Title: Lookingglass Theatre in Downtown Chicago - Tours and Activities | Expedia.ca [Lookingglass Theatre Hotels](https://expedia.ca/Lookingglass-Theatre-Hotels.0-l6182936-0.Travel-Guide-Filter-Hotels)[Lookingglass Theatre Car Rentals](https://expedia.ca/Car-Rentals-In-Lookingglass-Theatre.d6182936.Car-Rental-Guide)[Downtown Chicago Vacations](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) # Lookingglass Theatre Tours and Activities ## Visit Lookingglass Theatre Activities --- --- ## Plan a trip to see Lookingglass Theatre Price found within the past 48 hours. Click for updated prices. ![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago Fulton Market Downtown Chicago CA $1,045 per person May 25 - May 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (414 reviews) This place was amazing! We loved it so much we wanted to move in. It had everything we needed and was in the perfect area. Parker at the front desk was by far the best part of our stay, she was personable and welcoming and gave us the best costumer service we’ve ever experienced while being away! We will be back. Reviewed on Mar 8, 2026 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $1,075 per person Apr 23 - Apr 28 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Chicago (ORD) 9/10 Wonderful! (436 reviews) Great value, friendly staff Reviewed on Mar 8, 2026 ![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/a75a4abb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Chicago Downtown Chicago CA $1,902 per person May 25 - May 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) Great Hotel on all levels Reviewed on Mar 8, 2026 ### Tours & day trips [See all 191 activities](https://expedia.ca/things-to-do/search?&rid=6182936&location=Lookingglass+Theatre&filter.categories=ToursDayTrips) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Flyover in Chicago 30m 9.8/10 13 verified reviews Free cancellation available CA $52 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Chicago Architecture River Cruise](https://mediaim.expedia.com/localexpert/1342521/9c502199-b8fc-417c-985e-1f12511b2644.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Architecture River Cruise 1h 30m 9.8/10 4,778 Viator reviews Free cancellation available CA $53 includes taxes & fees per adult 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Viator reviews Free cancellation available CA $13 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chicago-quest-experience-the-heist.a3890294.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Honeymooners Private South Guided Tour Mauritius](https://mediaim.expedia.com/localexpert/50727117/69fd8a7b-119f-47ea-92f9-9312d728b4a5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Honeymooners Private South Guided Tour Mauritius 8h Free cancellation available CA $142 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/honeymooners-private-south-guided-tour-mauritius.a50727117.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Chicago Cocktail Adventure Part 2](https://mediaim.expedia.com/localexpert/51012523/da6eb0ed-2347-4866-88f0-bfd46554da5f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Cocktail 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Dragon Kings Quest Outdoor Escape Game 1h 18m 7/10 2 Viator reviews Free cancellation available CA $12 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chicago-chinatown-search-for-the-dragon-kings-exploration-game.a45763663.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Mauritius South Adventure Crocodile Park Rhum Tasting and Lunch](https://mediaim.expedia.com/localexpert/51055464/802ca099-7754-42a8-b25d-c6573b1442e5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Mauritius South Adventure Crocodile Park Rhum Tasting and Lunch 8h Free cancellation available CA $212 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/mauritius-south-adventure-crocodile-park-rum-tasting-and-lunch.a51055464.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Scenic South Tour with Lunch, Vanilla Plantation & Rhum 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[](https://www.expedia.ca/things-to-do/candle-therapy-class.a46062339.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Chicago: BYOB Spray Paint and Sip Workshop](https://mediaim.expedia.com/localexpert/52005543/9705b943-af86-48d0-a918-b542674056f9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: BYOB Spray Paint and Sip Workshop 1h 30m 10/10 3 GetYourGuide reviews Free cancellation available CA $61 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-byob-spray-paint-and-sip-workshop.a52005543.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ### Attractions [See all 20 activities](https://expedia.ca/things-to-do/search?&rid=6182936&location=Lookingglass+Theatre&filter.categories=Attractions) ![360 CHICAGO Observation Deck](https://mediaim.expedia.com/localexpert/170348/1cbf6a0b-f355-4f8a-a858-37fdc0668a64.jpg?impolicy=resizecrop&rw=500&rh=280) ### 360 CHICAGO Observation Deck 2h 8.6/10 700 verified reviews Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Chicago CityPASS®: Experience 5 must-see attractions](https://mediaim.expedia.com/localexpert/190061/f189c545-768d-4511-ba47-df30303ea656.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago CityPASS®: Experience 5 must-see attractions 9d 9.4/10 797 verified reviews Free cancellation available CA $195 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Skydeck - Willis Tower Admission](https://mediaim.expedia.com/localexpert/1342523/52299998-0f25-4483-b147-6aa89e72ca8e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Skydeck - Willis Tower Admission 1h 30m 9.2/10 476 Viator reviews Free cancellation available CA $60 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Chicago Explorer Pass: Save up to 50 Percent - Includes SkyDeck](https://mediaim.expedia.com/localexpert/259056/50cfbadf-c4d7-49b2-b430-982e46c25417.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Explorer Pass: Save up to 50 Percent - Includes SkyDeck 60d 8.4/10 475 verified reviews Free cancellation available CA $114 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-explorer-pass-save-up-to-50-percent-includes-skydeck.a259056.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Colour Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=resizecrop&rw=500&rh=280) ### Colour Factory Chicago Ticket 1h 30m 9.6/10 5 verified reviews CA $46 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/colour-factory-chicago-ticket.a49191714.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Chicago Bulls Basketball Game at United Centre](https://mediaim.expedia.com/localexpert/47300776/972792e4-c31c-4347-9c2d-8d50ffbad913.