Hotels in Old Town Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 Hotels in Old Town Chicago

Hotel Lincoln

4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1051)
"Great location and friendly staff!"
United States
Evan
The price is S$189
includes taxes & fees
7 Dec - 8 Dec
Hotel Lincoln

The Sono Chicago

3.5 star property
Old Town Chicago
10.0 out of 10, Exceptional, (482)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
The price is S$203
includes taxes & fees
20 Nov - 21 Nov
The Sono Chicago

Eurostars Magnificent Mile

4.0 star property
River North, 2.1 km from Old Town Chicago
8.8 out of 10, Excellent, (3109)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is S$160
includes taxes & fees
16 Dec - 17 Dec
Eurostars Magnificent Mile

River Hotel

4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (4814)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is S$136
includes taxes & fees
19 Nov - 20 Nov
River Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 2.6 km from Old Town Chicago
8.8 out of 10, Excellent, (2145)
"Great stay "
United States
Melinda
The price is S$149
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile

citizenM Chicago Downtown

4.0 star property
Theatre District, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (4042)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is S$161
includes taxes & fees
19 Nov - 20 Nov
citizenM Chicago Downtown

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, (2236)
"Room was spotless…staff was great!"
United States
Tamika
The price is S$184
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3324)
"Great stay!"
United States
Rose
The price is S$149
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 2.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2912)
"Great location!!"
United States
sarah e
The price is S$143
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.4 out of 10, Very good, (2312)
"Clean Rooms & very nice staff"
United States
Teresa
The price is S$200
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 2.4 km from Old Town Chicago
8.4 out of 10, Very good, (4176)
"Great location. "
United States
Rodger
The price is S$116
includes taxes & fees
8 Dec - 9 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Freehand Chicago

4.0 star property
River North, 2.3 km from Old Town Chicago
8.0 out of 10, Very good, (2579)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is S$142
includes taxes & fees
20 Nov - 21 Nov
Freehand Chicago

FOUND Hotel Chicago River North

2.0 star property
River North, 2.1 km from Old Town Chicago
8.4 out of 10, Very good, (327)
"very clean and modern, staff was very friendly"
United States
Edrick
The price is S$109
includes taxes & fees
7 Dec - 8 Dec
FOUND Hotel Chicago River North

Congress Plaza Hotel

3.5 star property
The Loop, 4.2 km from Old Town Chicago
8.0 out of 10, Very good, (9595)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
Congress Plaza Hotel

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 2.4 km from Old Town Chicago
9.4 out of 10, Exceptional, (2811)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is S$194
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
3.4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1691)
"very nice staff & very clean hotel "
United States
Amy
The price is S$137
includes taxes & fees
23 Nov - 24 Nov
Crowne Plaza Chicago West Loop by IHG

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.0 out of 10, Wonderful, (2239)
"Clean room, friendly staff, convenient location. "
United States
Arthera
The price is S$227
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric The Loop Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.2 out of 10, Wonderful, (2080)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown

Best Western Grant Park Hotel

2.5 star property
The Loop, 4.8 km from Old Town Chicago
8.2 out of 10, Very good, (2624)
"Loved our stay here! Was easy to check in and staff was super friendly! Loved the area and the walk to millennium park was nice."
United States
Mary
The price is S$123
includes taxes & fees
18 Dec - 19 Dec
Best Western Grant Park Hotel

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
The Loop, 2.9 km from Old Town Chicago
9.4 out of 10, Exceptional, (3410)
"Great stay"
United States
Jenine
The price is S$205
includes taxes & fees
18 Dec - 19 Dec
LondonHouse Chicago, Curio Collection by Hilton
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.

Hotels in Old Town Chicago with a pool

Top guest rated hotels in Old Town Chicago

Where to stay in Old Town Chicago

Find the best Old Town Chicago areas for the activities you enjoy most.

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.

Magnificent Mile

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

The Loop

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

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.

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

Explore a world of travel with Expedia

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 53 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.