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Top 10 Best Chicago Private Sightseeing Tours

Found 86 Private Sightseeing Tours activities in Chicago. Sort by Popularity. - Page 4
 

Lincoln Park Nature Museum & Zoo Private Walking Tour

(5 of 2 reviews)

Discover the wild heart of Chicago on our guided walking tour through Lincoln Park, where nature and history meet in one unforgettable experience. What sets our tour apart is the seamless blend of three iconic destinations—the P... More

Free Cancellation
Private Tour
Start From $250.00
 
Lincoln Park Nature Museum & Zoo Private Walking Tour

Lincoln Park Nature Museum & Zoo Private Walking Tour

  • Chicago
  • Superb2 reviews5

Discover the wild heart of Chicago on our guided walking tour through Lincoln Park, where nature and....

    Free Cancellation
    Private Tour
    Start From $250.00
 
 

Private Shopping Tour from Chicago to Fashion Outlets of Chicago

(5 of 2 reviews)

Comfortable Roundtrip Tour from your hotel in Chicago to Fashion Outlets of Chicago - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class bout... More

Free Cancellation
Private Tour
Start From $266.20
 
Private Shopping Tour from Chicago to Fashion Outlets of Chicago

Private Shopping Tour from Chicago to Fashion Outlets of Chicago

  • Chicago
  • Superb2 reviews5

Comfortable Roundtrip Tour from your hotel in Chicago to Fashion Outlets of Chicago - plays host to ....

    Free Cancellation
    Private Tour
    Start From $266.20
 
 

Historic Pullman Private Half-Day Walking Tour

(5 of 2 reviews)

Step into Chicago’s past and explore the story of America’s first model industrial town on this guided walking tour through the Pullman Historic District. Once the heart of George Pullman’s luxury railcar empire, this neighb... More

Free Cancellation
Private Tour
Start From $223.00
 
Historic Pullman Private Half-Day Walking Tour Likely to Sell Out

Historic Pullman Private Half-Day Walking Tour

  • Chicago
  • Superb2 reviews5

Step into Chicago’s past and explore the story of America’s first model industrial town on this ....

    Free Cancellation
    Private Tour
    Start From $223.00
 
 

Routes POR Route 66 with Audio Guide

(5 of 2 reviews)

Route 66, known as "The Main Street of America", runs through eight states from Chicago to Santa Monica. EN route to Illinois, POR Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona and California. Along DE way, it connects ic... More

Free Cancellation
Private Tour
Start From $23.66
 
Routes POR Route 66 with Audio Guide Likely to Sell Out

Routes POR Route 66 with Audio Guide

  • Chicago
  • Superb2 reviews5

Route 66, known as "The Main Street of America", runs through eight states from Chicago to Santa Mon....

    Free Cancellation
    Private Tour
    Start From $23.66
 
 

Private Chicago Street Food Walking Tour With A Local Guide

(5 of 2 reviews)

Immerse yourself in the vibrant food culture of Chicago with a guided walking tour, led by a knowledgeable local guide. Traverse Downtown's diverse culinary landscape, tracing the influence of immigrants on the city's gastronomy. ... More

Free Cancellation
Private Tour
Start From $306.43
 
Private Chicago Street Food Walking Tour With A Local Guide Likely to Sell Out

Private Chicago Street Food Walking Tour With A Local Guide

  • Chicago
  • Superb2 reviews5

Immerse yourself in the vibrant food culture of Chicago with a guided walking tour, led by a knowled....

    Free Cancellation
    Private Tour
    Start From $306.43
 
 

Private Chicago Suburbs Movie Sites Tour

(5 of 2 reviews)

Discover Hollywood magic in the heart of the Midwest on the Chicago Suburbs Movie Sites Tour. Visit real filming locations from classics like Ferris Bueller’s Day Off and Home Alone to modern hits like The Dark Knight. Led by a ... More

Free Cancellation
Private Tour
Start From $319.50
 
Private Chicago Suburbs Movie Sites Tour Likely to Sell Out

Private Chicago Suburbs Movie Sites Tour

  • Chicago
  • Superb2 reviews5

Discover Hollywood magic in the heart of the Midwest on the Chicago Suburbs Movie Sites Tour. Visit ....

