There are 18 dog-friendly tours within 20 miles of Orland Hills. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Orland Hills.
The Chi-Town Showdown Scavenger Hunt
'The Chi-Town Showdown Scavenger Hunt' is a pet-friendly Airbnb Experience hosted by Kat & Alan. Discover Chicago on a scavenger hunt with your pooch. First, receive instructions and warm up for the event. Then, depart with your dog on a tour of the sights and sounds of Chi-town. Take part in fun activities and complete clues along the way. The experience lasts 2 hours and can accommodate up to 30 guests of all ages. Rates start at $25 per person.
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Podcast Producing with a Pioneer
'Podcast Producing with a Pioneer' is a pet-friendly Airbnb Experience hosted by Jaime. Fido is welcome to join you as you learn the basics of starting your own podcast from preparation to publishing. Your host will also explain a variety of hard/software and applications, and give you hands-on experience at producing a podcast during this session. The experience lasts 3 hours and can accommodate up to 4 guests ages 18 and up. Recommended for college students and older, interested in podcasting. No prior podcasting experience is necessary. Beginners welcome! Rates start at $800 per person.
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Star in Your Own Photo Shoot Outdoors
'Star in Your Own Photo Shoot Outdoors' is a pet-friendly Airbnb Experience hosted by Carla. Create some unique memories with your pooch at this photoshoot in Chicago. You will walk along with your host in the Lake Street and train tracks area discovering graffiti and street art for unique photo backgrounds. Your host will capture photos of you along the way. The experience lasts 1.5 hours and can accommodate up to 10 guests of all ages. Please be prepared to walk 4 blocks. Rates start at $79 per person.
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Must Have Chicago Photos
'Must Have Chicago Photos' is a pet-friendly Airbnb Experience hosted by Carla. Create some lasting memories while with your pooch in Chicago. Explore downtown on foot while your host captures moments of you together in locations such as Millennium Park, Chicago Theater, River Walk and more. Private shoots are also available. The experience lasts 1.5 hours and can accommodate up to 10 guests ages 2 and up. Rates start at $79 per person.
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Chicago Historic Financial District Tour
'Chicago Historic Financial District Tour' is a pet-friendly Airbnb Experience hosted by Rachel. You and your pooch will take a guided walking tour of the district and discover the historic buildings and architecture. See the Old Chinatown, the elegant Rookery, and the Chicago Board of Trade and the last remaining Chicago Cow Path. Please note that Fido won't be allowed inside any buildings, but if the tour stops at one, someone from your group can wait outside with the pup. The experience lasts 2 hours and can accommodate up to 8 guests ages 13 and up. Rates start at $18 per person.
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Explore Chicago with a Photographer
'Explore Chicago with a Photographer' is a pet-friendly Airbnb Experience hosted by Emile. Create some lasting memories with your pooch at a photoshoot in Chicago. You and Fido will walk around The Bean and Buckingham Fountain while your photographer captures both candid and posed photos of you. Price per person is for a group up to 4 people -only one booking needed. You will receive 20 edited photos per session in 3 business days. The experience lasts 1 hour and can accommodate up to 4 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $129 per person.
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Chicago Cake Decorating
'Chicago Cake Decorating' is a pet-friendly Airbnb Experience hosted by Karen. Learn how to decorate a cake from an expert with a variety of different icing supplies. Dogs are welcome to join the fun of this yummy experience that lasts 2 hours and can accommodate up to 8 guests ages 18 and up. Rates start at $75 per person.
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Riverside, What the Burbs Could've Been
'Riverside, What the Burbs Could've Been' is a pet-friendly Airbnb Experience hosted by Matt. You and your pooch will take a guided walking tour of the neighborhood and learn about the architecture and tales of the historic suburbs designed by Frederick Law Olmsted. Please contact host prior to booking if you plan on bringing Fido along. The experience lasts 2 hours and can accommodate up to 10 guests ages 18 and up. Rates start at $35 per person.
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Magnificent Mile Walking Tour
'Magnificent Mile Walking Tour' is a pet-friendly Airbnb Experience hosted by Rachel. You and your pup will be guided down Michigan Avenue where you will get to see all of the popular and historic spots. You will also pass Fort Dearborn, get a hot chocolate at Ghiradelli, and have a chance to to window shop on the Magnificent Mile. If bringing Fido, contact host prior to booking so accommodations can be made. The experience lasts 2.5 hours and can accommodate up to 10 guests ages 14 and up. Rates start at $18 per person.
