All Changes
Version 51 – June 26, 2025 17:54
- Current Version
- Previous Version
Version 50 – June 19, 2025 09:38
- Current Version
- Previous Version
- Landing Page URL
- https://www.seesight-tours.com/tours/best-of-chicago-walking-tour
https://www.tripshepherd.com/tours/best-of-chicago-walking-tour
Version 48 – April 03, 2025 10:55
- Current Version
- Previous Version
Version 46 – March 13, 2025 17:53
- Current Version
- Previous Version
- Short Description
- Embark on an unforgettable journey through the heart of Chicago with this comprehensive tour, showcasing the city's most iconic landmarks and architectural marvels.
- Your adventure begins at the renowned Willis Tower, where you'll ascend to the Skydeck. From the 103rd floor, enjoy an awe-inspiring 360-degree view that stretches across 50 miles and includes glimpses of four states. This elevated perspective offers a perfect introduction to the sprawling urban landscape of the Windy City.
- After descending from the Skydeck, your walking tour commences. Stroll towards Millennium Park, and along the way, you'll pass by several points of historical and architectural significance. Marvel at the intricate design of the Rookery Building, renowned for its stunning lobby designed by Frank Lloyd Wright. The Marquette Building follows, its impressive facade and detailed mosaics standing as a testament to the city's rich architectural heritage. Next, encounter the grandeur of the Palmer House, a luxurious hotel with a storied past, before continuing to the Sullivan Center, celebrated for its ornate ironwork and large display windows. Lastly, take in the elegance of the Reliance Building, a pioneering structure in the development of modern skyscrapers.
- As you arrive at Millennium Park, you'll be greeted by the iconic Cloud Gate sculpture. Commonly known as "The Bean," this polished, reflective work of art provides a perfect photo opportunity and a moment to appreciate the blend of natural beauty and urban innovation that defines Chicago.
- Your journey continues with a leisurely walk to Navy Pier. Along the way, you'll cross the historic DuSable Bridge, an engineering marvel offering picturesque views of the Chicago River. Admire the towering Wrigley Building, an iconic symbol of the city's skyline, and take in the bustling activity along the Chicago Riverwalk. Here, the riverfront's vibrant atmosphere provides a scenic backdrop for your stroll. Pass by the Tribune Tower, a neo-Gothic masterpiece that houses fragments from famous structures around the world, adding a unique touch to its exterior.
- Upon reaching Navy Pier, the excitement builds as you prepare to board the Shoreline Architecture Cruise. This narrated boat tour offers an unparalleled perspective on Chicago's architectural treasures. Glide along the scenic waterways, witnessing over 40 of the city's most famous landmarks and hidden architectural gems. Learn about the history and design of these structures, from the classical to the contemporary, as you gain a deeper appreciation for Chicago's rich architectural tapestry.
- This comprehensive tour offers a perfect blend of walking and cruising, providing you with an immersive and engaging experience of Chicago's most celebrated sights. Whether you're an architecture enthusiast, a history buff, or simply looking to explore the city's highlights, this tour promises to be a memorable adventure through the heart of Chicago.
- Embark on an unforgettable journey through the heart of Chicago with this comprehensive tour, showcasing the city's most iconic landmarks and architectural marvels.
Your adventure begins at the renowned Willis Tower, where you'll ascend to the Skydeck. From the 103rd floor, enjoy an awe-inspiring 360-degree view that stretches across 50 miles and includes glimpses of four states. This elevated perspective offers a perfect introduction to the sprawling urban landscape of the Windy City.
After descending from the Skydeck, your walking tour commences. Stroll towards Millennium Park, and along the way, you'll pass by several points of historical and architectural significance. Marvel at the intricate design of the Rookery Building, renowned for its stunning lobby designed by Frank Lloyd Wright. The Marquette Building follows, its impressive facade and detailed mosaics standing as a testament to the city's rich architectural heritage. Next, encounter the grandeur of the Palmer House, a luxurious hotel with a storied past, before continuing to the Sullivan Center, celebrated for its ornate ironwork and large display windows. Lastly, take in the elegance of the Reliance Building, a pioneering structure in the development of modern skyscrapers.
As you arrive at Millennium Park, you'll be greeted by the iconic Cloud Gate sculpture. Commonly known as "The Bean," this polished, reflective work of art provides a perfect photo opportunity and a moment to appreciate the blend of natural beauty and urban innovation that defines Chicago.
