Title: 10 TOP Things to Do in Oak Park October 2025 | Expedia.ca [Hotels in Oak Park](https://expedia.ca/Oak-Park-Hotels.d9228.Travel-Guide-Hotels)[Flights to Oak Park](https://expedia.ca/Cheap-Flights-To-Oak-Park.d9228.Travel-Guide-Flights)[Oak Park Car Rentals](https://expedia.ca/Car-Rentals-In-Oak-Park.d9228.Car-Rental-Guide)[Oak Park Vacation Packages](https://expedia.ca/Oak-Park.d9228.Destination-Travel-Guides) # What to do in Oak Park, IL ## Activities, attractions and tours ## Visit Oak Park Types of activities [Oak Park travel guide](https://expedia.ca/Oak-Park.dx9228) ![Chicago featuring heritage architecture and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26555-Frank-Lloyd-Wright-Historic-District.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Ernest Hemingway Museum and House featuring interior views and food](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26697-The-Ernest-Hemingway-Museum-And-House.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Ernest Hemingway Museum and House featuring interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26692-The-Ernest-Hemingway-Museum-And-House.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Ernest Hemingway Museum and House featuring a house and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26693-The-Ernest-Hemingway-Museum-And-House.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Ernest Hemingway Museum and House showing café scenes, a house and interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26695-The-Ernest-Hemingway-Museum-And-House.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Oak Park Attractions Let Expedia help you experience the best that Oak Park 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 Oak Park 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 Oak Park 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. #### Oak Park 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 Oak Park. 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 Oak Park attractions ensure that you’ll have a successful trip, whatever the season. * * * ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ### Most fun & popular experiences in Oak Park ### Tours & day trips [See all 163 activities](https://expedia.ca/things-to-do/search?&rid=9228&location=Oak+Park&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 1,483 reviews Free cancellation available CA $68 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details?&rid=9228&location=Oak+Park&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 9.4/10 345 reviews CA $63 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details?&rid=9228&location=Oak+Park&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 21 reviews CA $63 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-by-night-river-lake-cruise.a3025324.activity-details?&rid=9228&location=Oak+Park&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+ 8.4/10 525 reviews Free cancellation available CA $64CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details?&rid=9228&location=Oak+Park&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 5 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=9228&location=Oak+Park&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 68 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=9228&location=Oak+Park&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 20 reviews Free cancellation available CA $59 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-architecture-boat-tour-with-drinks.a48360649.activity-details?&rid=9228&location=Oak+Park&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 19 reviews Free cancellation available CA $63 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-urban-adventure-river-and-lake-cruise.a3025326.activity-details?&rid=9228&location=Oak+Park&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 74 reviews CA $78 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=9228&location=Oak+Park&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 $63 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-creepy-cruise.a48800785.activity-details?&rid=9228&location=Oak+Park&swp=off) ### Private & custom tours [See all 28 activities](https://expedia.ca/things-to-do/search?&rid=9228&location=Oak+Park&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 $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=9228&location=Oak+Park&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=9228&location=Oak+Park&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=9228&location=Oak+Park&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 $14 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-dark-side-self-guided-smartphone-walking-tour.a45050109.activity-details?&rid=9228&location=Oak+Park&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=9228&location=Oak+Park&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 $910 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=9228&location=Oak+Park&swp=off) ![Haunted Chicago Exploration Game and Tour](https://mediaim.expedia.com/localexpert/4887774/df42f142-ff19-4d48-9cee-05b481517e79.jpg?impolicy=resizecrop&rw=500&rh=280) ### Haunted Chicago Exploration Game and Tour 2h 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/ghosts-of-chicago-haunted-city-exploration-game.a4887774.activity-details?&rid=9228&location=Oak+Park&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 $331 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-instagram-walking-tour-private-all-inclusive.a3525296.activity-details?&rid=9228&location=Oak+Park&swp=off) ![Luxury SUV 4-Hours Sightseeing Tour in Chicago DT Hourly Service](https://mediaim.expedia.com/localexpert/48720490/c794b857-dd2d-4158-af8e-fc3d79b4d5c5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Luxury SUV 4-Hours Sightseeing Tour in Chicago DT Hourly Service 4h Free cancellation available CA $980 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/luxury-suv-4-hours-sightseeing-tour-in-chicago-dt-hourly-service.a48720490.activity-details?&rid=9228&location=Oak+Park&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 $441 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=9228&location=Oak+Park&swp=off) ### Food, drink & nightlife [See all 27 activities](https://expedia.ca/things-to-do/search?&rid=9228&location=Oak+Park&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 20 reviews Free cancellation available CA $59 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-architecture-boat-tour-with-drinks.a48360649.activity-details?&rid=9228&location=Oak+Park&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 $285 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/odyssey-lake-michigan-premier-dinner-cruise.a173241.activity-details?