Title: 10 TOP Things to Do in South Side September 2025 | Expedia.ca [South Side Travel Guide](https://expedia.ca/South-Side.dx553248635074842823)[Hotels in South Side](https://expedia.ca/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[Flights to South Side](https://expedia.ca/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d553248635074842823.Car-Rental-Guide)[South Side Vacation Packages](https://expedia.ca/South-Side.d553248635074842823.Destination-Travel-Guides) # What to do in South Side, IL ## Activities, attractions and tours ## Visit South Side Types of activities Where to stay [South Side travel guide](https://expedia.ca/South-Side.dx553248635074842823) ![South Side](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26577-Museum-Of-Science-And-Industry.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chicago Museum of Science and Industry featuring interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26579-Museum-Of-Science-And-Industry.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chicago Museum of Science and Industry featuring interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26578-Museum-Of-Science-And-Industry.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Robie House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/298000/298009-Robie-House.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Robie House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/298000/298010-Robie-House.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## South Side Attractions Let Expedia help you experience the best that South Side has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours South Side is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in South Side to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### South Side Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of South Side. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to South Side attractions ensure that you’ll have a successful trip, whatever the season. * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ### Most fun & popular experiences in South Side ### Tours & day trips [See all 164 activities](https://expedia.ca/things-to-do/search?&rid=553248635074842823&location=South+Side&filter.categories=ToursDayTrips) ![Architecture River Tour](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Architecture River Tour 1h 15m 9.6/10 1,471 reviews Free cancellation available CA $67 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Wendella's 90-min Chicago River Architecture Tour 1h 30m 9.4/10 339 reviews CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago By Night River & Lake Cruise](https://mediaim.expedia.com/localexpert/3025324/61ed97b0-d1b6-48bf-864d-4262ada314be.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago By Night River & Lake Cruise 1h 30m 9.6/10 20 reviews CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-by-night-river-lake-cruise.a3025324.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago: Navy Pier Centennial Wheel Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Navy Pier Centennial Wheel Ticket 15m 8.4/10 65 reviews Free cancellation available CA $34 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![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 10/10 4 reviews Free cancellation available CA $53 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Hop-On Hop-Off Big Bus Tour](https://mediaim.expedia.com/localexpert/370132/082d94cf-cd61-4eef-bd73-4ae89827446f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Hop-On Hop-Off Big Bus Tour 1d+ 8.4/10 524 reviews Free cancellation available CA $63CA $56 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago: Architecture Boat Tour with Drinks](https://mediaim.expedia.com/localexpert/48360649/efaa1a37-df53-4ed1-b5a8-ea2d6a80fef3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Architecture Boat Tour with Drinks 1h 30m 9/10 19 reviews Free cancellation available CA $58 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-architecture-boat-tour-with-drinks.a48360649.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Sightseeing River and Lake Cruise](https://mediaim.expedia.com/localexpert/3025326/78e3976d-797f-4538-b4af-1e6872d837dd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Sightseeing River and Lake Cruise 1h 30m 10/10 13 reviews Free cancellation available CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-urban-adventure-river-and-lake-cruise.a3025326.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Creepy Cruise](https://mediaim.expedia.com/localexpert/48800785/683758af-ae68-4539-9e8e-7ebf30b3c96a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Creepy Cruise 1h 30m 6/10 6 reviews Free cancellation available CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-creepy-cruise.a48800785.