Call Us
Text Us
Live Chat

Specials
How It Works
Groups
About
Contact

Search Things To Do

Account
Bookings
Help

Search Things To Do

Specials
How It Works
Groups
About
Contact

Home
Things to do in USA
Things to do in Illinois
Things to do in Chicago
Chicago Tours
Tours & Sightseeing
Self-guided Tours & Rentals

Top Chicago Self-guided Tours & Rentals

Self-guided Tours & Rentals

Audio Guided Tours

Bus & Minivan Tours

Hop-on Hop-off Tours

Photography Tours

Classic Car Tours

Skip-the-Line Tours

Tours & Sightseeing

Cruises, Sailing & Water Tours

Cultural & Theme Tours

Sightseeing Tickets & Passes

Walking & Biking Tours

Food, Wine & Nightlife

Luxury & Special Occasions

Air, Helicopter & Balloon Tours

Holiday & Seasonal Tours

Private & Custom Tours

Outdoor Activities

Multi-day & Extended Tours

Classes & Workshops

Day Trips & Excursions

Shopping & Fashion

Shows, Concerts & Sports

Transfers & Ground Transport

Unique Experiences

Weddings & Honeymoons

When are you traveling?

Select Dates

Hide Sold Out / Unavailable

Filter

Price Clear

$0 $500+

Popular Clear

Badge of Excellence

Kid-Friendly

Instant Confirmation

Hotel Pickup

Free Cancellation

New to Our Site

Likely to Sell Out

Rating Clear

& up

& up

& up

& up

Duration Clear

Up to 1 hour

1 to 4 hours

4 hours to 1 day

1 to 3 days

3+ days

Time of Day Clear

Morning
Starts before 12pm

Afternoon
Starts after 12pm

Evening and night
Starts after 5pm

Chicago Tours

All Chicago Tours
Air, Helicopter & Balloon Tours
- Helicopter Tours
Classes & Workshops
- Art Classes
- Craft Classes
- Dance Lessons
- Painting Classes
- Sports Lessons
Cruises, Sailing & Water Tours
- Boat Tours
- Day Cruises
- Dinner Cruises
- Lunch Cruises
- Night Cruises
- Sailing Trips
- Sunset Cruises
Cultural & Theme Tours
- Archaeology Tours
- Architecture Tours
- Cultural Tours
- Ghost & Vampire Tours
- Historical & Heritage Tours
- LGBTIQA+ Friendly Tours
- Literary, Art & Music Tours
- Movie & TV Tours
Day Trips & Excursions
- Rail Tours
Food, Wine & Nightlife
- Beer & Brewery Tours
- Chocolate Tours
- Cooking Classes
- Dining Experiences
- Street Food Tours
- Wine Tasting & Winery Tours
Holiday & Seasonal Tours
- Christmas
- Father's Day
- Halloween
- Mother's Day
- National Holidays
- New Years
Kid Friendly
- Kid Friendly Tours & Activities
Luxury & Special Occasions
- Luxury Tours
- Romantic Tours
Multi-day & Extended Tours
- Multi-day Tours
Outdoor Activities
- Adrenaline & Extreme
- Nature & Wildlife
- Running Tours
Private & Custom Tours
- Private Sightseeing Tours
Shopping & Fashion
- Shopping Tours
Shows, Concerts & Sports
- Adults-only Shows
- Comedy
- Family-friendly Shows
- Theater, Shows & Musicals
Sightseeing Tickets & Passes
- Attraction Tickets
- Museum Tickets & Passes
- Sightseeing Passes
- Sporting Event Tickets & Passes
Tours & Sightseeing
- Audio Guided Tours
- Bike Rentals
- Bus & Minivan Tours
- City Packages
- City Tours
- Classic Car Tours
- Escape Games
- Full-day Tours
- Fun and Games
- Half-day Tours
- Hop-on Hop-off Tours
- Night Tours
- Pedicab Tours
- Photography Tours
- Segway Tours
- Self-guided Tours & Rentals
- Skip-the-Line Tours
Transfers & Ground Transport
- Airport & Ground Transfers
- Airport Services
- Bus Services
- Private Drivers
Unique Experiences
- Unique Experiences
Walking & Biking Tours
- Bike & Mountain Bike Tours
- Walking Tours
Water Sports
- Boat Rentals
- Jet Boats & Speed Boats
- Water Equipment
Weddings & Honeymoons
- Honeymoon Packages

