Recent Searches
Clear

Top Chicago Tours, Sightseeing & Cruises - page 5

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
Architecture Tours
Culinary & Gourmet Tour
Day Cruises
Sunset Cruises
Private and Luxury
Food Tours
City Tours
Lunch Cruises
Water Tours
Historical Tours
Night Cruises
Walking Tours
Night Tours
Sailing
Segway Tours
Half-day Tours
Bus Tours
Arts & Design
Audio Guides
Self-guided Tours & Rentals
Museum Tickets & Passes

174 results | All Chicago Tours

Sort by:Featured

Chicago Walking Tour: A Walk Through Time
Likely to Sell OutLikely to Sell Out

Chicago Walking Tour: A Walk Through Time

star-5
21
Travel through architectural history on this walking tour that covers Chicago's most famous buildings in chronological order. With a guide in the lead, there's no need to fuss over maps or worry about directions. Simply stroll along and listen to the in-depth guided commentary on Chicago's architectural history; you'll learn about each building and its importance in the architectural canon.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Taking safety measures

Dueling Pianos Boat Party Cruise in Chicago

Dueling Pianos Boat Party Cruise in Chicago

Windy City Dueling Pianos combines high energy live music played on two pianos by two highly skilled entertainers with hilarious, interactive comedy! Enjoy the show on one of our premiere boats with full bar, views of the city, and a musical comedy extravaganza. This cruise is for anyone looking for an entertaining evening.
More
  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
Taking safety measures

Lincoln Park Photo Shoot and Walking Tour

Lincoln Park Photo Shoot and Walking Tour

star-5
1
Rather than taking selfies everywhere you go or trusting a stranger to take a picture for you, leave capturing the special moments to us. You will be escorted by a local professional photographer who will guide you through your chosen route and will take pictures of your experience so you can return home with the ultimate souvenir.
More
  • 1 to 2 hours
  • Free Cancellation
From
$200.00
per group
From
$200.00
per group

Magnificent Mile Photo Shoot and Walking Tour
Likely to Sell OutLikely to Sell Out

Magnificent Mile Photo Shoot and Walking Tour

star-5
1
Rather than taking selfies everywhere you go or trusting a stranger to take a picture for you, leave capturing the special moments to us. You will be escorted by a local professional photographer who will guide you through your chosen route and will take pictures of your experience so you can return home with the ultimate souvenir. Your photo tour includes: -Your choice of a 30 minute, 1-hour, or 2-hour private tour with a professional photographer -High-resolution edited images delivered via a private online gallery within 1-2 days -Enjoy unlimited access to your photos and download as many as you would like with no expiration date *not all stops may be included depending on the length of time you select.
More
  • 30 minutes to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$150.00
per group
From
$150.00
per group
Taking safety measures

Sparkling Chicago: 360 CHICAGO Observation Deck (Hancock Center) with Prosecco

Sparkling Chicago: 360 CHICAGO Observation Deck (Hancock Center) with Prosecco

star-4
16
This admission ticket for two people gets you and a special someone access to 360 Chicago (John Hancock Observatory) plus a half bottle of Prosecco — a package that’s not available for purchase at the tower. After a quick elevator ride to the 94th floor of the Hancock Center, savor panoramic views over Chicago from 1,000 feet (304 meters) above the Magnificent Mile. Lift your glass in a toast to landmarks like Navy Pier, the Willis (Sears) Tower and Lake Michigan. With mobile tickets, simply scan your phone for direct entry into 360 Chicago.
More
  • 1 day
  • Free Cancellation
  • Taking safety measures
From
$70.00
From
$70.00
Taking safety measures

Learn to Fly a Helicopter: Chicago Helicopter Pilot Intro Flight

Learn to Fly a Helicopter: Chicago Helicopter Pilot Intro Flight

Aviation fanatics can take to the skies and try flying an actual helicopter with this Schaumburg flight experience that's perfect for first-timers. You enjoy helpful advice from your instructor before taking the controls on a flight that whisks you past Sears Centre Arena, Woodfield Mall, and Boomers Stadium. With free parking, noise-canceling headphones, and one-on-one attention from the pilot, this beginner-friendly experience is a near-perfect way to try flying for yourself.
More
  • 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$193.85
per group
From
$193.85
per group
Taking safety measures

1-Day Route 66 Tour (Chicago Departure) CR1

1-Day Route 66 Tour (Chicago Departure) CR1

Itinerary: Chicago downtown → The crossing of Adams Street and Michigan Avenue(15 mins) → Lou Mitchell's(Optional, 45 mins) → Joliet → the Old Joliet Prison Park where the famous TV series Prison Break was made, Old Joliet Prison (Optional, 75 mins) → Pontiac → Route 66 Hall of Fame (Optional, 60 mins)→ the Pontiac Oakland Automobile Museum (45 mins)→ the Museum of the Gilding Art(45 mins)→ Chicago
More
  • 7 to 8 hours
From
$97.34
From
$97.34

