Photo by trenton.badillo

Old Town Chicago Hotels, Chicago

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
Next weekend
May 17 - May 19

Filter by

Popular filters
Popular filters
Total price
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

4129 Cheap Hotels in Old Town Chicago - Specials, Reviews, & Last Minute Deals

Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6717)
"Quaint gem"
The price is NZ$276
includes taxes & fees
13 May - 14 May
Congress Plaza Hotel
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3493)
"This big property needs to havw a transport van from airports "
The price is NZ$473
includes taxes & fees
27 May - 28 May
Hyatt Regency Chicago
Daily cooked-to-order breakfast for a fee
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2204)
"Staying at the Aloft is very central and walkable to most things. With concrete walls the rooms are quite as we didnt hear anything from next door. Close to shopping and dining options. Walkable to Mag mile and Navy Pier. We caught the train from the airport with a short walk to the hotel without changes from train to bus."
The price is NZ$369
includes taxes & fees
27 May - 28 May
Aloft Chicago Mag Mile
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Terrace/patio
citizenM Chicago Downtown
4.0 star property
9.2 out of 10, Wonderful, (1337)
"New hotel in the center of Chicago. High tech youth hostel vibe. Rooms small but very well designed. Perfect for one person but a squeeze for two. Great communal spaces to relax and excellent gym."
The price is NZ$310
includes taxes & fees
27 May - 28 May
citizenM Chicago Downtown
Cocktail bar
Freehand Chicago
4.0 star property
7.8 out of 10, Good, (1011)
"I love this place! I’ve stayed here 3 times and it’s always good service and polite staff. The area is perfect. I highly recommend it. "
The price is NZ$207
includes taxes & fees
27 May - 28 May
Freehand Chicago
Lobby sitting area
Hotel Felix River North/Magnificent Mile
4.0 star property
8.0 out of 10, Very good, (1019)
"Everything "
The price is NZ$288
includes taxes & fees
14 May - 15 May
Hotel Felix River North/Magnificent Mile
Exterior
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
8.8 out of 10, Excellent, (1582)
"I"
The price is NZ$461
includes taxes & fees
27 May - 28 May
InterContinental Chicago Magnificent Mile, an IHG Hotel
Presidential Room, 2 Bedrooms, Non Smoking
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
8.2 out of 10, Very good, (2431)
"The location is perfect and accessible to everywhere "
The price is NZ$354
includes taxes & fees
27 May - 28 May
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Terrace/patio
Home2 Suites by Hilton Chicago River North
3.0 star property
8.4 out of 10, Very good, (1484)
"Nice rooms"
The price is NZ$313
includes taxes & fees
27 May - 28 May
Home2 Suites by Hilton Chicago River North
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1922)
"Excellent property, we loved everything about it. Great front desk staff!"
The price is NZ$351
includes taxes & fees
27 May - 28 May
Eurostars Magnificent Mile
Exterior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3057)
"Thank you for your service"
The price is NZ$280
includes taxes & fees
27 May - 28 May
Club Quarters Hotel, Central Loop, Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3510)
"Location, location, location!!"
The price is NZ$396
includes taxes & fees
27 May - 28 May
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.2 out of 10, Wonderful, (1892)
"Great Place for sightseeing! Close to boat tours, carriage tours, right in Navy Pier!"
The price is NZ$413
includes taxes & fees
27 May - 28 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.0 out of 10, Very good, (1790)
"Check in slow, only 1 person at counter. Food under edge of bed. Have to register peloton."
The price is NZ$309
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
Best Western Grant Park Hotel
2.5 star property
7.8 out of 10, Good, (2544)
"Best Western-Grant Park and the most friendly staff on call most of the times. I did interact with one or two not so friendly members. But everyone else helpful and sweet which out weighed the others "
The price is NZ$214
includes taxes & fees
27 May - 28 May
Best Western Grant Park Hotel
Front of property - evening/night
Fairmont Chicago at Millennium Park
4.5 star property
8.6 out of 10, Excellent, (1485)
"Nice"
The price is NZ$430
includes taxes & fees
27 May - 28 May
Fairmont Chicago at Millennium Park
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1012)
"Cool vibe and good value for the rooms. Was a bit loud of an area and windows didn’t have shades to block out sun. Great gym and convenient coffee shop on premises. Would stay again. "
The price is NZ$488
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1932)
"Great customer service, very attentive and friendly. Room was comfortable/clean and location was great! "
The price is NZ$456
includes taxes & fees
27 May - 28 May
The Royal Sonesta Chicago Downtown
Lobby
Travelodge by Wyndham Downtown Chicago
2.0 star property
6.4 out of 10, (1645)
"I loved the location close to other attractions. "
The price is NZ$219
includes taxes & fees
27 May - 28 May
Travelodge by Wyndham Downtown Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1189)
"Beautiful experience Top shelf everything This was my 4th stay here while visiting Chicago "
The price is NZ$724
includes taxes & fees
23 May - 24 May
Trump International Hotel & Tower Chicago
Don't see what you're looking for?
See all available properties in Old Town 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.

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 43 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 Grant Park. When you're sightseeing in Chicago, Michigan Avenue and Millennium 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.