All Chicago Tours &amp; Excursions in 2026 - page 20

Chicago Architecture, History and Culture Loop Walking Tour

3 hoursFree Cancellation

Experience the freedom of exploring without the extra weighting in Chicago. Our luggage storage service ensures your belongings are secure, allowing you to enjoy the wonders of your destination with peace of mind. Whether you're waiting for a late flight, have arrived early for your stay, or simply want to explore without the burden of your bags, our service is the perfect solution. Store your bags at prime locations near major attractions, transport hubs, and popular areas, making your travel experience smoother and more enjoyable.

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from $50

Chicago: Luggage Storage Close to Museum of Contemporary Art

Chicago: Luggage Storage Close to Museum of Contemporary Art

1 dayFree Cancellation

from $10

Scavenger Hunt in Chicago by Wacky Walks

2 hoursFree Cancellation

from $10

Bird Tours across Chicago

2 to 5 hoursFree Cancellation

This beginner-friendly chocolate class turns a classic confection into an approachable, rewarding skill. Led by Chef Janet, the experience focuses on teaching essential techniques while keeping the atmosphere relaxed and fun. You’ll learn how to temper chocolate correctly, experiment with popular fillings and use molds to create beautifully shaped treats. Chef Janet breaks everything down step by step, making the process easy to follow even if you’ve never worked with chocolate before. With plenty of tasting, hands-on practice and a supportive environment, this Chicago class is ideal for dessert lovers, curious home cooks or anyone looking for a creative night out that ends on a sweet note.

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from $60

Likely to Sell Out

Fun Chocolate Making Class With a Local Chef in Chicago

Fun Chocolate Making Class With a Local Chef in Chicago

2 hoursFree Cancellation

Discover the rich history and dynamic transformation of Hyde Park on this engaging walking tour. Delve into the neighborhood's evolution from a lakeside retreat for the elite to a vibrant, diverse community shaped by migration, policy, and social change. Explore iconic landmarks like the Museum of Science and Industry while gaining insight into the impacts of racial segregation and urban renewal. This tour is designed for history buffs and urban studies enthusiasts, offering a nuanced perspective on the intersection of race and community development. - Walk through Hyde Park and learn about its historical significance - Visit key sites related to civil rights and urban policy - Understand the neighborhood's transformation and ongoing challenges - Perfect for history lovers and those curious about social dynamics

from $75

Hyde Park Walking Tour History Race and Urban Change

Hyde Park Walking Tour History Race and Urban Change

3 hoursFree Cancellation

from $5

Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour

See Chicago through the eyes of Al Capone and the Everleigh Sisters at your own pace with this affordable walking tour. • Walk in the footsteps of the gangsters, bootleggers, hoodlums, gunmen, and crooked cops and politicians who made up what was known as the “Chicago Outfit” • Hear from producer Richard Junger, an urban historian, professor and author passionate about Chicago • Do it all in 45 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the VoiceMap app and enter your code. The app displays directions to the starting point, and when you’re in the right place, just pop in your headphones and tap start. VoiceMap has automatic GPS playback, with turn-by-turn directions. It also works offline.

Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour

45 minutes to 1 hour

3.0

from $7

Special Offer

Downtown Chicago City Tour in a Super Car [30 Minute Experience]

Turn heads and take in the views with your Premier Chicago Tour Experience! Your journey begins in the passenger seat of an automotive masterpiece. Tour downtown Chicago in an Exotic Sports Car where you'll discover the luxury boutiques of the Magnificent Mile, and enjoy breathtaking waterfront views on Lake Shore Drive. After your scenic tour, enjoy 10 minutes of dedicated photo-op time at the departure point located at the Heart of Downtown Chicago. Whether it’s for social media or a personal keepsake, you’ll have plenty of time to pose with these mechanical works of art against the backdrop of the Windy City before your next adventure begins. More info THE VEHICLES CONSIST OF EXOTIC SPORTS CARS FROM MAKES SUCH AS LAMBORGHINI, FERRARI, MCLAREN, ASTON MARTIN & MORE! Group passenger vehicles consist of Vehicles from make such as Lamborghini, Aston Martin, Rolls-Royce, Bentley & MORE.