    Free Cancellation
    Private Tour
    Start From $319.50
 
 

Private Shopping Tour from Chicago to Lighthouse Place Outlets

(5 of 2 reviews)

Comfortable Roundtrip Tour from your hotel in Chicago to Lighthouse Place Premium Outlets - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-clas... More

Free Cancellation
Private Tour
Start From $372.69
 
Private Shopping Tour from Chicago to Lighthouse Place Outlets Likely to Sell Out

Private Shopping Tour from Chicago to Lighthouse Place Outlets

  • Chicago
  • Superb2 reviews5

Comfortable Roundtrip Tour from your hotel in Chicago to Lighthouse Place Premium Outlets - plays ho....

    Free Cancellation
    Private Tour
    Start From $372.69
 
 

Wind City Wanderlust: A Private Chicago Family Odyssey

(5 of 2 reviews)

Skip the crowds this is a private tour for your group only! Embark on a family adventure starting at the iconic metal horse sculpture at 425 S. Financial Place, a symbol of strength in the city's bustling financial district. Wande... More

Free Cancellation
Private Tour
Start From $656.64
 
Wind City Wanderlust: A Private Chicago Family Odyssey Likely to Sell Out

Wind City Wanderlust: A Private Chicago Family Odyssey

  • Chicago
  • Superb2 reviews5

Skip the crowds this is a private tour for your group only! Embark on a family adventure starting at....

    Free Cancellation
    Private Tour
    Start From $656.64
 
 

Private Chicago Exotic Car City Tour Experience

(5 of 2 reviews)

Experience Chicago in unparalleled style with a 10-mile cruise through the city in a luxury or exotic vehicle. Glide through iconic streets, turning heads at every stop, while taking in the captivating sights of the Windy City. Wh... More

Free Cancellation
Private Tour
Start From $455.00
 
Private Chicago Exotic Car City Tour Experience Likely to Sell Out

Private Chicago Exotic Car City Tour Experience

  • Chicago
  • Superb2 reviews5

Experience Chicago in unparalleled style with a 10-mile cruise through the city in a luxury or exoti....

    Free Cancellation
    Private Tour
    Start From $455.00
 
 

2 hours Private Evening Walking Tour with the Ghosts of Chicago

(5 of 2 reviews)

Step into the eerie past of Chicago on this thrilling 2-hour private ghost tour led by a local through the haunted corners of the Lincoln Park area.... More

Free Cancellation
Private Tour
Start From $350.00
 
2 hours Private Evening Walking Tour with the Ghosts of Chicago Likely to Sell Out

2 hours Private Evening Walking Tour with the Ghosts of Chicago

  • Chicago
  • Superb2 reviews5

Step into the eerie past of Chicago on this thrilling 2-hour private ghost tour led by a local throu....

    Free Cancellation
    Private Tour
    Start From $350.00
 
 

Private and All-Inclusive Tour of Chicago

(5 of 1 review)

Experience the best of Chicago on this private full-day city tour designed for a fun, stress-free day of exploring. Enjoy comfortable hotel pickup, ride in a spacious, air-conditioned vehicle, and let your friendly local guide sho... More

Free Cancellation
Private Tour
Start From $750.00
 
Private and All-Inclusive Tour of Chicago Likely to Sell Out

Private and All-Inclusive Tour of Chicago

  • Chicago
  • Superb1 review5

Experience the best of Chicago on this private full-day city tour designed for a fun, stress-free da....

    Free Cancellation
    Private Tour
    Start From $750.00
 
 

Field Museum of Natural History Chicago Tour with Tickets

(5 of 2 reviews)

Skip the lines and uncover ancient wonders at Chicago’s Field Museum, home to SUE, the world’s most complete T. rex. Marvel at dazzling artifacts, real mummies, and hidden treasures from lost civilizations. Step into a world o... More

Free Cancellation
Private Tour
Start From $313.00
 
Field Museum of Natural History Chicago Tour with Tickets Likely to Sell Out

Field Museum of Natural History Chicago Tour with Tickets

  • Chicago
  • Superb2 reviews5

Skip the lines and uncover ancient wonders at Chicago’s Field Museum, home to SUE, the world’s m....

    Free Cancellation
    Private Tour
    Start From $313.00
 
 

Private Chicago History Museum Tour

(5 of 12 reviews)

Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience led by expert guides who bring Chicago’s vibrant past to life through captivating stories, insider insights, and exclusive informa... More

Free Cancellation
Private Tour
Start From $162.50
 
Private Chicago History Museum Tour Likely to Sell Out

Private Chicago History Museum Tour

  • Chicago
  • Superb12 reviews5

Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience le....