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Architecture Centre River Cruise aboard First Lady](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Architecture Centre River Cruise aboard First Lady 1h 30m 9.6/10 71 reviews CA $77 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-architecture-centre-river-cruise-aboard-chicagos-first-lady.a46106377.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ### Food, drink & nightlife [See all 29 activities](https://expedia.ca/things-to-do/search?&rid=553248635074842823&location=South+Side&filter.categories=FoodDrinkNightlife) ![Chicago: Architecture Boat Tour with Drinks](https://mediaim.expedia.com/localexpert/48360649/efaa1a37-df53-4ed1-b5a8-ea2d6a80fef3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Architecture Boat Tour with Drinks 1h 30m 9/10 19 reviews Free cancellation available CA $58 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-architecture-boat-tour-with-drinks.a48360649.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago: Museum of Ice Cream Entry Ticket](https://mediaim.expedia.com/localexpert/44512475/9fd9dab9-ab1a-4ddb-b92e-f6b97b226496.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Museum of Ice Cream Entry Ticket 9.6/10 5 reviews Free cancellation available CA $84 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-museum-of-ice-cream-entry-ticket.a44512475.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Odyssey Lake Michigan Premier Dinner Cruise](https://mediaim.expedia.com/localexpert/173241/21d8d1a0-e61c-4298-ab2f-118c1794b450.jpg?impolicy=resizecrop&rw=500&rh=280) ### Odyssey Lake Michigan Premier Dinner Cruise 2h 30m 7.6/10 41 reviews CA $282 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/odyssey-lake-michigan-premier-dinner-cruise.a173241.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Spirit of Chicago Signature Lunch Cruise on Lake Michigan](https://mediaim.expedia.com/localexpert/793486/dc2cc19e-2c27-474c-b603-64f1b23a2df6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Spirit of Chicago Signature Lunch Cruise on Lake Michigan 2h 5.4/10 19 reviews CA $120 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/spirit-of-chicago-signature-lunch-cruise-on-lake-michigan.a793486.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago: Secret Food Tour](https://mediaim.expedia.com/localexpert/4518775/203427ae-aab8-46a9-86de-7a1a8f455f63.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Secret Food Tour 3h 10/10 2 reviews Free cancellation available CA $130 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-secret-food-tour.a4518775.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Craft Brewery Barrel Bus Tour](https://mediaim.expedia.com/localexpert/2135529/ed799f6f-aa8b-4c85-8c30-a268559b812c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Craft Brewery Barrel Bus Tour 3h 45m 10/10 9 reviews Free cancellation available CA $138 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-craft-brewery-barrel-bus-tour.a2135529.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago: Tiki Bar Cruise on Chicago River or Lake Michigan](https://mediaim.expedia.com/localexpert/50484066/24bac579-c2a8-4689-b465-757dcba04cba.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Tiki Bar Cruise on Chicago River or Lake Michigan 1h 15m Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-tiki-bar-cruise-on-chicago-river-or-lake-michigan.a50484066.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago: Prohibition Speakeasies Bus Tour or Walking Tour](https://mediaim.expedia.com/localexpert/45730860/75853642-30c8-45d5-89f5-76f6f534e0ad.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Prohibition Speakeasies Bus Tour or Walking Tour 3h 10/10 4 reviews Free cancellation available CA $66 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-prohibition-speakeasies-bus-tour-or-walking-tour.a45730860.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago: City centre Donut Tour with Tastings](https://mediaim.expedia.com/localexpert/4520600/07198f80-6895-45cd-9961-cba02a1e43aa.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: City centre Donut Tour with Tastings 2h 9.4/10 6 reviews Free cancellation available CA $94 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-city-centre-donut-tour-with-tastings.a4520600.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago: Mimosa n' Bloody Mary Cruise](https://mediaim.expedia.com/localexpert/50484606/3cb1c1c7-435f-4ae5-a172-07233b86a909.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Mimosa n' Bloody Mary Cruise 1h 30m Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-chicago-river-mimosa-n-bloody-mary-cruise.a50484606.