Old Town Chicago Hotels, 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
24 Feb - 25 Feb
Tomorrow
25 Feb - 26 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 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, (493 reviews)
"Fantastic place! Very clean, kind and welcoming staff, great breakfast, and great location!"
United States
Catie
The price is NZ$234
includes taxes & fees
2 Mar - 3 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)
"Overall experience was fabulous ~ beautiful property!"
United States
Andrea
The price is NZ$228
includes taxes & fees
10 Mar - 11 Mar
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, (2,394 reviews)
"Great stay"
United States
Blake
The price is NZ$320
includes taxes & fees
28 Feb - 1 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,193 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is NZ$299
includes taxes & fees
24 Mar - 25 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, (1,696 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is NZ$195
includes taxes & fees
1 Mar - 2 Mar
The Wade
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 3.6 km from Old Town Chicago
8.6 out of 10, Excellent, (2,317 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is NZ$339
includes taxes & fees
6 Mar - 7 Mar
Palmer House a Hilton Hotel
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 1.1 km from Old Town Chicago
8.2 out of 10, Very good, (1,288 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is NZ$210
includes taxes & fees
4 Mar - 5 Mar
The Chicago Hotel Collection Ambassador Gold Coast
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, (3,404 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is NZ$242
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 4.4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1,005 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is NZ$324
includes taxes & fees
26 Feb - 27 Feb
The Blackstone, Autograph Collection
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, (3,492 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is NZ$420
includes taxes & fees
25 Mar - 26 Mar
Hyatt Regency Chicago
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, (9,932 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is NZ$530
includes taxes & fees
13 Mar - 14 Mar
Congress Plaza Hotel
Studio, 2 Double Beds | Bathroom

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, (1,406 reviews)
"Staff was super friendly and rooms were clean. Definitely will come back "
United States
Daisy
The price is NZ$354
includes taxes & fees
26 Feb - 27 Feb
Sports Illustrated Resorts Chicago
Lobby

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, (3,110 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is NZ$169
includes taxes & fees
1 Mar - 2 Mar
Aloft Chicago Mag Mile
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,152 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is NZ$423
includes taxes & fees
15 Mar - 16 Mar
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, (3,689 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is NZ$270
includes taxes & fees
17 Mar - 18 Mar
L7 Chicago by LOTTE
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2,651 reviews)
"Yes it was a great stay"
United States
Rita
The price is NZ$322
includes taxes & fees
5 Mar - 6 Mar
Hilton Chicago
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 2.9 km from Old Town Chicago
9.4 out of 10, Exceptional, (3,324 reviews)
"Everything was on point… we love the location"
United States
Beryl Ivonne
The price is NZ$367
includes taxes & fees
27 Mar - 28 Mar
The Royal Sonesta Chicago Downtown
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 4.8 km from Old Town Chicago
8.8 out of 10, Excellent, (1,877 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is NZ$184
includes taxes & fees
2 Mar - 3 Mar
Hilton Garden Inn Chicago Downtown South Loop
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 2.2 km from Old Town Chicago
7.6 out of 10, Good, (1,215 reviews)
"Amazing stay "
United States
Napoleon
The Chicago Hotel Collection - Magnificent Mile
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, (2,399 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is NZ$227
includes taxes & fees
27 Feb - 28 Feb
Hyatt Centric The Loop Chicago
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

Our guide on 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

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

The Loop - Downtown which includes 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.

Underground passage in the Chicago O'Hare airport

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

Top Old Town Chicago Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Amazing view"
Aaliyah 2-night trip
Posted 1 day ago
Embassy Suites by Hilton Chicago Downtown River North

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 59 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, Navy Pier and Wrigley Field. 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