    Free Cancellation
    Private Tour
    Start From $162.50
 
 

Private & All-Inclusive Chicago Downtown Highlights Walking Tour

(5 of 12 reviews)

On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud Gate.From t... More

Free Cancellation
Private Tour
Start From $223.00
 
Private & All-Inclusive Chicago Downtown Highlights Walking Tour Likely to Sell Out

Private & All-Inclusive Chicago Downtown Highlights Walking Tour

  • Chicago
  • Superb12 reviews5

On this private walking tour our expert local guide will take you to see some of Chicago’s best-kn....

    Free Cancellation
    Private Tour
    Start From $223.00
 
 

Chicago Cocktail Adventure Part 1

(4 of 1 review)

Amy Bizzarri, author of "Chicago's Iconic Dishes, Desserts, and Drinks," has curated this tour of Chicago's most historic cocktail hotspots. You'll learn some history, a bit of architecture, and have the opportunity to enjoy some ... More

Free Cancellation
Private Tour
Start From $5.00
 
Chicago Cocktail Adventure Part 1 Likely to Sell Out

Chicago Cocktail Adventure Part 1

  • Chicago
  • Very Good1 review4

Amy Bizzarri, author of "Chicago's Iconic Dishes, Desserts, and Drinks," has curated this tour of Ch....

    Free Cancellation
    Private Tour
    Start From $5.00
 
 

Private Tour Art Institute of Chicago Guided Museum

(4 of 1 review)

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ... More

Free Cancellation
Private Tour
Start From $1,064.82
 
Private Tour Art Institute of Chicago Guided Museum Likely to Sell Out

Private Tour Art Institute of Chicago Guided Museum

  • Chicago
  • Very Good1 review4

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through t....

    Free Cancellation
    Private Tour
    Start From $1,064.82
 
 

Chicago Loop Private Walking Tour with a Guide

(4 of 1 review)

Embark on an exclusive journey through Chicago's storied past with a private tour unveiling the city's 1920s Art Deco and Art Moderne architectural wonders. Led by a knowledgeable local guide, delve into Chicago's pivotal role in ... More

Free Cancellation
Private Tour
Start From $130.14
 
Chicago Loop Private Walking Tour with a Guide Likely to Sell Out

Chicago Loop Private Walking Tour with a Guide

  • Chicago
  • Very Good1 review4

Embark on an exclusive journey through Chicago's storied past with a private tour unveiling the city....

    Free Cancellation
    Private Tour
    Start From $130.14
 
 

Private Ferris Bueller Movie Tour at the Art Institute of Chicago

(4 of 1 review)

In "Ferris Bueller’s Day Off," the Art Institute of Chicago plays a starring role. On this private guided walking tour (8 guests max), follow in the footsteps of Ferris and his friends all while visiting the museum’s best-know... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Ferris Bueller Movie Tour at the Art Institute of Chicago Likely to Sell Out

Private Ferris Bueller Movie Tour at the Art Institute of Chicago

  • Chicago
  • Very Good1 review4

In "Ferris Bueller’s Day Off," the Art Institute of Chicago plays a starring role. On this private....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

Loop Architecture Private tour in Chicago

(4 of 1 review)

Skip the crowds this is a private tour for your group only! Embark on a captivating journey through the Loop’s architectural wonders with our Loop Architecture Tour in Chicago. Explore the iconic Chicago Board of Trade Building ... More

Free Cancellation
Private Tour
Start From $661.37
 
Loop Architecture Private tour in Chicago Likely to Sell Out

Loop Architecture Private tour in Chicago

  • Chicago
  • Very Good1 review4

Skip the crowds this is a private tour for your group only! Embark on a captivating journey through ....

    Free Cancellation
    Private Tour
    Start From $661.37
 
 

Chicago Cocktail Adventure Part 2

(4 of 1 review)

Amy Bizzarri, author of "Chicago's Iconic Dishes, Desserts, and Drinks," has curated this tour of Chicago's most historic cocktail hotspots. You'll learn some history, a bit of architecture, and have the opportunity to enjoy some ... More

Free Cancellation
Private Tour
Start From $5.00
 
Chicago Cocktail Adventure Part 2 Likely to Sell Out

Chicago Cocktail Adventure Part 2

  • Chicago
  • Very Good1 review4

Amy Bizzarri, author of "Chicago's Iconic Dishes, Desserts, and Drinks," has curated this tour of Ch....

    Free Cancellation
    Private Tour
    Start From $5.00
 
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