Chicago City Tours

4.7
(15 reviews)

2 to 8 hours (approximately)
Pickup offered
Offered in: English and 1 more

Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to hidden gems off the beaten path, I’ll take you on a journey that captures the heart and soul of this incredible city. I’ll also capture professional photos along the way, so you can take home memories of your adventure. With flexible pickup options, including quick tours during layovers at O'Hare, I make it easy to see the best of Chicago, no matter how much time you have. Book your tour today and let me show you the Windy City through the eyes of a local!

What's Included

Private transportation
Bottled water
Snacks
Air-conditioned vehicle
Fuel surcharge
Parking Fees
Gratuities

Meeting and pickup

Pickup points
You can choose a pickup location at checkout (multiple pickup locations are available).
Pickup details:

I offer flexible pickup locations to make your experience as convenient as possible. Whether you're staying in downtown Chicago, a vibrant neighborhood, or even have a layover at O'Hare Airport, I can arrange a pickup that works for you. If you're at O'Hare, I'll customize a quick tour to help you make the most of your time, ensuring you get back to your flight stress-free. Just let me know where you’re located, and I’ll ensure a smooth, memorable start to your tour!

Itinerary

Duration: 2 to 8 hours (approximately)
  • 1
    Millennium Park

    Cloud Gate (The Bean): Visitors will see the iconic reflective sculpture, perfect for photos with the Chicago skyline. Crown Fountain: An interactive water feature with video projections and playful water sprays. Jay Pritzker Pavilion: A stunning outdoor amphitheater, often hosting free concerts and events. Lurie Garden: A peaceful garden offering a scenic spot to relax amidst beautiful landscaping. Interactive Activities and Events: Temporary exhibits and cultural events to engage with during their visit. Biking and Walking: Nearby paths for biking or walking to explore the lakefront and nearby areas. Food and Shopping: A variety of food options and shops for a complete experience. Learn About the History: Opportunities to discover the park's history and cultural significance.

    25 minutes Admission ticket free
  • 2
    Chicago Riverwalk

    Scenic Views: Enjoy stunning views of the Chicago River and iconic architecture. Walking and Biking: Ideal for strolling or biking along the water. Boating: Rent kayaks or take a river cruise to see the city from the water. Dining: Outdoor restaurants, cafes, and bars along the river. Public Art: Discover art installations and sculptures throughout the Riverwalk. Events: Live music, festivals, and entertainment depending on the season. Relaxation: Enjoy quiet spots to sit, relax, and take in the riverfront atmosphere.

    20 minutes Admission ticket free
  • 3
    Skydeck Chicago - Willis Tower

    Panoramic Views: Stunning views from the 103rd floor of the Willis Tower. The Ledge: A glass-floored balcony extending outside for a thrilling view straight down. Interactive Exhibits: Learn about Chicago’s history and architecture. Souvenirs: Unique Chicago-themed gifts available at the gift shop. Photo Opportunities: Perfect spots for breathtaking photos of the city.

    45 minutes Admission ticket not included
  • 4
    360 Chicago Observation Deck

    Panoramic Views: Stunning 94th-floor views of Chicago and Lake Michigan. TILT Experience: Lean out over the city in a glass platform for a thrilling view. Interactive Displays: Learn about Chicago's history and landmarks. Observation Decks: Both indoor and outdoor areas for 360-degree views. Photo Opportunities: Great spots for capturing city views

    45 minutes Admission ticket not included
  • 5
    Wrigley Field

    Iconic Ballpark: Visit one of the oldest and most famous baseball stadiums in the U.S. Chicago Cubs Experience: Watch a Chicago Cubs game or tour the stadium. Historic Atmosphere: Explore the rich history and tradition of Wrigley Field, including its ivy-covered outfield wall. Museum and Exhibits: Learn about the Cubs’ legacy through displays and memorabilia. Photo Opportunities: Capture iconic shots of the field, scoreboard, and vintage features.

    20 minutes Admission ticket not included
  • 6
    Lincoln Park

    Free Admission: Explore one of the oldest and most popular free zoos in the U.S. Wildlife Exhibits: See a wide variety of animals, including lions, gorillas, and penguins. Historic Conservatory: Visit the Lincoln Park Conservatory with beautiful plant displays and seasonal flowers. Beautiful Gardens: Stroll through well-maintained gardens, perfect for relaxation and photography. Family-Friendly: Enjoy activities and exhibits suitable for all ages, making it a great spot for families. Lincoln Park Zoo and Conservatory offer a mix of wildlife encounters, lush gardens, and family-friendly experiences, all in a scenic, accessible setting.