&rid=9228&location=Oak+Park&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 $140 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-craft-brewery-barrel-bus-tour.a2135529.activity-details?&rid=9228&location=Oak+Park&swp=off) ![Chicago: Secret Food Tour](https://mediaim.expedia.com/localexpert/4518775/969d4bd1-f30f-4057-a555-7cb8451b6d6e.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=9228&location=Oak+Park&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 $95 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-city-centre-donut-tour-with-tastings.a4520600.activity-details?&rid=9228&location=Oak+Park&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 $67 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-prohibition-speakeasies-bus-tour-or-walking-tour.a45730860.activity-details?&rid=9228&location=Oak+Park&swp=off) ![Bites & History: Chicago Small Group Food Tour](https://mediaim.expedia.com/localexpert/643295/6378865a-ab16-429f-bd38-5a78df600d9b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Bites & History: Chicago Small Group Food Tour 2h Free cancellation available CA $105 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/historic-chicago-small-group-food-tour-with-a-local-guide.a643295.activity-details?&rid=9228&location=Oak+Park&swp=off) ![Vito's Vault Chicago finest dinner theatre speakeasy](https://mediaim.expedia.com/localexpert/50395749/d17809ab-2475-4929-9b8d-777b231a5fc3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Vito's Vault Chicago finest dinner theatre speakeasy 3h 6/10 1 review Free cancellation available CA $119 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vitos-vault-chicago-finest-dinner-theatre-speakeasy.a50395749.activity-details?&rid=9228&location=Oak+Park&swp=off) ![Odyssey Chicago River Premier Dinner Cruise](https://mediaim.expedia.com/localexpert/551583/255ce58f-49a5-4ac8-8116-bddf0ba1a738.jpg?impolicy=resizecrop&rw=500&rh=280) ### Odyssey Chicago River Premier Dinner Cruise 2h 30m 7.4/10 3 reviews CA $381 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/odyssey-chicago-river-premier-dinner-cruise.a551583.activity-details?&rid=9228&location=Oak+Park&swp=off) ![Private, Self-Guided Deep Dish Pizza Foodie Tour](https://mediaim.expedia.com/localexpert/4017194/c8bb95e9-5b12-47af-8e02-3331c3655ec2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private, Self-Guided Deep Dish Pizza Foodie Tour 2h CA $104 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-self-guided-deep-dish-pizza-foodie-tour.a4017194.activity-details?&rid=9228&location=Oak+Park&swp=off) ### Attractions [See all 17 activities](https://expedia.ca/things-to-do/search?&rid=9228&location=Oak+Park&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+ 8.4/10 671 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=9228&location=Oak+Park&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 9.2/10 782 reviews Free cancellation available CA $199 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details?&rid=9228&location=Oak+Park&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 $118 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=9228&location=Oak+Park&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 9 reviews Free cancellation available CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details?&rid=9228&location=Oak+Park&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 28 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=9228&location=Oak+Park&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 $48 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/colour-factory-chicago-ticket.a49191714.activity-details?&rid=9228&location=Oak+Park&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 9.2/10 165 reviews Free cancellation available CA $56 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/art-institute-of-chicago.a170360.activity-details?&rid=9228&location=Oak+Park&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=9228&location=Oak+Park&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 9/10 2 reviews 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=9228&location=Oak+Park&swp=off) ![Rosemont: Two Flight Indoor Skydiving Experience](https://mediaim.expedia.com/localexpert/2573196/563b98e9-df84-4044-9c7b-299dbe003729.jpg?impolicy=resizecrop&rw=500&rh=280) ### Rosemont: Two Flight Indoor Skydiving Experience 1h 6.6/10 7 reviews Free cancellation available CA $136 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2573196.activity-details?&rid=9228&location=Oak+Park&swp=off) ### Adventure & outdoor [See all 15 activities](https://expedia.ca/things-to-do/search?&rid=9228&location=Oak+Park&filter.categories=AdventureOutdoor) ![Rosemont: Two Flight Indoor Skydiving Experience](https://mediaim.expedia.com/localexpert/2573196/563b98e9-df84-4044-9c7b-299dbe003729.jpg?impolicy=resizecrop&rw=500&rh=280) ### Rosemont: Two Flight Indoor Skydiving Experience 1h 6.6/10 7 reviews Free cancellation available CA $136 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2573196.activity-details?&rid=9228&location=Oak+Park&swp=off) ![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 $144 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2577742.activity-details?&rid=9228&location=Oak+Park&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=9228&location=Oak+Park&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 $97 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-lakefront-electric-bike-tour.a1247101.activity-details?&rid=9228&location=Oak+Park&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 $83 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-ultimate-city-bike-tour.a1342807.activity-details?&rid=9228&location=Oak+Park&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 $139 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-west-side-foodie-ride-bike-tour.a2185100.activity-details?&rid=9228&location=Oak+Park&swp=off) ![Chicago Highlights Running Tour](https://mediaim.expedia.com/localexpert/46602003/231f57a8-d3d1-4091-9087-51ea9658b8d2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Highlights Running Tour 1h 15m 10/10 1 review Free cancellation available CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-highlights-running-tour.a46602003.activity-details?&rid=9228&location=Oak+Park&swp=off) ![Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer](https://mediaim.expedia.com/localexpert/46208669/1a9520fd-9797-4b2f-b013-aa63087b81e8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer 4h Free cancellation available CA $251 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/fun-chicago-bike-tour-with-pizza-hot-dogs-cupcakes-and-beer.a46208669.activity-details?