Top Chicago Self-guided Tours & Rentals
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12 results | All Chicago Tours
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Chicago Scavenger Hunt: Chicago's Magnificent Mile
2
Named for the cable car turnarounds and the prominent elevated railway that encircled the area at the end of the 19th century, the Loop is Chicago's commercial and cultural core. On today's epic scavenger hunt of Chicago, you'll uncover the area's best sights and rich history. Along the way, you'll visit Cloud Gate, Art Institute of Chicago, and the Federal Reserve Bank of Chicago. It's time to strap on those walking shoes, round up some friends and book your Chicago Loop scavenger hunt today!
What You'll See: Tiffany Dome, The Bean, Crown Fountain, Art Institute of Chicago
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From
$13.08
From
$13.08

Chicago Full Day Bike Rental
37
Discover Chicago's many delights from the comfort of two wheels. Simply pick up your full-day bike rental with lock, map and helmet and start exploring, either solo or with friends. Make your way through Millennium Park and to historic Wrigley Field, stop for a visit at Navy Pier or spend a couple hours watching sea turtles, penguins and even a piranha at Shedd Aquarium. You get to tour Chicago independently at your own pace and leisure without having to deal with parking or public transit.
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From
$24.99
From
$24.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Lakefront Electric Bike Tour
This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a different vantage point.
It all begins navigating through Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus). As we admire the grounds and perfect location between the iconic skyscrapers and nature. We will then proceed and make our way over to the lakefront path. Riding along we will take you to a magnificent view of the skyline which is the best place for a photo shoot.
Afterward, we will take the lakefront bike path over the Chicago River and past Navy Pier. A quick ride back to our starting point ends the tour.
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From
$69.34
From
$69.34
Face masks required for travelers in public areas
Hand sanitizer available to travelers and staff
Gear/equipment sanitized between use
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Chicago Scavenger Hunt Adventure
Discover Chicago in a fun new way on this 3-hour scavenger hunt. Jump into the middle of an exciting adventure around the Chicago Loop — to the historic buildings, famous streets and plethora of real-life locations around town. Discover both well-known and overlooked sites, solving clues and completing challenges via smartphone while learning the local history of the Windy City. Teams of 2- to 5-people are welcome.
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From
$20.52
Price varies by group size
From
$20.52
Price varies by group size

Chicago Ghost Hunt: Ghosts of the Chicago River
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
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From
$12.31
From
$12.31

Chicago Scavenger Hunt: Chicago Loop
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
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From
$13.08
From
$13.08
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

Chicago Half Day Bike Rental
Explore Chicago at your own pace on an independent bike tour. With your half-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.
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From
$20.99
From
$20.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

Chicago Scavenger Hunt: A Day At The Zoo
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
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From
$12.31
From
$12.31

The Chi-Town Showdown Scavenger Hunt
Alley Kat Adventures is an Austin, TX-based event design company offering city scavenger hunts in 30 cities in the US and Mexico as well as custom events worldwide. Our specially hand-crafted, interactive quests are equal parts tour, cultural experience, creative challenge, detective hunt, & social experiment! Guests get to discover hidden gems off the beaten trail while completing fun missions!
Find an obscure repeating theme in various street art around town, marvel at giant digital art curated just for you, hunt down an iconic and locally famous old elevator, and more!
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From
$30.77
From
$30.77
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Explore Chicago with a Unique Scavenger Hunt by Operation City Quest
Operation City Quest of Chicago is a great way to see the city in a fun way! You'll use an app on your phone to submit photos of items you find around the city. For every photo you submit, you'll get points. You'll be able to see your score on the rankings after compared to all who have played across the country. All our Scavenger hunts have a live remote host to help along the way. Come out and explore with us in Chicago.
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From
$10.00
From
$10.00
Social distancing enforced throughout experience
Contactless payments for gratuities and add-ons
Learn More

Adventurous Scavenger Hunt in Chicago by Crazy Dash
You'll use an app to explore Chicago in this fun scavenger hunt. Use the app to find things around the city, take photos and collect points. At the end, take a look at the rankings to see your score compared to other teams across the country. All our Scavenger hunts have a live remote host to help along the way. Come out and explore with us in Chicago.
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From
$10.00
From
$10.00
Social distancing enforced throughout experience
Contactless payments for gratuities and add-ons
Learn More

1 Hour Private Chicago River Cruise Rental
It's an intimate experience for 2 to 6 people. No mass crowds associated with tour boats. They get to enjoy the river with the luxury of having their own private boat with a professional, licensed, captain. Cocktails, and other beverages, are available from the bar for purchase before boarding.
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From
$120.00
per group
$30.00 savings
From
$120.00
per group
$30.00 savings
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More
- Chicago Cultural Center
- Chicago Chinatown
- Second City
- Chicago Loop
- University of Chicago
- Navy Pier
- LEGOLAND® Discovery Center Chicago
- Medieval Times Chicago
- Tribune Tower
- Grant Park
- Chicago Board of Trade Building
- Jackson Park
- Chicago Temple
- Chicago History Museum
- Art Institute of Chicago
- Palmer House Hilton
- Lookingglass Theatre Company
- Lincoln Park Conservatory
- Water Tower Place
- American Writers Museum
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