Recent Searches
Clear

Top Chicago Self-guided Tours & Rentals

Saved to wishlist!
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Chicago. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials
Select Dates
Dates
Walking Tours
Transportation Rentals
Rentals
Bike Rentals
On the Water
Fun & Games
Scavenger Hunts
Water Equipment Rentals
Boat Rentals
Unique Experiences
Likely To Sell Out
Half-day Tours
Sightseeing Tours
City Tours
Segway Tours
Historical Tours
Sightseeing Passes
Culinary & Gourmet Tour
Water Tours
Kid-Friendly
Bus Tours

25 results | All Chicago Tours

Sort by: Featured

2-Hour Chicago Fireworks Segway Tour

2-Hour Chicago Fireworks Segway Tour

star-5
24
  • 2 hours
  • Free Cancellation
From
$75.58
From
$75.58
Experience Chicago like never before on this guided, 2-hour, small-group Segway tour. Visit popular Grant Park and see Buckingham Fountain’s breathtaking, evening light show, with an illuminated Windy City skyline as the perfect backdrop. Glide along the lakefront, then witness Chicago's weekly summer fireworks display at Navy Pier from a secret location. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toed shoes.
More

* A traveler said: "Tour was excellent. One of the best activities in Chicago! Our tour guide Fred was the best!!!! We would definitely do this again on our next visit"


Chicago Lakefront and Museum Campus Small Group Tour

Chicago Lakefront and Museum Campus Small Group Tour

star-5
146
  • 2 hours
  • Free Cancellation
From
$73.24
From
$73.24
Experience Chicago like never before on this small-group Segway tour. Visit Chicago’s ‘front yard,’ the beautiful lakefront and 57-acre Museum Campus. Glide along the fragrant floral paths to famous Buckingham Fountain. Then travel along the banks of Lake Michigan, past Monroe Harbor to the Museum Campus for a breathtaking view of the city’s iconic skyline. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toed shoes.
More

* A traveler said: "It was the funniest way to see Chicago. The Segway girl, named Tammy, is the best. Ride a Segway is very easy, even for child’s."


Chicago Spray Paint 'n' Sip at Studio W.I.P.- BYOB

Chicago Spray Paint 'n' Sip at Studio W.I.P.- BYOB

star-5
56
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Native 312 offers a unique spin on BYOB paint night! Join us as we host an intimate look into the world of Urban Art as we learn about some different styles and techniques with guest artists. Then you get your hands dirty as you walk around our gallery setting and test out your skills in different mediums like aerosol spray and stencil. At the end of your workshop you will be able to go home with your own piece of art!
More

* A traveler said: "It was a great first experience and I loved every moment of having that time to paint. I will be back"


Amazing Lakefront Segway Tour in Chicago

Amazing Lakefront Segway Tour in Chicago

star-5
61
  • 1 hour 30 minutes
  • Free Cancellation
From
$75.00
From
$75.00
Experience Chicago like never before on this guided, 2.5-hour, small-group Segway tour. Visit popular Grant Park and see famous Buckingham Fountain, with the Windy City skyline as the backdrop. Glide along the lakefront, taking in views of the Field Museum of Natural History, Shedd Aquarium, Soldier Field, Adler Planetarium and Michigan Avenue. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toe shoes.
More

* A traveler said: "Segway rides are always fun, but add gorgeous weather, breathtaking scenery and VINCENT as a tour guide? PERFECTION. Chicago in September and Vincent's knowledge and humor were amazing. Thank you!"


Chicago Architecture River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architecture River Cruise

star-5
6412
  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$44.69
From
$44.69
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
More

* A traveler said: "Loved the improvements in river /bridge hygiene and access to wildlife- the showcase of green interventions."


