Top things to do in Chicago in Summer (Updated November 2026)

Let’s take photos at one of Chicago’s most famous spots - the bright red CHICAGO sign at the Chicago Theatre! During this 30-40 minute photo...
$99

Discover the vibrant essence of Chicago with a self-guided tour through the Loop, the city’s historic downtown. This journey unveils a blend of striking skyscrapers...
$10

Our Original Bus Tour is a deep dive into Chicago's most notorious era. Taking you to neighborhood gems you may not find on your own,...
$55

Go beyond Capone. An expert guides uncovers the Beer Wars, the ambushes, and the brutal rivalries on these exact streets....
$30

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...
$109

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...
$195

Five days to enjoy the beautiful scenery of the three major lakes in the Great Lakes region of the United States, all of which are...
$1,180

Take in three of the Great Lakes and a string of classic Midwest towns on this four-day small-group loop out of Chicago. Travel up the...
$995

Private Holiday City Tour
Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in a private luxury vehicle with your own personal...
$499

Private City Tour 6-10ppl
PRICE IS PER VEHICLE, AND YOU MAY BRING UP TO 5 PASSENGERS TOTAL. Thank you for contacting Chicago Private Tours! We would love to help...
$649

Best Chinatown Food and Walking Tour in town! The Chicago’s Chinatown Food and Walking Tour is a 3-hour immersive culinary and cultural experience designed to...
$85

With this AI app, you're no longer restricted to crowded group tours or rigid scripts. Explore iconic Chicago sites like Millennium Park and the Magnificent...
$11

From the Gotham chaos in The Dark Knight to the explosive battles of Transformers, Chicago’s skyline has played a starring role in countless blockbusters. On...
$158

2 Hour Bronzeville, Chicago Tour
Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Bronzeville, led by Historian Dilla,...
$45

4-Hour Chicago City Tour by SUV
Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city...
$800

Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a...
$236

This experience is unique for its unmatched flexibility and strong emphasis on group interaction. It’s not bound to a fixed schedule or route, allowing groups...
$20
![Downtown Chicago City Tour In a Lamborghini[60 Minute Experience]](https://d1qvd96g3tdi20.cloudfront.net/wp-content/uploads/2026/07/da-3.jpg?crop=smart&width=540&format=webp&quality=82)
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...
$99

Flytographer Private Vacation Photo Shoot Connect with a local hand-picked professional photographer in Chicago and capture your most memorable moments during this private photo shoot....
$325

If you want culture, history, food, cinema and film and a heavy dose of all things Chicago this is your tour! Get ready to EAT....
$130

Explore Chicago’s iconic landmarks and scenic lakefront on a private, fully personalized city tour. Travel in comfort with your English-speaking driver, who shares local stories,...
$57

