
United States
karina
The price is ₹17,488
₹24,311 total
includes taxes & fees
12 Apr - 13 Apr
Pendry Chicago
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 3 km from Old Town Chicago
9.6 out of 10, Exceptional, (3,762 reviews)
"Amazing hotel-- Loved staying here."
United States
Maureen
The price is ₹14,114
₹16,569 total
includes taxes & fees
31 Mar - 1 Apr
L7 Chicago by LOTTE
In-room safe, iron/ironing board, free WiFi, bed sheets

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Theatre District, 3 km from Old Town Chicago
9.2 out of 10, Wonderful, (1,414 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is ₹14,765
₹19,930 total
includes taxes & fees
24 Mar - 25 Mar
Sports Illustrated Resorts Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (3,471 reviews)
"Great stay! Wonderful location!"
United States
Renae
The price is ₹14,106
₹19,806 total
includes taxes & fees
5 Apr - 6 Apr
Hyatt Regency Chicago
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,902 reviews)
"Great hotel great location. "
United States
Michael
The price is ₹9,559
₹11,221 total
includes taxes & fees
6 Apr - 7 Apr
Hilton Chicago/Magnificent Mile Suites
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.0 out of 10, Wonderful, (2,413 reviews)
"Clean with great views. "
United States
Kent
The price is ₹12,932
₹17,144 total
includes taxes & fees
20 Mar - 21 Mar
Hyatt Centric The Loop Chicago
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 3.3 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,016 reviews)
"Center of the Loop, easy walk to a majority of landmark sights."
United States
Philip
The price is ₹12,242
₹17,066 total
includes taxes & fees
31 Mar - 1 Apr
Staypineapple, An Iconic Hotel, The Loop
Lobby lounge

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 4.6 km from Old Town Chicago
8.8 out of 10, Excellent, (1,001 reviews)
"Great location and not far from places!!"
United States
Savanna
The price is ₹7,182
₹10,055 total
includes taxes & fees
5 Apr - 6 Apr
Le Méridien Essex Chicago
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,011 reviews)
"Nice little getaway, I really enjoyed the staff "
United States
Joshua
The price is ₹13,193
₹18,240 total
includes taxes & fees
24 Mar - 25 Mar
Arlo Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 2.1 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,304 reviews)
"Greatest hotel "
United States
Solomon
The price is ₹13,254
₹15,559 total
includes taxes & fees
31 Mar - 1 Apr
Eurostars Magnificent Mile
Ice skating

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.2 out of 10, Wonderful, (2,234 reviews)
"Personable staff, nice clean place throughout. "
United States
Michael
Silversmith Hotel 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.
View all properties

Where to stay in Old Town Chicago

Find the best Old Town Chicago areas for the activities you enjoy most.
Downtown Chicago featuring a city

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Water Tower Place

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown featuring a river or creek

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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.

USA, Illinois, Chicago, Lincoln Park lagoon

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Old Town Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Alrighty"
mayer 1-night trip
Posted 1 hour ago
Hilton Chicago

Frequently asked questions

What's it like in Old Town Chicago?
Old Town Chicago is a welcoming neighbourhood known for its bar scene and popular zoo. Make sure that you visit Second City and Armitage Avenue as part of your Old Town Chicago travel plans.
Where is the best hotel for a stay in Old Town Chicago?
Based on Expedia customer reviews, Hotel Lincoln is the highest ranked property in Old Town Chicago. This hotel is a short 11-minute walk from Lake Michigan, and it offers a restaurant and a 24-hour fitness centre. Another favourite option in the neighbourhood is The Sono Chicago.
How many hotels are there in the Old Town Chicago area?
Expedia has 57 hotels and other accommodation options in Old Town Chicago to choose from, making this an ideal home base for exploring the greater Chicago area.
If I need to cancel my hotel reservation in Old Town Chicago, will I receive a refund?
Yes! Most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the top deals on offer in Old Town Chicago.
What are the top things to see and do in Old Town Chicago?
Sights like Second City and Lighthouse ArtSpace Chicago can be part of your cultural tour of Old Town Chicago. You could also plan a visit to Armitage Avenue or Henry Gerber House while you're in the neighbourhood. Don't miss favourite places to visit in the surrounding area, such as Michigan Avenue, Wrigley Field and Navy Pier. When you're sightseeing in Chicago, United Center and Hudson Chess Park are also worth a stop.
How can I get around Old Town Chicago and the greater Chicago area?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Sedgwick Station and Clark-Division Station.

Explore a world of travel with Expedia