Top 10 City Tours in Chicago

Destination: Chicago.
The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!
Known For: Chicago City Tours, Chicago Sightseeing Cruises, Chicago Water Tours, Chicago Small Group, Chicago Excellent Quality, Chicago Day Cruises.
Duration: Around 1 hour and a half.

Destination: Chicago.
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.
Known For: Chicago City Tours, Chicago New Product, Chicago Excellent Quality, Chicago Small Group, Chicago Bus Tours, Chicago Architecture Tours, Chicago Car Tours.
Duration: Around 2 hours.

Destination: Chicago.
Taste your way through Chicago on this private half-day walking food tour! Savor local favorites like Portillo’s hot dogs, Al’s Italian Beef, deep dish pizza, Garrett’s Popcorn, and Do-Rite Donuts while exploring top city landmarks such as the Tribune Tower, Wrigley Building, and Buckingham Fountain. Led by a friendly local guide, this experience blends Chicago’s most famous eats, rich culture, and great photo ops — the perfect way to enjoy the best of the Windy City in one delicious day. Tour Ticket Includes: • 1 Portillo’s hot dog • 1 small Garrett’s Popcorn • 6" Al’s Italian Beef Sandwich • 1 slice of authentic Chicago deep dish pizza
Known For: Chicago Food & Drink, Chicago City Tours, Chicago Likely to Sell Out, Chicago Culture, Chicago Likely To Sell Out, Chicago Walking Tours, Chicago Culinary Tours, Chicago Half-day Tours, Chicago Private Sightseeing Tours.
Duration: Around 4 hours.

Destination: Chicago.
There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour takes you straight into the heart of it. Journey through the Chicago Loop, Millennium Park, & the Magnificent Mile with an internationally recognized tour company proudly headquartered right here in Chicago. Our entertaining guides will spark your holiday spirit with fun facts, cultural insights, & the very best seasonal décor—like the surprising fact that Rudolph the Red-Nosed Reindeer was created in Chicago! Along the way, you’ll marvel at the iconic Christmas window displays of the original Marshall Field’s store, admire Chicago’s official Christmas tree, Mag Mile lights, and take in the festive Millennium Park ice skating rink. You’ll even enjoy VIP access—no waiting in line—to the legendary Christkindlmarket, the city’s beloved German holiday market. If you’re searching for Things to do in Chicago during the holidays, this experience is a perfect fit. Note: This is a walking tour only.
Known For: Chicago City Tours, Chicago Seasonal, Chicago Walking Tours, Chicago National Holidays, Chicago Christmas.
Duration: Around 2 hours.

Destination: Chicago.
One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most important sites and locations of Chicago. Being a private tour, stop whenver you want to take pictures and also explore by foot specific locations. Pick up is included from your hotel or place of choice inside the city and downtown Chicago. Please include this information as well as a contact number when booking. This private tour will give you a great experience to get to know Chicago. This is a 4 hour private tour with driver and separate tour guide. During this tour, you will explore great locations in Chicago like the Richard J. Daley Center. There will also be a photo stop at the Lakefront Trail and South Michigan Avenue. Don't miss the Grant Park, Cloud Gate and of course the Downtown / The Loop. This private tour will finish off at your hotel in Chicago.
Known For: Chicago Private Sightseeing Tours, Chicago Car Tours, Chicago Cultural Tours, Chicago Bus Tours, Chicago City Tours, Chicago Half-day Tours.
Duration: Around 4 hours.

Destination: Chicago.
On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hancock Tower. Your guide is a local who has plenty of tales about Chicago life together with an in-depth knowledge of its character. As you journey down the Magnificent Mile, you will learn how Chicago has earned each of its nicknames, including the City of Broad Shoulders, the Second City, and of course, the Windy City. Lastly, your guide will escort you to the Hancock Tower to bid on your adieus. You will then travel to the top of the Hancock Tower’s Observation Deck, where you can enjoy 360-degree views of the entire city at your own leisure.
Known For: Chicago Half-day Tours, Chicago Architecture Tours, Chicago Walking Tours, Chicago City Tours, Chicago Private Sightseeing Tours.
Duration: Around 3 hours.

Destination: Chicago.
PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 10 PASSENGERS TOTAL.  Thank you for contacting Chicago Private Tours! We would love to help your group discover Chicago.  Our services include pick up from your downtown Chicago hotel, a 3-4 hour private City Tour in a chauffeured vehicle, and the services of one of our knowledgeable guides. This means you will have two people working with you the entire time, allowing you to get out of the vehicle with your guide at several stops. These stops include, but are not limited to Millennium Park, Lincoln Park Conservatory, Museum Campus, and more.  The tour will be interactive and entertaining, covering history, architecture and culture.  We share stories to bring Chicago's rich history to life. Once the tour concludes, we will drop your group off at your preferred, downtown Chicago location.
Known For: Chicago Bus Tours, Chicago City Tours, Chicago Half-day Tours, Chicago Private Sightseeing Tours, Chicago New Product.

Destination: Chicago.
This is your chance to tour the coolest of Chicago's 77 neighborhoods alongside a funny, knowledgeable local guide. You've done the Loop; now it's time to see a whole different side of the city. The tour has 2 options: Wicker Park and Bucktown - faster pace, 2.5 miles of walking. Wicker Park only - slower pace, 1.5 miles of walking
Known For: Chicago Historical Tours, Chicago Private Sightseeing Tours, Chicago Cultural Tours, Chicago Walking Tours, Chicago City Tours, Chicago New Product.
Duration: Around 2 hours and a half.

Destination: Chicago.
Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city
Known For: Chicago Bus Tours, Chicago Classic Car Tours , Chicago Private and Luxury, Chicago City Tours, Chicago Car Tours, Chicago Half-day Tours, Chicago Private Sightseeing Tours.
Duration: Around 4 hours.

Destination: Chicago.
Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city
Known For: Chicago Luxury Car Tours, Chicago Bus Tours, Chicago Private and Luxury, Chicago City Tours, Chicago Car Tours, Chicago Half-day Tours, Chicago Private Sightseeing Tours.
Duration: Around 6 hours.