Search Hotels in Old Town Chicago, Chicago

Start date: Check-in selected.
To Date
End date: Check-out

    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
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Old Town Chicago, Chicago

City view from property
Hotel Lincoln
Hotel Lincoln
4.0 star property
7.8 out of 10, Good, (1043)
"Great location and friendly staff!"
United States
Evan
The price is ₹11,860
₹15,470 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Lincoln
Private kitchen
The Sono Chicago
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (479)
"Loved the shared kitchen access! "
United States
Jennifer M
The price is ₹13,178
₹15,470 total
includes taxes & fees
28 Oct - 29 Oct
The Sono Chicago
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3087)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is ₹9,488
₹11,138 total
includes taxes & fees
25 Nov - 26 Nov
Eurostars Magnificent Mile
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4751)
"Nice location, everything is convenient."
United States
Lloyd
The price is ₹11,333
₹13,304 total
includes taxes & fees
30 Oct - 31 Oct
River Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2105)
"Great stay "
United States
Melinda
The price is ₹10,472
₹12,293 total
includes taxes & fees
23 Nov - 24 Nov
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
9.4 out of 10, Exceptional, (2222)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is ₹8,856
₹13,387 total
includes taxes & fees
24 Nov - 25 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (4004)
"Great place to stay. "
United States
sherry
The price is ₹10,006
₹11,746 total
includes taxes & fees
30 Oct - 31 Oct
citizenM Chicago Downtown
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2873)
"Had a great stay!"
United States
Josh
The price is ₹9,488
₹11,138 total
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3165)
"Overall it was a great place to stay."
United States
Edward
The price is ₹9,633
₹11,308 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2528)
"Very accessible location and amazing staff. "
United States
Fatima
The price is ₹6,122
₹8,734 total
includes taxes & fees
10 Nov - 11 Nov
Freehand Chicago
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9596)
"Area is great and walkable distance to touring areas. "
United States
Alejandro
The price is ₹14,944
₹17,542 total
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (2268)
"Staff was wonderful, property was clean and welcoming. Great amenities for families and great location."
United States
Stephen
The price is ₹9,973
₹14,286 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4114)
"This hotel had a great location to shopping and several enjoyable restaurants."
United States
laura
The price is ₹9,633
₹11,308 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2664)
"Great place to stay "
United States
Larry William
The price is ₹9,441
₹13,559 total
includes taxes & fees
25 Nov - 26 Nov
Hotel Riu Plaza Chicago
Exterior
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very good, (288)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is ₹6,685
₹7,848 total
includes taxes & fees
10 Nov - 11 Nov
FOUND Hotel Chicago River North
American cuisine
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1628)
"Great location!"
United States
Catherine
The price is ₹8,961
₹10,519 total
includes taxes & fees
26 Nov - 27 Nov
Crowne Plaza Chicago West Loop by IHG
Rooftop terrace
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1007)
"Great stay"
Australia
Bart
The price is ₹8,886
₹10,432 total
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
Rooftop terrace
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2215)
"It was an amazing stay!"
United States
Kristy S
The price is ₹10,865
₹12,754 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric The Loop Chicago
Lobby
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2025)
"Great place to stay "
United States
Cheryl
Silversmith Hotel Chicago Downtown
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3274)
"Great stay "
United States
shanae
The price is ₹11,420
₹13,406 total
includes taxes & fees
24 Nov - 25 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Hotels in Old Town Chicago with free breakfast

Private kitchen
The Sono Chicago
The Sono Chicago
3.5 star property
  • Breakfast included
10.0 out of 10, Exceptional, (479)
The price is ₹13,178
₹15,470 total
includes taxes & fees
28 Oct - 29 Oct
The Sono Chicago
See more properties

Hotels in Old Town Chicago with a pool

Pool
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
  • Pool
8.8 out of 10, Excellent, (1694)
The price is ₹8,140
₹9,555 total
includes taxes & fees
25 Nov - 26 Nov
Hilton Garden Inn Chicago Downtown South Loop
See more properties

Top guest rated hotels in Old Town Chicago

Interior
Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space 1 FREE Parking
Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space 1 FREE Parking
    10.0 out of 10, Exceptional, (2)
    Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space 1 FREE Parking
    See more properties

    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

    A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

    The Loop - Downtown featuring 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 featuring 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
    "perfect !!! sad about the pool not being open"
    Yahkirra 1-night trip
    Posted 18 hours ago
    Hilton Chicago/Magnificent Mile Suites

    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.
    How many hotels are there in the Old Town Chicago area?
    Expedia has 51 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.