    40 minutes Admission ticket free
  • 7
    Field Museum

    World-Class Exhibits: Explore natural history exhibits, including fossils, ancient civilizations, and rare artifacts. Sue the T. rex: See the famous and largest T. rex skeleton ever discovered. Interactive Displays: Engage with hands-on exhibits and educational programs. Cultural Exhibits: Learn about global cultures through diverse collections from around the world. Family-Friendly: Features activities and exhibits designed for all ages, making it great for families. The Field Museum offers a fascinating journey through science, history, and culture, with iconic exhibits like Sue the T. rex and engaging displays for all ages.

    40 minutes Admission ticket not included
  • 8

    Iconic Landmark: One of the largest fountains in the world, located in Grant Park. Impressive Water Show: Enjoy the spectacular water display, with water shooting up to 150 feet high, especially at night with colorful lighting. Historic Design: Built in 1927, it’s designed in the Beaux-Arts style and features four bronze sea horses. Scenic Views: Located near the lakefront, visitors can enjoy views of the fountain with the Chicago skyline in the background. Photo Opportunities: A popular spot for photography, especially during the fountain’s evening light shows. Clarence F. Buckingham Fountain offers a beautiful and historic landmark with stunning water shows, scenic views, and excellent photo opportunities.

    15 minutes Admission ticket free
  • 9
    Navy Pier

    A bustling entertainment hub featuring a 15-story Ferris wheel, theaters, restaurants, and seasonal events, drawing approximately 8 million visitors annually

    1 minute Admission ticket free
  • 10
    The Magnificent Mile

    A premier shopping district along Michigan Avenue, lined with luxury boutiques, historic landmarks, and renowned eateries.

    1 minute Admission ticket free
  • 11
    The Art Institute of Chicago

    One of the oldest and largest art museums in the U.S., housing an extensive collection spanning centuries and cultures.

    1 minute Admission ticket free
  • 12
    Museum Campus

    A scenic lakefront area encompassing the Field Museum, Shedd Aquarium, and Adler Planetarium, offering insights into natural history, marine life, and astronomy.

    1 minute Admission ticket free
  • 13
    Chicago Cultural Center

    A stunning architectural gem hosting free art exhibitions, performances, and public events.

    1 minute Admission ticket free
  • 14
    Jackson Park's Japanese Garden

    A historic park on the South Side, home to the Museum of Science and Industry and beautiful lagoons.

    1 minute Admission ticket free
  • 15
    North Avenue Beach

    A popular spot for sunbathing, beach sports, and skyline views.

    1 minute Admission ticket free
  • 16
    The Chicago Theatre

    An iconic venue hosting concerts, plays, and special events in a historic setting.

    1 minute Admission ticket free
  • 17
    Frank Lloyd Wright Trust - Frederick C. Robie House Tour

    A Frank Lloyd Wright masterpiece located in Hyde Park, exemplifying Prairie School architecture.

    1 minute Admission ticket not included
  • 18
    Marquette Building

    The Marquette Building, located at 140 S. Dearborn Street in Chicago’s Loop, is a celebrated example of early skyscraper design and a cornerstone of the city’s architectural heritage

    1 minute Admission ticket free
  • 19
    The Rookery Building

    The Rookery Building remains a cherished piece of Chicago's architectural heritage, reflecting the city's innovative spirit and historical depth.

    1 minute Admission ticket free
  • 20
    Palmer House Hilton Historic Lobby

    Originally opened in 1871 as a wedding gift from Potter Palmer to his bride Bertha Honoré, the hotel was rebuilt after the Great Chicago Fire and has since become a symbol of resilience and luxury. It holds the distinction of being North America's longest-operating hotel.

    1 minute Admission ticket free
  • 21
    Union Station

    Chicago Union Station stands as a remarkable blend of functionality and architectural beauty, reflecting the city's rich history and its pivotal role in America's transportation network.

    1 minute Admission ticket free
  • 22
    University of Chicago

    a must-see destination for visitors to the city. Its beautiful campus blends Collegiate Gothic architecture with striking modern buildings, set among tree-lined quads and lush gardens. Highlights include the Rockefeller Memorial Chapel, the iconic Harper Library, and the Robie House—an architectural masterpiece by Frank Lloyd Wright.

    1 minute Admission ticket free

Additional info

  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
Supplied by Cavani Tours

Tags

Bus Tours
Private Sightseeing Tours
Walking Tours
Ports of Call Tours
City Tours
Classic Car Tours
Car Tours
Luxury Car Tours
Shore Excursions
Excellent Quality
Low Supplier Cancellation Rate
Low Last Minute Supplier Cancellation Rate
New Product
Port Pickup
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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Rating

4.7 Based on 15 15 reviews
5 stars
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4 stars
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3 stars
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2 stars
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1 star
1
from per group (up to 4)
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