Title: Visit The Loop: Best of The Loop, Chicago Travel 2025 | Expedia Tourism - Expedia.ca [Hotels in The Loop](https://expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[The Loop Car Rentals](https://expedia.ca/Car-Rentals-In-The-Loop.d800024.Car-Rental-Guide)[The Loop Vacations](https://expedia.ca/The-Loop.d800024.Destination-Travel-Guides) # The Loop ## Chicago ![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Loop](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543387-chicago.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Loop](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543370-chicago.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Loop - Downtown featuring a river or creek and a ferry](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191752-Chicago.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Loop](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192010-The-Loop-Downtown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit The Loop Things to do Hotels Where to stay [Chicago travel guide](https://expedia.ca/Chicago.dx178248) #### Bordered roughly by the surrounding elevated train circuit, this Chicago neighbourhood has restaurants, galleries, parks and a giant silver bean. The Loop neighbourhood is Chicago’s exciting downtown. Ride just under 2 miles (3 kilometres) on the elevated L trains that have followed a rectangular loop over the city streets since 1897. Step off the train to visit restaurants, cultural attractions, shops, clubs and beautiful parklands. Shop along historic State Street and stroll on the Riverwalk north of the Loop for dining and entertainment. Enjoy Chicago’s cultural scene in the Loop. See exhibits and programs at the Chicago Cultural Centre during the day and choose from the Lyric Opera of Chicago, the Joffrey Ballet or the Chicago Symphony Orchestra for evening performances. Attend a Broadway show at the Ford Oriental Theatre. Venture out on the glass-bottomed ledge of the Skydeck on Willis Tower’s 103rd floor. At 1,450 feet (443 metres), this is one of the world’s tallest buildings. View up to 50 miles (80 kilometres) away across four states. East of the Loop is Millennium Park, planned and opened around the year 2000. This vast space features the lovely Lurie Garden, which offers educational programs for children and adults. The Jay Pritzker Pavilionand theGreat Lawn performance space seats more than 10,000 people. Many events held here are free. The park’s art is large and unique. Gaze at Anish Kapoor’s *Cloud Gate*, reflecting the city skyline and overhead skies on shiny steel plates. Because of its curved shape with concave underside, locals call this the Bean. The 50-foot (15-metre) towers of Jaume Plensa’s *Crown Fountain* project faces of Chicago citizens, with water appearing to spout from their mouths. Look for the current exhibits of modern and contemporary art in the outdoor Boeing Galleries. Extending south along Lake Michigan is the rest of Grant Park. Stroll through this large park to enjoy its gardens, sculptures and the gorgeous Buckingham Fountain shaped like a rococo wedding cake. Enter the Art Institute of Chicago, filled with American and Impressionist art. Between sightseeing outings, stop for authentic Chicago-style pizza across the Loop neighbourhood. * * * ### Popular places to visit ![Millennium Park featuring autumn colours, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26436-Millennium-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Millennium Park A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape. [](https://expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) ![Chicago Riverwalk featuring a river or creek, a bay or harbour and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332109-Chicago-Riverwalk.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Riverwalk Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped. [](https://expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction) ![Art Institute of Chicago which includes interior views and art](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24557-Art-Institute-Of-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Art Institute of Chicago Explore a massive collection of works celebrating different cultures and historical times, from ancient Egypt to modern installations. [](https://expedia.ca/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction) ![Willis Tower which includes a city, views and central business district](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191767-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Willis Tower Visit the Skydeck and gaze down over the Chicago cityscape from a dazzling 1,353 feet above the sidewalk. [](https://expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) ![Chicago Theatre](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/440000/440732-Chicago-Theater.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Theatre See a stage show at this iconic cultural beacon, which still captures all the splendor of a trip to the movie theater in the early 20th century. [](https://expedia.ca/Chicago-Theatre-Downtown-Chicago.d6064049.Vacation-Attraction) ![Cloud Gate](https://mediaim.expedia.com/destination/1/ed79bb469ae1c638872721640676d89b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cloud Gate You can learn about the history of Chicago with a stop at Cloud Gate. Discover the entertainment choices and notable monuments in this vibrant area. [](https://expedia.ca/Cloud-Gate-Downtown-Chicago.d6182888.Vacation-Attraction) ### Things to do ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/1b6e1be3-a6ba-4b3d-8e57-4d0336c3fd23.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket CA $47 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/color-factory-chicago-ticket.a49191714.activity-details) ![Relax and enjoy the view](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Architecture Center River Cruise aboard First Lady CA $77 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-architecture-center-river-cruise-aboard-first-lady.a46106377.activity-details) ![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/0b36f3b1-b375-4fa2-8cfd-1a9815dcdcdc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting CA $49 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details) ![Private Chicago Scavenger Hunt: Eastside Art Heist](https://mediaim.expedia.com/localexpert/3890294/81b5e167-e685-4d58-838c-285ff8f59b36.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Eastside Chicago The Heist Exploration Game and Tour CA $14 per adult [](https://expedia.ca/things-to-do/eastside-chicago-the-heist-exploration-game-and-tour.a3890294.activity-details) ![Chicago Architectural River Cruise](https://mediaim.expedia.com/localexpert/46517194/9bbbcf2e-9f06-499b-a00d-9c706f0bf251.