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ### Private & custom tours [See all 29 activities](https://expedia.ca/things-to-do/search?&rid=553248635074842823&location=South+Side&filter.categories=Privatecustomtours) ![Eastside Chicago The Heist Exploration Game and Tour](https://mediaim.expedia.com/localexpert/3890294/81b5e167-e685-4d58-838c-285ff8f59b36.jpg?impolicy=resizecrop&rw=500&rh=280) ### Eastside Chicago The Heist Exploration Game and Tour 1h 35m Free cancellation available CA $14 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=553248635074842823&location=South+Side&swp=off) ![Gangster Story Quest Experience in Chicago](https://mediaim.expedia.com/localexpert/46532851/ec65726f-ec55-421d-a106-7462f0c68e9e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Gangster Story Quest Experience in Chicago 1h 30m 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/gangster-story-quest-experience-in-chicago.a46532851.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago's Dark Side Self-Guided Smartphone Walking Tour](https://mediaim.expedia.com/localexpert/45050109/ef12e622-b3cc-423d-8c42-bff85382c663.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago's Dark Side Self-Guided Smartphone Walking Tour 1h 15m 9.8/10 6 reviews Free cancellation available CA $13 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-dark-side-self-guided-smartphone-walking-tour.a45050109.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Dragon Kings Quest Experience in Chinatown Chicago](https://mediaim.expedia.com/localexpert/45763663/10042599-8522-494c-9792-d0fd1c2d7541.jpg?impolicy=resizecrop&rw=500&rh=280) ### Dragon Kings Quest Experience in Chinatown Chicago 1h 18m 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=553248635074842823&location=South+Side&swp=off) ![Chicago Lincoln Square Quest Experience](https://mediaim.expedia.com/localexpert/46447859/d9bc96c4-54a6-40e0-8300-2fc9b8d98bf7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Lincoln Square Quest Experience 2h 20m 10/10 1 review Free cancellation available CA $15 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chicago-lincoln-square-city-exploration-game.a46447859.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Haunted Chicago Exploration Game and Tour](https://mediaim.expedia.com/localexpert/4887774/dc5a705e-0c61-44c8-b17b-880c189bd7f6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Haunted Chicago Exploration Game and Tour 2h Free cancellation available CA $16 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/ghosts-of-chicago-haunted-city-exploration-game.a4887774.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Helicopter 25-Mile Tour for up to Three Passengers](https://mediaim.expedia.com/localexpert/49372529/b4180bc6-eaea-4b45-9bcc-293144eaa526.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Helicopter 25-Mile Tour for up to Three Passengers 15m Free cancellation available CA $899 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/the-chicago-helicopter-tour-25-miles-up-to-3-passengers.a49372529.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Private Shameless TV Show Location Tour](https://mediaim.expedia.com/localexpert/50321504/2f876441-3086-4757-813c-7de7060d578a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Shameless TV Show Location Tour 2h Free cancellation available CA $436 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-shameless-tv-show-location-tour.a50321504.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![️ Chicago Instagram Walking Tour (Private & All- Inclusive)](https://mediaim.expedia.com/localexpert/3525296/8222a6f5-a101-4494-8e22-de36ce12b1ad.jpg?impolicy=resizecrop&rw=500&rh=280) ### ️ Chicago Instagram Walking Tour (Private & All- Inclusive) 4h Free cancellation available CA $327 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-instagram-walking-tour-private-all-inclusive.a3525296.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Private Chicago Fire TV Show Set Tour](https://mediaim.expedia.com/localexpert/48957697/ca84dd8f-5aca-4cf0-b7ff-864d125595b9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Chicago Fire TV Show Set Tour 2h Free cancellation available CA $436 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/northwestern-university-or-loyola-university-scenic-driving-tour.a48957697.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ### Attractions [See all 16 activities](https://expedia.ca/things-to-do/search?&rid=553248635074842823&location=South+Side&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 30m+ 8.4/10 668 reviews Free cancellation available CA $42 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details?