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Chicago Historical Tour with Photo Shoot
'Chicago Historical Tour with Photo Shoot' is a pet-friendly Airbnb Experience hosted by Anastasiia. You and your pooch will take a guided tour of downtown and have your own personal photoshoot. Learn about Cloud Gate, Millennium Park, Calder’s Flamingo, Palmer House, Chicago architecture, history and more. The experience lasts 1.5 hours and can accommodate up to 4 guests ages 5 and up. Rates start at $119 per person.
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Hyde Park - Antiquity to the Atomic Age
'Hyde Park - Antiquity to the Atomic Age' is a pet-friendly Airbnb Experience hosted by Matt. You and your pooch will take a guided walking tour of Chicago's South Side, Hyde Park area. Please note that the tour spends about 30 minutes in the Oriental Institute in Hyde Park, which would not allow pets. Someone from your group would need to wait outside and you could take turns. Explore the neighborhood, its art, and the birthplace of the atomic bomb. See homes of the bomb’s creators, where their work was done, and visit the site of the first human-made atomic chain reaction as well a disused fallout shelter. The experience lasts 1.5 hours and can accommodate up to 10 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $30 per person.
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Windy City Street Photography Tour
'Windy City Street Photography Tour' is a pet-friendly Airbnb Experience hosted by Dorsey. A well-behaved pooch is welcome to join you at this hands-on workshop as long as you are able to keep an eye on him while learning and using your camera. You will visit various iconic sites and discuss an artistic approach to photographing each site before taking pictures. Your host will provide you with different techniques to getting unique photos and also take a photo of you at each stop that will be later emailed to you. The experience lasts 3 hours and can accommodate up to 5 guests ages 16 and up. Guest should have a general knowledge of camera functionality. Rates start at $250 per person.
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Vibrant Alcohol Ink Painting Workshop
'Vibrant Alcohol Ink Painting Workshop' is a pet-friendly Airbnb Experience hosted by Helen. Prior approval to bring Fido is required; contact host before booking. Your pooch will sit alongside you at this workshop where you will learn to paint both abstractly and realistically with alcohol ink. Your host will provide ongoing guidance as you explore the techniques yourself. You will leave with at least 5 small unique paintings of your own. Beginners through experienced artists are welcome. The experience lasts 2.5 hours and can accommodate up to 8 guests ages 18 and up. No experience necessary, but accomplished artists also enjoy trying this new medium! Rates start at $75 per person.
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Chicago Scavenger Hunt: Chicago Loop
Chicago Scavenger Hunt: Chicago Loop in Illinois is pet friendly. Explore Chicago on an app-led tour. Walk from landmark to landmark to discover art, culture and history. Search plaques, statues and art to solve riddles that can only be found on location. If you can not find the answer they'll guide you to the next location. Leashed pups are welcome to take part in this tour that can be completed at any time.
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Painting a Masterpiece Under the Gazebo
'Painting a Masterpiece Under the Gazebo' is a pet-friendly Airbnb Experience hosted by Howard. Prior approval is needed to bring Fido along as there may be other dogs onsite; contact host before booking. Your pooch will get to sit alongside you in your host's flower garden, under a gazebo as you create your own masterpiece. Your host provide materials including an 11x14 canvas and example art for inspiration, as well as instruction and a demonstration. The experience lasts 4 hours and can accommodate up to 8 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $30 per person.
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My Kind of Town - Chicago Photo Shoot
'My Kind of Town - Chicago Photo Shoot' is a pet-friendly Airbnb Experience hosted by Sara. Create some lasting memories with your pooch at a photoshoot while in Chicago. Your host will meet you at the park and will then guide you to various locations to capture both candid and posed photos. You will receive 20-35 images within 9 days of your experience. The experience lasts 1.5 hours and can accommodate up to 3 guests ages 2 and up. No experience needed! Rates start at $115 per person.
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Published Chicago Photographer Service
'Published Chicago Photographer Service' is a pet-friendly Airbnb Experience hosted by Laimis. Be sure to contact your host prior to booking so that dog-friendly accommodations can be made for your shoot. You will get to create some lasting memories with your pooch with various Chicago views for your backgrounds. You will receive a link after your experience where you will be able to download your images. The experience lasts 2 hours and can accommodate up to 5 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $125 per person.
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Roger Rickshaw
Roger Rickshaw is a dog-friendly pedicab company in Chicago, IL. Small pups are welcome to join their owners on the back of this fun mode of transportation. Whether booking a quick ride or a long tour, you and Fido can enjoy the city's sights with the sun on your face and the wind in your hair.
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