Chicago Trip Overview
Chicago has it all – amazing architecture, great food, and iconic sights both old and new. This tour takes you to some of the city’s best spots alongside a local guide where you’ll get the inside scoop on what makes Chicago so special. Not only that, we’ll throw in a couple of sweet, local treats to keep you going as we explore on foot and via local transportation.
Additional Info
Duration: 2 hours 30 minutes
Starts: Chicago, United States
Trip Category: Luxury & Special Occasions >> Luxury Tours
Explore Chicago Promoted Experiences
What to Expect When Visiting Chicago, Illinois, United States
Chicago has it all – amazing architecture, great food, and iconic sights both old and new. This tour takes you to some of the city’s best spots alongside a local guide where you’ll get the inside scoop on what makes Chicago so special. Not only that, we’ll throw in a couple of sweet, local treats to keep you going as we explore on foot and via local transportation.
Itinerary
This is a typical itinerary for this product
Stop At: The Chicago Theatre, 175 N State St, Chicago, IL 60601-3623
We start our tour under the dazzling marquee of the Chicago Theater (where you might recognize the neon sign from the movie musical Chicago) before heading off into the bustling city.
Duration: 5-10min
Duration: 10 minutes
Stop At: Chicago Pedway, Chicago, IL
We’ll then head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels — especially necessary during the Midwest winters. We’ll head back above-ground near City Hall, and on most weekdays, be able to head inside to see the classic interior design and architecture.
Duration: 20 minutes
Stop At: Chicago Riverwalk, Chicago, IL 60601
Weather permitting, we’ll take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Sears Tower (now known as the Willis Tower).
Duration: 20 minutes
Stop At: Chicago River, Chicago, IL
From there, we’ll either hop on the ‘L’ train or a water taxi on the Chicago River (depending on the weather and time of year). Either option offers a uniquely local Chicago experience! The ‘L’ train is recognized as a Chicago landmark having been featured in movies and TV shows for decades. You’ll enjoy feeling like a local as you zip past buildings and catch even more awesome views. If your guide takes you on a water taxi, you’ll be seeing the Chicago skyline from a totally different perspective, as well as sharing in the daily commute of local Chicagoans late for work.
Duration: 20 minutes
Stop At: The Magnificent Mile, North Michigan Avenue, Chicago, IL 60611
Finally, we’ll take a stroll through the beautiful lakefront parks along Michigan Avenue.
Duration: 20 minutes
Stop At: Cloud Gate, 201 E. Randolph St. Millenium Park, Chicago, IL 60601-6530
We’ll end up in the picturesque Millennium Park, home to the iconic Bean sculpture. Here (or nearby), your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or a drink recommendation inside one of the most amazing spaces in the city.
Duration: 20 minutes
Pass By: Skydeck Chicago – Willis Tower, 233 S Wacker Drive entrance on Jackson Blvd (south side of building), Chicago, IL 60606-7147
We’ll pass by the Willis Tower.
Pass By: Wrigley Building, 410 N Michigan Ave, Chicago, IL 60611-4213
We will pass by the Wrigley Building: 400 N Michigan Ave.
Pass By: Tribune Tower, 435 N Michigan Ave, Chicago, IL 60611-4066
We’ll pass by Tribune Tower.
