All Chicago Tours &amp; Excursions in 2026

Wind and Souls an Adults Only Ghost Tour in Chicago

Explore one of the country’s great art museums—and discover many of its collection highlights—on this small-group Art Institute of Chicago tour. Meet your guide right out front, and see works from artists the likes of Picasso, Chagall, Seurat, O’Keeffe, and many more. As you go, your guide will share the stories behind the masterpieces, and will help bring the history of the museum and its collection to life.

Skip the Line Chicago Art Institute Tour Semi-Private 12ppl Max

2 hours 30 minutesFree Cancellation

Get to know the “must eats” in Chicago's buzzing Loop District on this small-group or private walking tour. As you explore, listen to in-depth commentary from your guide about the culinary history of Chicago, and get a taste of the city's most iconic foods, from hot dogs to deep-dish pizza. You'll enjoy personalized attention and the chance to chat about your favorite tastings, all while admiring Chicago landmarks along the way.

Chicago Loop Food Tour: Taste the Most Iconic Local Eats

The Serial Killer and Iconic Chicago Landmarks Bus Tour

SHOOTING&SPINNING IS ALLOWED FROM 18 YEARS OF AGE. In case it is a group, everyone must be 18+ Experience the enchantment of Shot of Art - After Dark, where creativity meets nightlife in a truly unique way. Step into our atmospheric setting and let your imagination run wild as you paint and create amidst the evening glow. Our signature Shooting/Spinning activity adds an exhilarating twist to your artistic journey. Armed with an airsoft gun, you'll aim at balloons filled with vibrant paint, unleashing a burst of color onto your canvas. Then, watch in awe as we spin your paint-splashed masterpiece into a stunning abstract work of art, creating mesmerizing patterns and textures. Ideal for date nights or group outings, Shot of Art - After Dark promises an unforgettable experience filled with creativity, laughter, and excitement. Embrace the magic and let your inner artist shine! Please note: This activity is suitable for ages 18 and above.

Chicago Shot Of Art After Dark Private Experience

45 minutesFree Cancellation

Experience the freedom of exploring Lincoln Park, Chicago with these electric bike rentals. Perfect for both leisurely rides and adventurous outings, our e-bikes provide an effortless boost that enhances your outdoor experience. Enjoy the convenience of no traffic hassles and no gas expenses as you zip around the city. Rentals include a thorough demo ride for comfort and fit assessment, ensuring you find the right bike for your journey. - Convenient location on Clark Street, Lincoln Park (Lake Michigan 0.6 miles Away) - Free one-hour test ride available - Expert guidance to help you choose the perfect e-bike - Enjoy a cost-effective travel option without parking fees or Traffic!

Electric Bike Rentals in Lincoln Park

4 to 8 hoursFree Cancellation

5% savings

from

$85$81

Do you have what it takes to solve puzzles, figure out clues, and flee your escape room—all in just 60 minutes? Find out when you book a Chicago escape room experience. Pick from five themed rooms: The California-themed Gold Rush; Special Ops: Mysterious Market, where you play secret agents; Prison Break, where you escape from a warden; the extraterrestrial-themed Mission: Mars; and the Heist, where you track down an art thief.

The Escape Game Chicago: Epic 60-Minute Adventures in River North

The Escape Game Chicago: Epic 60-Minute Adventures in River North

1 hour 15 minutesFree Cancellation

The Experience is more than a food tour. It is an immersive cultural experience that combines food, history, architecture, and storytelling in one of Chicago’s most influential neighborhoods. Guests will enjoy curated tastings from locally owned Black restaurants while learning about the people, businesses, and historical moments that helped shape Chicago’s Black cultural landscape. Along the route, we visit significant landmarks, including the site where Barack and Michelle Obama’s love story began, historic community gathering spaces, public art, and locations connected to the neighborhood’s rich legacy of entrepreneurship, music, education, and civil rights. Unlike traditional food tours that focus primarily on dining, this experience connects each tasting to the larger story of the community, providing travelers with insider knowledge and meaningful cultural context.

