Search Hotels in Old Town Chicago, Chicago

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Our top choices for Old Town Chicago hotels

The Sono Chicago

The Sono Chicago
3.5 star property
Old Town Chicago
10.0 out of 10, Exceptional, (505 reviews)
"Excelente place, close to restaurants and very comfortable and clean. "
United States
Juan
The price is ₹11,217
₹13,169 total
includes taxes & fees
28 Apr - 29 Apr
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,096 reviews)
"Great location, friendly staff, nice view and room"
United States
Michael
The price is ₹10,774
₹15,095 total
includes taxes & fees
28 Apr - 29 Apr
Hotel Lincoln

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, (2,473 reviews)
"Great place to stay "
United States
Mark
The price is ₹18,187
₹24,834 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2,416 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is ₹13,941
₹18,933 total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

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, (1,343 reviews)
"It was a great stay and good getaway "
United States
Ciara
The price is ₹9,648
₹11,326 total
includes taxes & fees
29 Apr - 30 Apr
The Chicago Hotel Collection - Magnificent Mile

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 2.4 km from Old Town Chicago
8.0 out of 10, Very good, (2,919 reviews)
"Great stay"
United States
Agnes Nmabila
The price is ₹9,143
₹12,393 total
includes taxes & fees
29 Apr - 30 Apr
Freehand Chicago

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, (2,244 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
United States
Jim
The price is ₹11,240
₹16,242 total
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

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, (3,977 reviews)
"Enjoyed the stay"
United States
Adam
The price is ₹14,425
₹19,807 total
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago

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, (1,390 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
United States
Eric
The price is ₹12,343
₹14,491 total
includes taxes & fees
29 Apr - 30 Apr
The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

River Hotel
4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (5,141 reviews)
"Very convenient location, kind staff, and comfy rooms. "
United States
Molly Christina
The price is ₹12,258
₹14,575 total
includes taxes & fees
26 May - 27 May
River Hotel

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, (1,963 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
United States
Megan
The price is ₹12,338
₹14,670 total
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Chicago Downtown South Loop

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, (1,051 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is ₹12,537
₹17,667 total
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop

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, (572 reviews)
"Great location great staff great hotel!"
United States
Refak
The price is ₹7,265
₹8,529 total
includes taxes & fees
28 Apr - 29 Apr
FOUND Hotel Chicago River North

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2,758 reviews)
"Clean room and great location "
United States
Diana
The price is ₹12,289
₹17,378 total
includes taxes & fees
26 May - 27 May
Hilton Chicago

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, (3,213 reviews)
"The design of the property and location is great!"
United States
Fedna
The price is ₹12,536
₹14,905 total
includes taxes & fees
10 May - 11 May
Aloft Chicago Mag Mile

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, (10,152 reviews)
"Great stay"
United States
Matthew
The price is ₹12,578
₹14,954 total
includes taxes & fees
8 May - 9 May
Congress Plaza Hotel

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 4.9 km from Old Town Chicago
8.2 out of 10, Very good, (2,682 reviews)
"Great location, right across the street from the park."
United States
Jamison
The price is ₹12,159
₹14,275 total
includes taxes & fees
28 Apr - 29 Apr
Best Western Grant Park Hotel

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 2.5 km from Old Town Chicago
9.0 out of 10, Wonderful, (1,008 reviews)
"Everyone was so friendly and the breakfast was nice!"
United States
Angela
The price is ₹11,217
₹13,168 total
includes taxes & fees
28 Apr - 29 Apr
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 4.3 km from Old Town Chicago
7.4 out of 10, Good, (2,578 reviews)
"Perfect location for a good price that aside, mid hotel "
United States
Nicolas Esteban
The price is ₹8,733
₹10,253 total
includes taxes & fees
28 Apr - 29 Apr
Travelodge by Wyndham Downtown Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (2,225 reviews)
"Perfect location great room for the price "
United States
Lisa
The price is ₹13,102
₹15,578 total
includes taxes & fees
25 May - 26 May
Club Quarters Hotel Wacker at Michigan, 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.

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

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 41 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 Navy Pier, Wrigley Field and Michigan Avenue. 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.

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