&rid=553248635074842823&location=South+Side&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 9.2/10 779 reviews Free cancellation available CA $197 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details?&rid=553248635074842823&location=South+Side&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 8/10 474 reviews Free cancellation available CA $116 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=553248635074842823&location=South+Side&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 8.4/10 27 reviews Free cancellation available CA $147 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-c3-by-citypass.a46362450.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Skydeck Chicago Admission Ticket](https://mediaim.expedia.com/localexpert/1342523/d7dbfa90-2431-442d-b5ad-18eaa98ab71d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Skydeck Chicago Admission Ticket 1h 30m 10/10 7 reviews Free cancellation available CA $61 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Colour Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/1b6e1be3-a6ba-4b3d-8e57-4d0336c3fd23.jpg?impolicy=resizecrop&rw=500&rh=280) ### Colour Factory Chicago Ticket 1h 30m 9.4/10 3 reviews CA $47 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/colour-factory-chicago-ticket.a49191714.activity-details?&rid=553248635074842823&location=South+Side&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 9.2/10 161 reviews Free cancellation available CA $55 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/art-institute-of-chicago.a170360.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/0b36f3b1-b375-4fa2-8cfd-1a9815dcdcdc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting 1h 30m 9.6/10 4 reviews Free cancellation available CA $50 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=553248635074842823&location=South+Side&swp=off) ![Chicago's Navy Pier Centennial Wheel Ticket](https://mediaim.expedia.com/localexpert/48840807/8856f18f-7399-4c59-bffa-336edc781f23.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago's Navy Pier Centennial Wheel Ticket 15m 6/10 1 review Free cancellation available CA $33 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-navy-pier-centennial-wheel-ticket.a48840807.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Skip the Line: Public Tour-Adult Admission Ticket (50 mins)](https://mediaim.expedia.com/localexpert/2305131/80825fbb-e94f-47c1-a66a-38efb3b38535.jpg?impolicy=resizecrop&rw=500&rh=280) ### Skip the Line: Public Tour-Adult Admission Ticket (50 mins) 50m 8/10 1 review Free cancellation available CA $28 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/skip-the-line-public-tour-adult-admission-ticket-50-mins.a2305131.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ### Adventure & outdoor [See all 13 activities](https://expedia.ca/things-to-do/search?&rid=553248635074842823&location=South+Side&filter.categories=AdventureOutdoor) ![Chicago: Two Flight Indoor Skydiving Experience](https://mediaim.expedia.com/localexpert/2577742/4234ac6e-21fa-481a-9de6-ed98da9888dd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Two Flight Indoor Skydiving Experience 1h 10/10 1 review Free cancellation available CA $142 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2577742.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Full Day Bike Rental](https://mediaim.expedia.com/localexpert/637010/cbd278ac-0281-4492-a3bd-2877e3a09d3f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Full Day Bike Rental 1d 6/10 2 reviews Free cancellation available CA $42 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-full-day-bike-rental.a637010.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago's Ultimate City Bike Tour](https://mediaim.expedia.com/localexpert/1342807/1e662383-a2f0-4213-a63e-59b4c1e3fbfb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago's Ultimate City Bike Tour 3h 10/10 1 review Free cancellation available CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-ultimate-city-bike-tour.a1342807.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Lakefront Electric Bike Tour](https://mediaim.expedia.com/localexpert/1247101/e914eb05-c7ae-48a2-9622-608fcba27cd1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Lakefront Electric Bike Tour 1h Free cancellation available CA $96 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-lakefront-electric-bike-tour.a1247101.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago City Tours](https://mediaim.expedia.com/localexpert/49751759/0463401b-9601-4661-97a3-1c85d5cee51f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago City Tours 8h Free cancellation available CA $275 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chicago-city-tours.a49751759.