Attractions

Things to do in Chicago
Millennium Park
Navy Pier
Grant Park
Wrigley Building
Chicago Riverwalk
Willis Tower (Sears Tower)
Chicago River
The Magnificent Mile
Adler Planetarium

Guides

View All
Best food & culinary tours in Chicago
Family-friendly things to do in Chicago.
Rainy day activities in Chicago
Senior-friendly tours, activities and things to do in Chicago
The Top 10 Chicago Tours and Activities of 2023
The best tours and activities for culture lovers in Chicago
Things to do in Chicago this summer
Top Day Trips from Chicago

Calendar

Chicago Event Calendar
New Year’s Day long weekend in Chicago
Christmas Eve in Chicago
New Year’s Eve in Chicago
Hanukkah in Chicago
Christmas activities in Chicago
MLK Day in Chicago
President's Day in Chicago
Valentine's Day in Chicago
St. Patrick's Day in Chicago
Good Friday in Chicago
Easter in Chicago
Memorial Day Weekend in Chicago
Cinco De Mayo in Chicago
Juneteenth in Chicago
4th of July in Chicago
Labor Day in Chicago
Halloween in Chicago
Thanksgiving in Chicago
Veteran's Day in Chicago

Dates

Today

Tomorrow

Hide Sold Out / Unavailable

20 Results

Sort by:

Featured

Traveler Rating

Price (Low to High)

Price (High to Low)