Your journey continues with a leisurely walk to Navy Pier. Along the way, you'll cross the historic DuSable Bridge, an engineering marvel offering picturesque views of the Chicago River. Admire the towering Wrigley Building, an iconic symbol of the city's skyline, and take in the bustling activity along the Chicago Riverwalk. Here, the riverfront's vibrant atmosphere provides a scenic backdrop for your stroll. Pass by the Tribune Tower, a neo-Gothic masterpiece that houses fragments from famous structures around the world, adding a unique touch to its exterior.
Upon reaching Navy Pier, the excitement builds as you prepare to board the Shoreline Architecture Cruise. This narrated boat tour offers an unparalleled perspective on Chicago's architectural treasures. Glide along the scenic waterways, witnessing over 40 of the city's most famous landmarks and hidden architectural gems. Learn about the history and design of these structures, from the classical to the contemporary, as you gain a deeper appreciation for Chicago's rich architectural tapestry.
This comprehensive tour offers a perfect blend of walking and cruising, providing you with an immersive and engaging experience of Chicago's most celebrated sights. Whether you're an architecture enthusiast, a history buff, or simply looking to explore the city's highlights, this tour promises to be a memorable adventure through the heart of Chicago.
- Included
- all attraction admissions lncluded, enjoy a shoreline architecture cruise, millenium park to see cloud gate sculpture and crown fountain, small group (max 10 people), visit skydeck chicago - the ledge
all attraction admissions lncluded, enjoy a shoreline architecture cruise, millenium park to see cloud gate sculpture and crown fountain, small group (max 10 people), visit skydeck chicago and the ledge
- Summary
- Explore the best way to see the Windy City on foot on our Best of Chicago Walking Tour! Your tour will begin with your local friendly guide meeting you outside of Willis Tower.
- Explore the best way to see the Windy City on foot on our Best of Chicago Walking Tour! Your tour will begin with your local friendly guide meeting you outside of Willis Tower.
Version 27 – October 01, 2024 20:20
- Current Version
- Previous Version
- Short Description
- Embark on an unforgettable journey through the heart of Chicago with this comprehensive tour, showcasing the city's most iconic landmarks and architectural marvels.
- Your adventure begins at the renowned Willis Tower, where you'll ascend to the Skydeck. From the 103rd floor, enjoy an awe-inspiring 360-degree view that stretches across 50 miles and includes glimpses of four states. This elevated perspective offers a perfect introduction to the sprawling urban landscape of the Windy City.
- After descending from the Skydeck, your walking tour commences. Stroll towards Millennium Park, and along the way, you'll pass by several points of historical and architectural significance. Marvel at the intricate design of the Rookery Building, renowned for its stunning lobby designed by Frank Lloyd Wright. The Marquette Building follows, its impressive facade and detailed mosaics standing as a testament to the city's rich architectural heritage. Next, encounter the grandeur of the Palmer House, a luxurious hotel with a storied past, before continuing to the Sullivan Center, celebrated for its ornate ironwork and large display windows. Lastly, take in the elegance of the Reliance Building, a pioneering structure in the development of modern skyscrapers.
- As you arrive at Millennium Park, you'll be greeted by the iconic Cloud Gate sculpture. Commonly known as "The Bean," this polished, reflective work of art provides a perfect photo opportunity and a moment to appreciate the blend of natural beauty and urban innovation that defines Chicago.
- Your journey continues with a leisurely walk to Navy Pier. Along the way, you'll cross the historic DuSable Bridge, an engineering marvel offering picturesque views of the Chicago River. Admire the towering Wrigley Building, an iconic symbol of the city's skyline, and take in the bustling activity along the Chicago Riverwalk. Here, the riverfront's vibrant atmosphere provides a scenic backdrop for your stroll. Pass by the Tribune Tower, a neo-Gothic masterpiece that houses fragments from famous structures around the world, adding a unique touch to its exterior.
- Upon reaching Navy Pier, the excitement builds as you prepare to board the Shoreline Architecture Cruise. This narrated boat tour offers an unparalleled perspective on Chicago's architectural treasures. Glide along the scenic waterways, witnessing over 40 of the city's most famous landmarks and hidden architectural gems. Learn about the history and design of these structures, from the classical to the contemporary, as you gain a deeper appreciation for Chicago's rich architectural tapestry.
- This comprehensive tour offers a perfect blend of walking and cruising, providing you with an immersive and engaging experience of Chicago's most celebrated sights. Whether you're an architecture enthusiast, a history buff, or simply looking to explore the city's highlights, this tour promises to be a memorable adventure through the heart of Chicago.