Chicago Craft Brewery Barrel Bus Tour

Chicago Craft Brewery Barrel Bus Tour

star-4.5
41
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$89.60
From
$89.60
Learn about Chicago’s brewpub scene and taste different types of craft beer on this guided brewery tour. Visit unique breweries for craft beer samples plus an additional brewing production facility for an in-depth tour. Discover the science behind the brewing process, complete with step-by-step procedures, and enjoy plenty of beer samples throughout the tour. Round-trip transportation in a Prohibition-era-styled barrel bus is included.
More

* A traveler said: "Riding the Barrel Bus was such a fun experience. The bus was so cool inside and the atmosphere allowed all groups to get to know each other and create one big party. All the people, and tour guide Ted, were really fun. The breweries were generous, informative, and all made delicious and unique beer!"


Chicago-Rosemont Indoor Skydiving with 2 Flights & Personalized Certificate

Chicago-Rosemont Indoor Skydiving with 2 Flights & Personalized Certificate

star-4
11
  • 1 hour 15 minutes
  • Taking safety measures
From
$86.69
From
$86.69
Discover the adrenaline rush of skydiving without setting foot on a plane at iFly Chicago-Rosemont. Offered 9am to 10pm, you can easily find a session that fits with your busy schedule. Feel confident after a small-group training session, then head into the tunnel for your solo floats.  An instructor is present for both 60-second sessions to give you personalized instruction. Afterwards, take home a flight certificate to commemorate your adventure.
More

* A traveler said: "The flight instructors were amazing. They made the experience fun for all. If you are in the mood for something different, this is an event everyone should experience at least once."


Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

star-4.5
47
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$65.99
From
$65.99
Explore Chicago's Chinese food scene on this walking tour in the Chinatown district. With a guide, learn about the cuisine of different regions of China and how Chinese culture has influenced Chicago and other areas. Enjoy included tastings from restaurants and other food venues in Chinatown—a great way to start a night out in the city.
More

* A traveler said: "Great food, great tour guide, and great people on our Chinatown walking food tour. We took the water taxi there and back, so it was like a mini-vacation. Highly recommend upgrading to the VIP option with enhanced beverages - definitely a delicious choice."


Go Chicago Explorer Pass with SkyDeck and 360 Chicago
From
$59.00
The easiest and most affordable way to explore some of Chicago's top attractions at your own pace, the Go Chicago Explorer Pass saves you up to 45 percent on regular ticket prices. Create your own sightseeing itinerary by choosing 2, 3, 4, or 5 attractions, tours, and activities from among more than 30 top sites, including SkyDeck, 360 Chicago, the Field Museum, a shoreline sightseeing cruise, a hop-on hop-off Big Bus tour, Lincoln Park Zoo, Navy Pier, and LEGOLAND® Discovery Center. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
More

* A traveler said: "So fun! The River architecture boat tour was my favorite. We saw the Field Museum as well and it took a whole day to attempt to see it all"


Chicago Loop Secret Food Tour with Private Tour Option

Chicago Loop Secret Food Tour with Private Tour Option

star-5
253
  • 3 hours
  • Taking safety measures
From
$84.53
From
$84.53
Explore Chicago's buzzing food scene with a small group on this small group walking tour. Stroll around the 'Loop', stopping at hidden gems and hearing tales of the city from your guide. Taste classic Chicago foods, from deep-dish pizza to dipped Italian beef sandwiches.
More

* A traveler said: "Deanise was very nice and knowledgeable. It felt like walking with. Friend from Chicago versus someone paid to show us around . The food places where delicious , would recommend taking this tour."


Chicago CityPASS

Chicago CityPASS

star-4.5
333
  • 9 days
  • Free Cancellation
From
$109.00
From
$109.00
Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium, Skydeck Chicago (Opening with reimagined experience in Spring 2021), and the Field Museum plus your choice of admission to 3 of the following attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, Chicago, and the 360 CHICAGO Observation Deck. Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers.
More

* A traveler said: "The city pass is great to get into some of the highlights of Chicago. The museums are a day event to see all the amazing displays. The Willis tower and Chicago 360 give some great views and I’m looking forward to seeing the aquarium next!"


