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Top Chicago Private Sightseeing Tours - page 2

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53 results | All Chicago Tours

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Private Haunted History of Chicago Ghost Tour

Private Haunted History of Chicago Ghost Tour

star-5
1
Discover spooky stories in the Windy City on a private haunted history tour. Visit places with names such as the Murder Castle and Death Alley, and hear about Al Capone and the Old Congress Hotel. See all three locations on one tour that reveals fascinating details about historical events, and rumors of murder and mayhem in Chicago.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Taking safety measures

Navy Pier Photo Shoot and Walking Tour
Likely to Sell OutLikely to Sell Out

Navy Pier 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: -1 or 2-hour private session with a professional, local photographer -High-resolution edited images delivered via a private online gallery within 24-48 hours
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  • 1 to 2 hours
  • Free Cancellation
From
$200.00
per group
From
$200.00
per group

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

Shoot My Travel- Experience Chicago With a Local Photographer

Shoot My Travel- Experience Chicago With a Local Photographer

star-5
1
Chicago is the perfect city to get a dose of all that is great about America: beautiful parks, innovative architecture, and historic figures. All with a side of deep dish pizza, blues, and baseball! Millennium Park welcomes with visionary architecture and public sculptures, like “the Bean,” while Willis Tower, once the tallest building in the world, still offers exceptional views of the city. At Navy Pier there’s a carnival atmosphere and boats to get you out on Lake Michigan for a view of Chicago’s skyline at its best. Shop on the wide boulevard of the Magnificent Mile, find everything from wild animals to gangsters at the zoo and museum of Lincoln Park, and wander past the birthplace of Ernest Hemingway and the house of Frank Lloyd Wright in Oak Park. However you decide to spend your time in Chicago, book one of our local Chicago photographers and experience not just the American Midwest, but America the beautiful.
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  • 1 hour
  • Taking safety measures
From
$250.67
per group
From
$250.67
per group
Taking safety measures

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.
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  • 30 minutes to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$150.00
per group
From
$150.00
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

Chicago Riverwalk Photo Shoot and Walking Tour
Likely to Sell OutLikely to Sell Out

Chicago Riverwalk 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 or 1-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 1 hour
  • Free Cancellation
  • Taking safety measures
From
$150.00
per group
From
$150.00
per group
Taking safety measures

Private Segway Tour of Chicago

Private Segway Tour of Chicago

star-5
1
There's no better way to tour the world-class city of Chicago than on a Segway! On your very own private tour, we will cruise around the parks and along Michigan avenue and show you the best that Chicago has to offer. If you are passionate about history, architecture, hauntings, Al Capone, and gangster or more, just let us know! We will customize the tour to fit your interests!
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  • 2 hours to 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$155.68
Price varies by group size
From
$155.68
Price varies by group size
Taking safety measures

Chicago Elopement! City Landmark Photoshoot, Private Driver, and More!

Chicago Elopement! City Landmark Photoshoot, Private Driver, and More!

Chicago Elopement Package! What a way to say, "I Do." Chicago is a city full of great architecture and beautiful waterways, which make the best wedding photo backdrops. Your wedding coordinator will walk you through the paperwork process and help you pick a location in one of our city's most picturesque parks (if you want an indoor location, this can also be arranged at a minimal fee.) Once your ceremony is finished, a private driver will be whisk you away you up and take you around the city to capture some wedding day photos with some of Chicago's most iconic landmarks. ***Please note: After you book, we will schedule a phone call within 7 days. If at this point, you do not feel this is the right fit, I will refund you 100%....no questions asked.***** email us for more details.
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  • 2 to 3 hours
From
$1,900.00
per group
From
$1,900.00
per group

Magic Christmas Tour in Illinois (Chicago)

Magic Christmas Tour in Illinois (Chicago)

