Search Hotels in Old Town Chicago, 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Old Town Chicago, Chicago

City view from property
Hotel Lincoln

Hotel Lincoln

4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1059)
"Great "
United States
Lillian
The price is ฿3,418
฿4,574 total
includes taxes & fees
14 Dec - 15 Dec
Hotel Lincoln
Private kitchen
The Sono Chicago

The Sono Chicago

3.5 star property
Old Town Chicago
10.0 out of 10, Exceptional, (484)
"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 ฿4,327
฿5,079 total
includes taxes & fees
9 Dec - 10 Dec
The Sono Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 2.6 km from Old Town Chicago
8.8 out of 10, Excellent, (2181)
"Nice Hotel"
United States
Alan
The price is ฿2,852
฿3,348 total
includes taxes & fees
16 Dec - 17 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Reception
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, (3149)
"Amazing and will be staying again!"
United States
Angie
The price is ฿2,987
฿3,506 total
includes taxes & fees
6 Jan - 7 Jan 2026
Eurostars Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (4850)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is ฿2,654
฿3,115 total
includes taxes & fees
11 Dec - 12 Dec
River Hotel
Ballroom
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, (3446)
"Great place to stay "
United States
RaShawna
The price is ฿3,349
฿3,932 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Chicago/Magnificent Mile Suites
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, (2260)
"Smooth check in and beautiful hotel"
United States
Monique
The price is ฿3,042
฿4,657 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (4094)
"I enjoyed my stay with this hotel and would stay here again"
United States
Kim Leticia Terrelle
The price is ฿3,414
฿4,008 total
includes taxes & fees
14 Dec - 15 Dec
citizenM Chicago Downtown
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 2.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2955)
"Great location and great staff!!"
United States
lynne
The price is ฿2,680
฿3,147 total
includes taxes & fees
11 Dec - 12 Dec
Aloft Chicago Mag Mile
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.4 out of 10, Very good, (2356)
"We had a great stay and will be back again."
United States
Amber
The price is ฿3,637
฿5,206 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Chicago
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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, (4231)
"Staff were amazing."
United States
Debra
The price is ฿2,617
฿3,072 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
West Loop, 4.1 km from Old Town Chicago
8.4 out of 10, Very good, (1006)
"Amazing staff clean and secure hotel "
United States
Aniyah
The price is ฿3,223
฿4,166 total
includes taxes & fees
25 Dec - 26 Dec
Holiday Inn & Suites Chicago - Downtown by IHG
Lobby
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, (2113)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown
Exterior
FOUND Hotel Chicago River North

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, (364)
"love this place definitely coming back !"
United States
Dayanara
The price is ฿2,092
฿2,455 total
includes taxes & fees
5 Jan - 6 Jan 2026
FOUND Hotel Chicago River North
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
River North, 2.3 km from Old Town Chicago
8.0 out of 10, Very good, (2627)
"The room was spotless and the staff where great!"
United States
Maria
The price is ฿1,970
฿2,875 total
includes taxes & fees
7 Jan - 8 Jan 2026
Freehand Chicago
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
3.4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1748)
"The location was great!!"
United States
Yvette
The price is ฿2,728
฿3,203 total
includes taxes & fees
14 Dec - 15 Dec
Crowne Plaza Chicago West Loop by IHG
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, (2939)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ฿3,159
฿4,608 total
includes taxes & fees
9 Dec - 10 Dec
Hotel Riu Plaza Chicago
Banquet hall
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, (9642)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is ฿3,018
฿3,543 total
includes taxes & fees
12 Dec - 13 Dec
Congress Plaza Hotel
Rooftop terrace
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, (2276)
"Very nice clean hotel! "
United States
Jodee
The price is ฿3,548
฿4,165 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Centric The Loop Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton

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, (3429)
"Great Hotel!"
United States
Siranush
The price is ฿4,160
฿4,884 total
includes taxes & fees
4 Jan - 5 Jan 2026
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.
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.

Magnificent Mile - River North

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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

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.

Chicago which includes rides

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top Old Town Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Everything was amazing, from the staff to the room, amenities simply perfect.!! "
TERESA 3-night trip
Posted 2 days ago
Hyatt Regency Chicago

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.
How many hotels are there in the Old Town Chicago area?
Expedia has 54 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.