Chicago Scavenger Hunt: Chicago's Magnificent Mile
From
$13.08
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
More

Chicago Full Day Bike Rental

Chicago Full Day Bike Rental

star-5
39
  • 1 day
  • Free Cancellation
  • Taking safety measures
From
$24.99
From
$24.99
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.
More

Aqua Water Trike Rentals
Likely to Sell OutLikely to Sell Out

Aqua Water Trike Rentals

star-1
4
  • 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$13.50
From
$13.50
Cruise around Lake Michigan and enjoy spectacular views of Chicago on an Aqua Water Trike. This 30-minute rental lets you explore at your own pace and experience the city from the water. There is space for two people per bike and no experience is required—simple hop aboard and pedal your way around the lake.
More

Adventurous Scavenger Hunt in Chicago by Zombie Scavengers

Adventurous Scavenger Hunt in Chicago by Zombie Scavengers

  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$20.00
per group
From
$20.00
per group
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 items needed to survive, in any order you'd prefer, around the city. Find the survival items to get points and do fun zombie themed challenges for points as well. Contrive a plan to get your survival team the most points in order to survive the apocalypse! Your remote host will follow along virtually and provide support if you need it. Can you survive the apocalypse in Chicago?
More

Chicago Scavenger Hunt: Chicago Loop

Chicago Scavenger Hunt: Chicago Loop

  • 2 hours
  • Taking safety measures
From
$13.08
From
$13.08
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.
More

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.
More

Chicago Scavenger Hunt Adventure

Chicago Scavenger Hunt Adventure

  • 3 hours
  • Free Cancellation
From
$20.52
Price varies by group size
From
$20.52
Price varies by group size
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.
More

Unique Scavenger Hunt Experience in Chicago by Wacky Walks

Unique Scavenger Hunt Experience in Chicago by Wacky Walks

  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$10.00
From
$10.00
Walk around Chicago while completing the Wacky Walks scavenger hunt. Use an app to find a list of objects around the city and participate in fun challenges for points. Collect points and take a look at your score compared to others around the country! All our Scavenger hunts have a live remote host to help along the way. Come out and explore with us in Chicago.
More

Adventurous Scavenger Hunt in Chicago by Crazy Dash

Adventurous Scavenger Hunt in Chicago by Crazy Dash

  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$10.00
From
$10.00
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 any order you want, take photos, and collect points. At the end, take a look at the rankings to see your score compared to others across the country. All scavenger hunts have a live remote host that will help via chat. Crazy Dash is our most easy-going scavenger hunt. Come join us in Chicago today!
More

Explore Chicago with a Unique Scavenger Hunt by Operation City Quest

Explore Chicago with a Unique Scavenger Hunt by Operation City Quest

  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$10.00
From
$10.00
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 order you choose and perform fun challenges for points. Collect points and take a look at your score compared to others across the country. All of our scavenger hunts have a remote host via chat to help along the way. Come out and explore with us in Chicago.
More

Fun City Scavenger Hunt in Chicago by 3Quest Challenge

Fun City Scavenger Hunt in Chicago by 3Quest Challenge

  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$10.00
From
$10.00
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 fun challenges for points. The items & challenges are separated into 3 quests. Complete quest 1, then quest 2, then quest 3 in order to finish the game! Set a time limit for yourself to see if you can do all 3 quests in 2 hours! You'll have a remote host who will chat with you during the game if you need anything! The objective is to see if you can complete all 3 quests! Come play 3Quest Challenge in Chicago today!
More

Chicago Scavenger Hunt: A Day At The Zoo
From
$12.31
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.
More

Chicago Half Day Bike Rental

Chicago Half Day Bike Rental

  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$20.99
From
$20.99
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.
More

Filters
* How are review snippets generated?

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Self-guided Tours & Rentals in Chicago?
Q:
What Self-guided Tours & Rentals in Chicago are taking additional safety precautions?
Q:
What Self-guided Tours & Rentals in Chicago are good for avoiding crowds?