Old Town Chicago Hotels, Chicago

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5 Oct - 6 Oct
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6 Oct - 7 Oct
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10 Oct - 12 Oct
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17 Oct - 19 Oct

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4515 Cheap Hotels in Old Town Chicago - Specials, Reviews, & Last Minute Deals

Hotel Lincoln
City view from property

Hotel Lincoln

4.0 star property
7.8 out of 10, Good, (1034)
"Great location and friendly staff!"
The price is NZ$219
includes taxes & fees
3 Nov - 4 Nov
Hotel Lincoln
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (479)
"Loved the shared kitchen access! "
The price is NZ$307
includes taxes & fees
6 Oct - 7 Oct
The Sono Chicago
River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4711)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is NZ$441
includes taxes & fees
6 Oct - 7 Oct
River Hotel
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, (2167)
"Great hotel "
The price is NZ$435
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2077)
"Great hotel"
The price is NZ$321
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (3061)
"Perfect location, walkable to many restaurants and shops"
The price is NZ$221
includes taxes & fees
3 Nov - 4 Nov
Eurostars Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3907)
"Great place to stay. "
The price is NZ$349
includes taxes & fees
4 Nov - 5 Nov
citizenM Chicago Downtown
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3022)
"Enjoyed our stay"
The price is NZ$291
includes taxes & fees
3 Nov - 4 Nov
Hilton Chicago/Magnificent Mile Suites
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2845)
"Had a great stay!"
The price is NZ$296
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Mag Mile
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9308)
"Beautiful hotel!"
Congress Plaza Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2417)
"Great walkable location to all the sights! "
The price is NZ$252
includes taxes & fees
27 Oct - 28 Oct
Freehand Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (4030)
"We definitely will stay there again place was very nice "
The price is NZ$361
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2242)
"Great Hotel"
The price is NZ$421
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (264)
"Loved this place if you want something affordable and nice! "
The price is NZ$196
includes taxes & fees
4 Nov - 5 Nov
FOUND Hotel Chicago River North
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2538)
"Location is great and the breakfast buffet is amazing"
The price is NZ$371
includes taxes & fees
3 Nov - 4 Nov
Hotel Riu Plaza Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1019)
"Great stay"
The price is NZ$255
includes taxes & fees
2 Nov - 3 Nov
Best Western River North Hotel
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2162)
"The hotel was quiet and clean and restaurant was right next door in addition to inside the hotel"
The price is NZ$450
includes taxes & fees
23 Oct - 24 Oct
Hyatt Centric The Loop Chicago
Warwick Allerton - Chicago
Lobby sitting area

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very good, (2899)
"Great location, friendly staff."
The price is NZ$228
includes taxes & fees
3 Nov - 4 Nov
Warwick Allerton - Chicago
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.4 out of 10, Exceptional, (3356)
"Great place to stay "
The price is NZ$554
includes taxes & fees
30 Oct - 31 Oct
Hyatt Regency Chicago
voco Chicago Downtown - Riverwalk by IHG
Bar (on property)

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3181)
"Great stay "
The price is NZ$429
includes taxes & fees
19 Oct - 20 Oct
voco Chicago Downtown - Riverwalk by IHG
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 Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Very comfortable stay, excellent location. "
Andrea 3-night trip
Posted 2 days ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Explore a world of travel with Expedia

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. Another favourite option in the neighbourhood is The Sono Chicago.

How many hotels are there in the Old Town Chicago area?

Expedia has 46 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.