Old Town Chicago, IL
Chicago
Visit Old Town Chicago
Stay near popular Old Town Chicago attractions
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
$42
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$174
per adult
80% of travellers recommend
Old Town Chicago Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
$145 nightly
The price is $172 total per night from Aug 30 to Aug 31
$172 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,172 reviews)
"It was wonderful location, got to see the fire works at Navy pier. Hotel was clean and the breakfast was delicious"
Reviewed on Aug 1, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
$147 nightly
The price is $175 total per night from Aug 11 to Aug 12
$175 total
Aug 11 - Aug 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,883 reviews)
"The outstanding feature here was the friendliness of the desk staff. Both upon arrival and departure they couldn’t have been more helpful or accommodating. The room was fine. Big enough and comfortable. We loved the library bar, and a complimentary drink was a nice addition. We had an inclusive rate ..."
Reviewed on Aug 1, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
$169 nightly
The price is $193 total per night from Aug 30 to Aug 31
$193 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,931 reviews)
"My family stayed a total of five days. The staff was super friendly and helpful. The rooms were clean and spacious."
Reviewed on Aug 1, 2026
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St Chicago IL
$199 nightly
The price is $236 total per night from Aug 30 to Aug 31
$236 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundable
$219 nightly
The price is $260 total per night from Aug 9 to Aug 10
$260 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
$161 nightly
The price is $191 total per night from Aug 16 to Aug 17
$191 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,861 reviews)
"We had a fantastic stay. The location is in perfect walking distance to everything fun in Chicago! Raymond provided us with the most fantastic customer service. He met and anticipated all of our needs! We will never stay anywhere else!"
Reviewed on Aug 1, 2026
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 and neighborhoods for the activities you enjoy most. Learn more about Old Town Chicago
Learn more about Old Town Chicago
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
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.
Photo by Mattyboy876
Open Photo by Mattyboy876
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
Old Town Chicago, IL
Explore a world of travel with Expedia
- Hotels with Hot Tubs in Chicago
- All-Inclusive Resorts in Chicago
- Hotels near Midway Intl.
- Magnificent Mile Hotels
- River North Hotels
- Hotels near United Center
- Hotels near Michigan Avenue
- Hotels near Navy Pier
- Cabin Rentals in Chicago
- Hotels with Free Airport Shuttle in Chicago
- Marriott Hotels & Resorts in Chicago
- Motels in Chicago
- Downtown Chicago Hotels
- Luxury Hotels in Downtown Chicago
- Cheap Hotels in Chicago
- Hotels with a View in Downtown Chicago
- Hotels near Soldier Field
- Hotels near Wrigley Field
- Hotels near Grant Park
- Hotels with Free Parking in Chicago
- Chicago Hotels
- Cheap Hotels in Downtown Chicago
- Romantic Hotels in Chicago
- Extended Stay Hotels in Chicago
- Hotels near O'Hare Intl.
- Flights from Orlando (MCO) to Chicago (ORD)
- Flights from Dallas (DFW) to Chicago (ORD)
- Flights from Portland (PDX) to Chicago (ORD)
- Flights to O'Hare Intl.
- Flights from Denver (DEN) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from New Orleans (MSY) to Chicago (ORD)
- Flights from Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
- Flights from Kansas City (MCI) to Chicago (ORD)
- Flights from Houston (HOU) to Chicago (ORD)
- Flights from Atlanta (ATL) to Chicago (ORD)
- Flights from Charlotte (CLT) to Chicago (ORD)
- Flights from Columbus (CMH) to Chicago (ORD)
- Flights from New York (NYC) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Pittsburgh (PIT) to Chicago (ORD)
- Flights from Raleigh (RDU) to Chicago (ORD)
- Flights from San Diego (SAN) to Chicago (ORD)
- Flights from Midway Intl.
- Flights from Seattle (SEA) to Chicago (ORD)
- Flights from Philadelphia (PHL) to Chicago (ORD)
- Flights from O'Hare Intl.
- Flights to Chicago
- Flights from Salt Lake City (SLC) to Chicago (ORD)
- Flights from Washington (DCA) to Chicago (ORD)
- Flights from Chicago
- Flights from Fort Lauderdale (FLL) to Chicago (ORD)
- Flights from Las Vegas (LAS) to Chicago (ORD)
- Flights from San Francisco (SFO) to Chicago (ORD)
- Flights from Austin (AUS) to Chicago (ORD)
- Flights from Baltimore (BWI) to Chicago (ORD)
- Flights from Nashville (BNA) to Chicago (ORD)
- Flights from Hartford (BDL) to Chicago (ORD)
- Flights from St. Louis (STL) to Chicago (ORD)
- Flights from Miami (MIA) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Minneapolis (MSP) to Chicago (ORD)
- Flights from Indianapolis (IND) to Chicago (ORD)
- Visit Theatre District
- Visit Downtown Chicago
- Visit Lincoln Square
- Visit Streeterville
- Visit Rush Street
- Visit Evanston
- Visit Wicker Park
- Visit Old Town Triangle
- Visit West Loop
- Where to stay in Chicago
- Visit The Loop
- Visit Chinatown
- Visit River North
- Visit Gold Coast
- Visit Chicago
- Visit Lakeview
- Visit Near West Side
- Visit Wrigleyville
- Visit South Loop
- Visit Printers Row
- Visit Bucktown
- Chicago Vacations
- Visit Mid-North District
- Visit United Center
- Visit Oak Park
- Visit Goose Island
- Visit Cicero
- Visit Humboldt Park
- Visit Magnificent Mile
- Visit Near South Side
- Visit Near North Side
- Visit Lincoln Park