Explore Chicago Black Culinary Heritage

2 hours 45 minutesFree Cancellation

You’ll be creating a unique fragrance that is true to you! We save it on file so you can order refills (at a discounted rate as long as you keep your bottle) and we rotate fragrances on the bar so you can always come in to create a new scent too! We’ve been around for over 30 years (established 1993) and have been a hidden gem in Chicago’s beautiful Lincoln Park area for the entire time. Nothing beats experience and trained perfumers to help guide and create the right proportions for you! We are BYOB—just board liquor allowed. But beer, wine, or a few hard seltzers are ok. It’s the perfect outing for date night, bachelorette parties, bridal showers, birthdays, business outings or even solo! For bigger groups (5+) you will have to book on our website or give us a call for instructions. It is a private activity in the sense that you get your own table or seating with your reservation—just like you would at a restaurant.

Create A Custom Fragrance at Chicago’s Original Perfumery

1 hour 15 minutesFree Cancellation

While there are lots of spots across the city where you can try some Chicago deep dish pizza, not many culinary experiences teach you how to make authentic pizzas for yourself before tucking in and enjoying your creations. In this private cooking class, head to a working kitchen where instruction is available in English and Spanish, and get equipped with everything you need to create your perfect pizza.

Deep Dish Cooking Class at Pizzeria Uno in Chicago

Experience Chicago’s glowing skyline and scenic lakefront on a private, fully personalized night tour. Travel in comfort with your English-speaking driver, who shares stories and insights about the city’s architecture, neighborhoods, and history as the skyline comes alive after sunset. Begin along the Magnificent Mile, where illuminated skyscrapers and elegant streets create a stunning urban scene. Continue to the Chicago River for reflections of iconic buildings, then visit Navy Pier with its sparkling Ferris wheel and waterfront views. Drive along Lake Shore Drive to admire the dramatic skyline over Lake Michigan, and finish at Adler Planetarium for one of the city’s most spectacular panoramic night views. This flexible, door-to-door private tour offers a relaxed, immersive way to enjoy Chicago’s landmarks and lakefront illuminated under the night sky.

Special Offer

Chicago Private Night Skyline and Lakefront Scenic Tour

Get an insider’s introduction to one of Chicago’s most distinctive neighborhoods during this small-group tour of the South Side neighborhood. Learn about Hyde Park’s blue-collar history, explore the historic Bronzeville neighborhood, and see where the atomic bomb was developed on the University of Chicago’s campus. You also pass through Mexican communities in Pilsen, as well as Little Italy and Greektown.

Chicago Tour South Side

4 hoursFree Cancellation

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 every stop, while taking in the captivating sights of the Windy City. Whether you're a resident or visitor, this exclusive ride offers a fresh perspective of Chicago's vibrant energy and charm. Don’t miss the chance to explore the city like never before—reserve your adventure and drive through Chicago’s heart in true sophistication. All tour vehicles are subject to availability During This Ride You May See Views Of The Following Land Marks: Little Italy Willis Tower Harold Washington Library The Chicago Theatre Millennium Park Grant Park Buckingham Fountain Magnificent Mile Gold Coast Museum of Science & Industry Lake Michigan And much more! We cannot guarantee that all sites on this list will be seen in your tour.

Downtown Chicago City Tour In a Lamborghini[60 Minute Experience]

We'll explore five (5) of our favorite, Handcrafted Local Micro Breweries in two special locations of the historic, Chicago landmark district, Fulton Market; which used to be the meatpacking district, now becoming the Chicago Brewery District. Here you'll experience the fabulous, intricate world of the art of beer creation. We will all meet at the first one, introduce ourselves and try some delicious appetizers; where Carla will make a special Homemade Guacamole and Homemade Tortilla chips, and here, the first 3 handcrafted beers (3-5oz beers) are on us. Then we'll walk to the other breweries where you'll have a chance to order other beers and serve your own. Here you can stay as long as you want after the tour. During our expedition, we can all share our opinion about the flavors, the creation, etc... All the breweries are within walking distance.