Loading Options

Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Chicago Full Day Bike Rental
42
Explore Chicago at your own pace on an independent bike tour. With your full-day bike rental, pedal along Lake Michigan and visit top Chicago attractions...
Read More
1 day Free Cancellation Instant Confirmation
from
$29.99
Details
from
$29.99
Details
Adventurous Scavenger Hunt in Chicago by Zombie Scavengers
2
Zombie Scavengers takes you on an adventure in Chicago to survive the zombie apocalypse! Use our app and some strategy to find a list of...
Read More
1 hour Free Cancellation Instant Confirmation
from
$20
Details
from
$20
Details
Chicago River 1 Hour Private Cruise Rental
1
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...
Read More
1 hour Free Cancellation Instant Confirmation
from
$150
Details
from
$150
Details
Chicago Half Day Bike Rental
4
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...
Read More
4 hours Free Cancellation Instant Confirmation
from
$19.99
Details
from
$19.99
Details
The Chi-Town Showdown Scavenger Hunt
2
Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to...
Read More
2 hours Free Cancellation Instant Confirmation
from
$27
Details
from
$27
Details
Chicago Scav Hunt
1
Take your shot at completing this Chicago Scavenger Hunt around the Loop and River North neighborhoods including the Riverwalk. Complete this solo or build a...
Read More
3 hours Free Cancellation Instant Confirmation
from
$8
Details
from
$8
Details
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
11
Paddle the calm, clean and turquoise waters of Lake Michigan at your own pace. Kayak the lakefront scenery in downtown Chicago on your own personal...
Read More
1 to 2 hours Free Cancellation Instant Confirmation
from
$39.99
Details
from
$39.99
Details
City Bike Rental for All Day
2
Bike & Roll Chicago offers a large selection of bicycles. Helmets, locks are included with bicycle rental. We are located at Michigan Ave & Monroe...
Read More
1 day Free Cancellation Instant Confirmation
from
$28
Details
from
$28
Details
Chicago Chocolate Scavenger Hunt
2
Chicago was once known as the “Candy Capital of the World,” and chocolate has been a rich, decadent part of the city’s culinary history longer...
Read More
2 hours Free Cancellation Instant Confirmation
from
$8
Details
from
$8
Details
Likely to Sell Out
Electric Bike Rental for All Day
2
We offer high quality electric bikes that are fun and safe to ride. Choose between different models of electric bikes....
Read More
1 day Free Cancellation Instant Confirmation
from
$50.25
Details
from
$50.25
Details
Lincoln Park Zoo Scavenger Hunt
1
The Lincoln Park Zoo was born in 1868, when four swans were gifted to the city by New York’s Central Park. It has since grown...
Read More
45 minutes Free Cancellation Instant Confirmation
from
$8
Details
from
$8
Details
Chicago Scavenger Hunt Adventure
2
Turn Chicago into a giant game board with this fun scavenger hunt adventure! This challenge combines the excitement of the Amazing Race with a 3-hour...
Read More
3 hours Free Cancellation Instant Confirmation
from
$20.52
Details
from
$20.52
Details
Clue-solving adventure around Chicago
New To The Site!
One part scavenger hunt, one part escape room, and one part urban crawl. Can you escape your city? Search for real-world clues, solve puzzles, and...
Read More
2 hours
from
$65
Details
from
$65
Details
Chicago Adventure Pass with Bike and Kayak Rental
New To The Site!
The Chicago Outdoor Adventure Pass offers an exhilarating exploration of the city's outdoor attractions. You get 1/2 day (4 hours) for each activity. Biking: Enjoy...
Read More
1 to 3 days Free Cancellation
from
$79.99
Details
from
$79.99
Details
Chicago Scavenger Hunt by Operation City Quest
New To The Site!
Walk around Chicago while completing the Operation City Quest scavenger hunt! Use an app to find a list of objects around the city in any...
Read More
2 hours Free Cancellation Instant Confirmation
from
$10
Details
from
$10
Details
Fun City Scavenger Hunt in Chicago by 3Quest Challenge
New To The Site!
The Chicago 3Quest Challenge is a scavenger hunt done on an app where players will find objects (given in the form of riddles) and complete...
Read More
2 hours Free Cancellation Instant Confirmation
from
$10
Details
from
$10
Details
Adventurous Scavenger Hunt in Chicago by Crazy Dash
New To The Site!
With Crazy Dash, you'll use an app to explore Chicago in this exciting scavenger hunt! Use an app to find things around the city in...
Read More
2 hours Free Cancellation Instant Confirmation
from
$10
Details
from
$10
Details
Scavenger Hunt in Chicago by Wacky Walks
New To The Site!
Starting near Vietnam Veterans Memorial in Chicago, complete Wacky Walks by using an app to find a list of objects around the city and participate...
Read More
2 hours Free Cancellation Instant Confirmation
from
$10
Details
from
$10
Details
Chicago Scavenger Hunt: Chicago Loop
New To The Site!
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...
Read More
2 hours Instant Confirmation
from
$13.08
Details
from
$13.08
Details
Experience the season with a scavenger hunt in Chicago with Holly Jolly Hunt
New To The Site!
Celebrate the magic of the season this year with Holly Jolly Hunt. Holly Jolly Hunt is an app based scavenger hunt that you can play...
Read More
1 hour Free Cancellation Instant Confirmation
from
$20
Details
from
$20
Details

Filter

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Chicago Self-guided Tours & Rentals?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best Chicago Self-guided Tours & Rentals are:

Chicago Full Day Bike Rental
Adventurous Scavenger Hunt in Chicago by Zombie Scavengers
Chicago River 1 Hour Private Cruise Rental
Chicago Half Day Bike Rental
The Chi-Town Showdown Scavenger Hunt

Q: What are the best kid-friendly options for Chicago Self-guided Tours & Rentals Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Chicago Self-guided Tours & Rentals are:

Chicago Scav Hunt
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
Chicago Scavenger Hunt by Operation City Quest
Fun City Scavenger Hunt in Chicago by 3Quest Challenge
Adventurous Scavenger Hunt in Chicago by Crazy Dash

View all kid-friendly Tours →

Q: Which Chicago Self-guided Tours & Rentals have Instant Confirmation?