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago's West Side Foodie Ride Bike Tour](https://mediaim.expedia.com/localexpert/2185100/58bf6229-92c8-44e7-aef1-81497c04f5c0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago's West Side Foodie Ride Bike Tour 4h 10/10 2 reviews Free cancellation available CA $137 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-west-side-foodie-ride-bike-tour.a2185100.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Bike Tour of Chicago's Lakefront Areas](https://mediaim.expedia.com/localexpert/2364621/633af1f0-5c2e-43ce-b8a7-c218bfb43e7d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Bike Tour of Chicago's Lakefront Areas 3h 10/10 1 review Free cancellation available CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/bike-tour-of-chicagos-lakefront-areas.a2364621.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Bikes, Brews & Hidden Bars: A Ride Through RiNo & City centre](https://mediaim.expedia.com/localexpert/48577988/3902aba5-fc8e-4942-b144-4a2c92656ede.jpg?impolicy=resizecrop&rw=500&rh=280) ### Bikes, Brews & Hidden Bars: A Ride Through RiNo & City centre 2h 30m Free cancellation available CA $131 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/bike-and-booze-tour-of-river-north-art-district-city-centre.a48577988.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Family Food and Bike Tour with Top Attractions](https://mediaim.expedia.com/localexpert/2364615/7b8e575c-e42c-40d1-9bd4-616d9b6bd588.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Family Food and Bike Tour with Top Attractions 4h 10/10 2 reviews Free cancellation available CA $109 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-family-food-bike-tour-with-top-attractions.a2364615.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ![Chicago Highlights Running Tour](https://mediaim.expedia.com/localexpert/46602003/bf56cabb-53d8-48de-ab7c-48f3930f61fb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Highlights Running Tour 1h 15m 10/10 1 review Free cancellation available CA $61 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-highlights-running-tour.a46602003.activity-details?&rid=553248635074842823&location=South+Side&swp=off) ## Recommended things to do in South Side | Number of things to do | 208 | | --- | --- | | Cheapest thing to do on Expedia | [eSIM: Airalo United States Package](https://expedia.ca/things-to-do/esim-airalo-united-states-package.a49634661.activity-details): CA $3 | | Top 5 things to do | - [Chicago CityPASS®: Experience 5 must-see attractions](https://expedia.ca/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details) - [Chicago Hop-On Hop-Off Big Bus Tour](https://expedia.ca/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details) - [Chicago C3® by CityPASS®](https://expedia.ca/things-to-do/chicago-c3-by-citypass.a46362450.activity-details) - [Chicago: Field Museum of Natural History Ticket or VIP Tour](https://expedia.ca/things-to-do/chicago-field-museum-of-natural-history-ticket-or-vip-tour.a4577702.activity-details) - [Field Museum of Natural History Ticket with Self-Guided Audio Tour](https://expedia.ca/things-to-do/field-museum-of-natural-history-ticket-with-self-guided-audio-tour.a45001986.activity-details) | | Half-day tours | - [Field Museum of Natural History Ticket with Self-Guided Audio Tour](https://expedia.ca/things-to-do/field-museum-of-natural-history-ticket-with-self-guided-audio-tour.a45001986.activity-details) - [Chicago's Ultimate City Bike Tour](https://expedia.ca/things-to-do/chicagos-ultimate-city-bike-tour.a1342807.activity-details) - [Field Museum of Natural History Self-Guided Audio Tour (without a ticket)](https://expedia.ca/things-to-do/field-museum-of-natural-history-self-guided-audio-tour-without-a-ticket.a45034969.activity-details) - [Architecture River Tour](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) - [360 CHICAGO Observation Deck](https://expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details) | | With kids | - [Chicago CityPASS®: Experience 5 must-see attractions](https://expedia.ca/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details) - [Chicago Hop-On Hop-Off Big Bus Tour](https://expedia.ca/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details) - [Chicago C3® by CityPASS®](https://expedia.ca/things-to-do/chicago-c3-by-citypass.a46362450.activity-details) - [Field Museum of Natural History Ticket with Self-Guided Audio Tour](https://expedia.ca/things-to-do/field-museum-of-natural-history-ticket-with-self-guided-audio-tour.a45001986.activity-details) - [Small Group Lake Michigan Tour](https://expedia.ca/things-to-do/small-group-river-boat-tour-in-chicago.a47199195.activity-details) | ## What to do in South Side * * * ### Discover the most popular places to visit in South Side ![Robie House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/298000/298009-Robie-House.