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://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Loop - Downtown featuring a river or creek](https://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Loop which includes street scenes and a city](https://images.trvl-media.com/place/800024/75f0589b-4ee7-4dae-ac23-8010ad5429c9.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Loop featuring a bridge, a city and a river or creek](https://images.trvl-media.com/place/800024/88e8980e-763e-442a-9893-f02f9b1ae7ea.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![The Loop - Downtown featuring a river or creek and a ferry](https://images.trvl-media.com/place/800024/cc30e7bf-810f-442d-aefe-837646e36e78.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://images.trvl-media.com/place/6069201/87d76a1e-e63f-48a2-8892-fb54ee86f8e1.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://images.trvl-media.com/place/553248621533116610/1742d80f-9a94-4104-8fda-70856c757147.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://images.trvl-media.com/place/6064021/978b5f18-f4d6-4af3-b8bd-e6b31b647559.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 central business district, a high-rise building and a city](https://images.trvl-media.com/place/6064069/c1ef90d8-49f7-4587-8493-0d8393ea7f31.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 showing signage](https://images.trvl-media.com/place/6064049/185f7905-1d94-4fcb-94f4-f8203317be58.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) ![0_Chicago_Bean](https://images.trvl-media.com/place/6182888/aaf6ec7c-c534-4d41-8bf1-f2c93fb5fb42.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 $47 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 **98%** of travellers recommend [](https://expedia.ca/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.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 $53 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details) ![Chicago: City Minibus Tour with Optional Architecture Cruise](https://mediaim.expedia.com/localexpert/4556313/67d8adf7-64e5-458d-bd4c-e2cc830c3f09.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: City Minibus Tour with Optional Architecture Cruise CA $68 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/chicago-city-minibus-tour-with-optional-architecture-cruise.a4556313.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) ![Skip the Line: Public Tour-Adult Admission Ticket](https://mediaim.expedia.com/localexpert/2305131/80825fbb-e94f-47c1-a66a-38efb3b38535.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Skip the Line: Public Tour-Adult Admission Ticket (50 mins) CA $28 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/skip-the-line-public-tour-adult-admission-ticket-50-mins.a2305131.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 $120 CA $141 total Jan 31 - Feb 1 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! (9,832 reviews) Yes perfectly clean Reviewed on Jan 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=31%2F01%2F2026&endDate=01%2F02%2F2026&selected=6452&PinnedHotelID=6452&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 $177 CA $247 total Feb 4 - Feb 5 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! (2,584 reviews) My stay was truly amazing. Thank you and appreciate the hotel hospitality Reviewed on Jan 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F02%2F2026&endDate=05%2F02%2F2026&selected=12570&PinnedHotelID=12570&HadPinnedHotel=true®ionId=800024) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pendry Chicago 230 North Michigan Avenue Chicago IL Fully refundableReserve now, pay when you stay CA $230 CA $326 total Feb 11 - Feb 12 includes taxes & fees Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean ... 9.2/10 Wonderful! (1,144 reviews) N/A Reviewed on Jan 12, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=982552&PinnedHotelID=982552&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 $181 CA $256 total Feb 8 - Feb 9 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! (3,278 reviews) Clean room & great staff! Reviewed on Jan 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=17543&PinnedHotelID=17543&HadPinnedHotel=true®ionId=800024) ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### LondonHouse Chicago, Curio Collection by Hilton 85 East Wacker Drive Chicago IL CA $210 CA $246 total Feb 8 - Feb 9 includes taxes & fees Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ... 9.4/10 Exceptional! (3,580 reviews) Beautiful hotel, stunning views, excellent location, amazing staff, and phenomenal rooftop! Reviewed on Jan 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=12786616&PinnedHotelID=12786616&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 $105 CA $123 total Mar 1 - Mar 2 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! (4,945 reviews) Perfect location Reviewed on Jan 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=2675313&PinnedHotelID=2675313&HadPinnedHotel=true®ionId=800024) [See all 1,250 properties in The Loop](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=30%2F01%2F2026&endDate=31%2F01%2F2026®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 [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2026-01-29&endDate=2026-01-30)[Jan 29 - Jan 30](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2026-01-29&endDate=2026-01-30) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2026-01-30&endDate=2026-01-31)[Jan 30 - Jan 31](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=2026-01-30&endDate=2026-01-31) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=30%2F01%2F2026&endDate=01%2F02%2F2026)[Jan 30 - Feb 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=30%2F01%2F2026&endDate=01%2F02%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=06%2F02%2F2026&endDate=08%2F02%2F2026)[Feb 6 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=800024&startDate=06%2F02%2F2026&endDate=08%2F02%2F2026) --- ### Other neighbourhoods around The Loop ![Beautiful fireworks](https://images.trvl-media.com/place/829/1a8abde0-c15d-4b25-9c4c-74d2678f7428.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://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.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) ![River North showing railway items, street scenes and a city](https://images.trvl-media.com/place/6350695/b009c703-f7ab-4e4c-95a4-4b883071adef.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://images.trvl-media.com/place/6069215/5854ad1a-e5a8-41d6-a235-77f0217d4701.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://images.trvl-media.com/place/800025/2f4bc1ac-f370-4b72-8a89-0aa7dcb93f0c.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) ![Chicago_NearNorthSide_137043_09](https://images.trvl-media.com/place/137043/3a3332a2-a8e2-4aa9-b29a-c079a4b37d1d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Near North Side 4.5/5(820 area reviews) Michigan Avenue and Navy Pier are a few top attractions in Near North Side. Hop around the city on the metro at Clark-Division Station or Chicago Station (Brown Line) and check out the area's fascinating museums, panoramic lake views, and popular shops. 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