A: Chicago Self-guided Tours & Rentals with Instant Confirmation include:

Chicago Full Day Bike Rental
Adventurous Scavenger Hunt in Chicago by Zombie Scavengers
Chicago River 1 Hour Private Cruise Rental
Chicago Half Day Bike Rental
The Chi-Town Showdown Scavenger Hunt

View all Tours with Instant Confirmation →

Q: Which Chicago Self-guided Tours & Rentals have Free Cancellation?

A: Chicago Self-guided Tours & Rentals with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

Chicago Full Day Bike Rental
Adventurous Scavenger Hunt in Chicago by Zombie Scavengers
Chicago River 1 Hour Private Cruise Rental
Chicago Half Day Bike Rental
The Chi-Town Showdown Scavenger Hunt

View all Tours with Free Cancellation →

Q: Got any more Chicago trip ideas?

A: We sure do. Check out our curated lists of hand-picked Chicago Tours.

The Top 10 Chicago Tours and Activities of 2023
Senior-friendly tours, activities and things to do in Chicago
The best tours and activities for culture lovers in Chicago
Top Day Trips from Chicago
Things to do in Chicago this summer

View all Chicago Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Chicago?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Chicago are:

Chicago Tours & Sightseeing
Chicago City Tours
Chicago Boat Tours
Chicago Cruises, Sailing & Water Tours
Chicago Day Cruises

View all tour styles in Chicago →

Popular Chicago Searches

Top Rated Chicago Tours
Kid-Friendly Chicago Tours
Chicago Tours & Activities with Instant Confirmation
Chicago Tours with Hotel Pickup
Chicago Tours with Free Cancellation
Chicago Tours with Perfect 5-Star ratings
Chicago Tours up to 1 Hour
Chicago Tours 1-4 Hours
Chicago Tours 4 Hours to 1 Day
Chicago Tours with Over 100 Reviews
Chicago Tours with Over 250 Reviews
Chicago Tours with Over 500 Reviews
Chicago Tours with Over 1,000 Reviews
Chicago Tours with Over 2,500 Reviews
Chicago Tours with Over 5,000 Reviews
Chicago Tours Under $50
Chicago Tours $50 - $100
Chicago Tours $100 - $250
Chicago Tours Over $250
Chicago Tours Likely to Sell Out
New to Our Site

Popular Chicago Attractions

Millennium Park
Navy Pier
Grant Park
Wrigley Building
Chicago Riverwalk
Willis Tower (Sears Tower)
Chicago River
The Magnificent Mile
Adler Planetarium
Chicago Theatre
Tribune Tower
Art Institute of Chicago
Chicago Cultural Center
Soldier Field
Field Museum
The Picasso
Marina City
Shedd Aquarium
Lincoln Park & Zoo

Places Nearby Chicago

Milwaukee
Kalamazoo
Madison
Grand Rapids
Indiana
Wisconsin Dells
Indianapolis
Bloomington
Frankfort
Sturgeon Bay
Illinois
Traverse City
Michigan
Detroit
Green Bay & Door County

Popular Cities

Things to do in Key West
Things to do in Miami
Things to do in Savannah
Things to do in New Orleans
Things to do in Chicago
Things to do in Fort Lauderdale
Things to do in Oahu
Things to do in St Augustine
Things to do in Nashville
Things to do in Houston
Things to do in Washington DC
Things to do in Clearwater
Things to do in Hilton Head Island
Things to do in New York City
Things to do in Charleston
Things to do in Atlanta
Things to do in Key Largo
Things to do in Boston
Things to do in Seattle
Things to do in Naples

Explore Chicago

About

Activity Upload
Home
How It Works
Privacy Policy

Specials
How It Works
Groups

Support
About
Add Your Company

Privacy
Terms of use
Cookies
Accessibility

© 2004-2023 Cool Destinations.
State License Fla. Seller of Travel Ref. No. ST39306.

Site Map|Travel Web Design by Wodu.

Sign Up
Log in
Home
Bookings
Wishlist
Help

Sorting, ranking, and search results

Cool Destinations wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Destinations over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.