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Chicago Take a campus tour or just explore the area around University of Chicago, a top university in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area. [](https://expedia.ca/University-Of-Chicago-Chicago.d6064081.Vacation-Attraction) ![Chicago Museum of Science and Industry](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26587-Museum-Of-Science-And-Industry.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Museum of Science and Industry This large, interactive museum contains a coal mine and World War II submarine among its many attractions. [](https://expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction) ![Illinois Institute of Technology](https://mediaim.expedia.com/destination/9/8c1c017cd959b9905ecf2e0485df24d8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Illinois Institute of Technology Walk around the campus at Illinois Institute of Technology during your visit to Chicago. Experience the fascinating museums and acclaimed art scene in this vibrant area. [](https://expedia.ca/Illinois-Institute-Of-Technology-Chicago.d6168375.Vacation-Attraction) ![Jackson Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26577-Museum-Of-Science-And-Industry.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Jackson Park Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art scene. [](https://expedia.ca/Jackson-Park-Woodlawn.d507388.Vacation-Attraction) ![Robie House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/298000/298007-Robie-House.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Robie House Witness the simple beauty of Frank Lloyd Wright’s designs in a Chicago house that epitomizes a popular American style of architecture. [](https://expedia.ca/Robie-House-Hyde-Park.d6064059.Vacation-Attraction) ![McCormick Tribune Center](https://mediaim.expedia.com/destination/2/53ee5aaf83346a6921a7312cce653c14.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### McCormick Tribune Center You can find out about the history of Chicago when you stop by McCormick Tribune Center. Stroll along the lakeside or visit the notable monuments in this vibrant area. [](https://expedia.ca/McCormick-Tribune-Center-Chicago.d553248621555594739.Vacation-Attraction) #### Rate Field Catch an event at Rate Field during your trip to Chicago. Experience the acclaimed theater scene and fascinating museums in this vibrant area. [](https://expedia.ca/Guaranteed-Rate-Field-Chicago.d6034756.Vacation-Attraction) #### University of Chicago Medicine Though University of Chicago Medicine might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here. [](https://expedia.ca/University-Of-Chicago-Medicine-Hyde-Park.d553248635389801569.Vacation-Attraction) #### Ida B Wells House You can find out about the history of Chicago with a stop at Ida B Wells House. Amble around this vibrant area's lakeside or experience its fascinating museums. [](https://expedia.ca/Ida-B-Wells-House-Chicago.d553248621533116338.Vacation-Attraction) ### Explore areas of South Side ![Chicago Museum of Science and Industry](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26587-Museum-Of-Science-And-Industry.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Hyde Park 4/5(4 area reviews) Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Robie House. [](https://expedia.ca/Chicago-Hyde-Park.dx117842) ![Default Image](https://mediaim.expedia.com/destination/2/246fb9906fab8d22c8855dd76da307c2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Chinatown 3.5/5(13 area reviews) If you're spending time in Chinatown, you might enjoy attractions like South Wentworth Street and Chinatown Gateway. You might also enjoy the neighborhood's ample dining options before hopping on the metro at Cermak-Chinatown Station to see more of the city. [](https://expedia.ca/Chicago-Chinatown.dx6003647) ![Default Image](https://mediaim.expedia.com/destination/1/b2e69e2dbe99ba599fd0651e33351318.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bridgeport Well-liked for its restaurants and churches, Bridgeport is worth a visit. Check out the variety of things to see and do like Bridgeport Art Center and Zhou B Art Center, and jump on the metro at Halsted Station (Orange Line) to get around the city. [](https://expedia.ca/Chicago-Bridgeport.dx6132075) ![Default Image](https://mediaim.expedia.com/destination/9/8c1c017cd959b9905ecf2e0485df24d8.