Title: Visit The Loop: Best of The Loop, Chicago Travel 2026 | 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) ![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) ![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) ![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 acclaimed theater scene 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/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket CA $48 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/color-factory-chicago-ticket.a49191714.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 $50 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) ![Chicago's Navy Pier Centennial Wheel Ticket](https://mediaim.expedia.com/localexpert/48840807/8856f18f-7399-4c59-bffa-336edc781f23.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago's Navy Pier Centennial Wheel Ticket CA $34 per adult [](https://expedia.ca/things-to-do/chicagos-navy-pier-centennial-wheel-ticket.a48840807.activity-details) ![Chicago: Architecture Center Exhibit Admission](https://mediaim.expedia.com/localexpert/4568241/5f6e21b6-651d-45ff-866b-b0d251c892a0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: Architecture Center Exhibit Admission CA $21 per traveller [](https://expedia.ca/things-to-do/chicago-architecture-center-exhibit-admission.a4568241.activity-details) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Flyover in Chicago CA $44 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details) ![Prison Break](https://mediaim.expedia.com/localexpert/3344631/62492341-e6f3-4f1a-bb29-d59f36fec9b4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Escape Game Chicago: Epic 60-Minute Adventures in River North CA $68 per adult [](https://expedia.ca/things-to-do/the-escape-game-chicago-epic-60-minute-adventures-in-river-north.a3344631.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 $154 CA $181 total Dec 22 - Dec 23 includes taxes & 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! (9,671 reviews) Nice staff & clean room Reviewed on Nov 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=800024) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palmer House a Hilton Hotel 17 E Monroe St Chicago IL CA $149 CA $210 total Dec 28 - Dec 29 includes taxes & fees Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ... 8.4/10 Very Good! (2,111 reviews) Absolutely gorgeous! This hotel offers everything you need and want. Excellent food, amenities and the spa is the best part. We had a mother and daughter weekend with massage's, it was what we hoped for and more. Reviewed on Nov 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=8079&PinnedHotelID=8079&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 Fully refundableReserve now, pay when you stay CA $150 CA $176 total Dec 24 - Dec 25 includes taxes & fees Book a stay at this 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! (4,079 reviews) Somewhat Reviewed on Nov 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=82652306&PinnedHotelID=82652306&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 $148 CA $215 total Dec 20 - Dec 21 includes taxes & fees Book a stay at this 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! (2,316 reviews) No toiletries in the bathroom past shampoo and conditioner! Beautiful grounds and clean! Great location to downtown and stadiums Reviewed on Nov 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&selected=12570&PinnedHotelID=12570&HadPinnedHotel=true®ionId=800024) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Royal Sonesta Chicago Downtown 71 E Wacker Dr Chicago IL CA $166 CA $240 total Dec 29 - Dec 30 includes taxes & 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 restaurant ... 9.2/10 Wonderful! (3,104 reviews) Location, view, and service were all fantastic Reviewed on Nov 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=17543&PinnedHotelID=17543&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 $126 CA $148 total Dec 7 - Dec 8 includes taxes & fees Book a stay at this 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! (4,839 reviews) Excellent. Clean, courteous staff, and great location. Reviewed on Nov 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=07%2F12%2F2025&endDate=08%2F12%2F2025&selected=2675313&PinnedHotelID=2675313&HadPinnedHotel=true®ionId=800024) [See all 1,251 properties in The Loop](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=02%2F12%2F2025&endDate=03%2F12%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=2025-12-01&endDate=2025-12-02) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-12-01&endDate=2025-12-02) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-12-01&endDate=2025-12-02) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-12-01&endDate=2025-12-02)[Dec 1 - Dec 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-12-01&endDate=2025-12-02) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-12-02&endDate=2025-12-03) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-12-02&endDate=2025-12-03) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-12-02&endDate=2025-12-03) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-12-02&endDate=2025-12-03)[Dec 2 - Dec 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2025-12-02&endDate=2025-12-03) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=05%2F12%2F2025&endDate=07%2F12%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=05%2F12%2F2025&endDate=07%2F12%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=05%2F12%2F2025&endDate=07%2F12%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=05%2F12%2F2025&endDate=07%2F12%2F2025)[Dec 5 - Dec 7](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=05%2F12%2F2025&endDate=07%2F12%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=12%2F12%2F2025&endDate=14%2F12%2F2025) [Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=12%2F12%2F2025&endDate=14%2F12%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=12%2F12%2F2025&endDate=14%2F12%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=12%2F12%2F2025&endDate=14%2F12%2F2025)[Dec 12 - Dec 14](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=12%2F12%2F2025&endDate=14%2F12%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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