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Bulls Basketball Game at United Centre 3h 8/10 1 verified review CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-bulls-basketball-game-at-united-centre.a47300776.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Chicago C3® by CityPASS®](https://mediaim.expedia.com/localexpert/46362450/da44d619-18fc-4969-97e2-f7b8d0da99b5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago C3® by CityPASS® 9d 9/10 34 verified reviews Free cancellation available CA $148 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-c3-by-citypass.a46362450.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Art Institute of Chicago](https://mediaim.expedia.com/localexpert/170360/cfa59fea-c028-46b9-93be-ea78b723f52e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Art Institute of Chicago 9.2/10 181 verified reviews Free cancellation available CA $54 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/art-institute-of-chicago.a170360.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Museum of Ice Cream Chicago Admission Ticket](https://mediaim.expedia.com/localexpert/44462004/edc22f4b-e530-47b8-a046-f9cf1607dc3d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Museum of Ice Cream Chicago Admission Ticket 1h 30m 8/10 30 Viator reviews CA $58 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/museum-of-ice-cream-chicago.a44462004.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/317321c4-e25a-4f59-82c4-45a13dc80967.jpg?impolicy=resizecrop&rw=500&rh=280) ### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting 1h 30m 9/10 31 Viator reviews Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details?&rid=6182936&location=Lookingglass+Theatre&swp=off) ### Popular places to visit ![Water Tower view on Michigan Ave in Chicago City](https://images.trvl-media.com/place/6064051/c7da0472-a993-406a-b23d-6dce83229f3a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Water Tower You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art scene. [](https://expedia.ca/Chicago-Water-Tower-Chicago.d6064051.Vacation-Attraction) ![Water Tower Place](https://images.trvl-media.com/place/6064087/b6a04578-7f57-4437-b0b1-672d4ae44f19.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Water Tower Place Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall. [](https://expedia.ca/Water-Tower-Place-Downtown-Chicago.d6064087.Vacation-Attraction) ![John Hancock Center featuring a city, night scenes and landscape views](https://images.trvl-media.com/place/6065131/31560e8f-121e-4823-9cdb-02b104f564cc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 875 North Michigan Avenue You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums. [](https://expedia.ca/875-North-Michigan-Avenue-Downtown-Chicago.d6065131.Vacation-Attraction) ![At Bloomingdales, great place to shop and eat. 🎄](https://images.trvl-media.com/place/829/90dde0a9-6fb9-4838-b442-4c81b1fba161.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 900 North Michigan Shops You can browse for the perfect souvenirs at 900 North Michigan Shops during your visit to Chicago. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area. [](https://expedia.ca/900-North-Michigan-Shops-Downtown-Chicago.d6199347.Vacation-Attraction) ![Holy Name cathedral, Chicago](https://images.trvl-media.com/place/829/72fea9c8-342e-4868-a6c9-338188137c30.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Holy Name Cathedral After visiting Holy Name Cathedral, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area. [](https://expedia.ca/Holy-Name-Cathedral-Chicago.d6246831.Vacation-Attraction) #### City Gallery You can spend an afternoon browsing the exhibits at City Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene. [](https://expedia.ca/City-Gallery-Chicago.d553248621533116612.Vacation-Attraction) --- ## Best Lodging Options Near Lookingglass Theatre ## Check availability on hotels close to Lookingglass Theatre [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6182936&startDate=2026-03-09&endDate=2026-03-10)[Mar 9 - Mar 10](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6182936&startDate=2026-03-09&endDate=2026-03-10) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6182936&startDate=2026-03-10&endDate=2026-03-11)[Mar 10 - Mar 11](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6182936&startDate=2026-03-10&endDate=2026-03-11) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6182936&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026)[Mar 13 - Mar 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6182936&startDate=13%2F03%2F2026&endDate=15%2F03%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6182936&startDate=20%2F03%2F2026&endDate=22%2F03%2F2026)[Mar 20 - Mar 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6182936&startDate=20%2F03%2F2026&endDate=22%2F03%2F2026) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Riu Plaza Chicago 150 East Ontario Street Chicago IL [](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St Chicago IL [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl Chicago IL [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue Chicago IL [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Eurostars Magnificent Mile 660 North State Street Chicago IL [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Aloft Chicago Mag Mile 243 E. Ontario Chicago IL [](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Chicago Magnificent Mile 165 East Ontario Street Chicago IL [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Wade 644 N Lake Shore Dr Chicago IL [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/4e2c019f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical 201 East Walton Place Chicago IL [](https://expedia.ca/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Downtown.h25929.Hotel-Information) [See all 4,197 properties in Lookingglass Theatre](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6182936) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_POI_Spring_PROMO_6182936) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near 360 CHICAGO ](https://www.expedia.ca/360-CHICAGO-Hotels.0-l870977779192160256-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Magnificent Mile ](https://www.expedia.ca/3Star-Magnificent-Mile-Chicago-Hotels.s30-n800025-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Magnificent Mile ](https://www.expedia.ca/4Star-Magnificent-Mile-Chicago-Hotels.s40-n800025-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Magnificent Mile ](https://www.expedia.ca/5Star-Magnificent-Mile-Chicago-Hotels.s50-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near 900 North Michigan Shops ](https://www.expedia.ca/900-North-Michigan-Shops-Hotels.0-l6199347-0.Travel-Guide-Filter-Hotels) - [Hotels near Ann and Robert H. 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