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Architectural River Cruise CA $69 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-architectural-river-cruise.a46517194.activity-details) ![Chicago Skyline Tiki Chic Party Cruise on Lake Michigan](https://mediaim.expedia.com/localexpert/5066788/3c4c5a24-53c1-4599-b27f-34b8baec0803.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Skyline Tiki Chic Party Cruise on Lake Michigan CA $48 per adult [](https://expedia.ca/things-to-do/chicago-skyline-tiki-chic-party-cruise-on-lake-michigan.a5066788.activity-details) [See all activities in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) * * * ## The Loop Hotel Deals ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue, Chicago, IL CA $204 CA $239 total Sep 22 - Sep 23 includes taxes & fees Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ... 7.8/10 Good! (9,218 reviews) "Could use more front desk staff. Quite a line formed behind me" Reviewed on Sep 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=22%2F09%2F2025&endDate=23%2F09%2F2025&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=800024) ![citizenM Chicago Downtown](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### citizenM Chicago Downtown 80 East Wacker Place, Chicago, IL CA $215 CA $253 total Sep 22 - Sep 23 includes taxes & fees Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ... 9.2/10 Wonderful! (3,799 reviews) "Love how close you are to everything when staying here. Staff was also amazing!!" Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=22%2F09%2F2025&endDate=23%2F09%2F2025&selected=82652306&PinnedHotelID=82652306&HadPinnedHotel=true®ionId=800024) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Chicago 151 East Wacker Dr, Chicago, IL CA $370 CA $475 total Oct 2 - Oct 3 includes taxes & fees Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ... 9.2/10 Wonderful! (3,357 reviews) "The property itself is beautiful. I've stayed at a lot of hyatt hotels. The staff at this one were not polite or pleasant. I didn't encounter one nice staff member. The valet were the worse. This is one hotel that I would not stay at again." Reviewed on Sep 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F10%2F2025&endDate=03%2F10%2F2025&selected=4903&PinnedHotelID=4903&HadPinnedHotel=true®ionId=800024) ![The Allegro Royal Sonesta Hotel Chicago Loop](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Allegro Royal Sonesta Hotel Chicago Loop 171 W Randolph St, Chicago, IL CA $220 CA $302 total Sep 21 - Sep 22 includes taxes & fees Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar ... 8.8/10 Excellent! (2,027 reviews) "Staff very friendly." Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=34496&PinnedHotelID=34496&HadPinnedHotel=true®ionId=800024) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### River Hotel 75 East Wacker Drive, Chicago, IL CA $211 CA $247 total Oct 2 - Oct 3 includes taxes & fees Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ... 8.6/10 Excellent! (4,667 reviews) "Friendly staff and great location!" Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F10%2F2025&endDate=03%2F10%2F2025&selected=2675313&PinnedHotelID=2675313&HadPinnedHotel=true®ionId=800024) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago 720 S Michigan Ave, Chicago, IL CA $254 CA $338 total Sep 25 - Sep 26 includes taxes & fees Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ... 8.4/10 Very Good! (2,204 reviews) "It was descent, but booked a king bed and they couldn’t accommodate." Reviewed on Sep 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F09%2F2025&endDate=26%2F09%2F2025&selected=12570&PinnedHotelID=12570&HadPinnedHotel=true®ionId=800024) [See all 1,216 properties in The Loop](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=20%2F09%2F2025&endDate=21%2F09%2F2025®ionId=800024) 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. ## Check The Loop hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-19&endDate=2025-09-20) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-19&endDate=2025-09-20) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-19&endDate=2025-09-20) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-19&endDate=2025-09-20)[Sep 19 - Sep 20](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-19&endDate=2025-09-20) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-20&endDate=2025-09-21) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-20&endDate=2025-09-21) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-20&endDate=2025-09-21) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-20&endDate=2025-09-21)[Sep 20 - Sep 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-09-20&endDate=2025-09-21) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025)[Sep 19 - Sep 21](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=19%2F09%2F2025&endDate=21%2F09%2F2025) * * * ### Other neighbourhoods around The Loop ![Chicago which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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). [](https://expedia.ca/Chicago-Theatre-District.dx651190586167894016) ![Downtown Chicago showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### River North Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building. [](https://expedia.ca/Chicago-River-North.dx6350695) ![Navy Pier which includes wild flowers and general coastal views as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/297000/297915-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Streeterville Michigan Avenue and Navy Pier are just a few worthwhile attractions to visit in Streeterville. Travelers also love the fascinating museums, panoramic lake views, and popular shops. [](https://expedia.ca/Chicago-Streeterville.dx6130109) ![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Magnificent Mile Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service. [](https://expedia.ca/Chicago-Magnificent-Mile.dx800025) ![Default Image](https://mediaim.expedia.com/destination/9/ba9d7964e49bf0dfa4a8406e7bf15ec8.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Loop Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center. [](https://expedia.ca/Chicago-West-Loop.dx553248634029130868) * * * * * * - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # The Loop ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [5 Star Hotels in Chicago](https://www.expedia.ca/5Star-Chicago-Hotels.s50-0-d178248.Travel-Guide-Filter-Hotels) - [Hotels near Art Institute of Chicago](https://www.expedia.ca/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Hotels near Chagall's Four Seasons](https://www.expedia.ca/Chagalls-Four-Seasons-Hotels.0-l553248621533116569-0.Travel-Guide-Filter-Hotels) - [Hotels near Chase Tower](https://www.expedia.ca/Chase-Tower-Hotels.0-l553248621555594882-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Chicago](https://www.expedia.ca/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation) - 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