Photo by trenton.badillo

Hotels in Old Town Chicago

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
17 Jul - 18 Jul
Tomorrow
18 Jul - 19 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 Hotels in Old Town Chicago

The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (463)
"Excellent location. Beautiful property, extremely clean."
The price is S$342
includes taxes & fees
4 Aug - 5 Aug
The Sono Chicago
Hotel Lincoln
City view from property

Hotel Lincoln

4.0 star property
7.8 out of 10, Good, (1004)
"Loved the convenance of the fantastic park across the street, the pet friendly hotel, friendly staff and great location close within walking distance to restaurants, the beach, and fun vibes."
The price is S$240
includes taxes & fees
27 Jul - 28 Jul
Hotel Lincoln
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2027)
"Amazing property clean comfy bedding and wonderful views"
The price is S$381
includes taxes & fees
17 Aug - 18 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2427)
"Amazing Stay!"
The price is S$314
includes taxes & fees
14 Aug - 15 Aug
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1500)
"Great location and rooms "
The price is S$340
includes taxes & fees
17 Aug - 18 Aug
Loews Chicago Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1911)
"I loved the room pool view, the restaurants & the location "
The price is S$255
includes taxes & fees
17 Aug - 18 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1512)
"Great location and views from rooms were beautiful. "
The price is S$316
includes taxes & fees
17 Aug - 18 Aug
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Executive lounge

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1799)
"Great stay, great location and very polite staff "
The price is S$349
includes taxes & fees
6 Aug - 7 Aug
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2759)
"Great location and friendly staff"
The price is S$242
includes taxes & fees
17 Aug - 18 Aug
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1001)
"Front desk was very welcoming and hotel was beautiful"
The price is S$262
includes taxes & fees
27 Jul - 28 Jul
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1905)
"Great stay! "
The price is S$206
includes taxes & fees
17 Aug - 18 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3282)
"Great location and stay"
The price is S$389
includes taxes & fees
6 Aug - 7 Aug
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Restaurant

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2462)
"We had a great time here!"
The price is S$222
includes taxes & fees
10 Aug - 11 Aug
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1873)
"Great location near bars and restaurants "
The price is S$222
includes taxes & fees
13 Aug - 14 Aug
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Premium bedding, pillow-top beds, in-room safe, desk

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1023)
"Best place we have stayed in Chicago in a long time. "
The price is S$292
includes taxes & fees
27 Jul - 28 Jul
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Breakfast and dinner served

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1098)
"Great stay"
The price is S$228
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1662)
"I really enjoyed my stay here, the staff was very pleasant and the rooms great!"
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2181)
"This was a good hotel, great location, great breakfast, and courteous and friendly staff."
The price is S$315
includes taxes & fees
4 Aug - 5 Aug
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2550)
"Location was excellent."
The price is S$217
includes taxes & fees
14 Aug - 15 Aug
Best Western Grant Park Hotel
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8986)
"Historic hotel!"
The price is S$268
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
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.

Where to stay in Old Town Chicago

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

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North
Magnificent Mile map

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.

The Loop - Downtown featuring a river or creek
The Loop map

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

River North map

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 a city and modern architecture
Lincoln Park map

Lincoln Park

2 out of top 10 points of interest in this area

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.

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, 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.