- Embark on an unforgettable journey through the heart of Chicago with this comprehensive tour, showcasing the city's most iconic landmarks and architectural marvels.
- Your adventure begins at the renowned Willis Tower, where you'll ascend to the Skydeck. From the 103rd floor, enjoy an awe-inspiring 360-degree view that stretches across 50 miles and includes glimpses of four states. This elevated perspective offers a perfect introduction to the sprawling urban landscape of the Windy City.
- After descending from the Skydeck, your walking tour commences. Stroll towards Millennium Park, and along the way, you'll pass by several points of historical and architectural significance. Marvel at the intricate design of the Rookery Building, renowned for its stunning lobby designed by Frank Lloyd Wright. The Marquette Building follows, its impressive facade and detailed mosaics standing as a testament to the city's rich architectural heritage. Next, encounter the grandeur of the Palmer House, a luxurious hotel with a storied past, before continuing to the Sullivan Center, celebrated for its ornate ironwork and large display windows. Lastly, take in the elegance of the Reliance Building, a pioneering structure in the development of modern skyscrapers.
- As you arrive at Millennium Park, you'll be greeted by the iconic Cloud Gate sculpture. Commonly known as "The Bean," this polished, reflective work of art provides a perfect photo opportunity and a moment to appreciate the blend of natural beauty and urban innovation that defines Chicago.
- Your journey continues with a leisurely walk to Navy Pier. Along the way, you'll cross the historic DuSable Bridge, an engineering marvel offering picturesque views of the Chicago River. Admire the towering Wrigley Building, an iconic symbol of the city's skyline, and take in the bustling activity along the Chicago Riverwalk. Here, the riverfront's vibrant atmosphere provides a scenic backdrop for your stroll. Pass by the Tribune Tower, a neo-Gothic masterpiece that houses fragments from famous structures around the world, adding a unique touch to its exterior.
- Upon reaching Navy Pier, the excitement builds as you prepare to board the Shoreline Architecture Cruise. This narrated boat tour offers an unparalleled perspective on Chicago's architectural treasures. Glide along the scenic waterways, witnessing over 40 of the city's most famous landmarks and hidden architectural gems. Learn about the history and design of these structures, from the classical to the contemporary, as you gain a deeper appreciation for Chicago's rich architectural tapestry.
- This comprehensive tour offers a perfect blend of walking and cruising, providing you with an immersive and engaging experience of Chicago's most celebrated sights. Whether you're an architecture enthusiast, a history buff, or simply looking to explore the city's highlights, this tour promises to be a memorable adventure through the heart of Chicago.
Version 26 – August 09, 2024 16:58
- Current Version
- Previous Version
Version 25 – July 23, 2024 17:26
- Current Version
- Previous Version
- Short Description
- Embark on an unforgettable journey through the heart of Chicago with this comprehensive tour, showcasing the city's most iconic landmarks and architectural marvels.
- Your adventure begins at the renowned Willis Tower, where you'll ascend to the Skydeck. From the 103rd floor, enjoy an awe-inspiring 360-degree view that stretches across 50 miles and includes glimpses of four states. This elevated perspective offers a perfect introduction to the sprawling urban landscape of the Windy City.
- After descending from the Skydeck, your walking tour commences. Stroll towards Millennium Park, and along the way, you'll pass by several points of historical and architectural significance. Marvel at the intricate design of the Rookery Building, renowned for its stunning lobby designed by Frank Lloyd Wright. The Marquette Building follows, its impressive facade and detailed mosaics standing as a testament to the city's rich architectural heritage. Next, encounter the grandeur of the Palmer House, a luxurious hotel with a storied past, before continuing to the Sullivan Center, celebrated for its ornate ironwork and large display windows. Lastly, take in the elegance of the Reliance Building, a pioneering structure in the development of modern skyscrapers.
- As you arrive at Millennium Park, you'll be greeted by the iconic Cloud Gate sculpture. Commonly known as "The Bean," this polished, reflective work of art provides a perfect photo opportunity and a moment to appreciate the blend of natural beauty and urban innovation that defines Chicago.
- Your journey continues with a leisurely walk to Navy Pier. Along the way, you'll cross the historic DuSable Bridge, an engineering marvel offering picturesque views of the Chicago River. Admire the towering Wrigley Building, an iconic symbol of the city's skyline, and take in the bustling activity along the Chicago Riverwalk. Here, the riverfront's vibrant atmosphere provides a scenic backdrop for your stroll. Pass by the Tribune Tower, a neo-Gothic masterpiece that houses fragments from famous structures around the world, adding a unique touch to its exterior.