&rid=9228&location=Oak+Park&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 $83 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/bike-tour-of-chicagos-lakefront-areas.a2364621.activity-details?&rid=9228&location=Oak+Park&swp=off) ![Unforgettable Small Group Biking Tours from Chicago to Milwaukee](https://mediaim.expedia.com/localexpert/49713921/f914e0a3-8fb6-4f8f-8a3e-42c1c8864666.jpg?impolicy=resizecrop&rw=500&rh=280) ### Unforgettable Small Group Biking Tours from Chicago to Milwaukee 1d Free cancellation available CA $489 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/unforgettable-small-group-biking-tours-from-chicago-to-milwaukee.a49713921.activity-details?&rid=9228&location=Oak+Park&swp=off) ## Recommended things to do in Oak Park | Number of things to do | 189 | | --- | --- | | 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 | - [360 CHICAGO Observation Deck](https://expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details) - [Architecture River Tour](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) - [Skydeck Chicago Admission Ticket](https://expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details) - [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) | | Half-day tours | - [360 CHICAGO Observation Deck](https://expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details) - [Architecture River Tour](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) - [Skydeck Chicago Admission Ticket](https://expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details) - [Wendella's 90-min Chicago River Architecture Tour](https://expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) - [Chicago Sightseeing River and Lake Cruise](https://expedia.ca/things-to-do/chicago-urban-adventure-river-and-lake-cruise.a3025326.activity-details) | | With kids | - [360 CHICAGO Observation Deck](https://expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details) - [Architecture River Tour](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) - [Skydeck Chicago Admission Ticket](https://expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details) - [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) | ## What to do in Oak Park * * * ### Discover the most popular places to visit in Oak Park ![Wrigley Field featuring central business district, a city and a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field 4.5/5(158 reviews) Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Magnificent Mile - River North which includes signage, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue 4.5/5(19 reviews) You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier 4.5/5(459 reviews) A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ![McCormick Place](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/248000/248117-Mccormick-Place.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### McCormick Place 4.5/5(141 reviews) Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges. [](https://expedia.ca/McCormick-Place-Near-South-Side.d6069191.Vacation-Attraction) ![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 4.5/5(722 reviews) 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) ![Soldier Field which includes a high-rise building, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35616-Soldier-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Soldier Field 4.5/5(114 reviews) Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations. [](https://expedia.ca/Soldier-Field-Near-South-Side.d6058043.Vacation-Attraction) ![Grant Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192059-Grant-Park-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Grant Park 4.5/5(291 reviews) Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals. [](https://expedia.ca/Grant-Park-Downtown-Chicago.d507389.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 4.5/5(149 reviews) 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) ![Six Flags Great America featuring rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/31000/31431-Six-Flags-Great-America-Milwaukee.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Six Flags Great America 4.5/5(5 reviews) Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages. [](https://expedia.ca/Six-Flags-Great-America-Chicago.d6023396.Vacation-Attraction) * * * 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 Oak Park ![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) ## Frequently asked questions ### Is Oak Park worth visiting? > One of the most popular things to do in Oak Park is explore Michigan Avenue. Check this major sight off your itinerary, then discover more of this area's history and culture. ### How do I spend a day in Oak Park? > Begin your day with a visit to Michigan Avenue and Millennium Park. Then, check out other parts of Oak Park for tasty eats and some souvenir shopping. ### What is the top tourist attraction in Oak Park? > Michigan Avenue is one of the top tourist attractions in Oak Park and should feature high on every must-do list of the area. ### Is three days enough to stay in Oak Park? > You can easily tick off top sights like Brookfield Zoo, Galloping Ghost and Madison Street Theatre with a three-day getaway in Oak Park. On average, many travellers book two days here. There's plenty to explore nearby too, so stay a while longer and head to Chicago. ### Is Oak Park a walkable city? > Some top sights in Oak Park, such as Madison Street Theatre and Trailside Museum of Natural History, are within walking distance. You can also experience several of the city's neighbourhoods on foot. Only 2 kilometres from the city centre of Oak Park is South Austin and Austin is 2 kilometres away. ### What are some activities to do in Oak Park with kids? > Planning what to do in Oak Park with kids has never been so easy. Whether you're getting away with teenagers or toddlers, there are plenty of family-friendly attractions to keep everyone happy here. > > > > - [360 CHICAGO Observation Deck](https://expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details) > - [Architecture River Tour](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) > - [Skydeck Chicago Admission Ticket](https://expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details) > - [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) ### What to do in Oak Park for adults? > There are plenty of things to do in Oak Park, with experiences for adults of all ages. Round off your day with a visit to McCormick Place or Wintrust Arena. ### Are there free things to do in Oak Park? > In Oak Park, Galloping Ghost is an unmissable spot for anyone wishing to see the city without taking their wallet out. Also, wander around the local neighbourhoods and parks, and ask for recommendations from a local tour guide. 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