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bronzeville 3.5/5(14 area reviews) Travelers choose Bronzeville for its abundant dining options. Hop aboard the metro at 35th-Bronzeville-IIT Station or Indiana Station and check out top sights like Lake Michigan. [](https://expedia.ca/Chicago-Bronzeville.dx6132245) ![Default Image](https://mediaim.expedia.com/destination/9/8c1c017cd959b9905ecf2e0485df24d8.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Douglas Visitors often come to Douglas for its abundant dining options, but many stay to explore sights like Lake Michigan and McCormick Tribune Center. Getting around the area on the metro is easy if you catch a ride at 35th-Bronzeville-IIT Station. [](https://expedia.ca/Chicago-Douglas.dx6132367) ![Default Image](https://mediaim.expedia.com/destination/2/8d88fbb983ed24a5a5fc1b9aad9d2a18.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Armour Square Take time in Armour Square to visit attractions like Rate Field and Andrew Foster Historic Marker. You might also appreciate the abundant dining options, and you can hop on the metro at Sox-35th Station to see more of the city. [](https://expedia.ca/Chicago-Armour-Square.dx6132365) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from South Side ![Chicago showing a high-rise building and a city as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332049-Chicago.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Chicago [](https://expedia.ca/Chicago.dx178248) ![Photo by Monica Harrison](https://mediaim.expedia.com/destination/2/ebff5c363b61f194365406371a873e9b.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Calumet Park [](https://expedia.ca/Calumet-Park.dx183179) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Canaryville Hotels](https://www.expedia.ca/Canaryville-Chicago-Hotels.0-n6132307-0.Travel-Guide-Filter-Hotels) - [B&B in Chicago 47th Street Station](https://www.expedia.ca/Chicago-47th-Street-Station-Bed-And-Breakfast.d6212783-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Visit Indian Village](https://www.expedia.ca/Chicago-Indian-Village.dx553248635976382922) - [Chicago Museum of Science and Industry](https://www.expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction) - [Obama's House](https://www.expedia.ca/Obamas-House-Kenwood.d553248621533116333.Vacation-Attraction) - [Robie House](https://www.expedia.ca/Robie-House-Hyde-Park.d6064059.Vacation-Attraction) - [Car rentals near Hyde Park](https://www.expedia.ca/Car-Rentals-In-Hyde-Park.d117842.Car-Rental-Guide) - [Hertz Rental Cars in Hyde Park](https://www.expedia.ca/Hertz-Car-Rentals-In-Hyde-Park.d117842-c40.Car-Rental-Guide-Suppliers) - [Things to do in Bensenville](https://www.expedia.ca/Things-To-Do-In-Bensenville.d78950.Travel-Guide-Activities) - [Things to do in Central Chicago](https://www.expedia.ca/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities) - [Things to do in Chicago](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFUUlEQVR4Xu3cQXLrNgyAYXay0LJH0FF0NOloPoqP8JZZeMIaIEhAiqIWnb4u7P/fxIZJftopcmZS6v9QOQ5+RyCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJFZBHOTT30R+13sr0XPwcab9kutTP8tx+l9drG8VWPxmkgByXgbRWPxmkgByXgbRWP/lVkdXf6YnuLm14b9sjYht/yaWM9meBgICASCAaiAYysrXaNJC1fXiTqS3cit32dXSXH4boaL9RAgEBkR8gIAUExLpGNNs+jYVbW7PI6/YSBEQCAdFACghI+U8QT7eX8mf9EuSzDT/aKhANxE8GAQEBAbmFVauffES8cGIN22u4x3+Op25DRiAgFQTk+AFICwSkHpF9iqxt+61Mw/1hdGj1k0FORodWPxnkZHRo9ZNBTkaHVj8Z5GR0aPWTQU5Gh1Y/GeRkdGj1kwNykm7X9MRa7+F5uso9XtLRVSAgJ4EcAgE5CeTQ6yJ2q36eWMrckfh1dpGRIbWtquGpW0e2agQCooG0T5Y2slUjEBANpH2ytJGtGr0qshX707F2Dyfe2s65rdKiK6n7KV963+XtamdWEA0ERAPRtSB2ZgXR3hx5hA1TjXfvjsh2e8Qu41Jso1+dvNs/dYMUEAMkEHkr70AKCAjIWKt9jhMF0fZukRPjKt8ogYBUEA0EBASkfXaFrNWep+1EHfk33L42jBTZdxyBgICAgFjHEQiIZg/Ptt1yt/TtX/J6kld2ol6dFq6uT/ylBgICAgLSJ/5SA3lTxLZrujY+dQ9ETzR3bh/71Y1VIxAQC0Q+BAGJgYDU/RfV8kMRbZG3duJW9LZvrl1KHIEs8hYEBKSCgID8LfJoj8VfcqJt1/SGHk9c+2if/nIwjUsJgYCA9EA0EA8E5CGL9FZ9k7Vj5Lf9gBS7lFrv8vro2gVbICAgICAjEJC6Q+p4xL41Lj4p60hO1JGeaKOx0e/xF4/YFcQ2goCAtBNBYiDviPh9eZyoRXduC/Qer9mqNbhj1QikBwICooF4IL33Rarcqq3p+clzrbn97j1OtO/B40a7x5fgjkBAKohuBAEBaSOQgDzkI11r311bfve2wWan7Ub6m8DIrs4CAQFpIxALxN+BgOgHemIVZNzj9Xl68XV64rdL8du+LL/+hhukgoCAgLRAQBy5lWlM5cR6HGmnSLy6EQgISA+kgoCA1O+IrZVPfK2P7O6tt31LV8VqvcsP2WiBeCCLfgICAmKBeO+KnGRIHff4uH3c9r+tiiMJxEcnq0BANBAfnawCAdFeEnnIAbFZptvF6HmivVqrPZtb+pvACEQDic0y3S5GILFZptvFCCQ2y3S7GIHEZpluFyOQ2CzT7WL075DV39Vxov41WU8c93g90bKRNhAfSSAgIOHE2yBA5J2dCALy3oh9dz01xEfjT8e1uZqNHv3ctnHvSiAaCEgPBKSfCwLyE1KK3uOXtubeH571tl/aX5M/hntrQ7u6EQgICAgICEgS0RZd/Bxpuspu+6Uh+h+pfwhERyAgBQTkWyA6AvHsRNkeT/SWsHjrI12lG0MgOvK2PgKJ22NLWLz1EUjcHlvC4q2PQOL22BIWb30EErfHlrB46yOQuD22hMVbH/0DZN8sU3l47o/YYVTleXqSH3dZKr8c9Hu8vP+w1zbxlyCyFAQEBKQHUt8e+X2BpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJNXrIH8BQGL3eYFV0+gAAAAASUVORK5CYII=)