Chicago Local Brewery Expedition with Homemade Guacamole

Discover Chicago on a 2.5-hour premium small group city tour combining landmark architecture, public art, and lakefront scenery. Begin along the Magnificent Mile and Chicago River, where Tribune Tower, the Wrigley Building, and DuSable Bridge introduce the city's skyline. Continue downtown to see Willis Tower and the Art Deco Chicago Board of Trade Building, with pass-by views of Marina City, Merchandise Mart, the Civic Opera House. Enjoy a 20-minute stop at Millennium Park to see Cloud Gate (The Bean), followed by a separate 10-minute stop at Clarence F. Buckingham Fountain in Grant Park when operating, typically May through October. Stop for a photo at the historic Route 66 Begin Sign and pass the Art Institute of Chicago before finishing at Museum Campus. Admire views of the Chicago skyline across Lake Michigan, with exterior views of the Field Museum, Adler Planetarium, and Shedd Aquarium. This compact itinerary combines Chicago's signature sights and photo stops in one outing.

Best of Chicago: Premium Small Group City Tour

Best of Chicago: Premium Small Group City Tour

2 hours 30 minutesFree Cancellation

Chicago Walking Tour: Must-See Chicago

Enjoy the opportunity to go behind-the-scenes at one of the Windy City's most storied venues on this insider tour of the Chicago Theater. Let your guide lead the way, as you hear about the theater's architecture, history, and famous performers throughout the years. Stand on the famed stage and take in the atmosphere, and see artist signatures from notable performers, including Frank Sinatra and Dolly Parton. A great activity for fans of music and live performance.

Likely to Sell Out

The Chicago Theatre Tour Experience

1 hour to 1 hour 15 minutes

4.0

(59)

from $32

Delve into Chicago’s one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most prominent neighborhoods of the city and immerse yourself in its tastes and flavors. Stroll through the Loop and Millenium Park, wander down the Riverwalk and discover iconic sights and hidden gems from another perspective. Get inside Chicago’s life through food and connect your heart and soul to the Windy City vibe while tasting classic deep-dish pizza, dipped Italian beef, and Chicago-style hot-dogs. • Benefit from small-group experience and undivided attention from your local guide • Savor the classic Chicago eats and get to know the history of their creation • Witness fascinating art objects, architecture landmarks, and beautiful cityscapes • Get useful recommendation of where to eat and drink from your guide

Pilsen Neighborhood Train & Walking Tour in Chicago

Chicago Foods Tour with The Loop, Skyline, Millennium Park

3 hoursFree Cancellation

- Explore the Art Institute with your ticket and an audio tour - all in one WeGoTrip app or web browser - Marvel at masterpieces of Van Gogh, Picasso, Hopper, Matisse, and others - Get inspired by the best of the world's arts — from Chinese artifacts to world-known paintings - Learn the stories behind the greatest artworks and details to pay attention to - Go through the museum like you have an invisible yet knowledgeable curator with you

Chicago Art Institute Ticket and Audio Tour

Step into the shadows of Chicago’s past on this adults-only haunted pub crawl, where ghost stories, historic landmarks, and legendary nightlife collide. Beginning near the iconic Palmolive Building, this guided experience takes you through the city’s Gold Coast and beyond, uncovering the eerie aftermath of the Great Chicago Fire and the restless spirits it may have left behind. Along the way, you’ll visit a curated mix of historic sites and local bars, blending chilling storytelling with time to grab a drink and soak in the atmosphere. Adults 21+ only, must have valid I.D.

Burning Spirits Haunted Pub Crawl

Paint ""Therapy"" is allowed for individuals aged 18 and over. In the case of a group, all participants must be 18 or older Engage in a vibrant explosion of creativity with the Neon Paint Therapy Experience at Shot Of Art. This immersive 30-minute activity invites adults aged 18 and over to unleash their artistic flair while surrounded by glowing neon lights and energetic vibes. Armed with water guns filled with neon paint, participants can freely express themselves on canvas and walls, creating a unique masterpiece. With premium clothes protection provided, enjoy the thrill of painting without worry. Capture the moment and let your imagination run wild in this exhilarating art session.

Neon Paint Therapy Experience

Lakefront Segway Tour in Chicago

Discover a side of the Windy City that many visitors overlook—and immerse yourself in its vibrant street art scene—on this urban walking tour. With your art-expert guide in the lead, you can focus on soaking up the city's ambiance, and spotting artworks and murals you may not have discovered on your own. As you go, listen to in-depth commentary about the artists and artworks, and explore some of the city's hippest neighborhoods.