Private Half Day Highlights of Chicago Tour with 360 Chicago Observation Deck

Private Half Day Highlights of Chicago Tour with 360 Chicago Observation Deck

Discover the compelling character of America’s third-largest city, renowned for its jazz-and-blues heritage, striking architecture, historic streets and fine array of public art. On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Navy Pier, Millennium Park and Hancock Tower. Your local guide has plenty of tales about Chicago life together with an in depth knowledge of its character. As you journey down the Magnificent Mile, you will learn how Chicago has earned each of its nicknames, including: the City of Broad Shoulders, the Second City, and of course, the Windy City. Over a slice of deep dish pizza, you can decide for yourself why Chicagoans rave about their iteration of this classic. Lastly, your guide will escort you to the Hancock Tower to bid your adieus. You will then travel to the top of the Hancock Tower’s Observation Deck, where you can enjoy the 360 degree views of the entire city.
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$270.00
Price varies by group size
From
$270.00
Price varies by group size
Taking safety measures

Frank Lloyd Wright Robie House Admission

Frank Lloyd Wright Robie House Admission

star-4.5
7
The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both the exterior and interior of the building. Inspired by the expansive landscape of the Midwest prairie, Wright’s Robie House is the most famous of the architect’s groundbreaking Prairie houses. Public tours are available Thursday - Monday. The museum is closed Tuesday and Wednesday. Save when you book directly at Visit to learn more.
More
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Taking safety measures

Lonely Planet Experiences: River North Historical Food Tour

Lonely Planet Experiences: River North Historical Food Tour

star-5
11
Get to know the food offerings in River North on this small-group walking tour. As you explore, listen to in-depth commentary from your guide on the culinary history of Chicago and the culture of the River North neighborhood. With a small group of just 12 fellow food-lovers, you'll enjoy personalized attention and the chance to chat about your favorite tastings. Samples include the classic Italian beef, a Chicago-style hot dog, and the famous deep dish pizza.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$60.96
From
$60.96
Taking safety measures

Private 45-Minute Chicago Skyline Helicopter Tour

Private 45-Minute Chicago Skyline Helicopter Tour

star-5
16
Take in sweeping views of Chicago from the air during a scenic helicopter flight that offers a premier experience of the Windy City. This private 45-minute flight provides an aerial look at landmarks such as Millennium Park, Navy Park, and Wrigley Field. Ideal for a special occasion, this helicopter tour accommodates up to three people and includes the use of noise-cancelling headsets to hear the pilot clearly.
More
  • 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$849.00
per group
From
$849.00
per group
Taking safety measures

Saturday Chicago Pizza History and Tastings Bus Tour

Saturday Chicago Pizza History and Tastings Bus Tour

star-5
5
Foodies will enjoy this tour of Chicago that focuses on one of the city’s most popular dishes: pizza. Although your guide can’t tell you once and for all whether Chicago or New York has the best pizza in the USA, they will teach you about Chicago’s ten different types of pizza, let you sample four, and give you exclusive access to pizza kitchens. A fun tour for all pizza lovers.
More
  • 3 hours 30 minutes
  • Taking safety measures
From
$90.00
From
$90.00
Taking safety measures

Full-Day Small-Group Tour of Chicago Neighborhoods with Lunch and Dinner

Full-Day Small-Group Tour of Chicago Neighborhoods with Lunch and Dinner

star-5
2
This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that tours multiple neighborhoods in Chicago. Some tours show 1 or 2 neighborhoods, we travel through the South Side, North Side, Southwest, Northwest and a portion of Downtown showing more then 10 neighborhoods and attractions. Our tour includes 3 meals from 3 Chicago local eateries.
More
  • 8 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$175.00
From
$175.00
Taking safety measures

Private 2-Hour Chicago Sightseeing Tour by Luxury Stretch Limo

Private 2-Hour Chicago Sightseeing Tour by Luxury Stretch Limo

Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view. Limo service Hop on - hop off, call today to customize your tour. This particular tour is for 2 hours, any additional time will be charged separately. The time starts a the prearranged pick-up time and it ends when we drop you off at your final stop.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$250.00
per group
From
$250.00
per group
Taking safety measures

Chicago Lakefront Electric Bike Tour

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.
More
  • 1 to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$69.34
From
$69.34
Taking safety measures

Chicago Instagram Walking Tour (Private & All- Inclusive)

