Old Town Chicago Hotels, Chicago

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20 Nov - 21 Nov
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21 Nov - 22 Nov
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21 Nov - 23 Nov
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28 Nov - 30 Nov

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4631 Cheap Hotels in Old Town Chicago - Specials, Reviews, & Last Minute Deals

City view from property
Hotel Lincoln

Hotel Lincoln

4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1044)
"Great location and friendly staff!"
United States
Evan
The price is NZ$259
includes taxes & fees
7 Dec - 8 Dec
Hotel Lincoln
Private kitchen
The Sono Chicago

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 NZ$291
includes taxes & fees
24 Nov - 25 Nov
The Sono Chicago
Reception
River Hotel

River Hotel

4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (4820)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is NZ$191
includes taxes & fees
23 Nov - 24 Nov
River Hotel
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 2.1 km from Old Town Chicago
8.8 out of 10, Excellent, (3108)
"Location was great "
United States
Hamik
The price is NZ$222
includes taxes & fees
25 Nov - 26 Nov
Eurostars Magnificent Mile
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, (2139)
"Great stay "
United States
Melinda
The price is NZ$202
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
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, (2240)
"Room was spotless…staff was great!"
United States
Tamika
The price is NZ$239
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (4051)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is NZ$215
includes taxes & fees
24 Nov - 25 Nov
citizenM Chicago Downtown
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, (3337)
"Great stay!"
United States
Rose
The price is NZ$173
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
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, (2916)
"Great location!!"
United States
sarah e
The price is NZ$205
includes taxes & fees
7 Dec - 8 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, (2305)
"Clean Rooms & very nice staff"
United States
Teresa
The price is NZ$271
includes taxes & fees
20 Dec - 21 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, (4181)
"Great location. "
United States
Rodger
The price is NZ$158
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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, (2589)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is NZ$171
includes taxes & fees
7 Dec - 8 Dec
Freehand Chicago
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, (333)
"love this place definitely coming back !"
United States
Dayanara
The price is NZ$140
includes taxes & fees
21 Dec - 22 Dec
FOUND Hotel Chicago River North
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, (2820)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is NZ$264
includes taxes & fees
15 Dec - 16 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, (9608)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is NZ$204
includes taxes & fees
24 Nov - 25 Nov
Congress Plaza Hotel
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, (1688)
"The location was great!!"
United States
Yvette
The price is NZ$199
includes taxes & fees
14 Dec - 15 Dec
Crowne Plaza Chicago West Loop 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, (2075)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
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, (3397)
"Great stay"
United States
Jenine
The price is NZ$279
includes taxes & fees
7 Dec - 8 Dec
LondonHouse Chicago, Curio Collection by Hilton
Restaurant
Best Western Grant Park Hotel

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, (2611)
"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 NZ$169
includes taxes & fees
24 Nov - 25 Nov
Best Western Grant Park Hotel
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 3.6 km from Old Town Chicago
8.4 out of 10, Very good, (2074)
"Great place to stay."
United States
Aaron
The price is NZ$257
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton 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.
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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.

Magnificent Mile - River North

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

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 showing a city and modern architecture

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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Friendly staff, clean rooms"
Erica 1-night trip
Posted 1 day ago
Hilton Chicago/Magnificent Mile Suites

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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.