The exclusive tour only in the Christmas period! This special times brings magic Chicago, Illinois. Chicago is known for being a architectural city from the slopes of the John Hancock center to the Boxy sides of the Willis tower. Together with the professional local guide, you will visit the most beautifully decorated places. You will feel spellbound with the charming atmosphere in the streets which you can feel only this time of the year! What is the story of the Christmas tree? Who was the first to decorate it in the world? What magical things can happen during the Christm as period? Have you heard about Christmas spells? You will hear miraculous Christmas legends about Chicago, Illinois. You will visit the old-fashioned Christmas Market in the city. What makes it so popular? What local products is must taste at Christmas? Fill your heart with the joy and experience magic Chicago, Illinois.
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  • 2 hours
  • Taking safety measures
From
$768.75
per group
From
$768.75
per group
Taking safety measures

A Storied Neighborhood: Dance the dialectic with Bill Ayers on an audio tour

A Storied Neighborhood: Dance the dialectic with Bill Ayers on an audio tour

This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds through the University of Chicago. Along the way, walkers will encounter world-renowned architects and Nobel Laureates, robber barons and artists, the DuSable Museum of African American History and the birthplace of the Atomic Age. In storied Washington Park, there may be soccer or cricket matches underway, bicycle rallies or softball games in progress, waves of runners or families gathered for a picnic. From there it's a short stroll to the home of President Barack Obama and his family. You guide is William Ayers, a former Professor of Education and Senior University Scholar. He has written extensively about social justice and democracy, education and the cultural contexts of schooling, and teaching as an essentially intellectual, ethical, and political enterprise. The tour is ready whenever you are, simply download it onto the VoiceMap app and select Start Tour.
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  • 40 minutes to 1 hour
From
$5.40
From
$5.40

Deep-Dish Pizza Making in Chicago with Local Expert

Deep-Dish Pizza Making in Chicago with Local Expert

Get once-in-a-lifetime experience and learn how to make the authentic-tasting deep-dish pizza. Meet new friends and take part in this fascinating private cooking class at a local family home. Learn traditional recipes and take this knowledge back home as a memorable gift reminding you of the beautiful time in Chicago. Enjoy a hospitable atmosphere and receive exclusive insights on city folklore and its history. · Enjoy the American hospitality on this private cooking class · Learn about American culture, history, and traditions firsthand · Get insider culinary tips, that won't appear in a recipe book · Savor traditional dishes in a relaxed and friendly atmosphere
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$230.00
From
$230.00
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.
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  • 1 to 2 hours
  • Free Cancellation
  • Taking safety measures
From
$69.34
From
$69.34
Taking safety measures

Guided Tour “Love Stories of Chicago”

Guided Tour “Love Stories of Chicago”

An exclusive tour for all the romantics of the world! Together with the professional local guide, you will visit the most romantic places in the city. Chicago has many nicknames, including the Windy City, the City of Big Shoulders, the Second City, and the City that Works. You will feel spellbound in a charming atmosphere. What is considered as one of the best places to have a date in the city? Where can you make lovely photos? You will be surprised how many historical love stories are hidden in the streets, buildings, parks of the city. From heartbreaking and tragic, to the hilarious or spicy ones. The first woman to win the Nobel Peace Prize was from Chicago. What is the most famous historical couple of Chicago? Kanye West and Kim Kardashian! Kim began dating rapper and longtime friend Kanye West in April 2012. This tour is especially recommended in the Saint Valentine period!
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  • 2 hours
From
$513.34
per group
From
$513.34
per group

First Timer's Tour of Chicago

First Timer's Tour of Chicago

Private tour in high end SUV with chauffeur and guide. Build in photo stops during the tour or by customer request.
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  • 3 hours
  • Free Cancellation
From
$599.00
per group
From
$599.00
per group

