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Top Chicago Tours, Sightseeing & Cruises - page 5

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170 results | All Chicago Tours

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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.
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  • 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$193.85
per group
From
$193.85
per group
Taking safety measures

Discovering Vintage Chicago: The Loop Walking Audio Tour by VoiceMap

Discovering Vintage Chicago: The Loop Walking Audio Tour by VoiceMap

star-1
1
Take a walk back in time through the history of Chicago's Loop on this app-enabled tour. After downloading the app and tour to you smartphone, you and your party will listen to author Amy Bizzarri, an author and expert in Chicago history, as she leads you through walking tour of the city. The GPS-enabled tour will trigger commentary at just the right times, and you can stop and start whenever you like for a flexible experience that lets you move at your own pace. Highlights include Daley Plaza, the Chicago Theater, Berghoff Restaurant, and the Art Institute of Chicago.
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  • 50 minutes
From
$5.34
From
$5.34

360 CHICAGO Observation Deck Admission (Hancock Center)

360 CHICAGO Observation Deck Admission (Hancock Center)

star-4
281
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.
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  • 1 day
  • Free Cancellation
  • Taking safety measures
From
$30.00
From
$30.00
Taking safety measures

Art Institute of Chicago Skip-the-Line Guided Tour Semi-Private - Max 8 People

Art Institute of Chicago Skip-the-Line Guided Tour Semi-Private - Max 8 People

star-5
2
The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2 to 2.5 hour semi-private (8 Guest Maximum) guided museum tour, you’ll be able to skip the line and explore it’s most famous pieces with the help of an engaging guide who will lead the way. Highlights Generally Include: (if artwork is not on loan or being restored etc.) Paris Street, Rainy Day by Gustave Caillebotte Sunday on La Grande Jatte - Georges Seurat Sky Above Clouds - Georgia O'Keefe Nighthawks - Edward Hopper A Picture of Dorian Gray - Ivan Albright America Windows - Marc Chagall The Old Guitarist - Pablo Picasso Inventions of Monsters - Salvador Dali Four Mona Lisas - Andy Warhol
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  • 2 hours to 2 hours 30 minutes
  • Free Cancellation
From
$100.70
Price varies by group size
From
$100.70
Price varies by group size

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.
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  • 1 to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$69.34
From
$69.34
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.
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  • 1 to 2 hours
  • Free Cancellation
From
$200.00
per group
From
$200.00
per group

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
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  • 2 hours
From
$13.08
From
$13.08

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.
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  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
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)
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  • 8 to 10 hours
From
$97.34
From
$97.34

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
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  • 7 to 8 hours
From
$97.34
From
$97.34

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.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$250.00
per group
From
$250.00
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.
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  • 1 day
  • Free Cancellation
  • Taking safety measures
From
$70.00
From
$70.00
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
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  • 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

Windy City Ghost Tour

Windy City Ghost Tour

star-4.5
13
Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks below Chicago’s busy streets. Our Ghost Tour transports you back in time to an era of gangsters, bootleggers, bank robbers, and jazz babies. Windy City Ghosts nightly Ghost Tours take you through Lincoln Park, a beautiful North Side neighborhood with a twisted past. Learn about the forgotten burial ground that is the foundation of this bustling neighborhood. Check the bathroom mirrors in the Lion House of the Lincoln Park Zoo to make sure the ghost of a Victorian woman in white isn’t standing right behind you. Learn what spirit haunted Al Capone to the end of his days. On our Ghost Tour, you’ll hear the strange and disturbing tales associated with each of our carefully selected tour stops.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$24.09
From
$24.09
Taking safety measures

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.
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  • 4 to 8 hours
  • Taking safety measures
From
$425.00
per group
From
$425.00
per group
Taking safety measures

Chicago Riverwalk Self-Guided Walking Tour

Chicago Riverwalk Self-Guided Walking Tour

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1
Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city second Lakefront', the Riverwalk contains restaurants during the summer months, seating areas to relax, boat rentals, and theater-style seating for various performances. Other attractions along the Riverwalk include the Vietnam Veterans Memorial Plaza, and the McCormick Bridgehouse & Chicago River Museum and if you are lucky enough, see a bridge lift from inside the bridge house. Within 30 min, we'll send you two things: a unique password and an app. Download the app onto your phone and enter the password. Then download the tour inside. Start at the first stop and follow the instructions! Stick to our route for the best experience. No expiration — the tour is available from the minute you book until forever! This tour does not include entrance to attractions along the route. Check pandemic rules and opening hours before your visit.
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  • 1 to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$6.00
From
$6.00
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.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$500.00
per group
From
$500.00
per group
Taking safety measures

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!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
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.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$20.99
From
$20.99
Taking safety measures

Personal Travel and Vacation Photographer Tour in Chicago

Personal Travel and Vacation Photographer Tour in Chicago

Document your travels with professional, candid, photos from your trip to Chicago. Choose from a one or two-hour session in a variety of locations, Whether it’s a romantic getaway, a family vacation, or special occasion, capture the moments with a professional travel photographer by your side. Put the selfie stick away and work with your knowledgeable local photographer to find the perfect locations for your photos. You will be ale to access your digital gallery within five working days of the tour.
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  • 1 to 3 hours
  • Free Cancellation
From
$319.23
per group
From
$319.23
per group

Fright Hike: Chicago Halloween Bike Tour

Fright Hike: Chicago Halloween Bike Tour

star-5
2
Pedal through Chicago’s scary heritage with a 3-hour Halloween bike tour that includes hauntings, tragedies and overflowing cemeteries. Experience the creepiest parts of the city as you follow your professional actor guides through the Halloween streets, and watch them bring Chicago’s ghosts to life. Learn about the infamous ‘Resurrection Mary,’ figure out why the Levee District is so famously haunted, and hear the story of H.H. Holmes, Chicago’s most notorious serial killer.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.99
From
$49.99
Taking safety measures

Downtown Chicago Walking Pizza Tour

Downtown Chicago Walking Pizza Tour

Immerse yourself in the taste and culture of pizza on this Chicago walking tour that focuses on the food Chicago does best. You'll be with a group of 16, which gives you lots of access to your guide and time to ask questions. Sink your teeth into different styles—deep dish, grandma-style, Neapolitan, Roman, and pan style—then decide which one you like best.
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  • 2 to 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

6 Hours of Chicago City Tour Sedan

6 Hours of Chicago City Tour Sedan

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$620.00
per group
From
$620.00
per group
Taking safety measures

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.
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  • 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

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