- Upon reaching Navy Pier, the excitement builds as you prepare to board the Shoreline Architecture Cruise. This narrated boat tour offers an unparalleled perspective on Chicago's architectural treasures. Glide along the scenic waterways, witnessing over 40 of the city's most famous landmarks and hidden architectural gems. Learn about the history and design of these structures, from the classical to the contemporary, as you gain a deeper appreciation for Chicago's rich architectural tapestry.
- This comprehensive tour offers a perfect blend of walking and cruising, providing you with an immersive and engaging experience of Chicago's most celebrated sights. Whether you're an architecture enthusiast, a history buff, or simply looking to explore the city's highlights, this tour promises to be a memorable adventure through the heart of Chicago.
Explore the best way to see the Windy City on foot on our Best of Chicago Walking Tour!
Your tour will begin with your local friendly guide meeting you outside of Willis Tower. No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere - Skydeck Chicago (formerly Sears Tower). You will take the elevator all the way up to the 103rd floor where you will enjoy a spectacular 360-degree view spanning 50 miles and 4 states. Witness the most spectacular view 1,353 feet in the air on The Ledge - special glass balconies extending 4.3 feet outside the building that provide a thrilling, once-in-a-lifetime experience.
Once your feet are back on solid ground, you will head to Millennium Park. You will love this urban oasis with its stunning art installations, gardens, and attractions. Featuring the iconic Cloud Gate sculpture, interactive Crown Fountain, and free cultural events, the park offers a vibrant atmosphere and impressive skyline views that make it a must-visit destination.
For your last stop, you will get to witness the beauty of Chicago's architecture by seeing world-famous skyscrapers from the Chicago River. Hop aboard the Shoreline Architecture Cruise to enjoy a narrated boat tour where you will see the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.
Once you are back on dry land, your tour will come to a close and you and your guide will part ways.
Version 24 – July 23, 2024 17:26
- Current Version
- Previous Version
- Summary
- Explore the best way to see the Windy City on foot on our Best of Chicago Walking Tour! Your tour will begin with your local friendly guide meeting you outside of Willis Tower.
Explore the best way to see the Windy City on foot on our Best of Chicago Walking Tour!
Version 23 – July 22, 2024 17:27
- Current Version
- Previous Version
- Name
- Best of Chicago Walking Tour with Skydeck and Boat Cruise
Best of Chicago Walking Tour
Version 20 – July 17, 2024 13:50
- Current Version
- Previous Version
- Landing Page URL
- https://www.tripshepherd.com/tours/best-of-chicago-walking-tour
-
Version 19 – August 11, 2023 19:34
- Current Version
- Previous Version
- Highlights
- head to millenium park to see beautiful gardens, attractions, cloud gate sculpture and crown fountain, hop aboard a shoreline architecture cruise, small group (max 10 people), take an elevator to the 103rd floor to enjoy panoramic views and experience the ledge, visit the tallest building in the western hemisphere skydeck chicago
head to millenium park to see beautiful gardens, attractions, cloud gate sculpture and crown fountain, make your way to the navy pier to hop aboard a shoreline architecture cruise, small group (max 10 people), take an elevator to the 103rd floor to enjoy panoramic views and experience the ledge, visit the tallest building in the western hemisphere skydeck chicago
- Included
- all attraction admissions lncluded, enjoy a shoreline architecture cruise, millenium park to see cloud gate sculpture and crown fountain, small group (max 10 people), visit skydeck chicago and the ledge
all attraction admissions lncluded, enjoy a shoreline architecture cruise, millenium park to see cloud gate sculpture and crown fountain, small group (max 10 people), visit navy pier, visit skydeck chicago and the ledge
Version 18 – August 11, 2023 19:30
- Current Version
- Previous Version
- Short Description
- Explore the best way to see the Windy City on foot on our Best of Chicago Walking Tour!
- Your tour will begin with your local friendly guide meeting you outside of Willis Tower. No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere - Skydeck Chicago (formerly Sears Tower). You will take the elevator all the way up to the 103rd floor where you will enjoy a spectacular 360-degree view spanning 50 miles and 4 states. Witness the most spectacular view 1,353 feet in the air on The Ledge - special glass balconies extending 4.3 feet outside the building that provide a thrilling, once-in-a-lifetime experience.