Private Half Day Highlights of Chicago, with Hancock Tower Observation Deck Tix

Private Half Day Highlights of Chicago, with Hancock Tower Observation Deck Tix

Enjoy a privately guided walking tour of Chicago's highlights, including a deep dish pizza and tickets to the 360 Observation Deck on the 94th floor of Hancock Tower. During your Private Half Day Highlights of Chicago Tour you'll visit the city's major sites. Known for its bold architecture and jazz heritage Chicago is a striking city whose skyline is dotted with skyscrapers including the Willis Tower and the neo-Gothic Tribune Tower. Your guide has plenty of stories to tell about this energetic city including how it's earned its many nicknames including the Second City and the City of Broad Shoulders. You'll get the chance to try the famous Chicago pizza and see for yourself why it's worldwide famous. Last but not least you'll visit 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
$255.00
Price varies by group size
From
$255.00
Price varies by group size
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 Chicago Scenic Driving Tour

Special Offer

Private Chicago Scenic Driving Tour

Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic Driving Tour will start by meeting our knowledgeable Guide/Driver who will pick you up at your hotel or other location provided and then proceed with the exploration of the beautiful windy city.
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$214.40
per group
$268.00
$53.60 savings
From
$214.40
per group
$268.00
$53.60 savings
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
$313.12
per group
From
$313.12
per group

Private 2-Hour Walking Tour: Chicago Loop Interior Architecture

Private 2-Hour Walking Tour: Chicago Loop Interior Architecture

Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago downtown with a private licensed guide. You will enjoy a private tour and discover the hidden architectural treasures of Chicago with a local expert
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$234.62
Price varies by group size
From
$234.62
Price varies by group size
Taking safety measures

Private Speakeasy Pub Crawl in Chicago with Local Historian
Likely to Sell OutLikely to Sell Out

Private Speakeasy Pub Crawl in Chicago with Local Historian

Travel back in time to the 1920s, when Chicago was a prohibition era hub for lively speakeasies. Your guide, a local historian in period dress, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters like Al Capone. Order prohibition era cocktails (additional cost) and listen to stories about bootlegging and racketeering in 1920s Chicago. Guests are welcome to come in period dress.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Taking safety measures

Chicago Private Instagram Car Tour (Private & All-Inclusive)

Chicago Private Instagram Car Tour (Private & All-Inclusive)

If you're looking for an exciting and stress-free day exploring the wonders of Chicago, then this is the tour for you. We can’t wait to show you around! The morning will start with a private pickup from your hotel by one of our friendly, local guides. From there your tour will begin as you start your drive in one of our comfortable and spacious vehicles. This full-day tour will be fully packed with famous landmarks, vintage architecture, secret spots and much much more! ==== Full schedule 10:00 AM – Pick up from Hotel 10:15 AM – Check out Buckingham Fountain 10:45 AM – Arrive at Michigan Avenue Bridge 11:15 AM – Awe at the Chicago Cultural Center 12:15 PM – See Cloud Gate and explore Millennium park 1:00 PM – Lunch time 2:00 PM – Go to Chicago Theater 2:30 PM – See Garfield Park Conservatory 3:00 PM – Check out the Greetings from Chicago mural 3:30 PM – Snap a cool pic outside of Wrigley Field 3:45 PM – Return to hotel 4:00 PM – Arrive at hotel
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$798.94
Price varies by group size
From
$798.94
Price varies by group size
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

The best of Chicago walking tour

The best of Chicago walking tour

Together with the professional guide, you will visit the most charming places in the city. Did you know the name Chicago comes from the Algonquin word “Chicagou” or “Shikaakwa,” which translates to “onion field” or “wild garlic.” Or is it true that The Chicago River flows backwards? You will have a chance to explore the city, while hearing fascinating facts and legends. Chicagoans can’t resist messing around with their river. On St. Patrick’s Day, the Plumbers Union dyes it a bright shade of Irish green and every summer the Special Olympics holds a fundraiser where tens of thousands of rubber ducks race down the waterway. You will be surprised how many stories are hidden in the streets, buildings and corners of Chicago. Your charming guide will tell you what is special and unique about living in this city. Perfect for those who are visiting the city for the first time and want to get the most of it!
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  • 2 hours
  • Taking safety measures
From
$513.34
per group
From
$513.34
per group
Taking safety measures

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