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

Discover Chicago architectural treasures—and immerse yourself in the Windy City's history—on this small-group walking tour. Your focus is the iconic stained glass pieces crafted and designed by the Tiffany Glass and Decorating Company. Following your guide from the Chicago Architecture Center, visit four late-19th-century landmarks that contain glass works by Louis Comfort Tiffany and his contemporaries. This in-depth, insider tour is a must-do for history and architecture fans.

Chicago Walking Tour: Tiffany Treasures

Chicago River 90 Minute Architecture Tour

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Must-Dos in Chicago

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What are people saying about Chicago

Andrew_G, Oct 2026

Better than you would think!

The guides are well informed and engaging. It was a lovely sunny day so what could be wrong with the setting? Suprisingly interesting and engaging. Nice way to see the city. They were also very accommodating for handicapped. Which is greatly appreciated.

Chicago River 45-Minute Architecture Tour from Magnificent Mile

NaCari_M, Oct 2026

Worth it. Has a bar. Bring a jacket. Look cute for pics.

Everyone was nice. Even some of the guest. Very fun vibes. I would go again but only because I didn’t fully watch the tour. It was a perfect moment to take pictures!! If you’re going alone bring a tripod! And go to the front lower level!! Bring a jacket or something bc you will get cold post photos.

Flyover in Chicago

Sonya_L, Oct 2026

The title I would give my review would be "Don't Stop Believing"

So actually this is our hometown me and my husband we still reside here however, this was our first time. From the beginning until the end I love how we were given a presentation and the breakdown of what our beautiful city Chicago is like. And how we are believers and how we strive to make it and keep pressing. We reeeeaaaaallly enjoyed the Fly Over part it was so amazing we will definitely be back I can't believe it took us this long to do this the customer service was amazing as well everything was tip too notch quality.Agaun we will be back thank you all so much for your hospitality.

Chicago Architecture Center River Cruise aboard First Lady

Fran_S, Oct 2026

Best activity once you arrive in downtown Chicago!

I’ve taken this tour two times this year while entertaining family and coworkers from our of town and they absolutely love the tour. The tour operators are so well educated and do such a wonderful job at moderating and really showcasing Just how beautiful Chicago is for all its architecture and would recommend this to anybody visiting the city!

Chicago Sightseeing River and Lake Cruise

Nahrain_C, Oct 2026

Beautiful Chicago Experience

The boat guided was wonderful. The narration of Chicago's architectural history was interesting and informative. Everyone on board was friendly and accommodating. My only drawback was that it was not handicap accessible (not that I saw, anyway). Taking 2 flights of stairs down and then up again afterward is not easy for seniors or people with leg injuries/medical issues.

Chicago By Night River and Lake Cruise

Ravi_V, Oct 2026

It was a really good...

It was a really good experience. It got a bit cold when we got to Lake Michigan, but that was expected. It was great to listen to the history of the awesome architecture in Chicago. Anna, our guide was fantastic. She was extremely articulate and kept the tour interesting and funny at the same time. Cheers!

Chicago River 90-Minute Architecture Boat Tour

Sharolyn_B, Oct 2026

The dock is a bit run...

The dock is a bit run down. There are at least porta-potties. The seating on top of the boat is folding chairs, but pretty comfy ones. But the tour guide was just amazing! So knowledgeable, and he gave a really good mix of historical facts, interesting happenings, Chicago culture, and humor. Very enjoyable!

Chicago Crime and Mob Bus Tour

Su_O, Sept 2026

Best Crime Tour in Town

Our first time in Chicago and my daughter really wanted to see the crime tour. We had an amazing time driving thru Chicago and listing to the stories. We stopped in 3 locations and was able to get out of the bus and explore. See the actual "crime scene" We did it on Sunday morning, so traffic and places were not as crowded. TOTALLY WORTH IT

Chicago Lake and River Architecture Tour

Tamara_P, Sept 2026

This was a perfect ...

This was a perfect activity for anyone who loves to see the history of Chicago and experience the beauty of the outdoors on the river and lake., we loved it , the tour guide was not only knowledgeable but funny as well ! We enjoyed it and would recommend anyone to do this trip it was about and 1 1/2 hours which was the perfect amount of time .highly recommend!