- Once your feet are back on solid ground, you will head to Millennium Park. You will love this urban oasis with its stunning art installations, gardens, and attractions. Featuring the iconic Cloud Gate sculpture, interactive Crown Fountain, and free cultural events, the park offers a vibrant atmosphere and impressive skyline views that make it a must-visit destination.
- For your last stop, you will get to witness the beauty of Chicago's architecture by seeing world-famous skyscrapers from the Chicago River. Hop aboard the Shoreline Architecture Cruise to enjoy a narrated boat tour where you will see the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.
- Once you are back on dry land, your tour will come to a close and you and your guide will part ways.
- Explore the best way to see the Windy City on foot on our Best of Chicago Walking Tour!
- Your tour will begin with your local friendly guide meeting you outside of Willis Tower. No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere - Skydeck Chicago (formerly Sears Tower). You will take the elevator all the way up to the 103rd floor where you will enjoy a spectacular 360-degree view spanning 50 miles and 4 states. Witness the most spectacular view 1,353 feet in the air on The Ledge - special glass balconies extending 4.3 feet outside the building that provide a thrilling, once-in-a-lifetime experience.
- Once your feet are back on solid ground, you will head to Millennium Park. You will love this urban oasis with its stunning art installations, gardens, and attractions. Featuring the iconic Cloud Gate sculpture, interactive Crown Fountain, and free cultural events, the park offers a vibrant atmosphere and impressive skyline views that make it a must-visit destination.
You will then make your way to Navy Pier. What was once a shipping and recreational facility, now offers a plethora of entertainment, dining, and retail options, including a Ferris wheel, boat cruises, museums, theaters, and outdoor parks and gardens, making it a must-visit destination for people of all ages.
- For your last stop, you will get to witness the beauty of Chicago's architecture by seeing world-famous skyscrapers from the Chicago River. Hop aboard the Shoreline Architecture Cruise to enjoy a narrated boat tour where you will see the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.
- Once you are back on dry land, your tour will come to a close and you and your guide will part ways.
Version 17 – July 11, 2023 15:24
- Current Version
- Previous Version
- Name
- Best of Chicago Walking Tour
Chicago Small Group Walking Tour with Skydeck and Boat Cruise
Version 15 – April 04, 2023 16:19
- Current Version
- Previous Version
- Name
- Chicago Small Group Walking Tour with Skydeck and Boat Cruise
Best of Chicago Walking Tour
Version 14 – March 27, 2023 14:38
- Current Version
- Previous Version
Version 13 – March 23, 2023 15:52
- Current Version
- Previous Version
Version 12 – March 23, 2023 15:50
- Current Version
- Previous Version
- Tier labels
- ---
- adult: Adult
- child: Child
- infant: Infant
-
- Tier ages
- ---
- adult:
- from: '13'
- to: ''
- child:
- from: '5'
- to: '12'
- infant:
- from: '0'
- to: '4'
- ---
- adult:
from: '18'
to: '64'
- child:
- from: '5'
to: '11'
Version 11 – March 23, 2023 15:49
- Current Version
- Previous Version
Version 10 – March 23, 2023 15:48
- Current Version
- Previous Version
Version 9 – March 23, 2023 15:48
- Current Version
- Previous Version
Version 8 – March 23, 2023 15:48
- Current Version
- Previous Version
- Rails Timezone
- Eastern Time (US & Canada)
-
Version 5 – March 23, 2023 15:43
- Current Version
- Previous Version
- Location Object ID
- Name: Chicago, IL, USA
- Search name: Chicago, IL, USA
-
Version 3 – March 23, 2023 15:42
- Current Version
- Previous Version
- Cancellation notes
- Full refunds will be offered for cancellations made at least 24 hours prior to departure time. For cancellations made with less than 24 hours to departure time, a $50 cancellation fee per guest will apply.
Up to 24 hours before the beginning of the activity: full refund
Less than 24 hours before the beginning of the activity or no-show: no refund
Version 2 – March 23, 2023 15:41
- Current Version
- Previous Version
- Additional Info
- Pick up location is required for all guests.
- Name of lead traveler is required for all bookings.
-
- Know Before You Go
- exact tour length may vary slightly depending on individual walking speeds, please arrive at the meeting location 10 mins prior to the start time of the tour, tour will operate rain or shine. we recommend dressing for the weather and comfortable footwear. you may also wish to bring water
-
Version 1 – March 23, 2023 15:40
- Current Version
- Previous Version
- Know Before You Book
- small group (max 10 people)
-