Chicago Instagram Walking Tour (Private & All- Inclusive)

star-5
1
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is the tour for you. The morning will start with meeting with your friendly local guide at the meeting point. From there your tour will begin as you start your day walking throughout Chicago and exploring the most famous locations in the city. This half-day tour will be fully packed with famous landmarks, vintage architecture, secretly located spots and much much more! ==== Full schedule 10:00 AM- Meet your Guide at the Grand Subway Station 10:10 AM- Walk along Magnificent Mile 10:20 AM- Stop at Wrigley Building & admire Tribune Tower 10:50 AM- Explore Pioneer Court 11:20 AM- Explore Millennium Park & see Cloud Gate 11:55 AM- Check out an Iconic fountain 12:20 AM- Chicago Riverwalk 1:00 PM- Explore Navy Pier 2:00 PM- Get dropped off by your guide at Millennium station
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$265.60
Price varies by group size
From
$265.60
Price varies by group size
Taking safety measures

Chicago Half Day Bike Rental

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

Chicago Scavenger Hunt: Chicago's Magnificent Mile

Chicago Scavenger Hunt: Chicago's Magnificent Mile

star-2.5
3
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
  • 2 hours
From
$13.08
From
$13.08

Architectural Boat Tour plus Walking Tour in Chinatown

Architectural Boat Tour plus Walking Tour in Chinatown

star-5
18
Enjoy the opportunity to experience Chicago in the best two ways: by boat and on foot through one of Chicago’s unique neighborhoods, Chinatown. First, after meeting near the point where it all began — which is now the tail end of the famous Magnificent Mile — you’ll take part in the most popular tourist activity in Chicago, enjoying breathtaking views along the Chicago River on a relaxing and informative 35-minute ride. Your expert guide will tell you about the architecture and history along the way using a personal sound system with discreet individual listening devices. We’ll spend the rest of our tour on foot exploring Chinatown, learning about its history, its architecture, and its food. NOTE: This is not a food-tasting tour, though we purposely end in this neighborhood so that you can stay and eat after the tour, which we highly recommend!
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

1-Day Harley-Davidson Museum+Lake Geneva (Chicago Departure) CW1

1-Day Harley-Davidson Museum+Lake Geneva (Chicago Departure) CW1

Itinerary: Milwaukee → Harley-Davidson Museum (Optional, 75 mins) →Miller Brewery (Optional, 75 mins) → Lake Geneva → Lake Geneva Bay Cruise (Optional, 60 mins)
More
  • 8 to 10 hours
From
$97.34
From
$97.34

Private Guided Chicago City Tour
Likely to Sell OutLikely to Sell Out

Private Guided Chicago City Tour

Discover Chicago's bold character through its beautiful landmarks and fascinating backstories on this thoughtfully designed tour of history, contemporary life and world-famous architecture. Guests will see iconic downtown buildings, hear lesser-known stories from the past, and step inside gorgeous interior spaces.
More
  • 4 to 8 hours
  • Taking safety measures
From
$425.00
per group
From
$425.00
per group
Taking safety measures

360 CHICAGO Observation Deck Admission (Hancock Center)

360 CHICAGO Observation Deck Admission (Hancock Center)

star-4
282
Tower above the Windy City’s world-famous skyline with admission to 360 Chicago (John Hancock Observatory). Ascend 94 stories to the observation deck of one of the tallest buildings in North America aboard its lightning-fast elevator. Then check out bird’s-eye views of landmarks like the famous Willis (Sears) Tower and the lakefront shoreline, and enjoy a variety of educational exhibits on site. Upgrade your ticket to include TILT, a thrill ride that offers visitors unique, downward facing views from 1,030 feet. Or, choose the Sun and Stars package for two visits to the observation deck within 48 hours. With mobile tickets, simply scan your phone for direct entry into 360 Chicago.
More
  • 1 day
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Taking safety measures

Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle

This is a drive by tour, no tour guide included, admission not included. Choose the number of hours & the vehicle type and we can help you schedule it. The list has been build with efficiency in mind and all stops are arranged in such a way so that you can make the most out of our time. Book a VIP treatment to enjoy this architectural tour in your private car. Stop at any of the sites and take as many pictures as you like. The actual tour hours may vary due to traffic conditions. Each tour starts when we pick you up and ends when we drop you off. It takes roughly 20 minutes between downtown Chicago and Oak Park. You can combine this architectural tour with any other city tours that we offer. We are open 24/7, every day. Book today with the highest rated limousine service in Chicago! Call today to customize your tour.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$500.00
per group
From
$500.00
per group
Taking safety measures

4-Hour Chicago City Tour by SUV

4-Hour Chicago City Tour by SUV

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$540.00
per group
From
$540.00
per group
Taking safety measures

Filters