Downtown Chicago City Tour in a Super Car [30 Minute Experience]

Your private luxury tour experience begins with a prompt pickup in downtown Chicago. Step inside the climate-controlled cabin of a world-class Rolls-Royce. Your professional chauffeur will navigate the bustling streets of the Windy City. Glance through the panoramic windows at towering skyscrapers like the Willis Tower. Coast down Michigan Avenue to admire the luxury boutiques of the Magnificent Mile. Pass by the architectural marvels of the Loop and the lakefront beauty of Grant Park. This tour itinerary maximizes your time in the city. It is ideal for couples celebrating an anniversary, travelers on a tight schedule, or anyone seeking a VIP Chicago experience. Avoid the crowds of standard tour buses. Enjoy the privacy, comfort, and prestige of DS Luxury Rolls-Royce Tour.

Downtown Chicago City Tour in a Rolls Royce[60 Minute Experience]

1 hour

3.5

from $195

Architectural and Historical Private Tour in Downtown Chicago

To me, one can appreciate a given building, or piece of public sculpture, far better when a tour guide explains the historical and cultural context. What was important in that era, and what was the architecture of that era thus trying express? I do know a lot about this. Thus, you will gain this information about each point of interest. I have taken other tours here, and I just do not hear a word from that point of view. This tour will be like an open history book to an America that no longer exists: Roman and Greek architectural styles, as well as French and British-influenced styles. Of course, you will see the latest in office building architectural styles from around the world, for those of you who just love the modern era as well.

Architectural and Historical Private Tour in Downtown Chicago

2 hours 20 minutes to 2 hours 30 minutesFree Cancellation

from $199

SHOOTING&SPINNING IS ALLOWED FROM 18 YEARS OF AGE. In case it is a group, everyone must be 18+ What sets our Date Night Art Experience apart is the perfect blend of excitement, creativity, and connection in a vibrant, interactive setting. You won’t just paint—you’ll shoot paint-filled bombs with a BB gun, spin your canvases to create mesmerizing fluid art patterns, and splash paint freely in a dedicated studio space where messy fun is encouraged. Plus, you can customize playful "hugs" T-shirts as part of the experience. This exclusive combination of dynamic art techniques and uninhibited expression makes the experience energetic, memorable, and deeply engaging. Whether it’s your first date, anniversary, or a special night out, you’ll leave with unique, colorful masterpieces—and unforgettable memories shared in a lively, joyful atmosphere. Book now to turn your date into a creative celebration that’s truly one of a kind!

Likely to Sell Out

Romantic Chicago Date Night: A Creative Art Experience

Romantic Chicago Date Night: A Creative Art Experience

1 hour 50 minutesFree Cancellation

Discover Chicago in a fun new way—and combine your sightseeing with a lively scavenger hunt—on this 2-in-1 excursion. With your smartphone in hand, set off at a time that works best for you on this self-led tour. Prompted by the game, explore the Windy City's vibrant Loop neighborhood. Spot historic buildings, famous streets, and other local landmarks along the way, all while your party solves clues and challenges.

from $449

Chicago Scavenger Hunt Adventure

3 hoursFree Cancellation

3.0

(2)

from $49

"Dive into adventure with us, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With us, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Make every day an adventure! "

A Spectacular Audio Tour : Wonders of Chicago

A Spectacular Audio Tour : Wonders of Chicago

Private Transfer from O’Hare Airport to Downtown Chicago

2.5

from $15

1 hour 15 minutesFree Cancellation

from $136

Dive into adventure with your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, this tour guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With this game, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences and make every day an adventure?

Astounding Scavenger Hunt in Chicago

Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!

2.5

from $15

A Spectacular Scavenger Hunts Chicago Adventure

A Spectacular Scavenger Hunts Chicago Adventure

Unleash your creativity and learn the basics of screen printing in this beginner-friendly Chicago workshop. Bring your own t-shirt or sweatshirt and use professional equipment—and 20+ bold, premade designs—to create a unique, wearable piece of art. Guided by local experts at Remade in Chicago, you’ll master the ink-pulling technique, try layering or mixing designs, and leave with a one-of-a-kind upcycled tee. No experience or art skills required—just bring your imagination and a shirt to print. Perfect for individuals, friends, or creative groups!

2.5

from $15

Chicago BYOT Screen Printing Workshop: Make Your Own Art Tee

Chicago BYOT Screen Printing Workshop: Make Your Own Art Tee

Elevate your travel experience in Chicago with luxurious limousine transfers that redefine comfort and sophistication. Whether it’s a corporate event, wedding, or a night out, each ride offers plush interiors and exceptional service from professionally trained chauffeurs. Enjoy complimentary bottled water as you glide through the city in style, taking in the vibrant urban landscape. With options ranging from sedans to spacious SUVs, every detail is catered to ensure your journey is seamless and memorable. - Premium vehicles including Cadillac and Mercedes-Benz options - Professional chauffeurs familiar with the best routes - 24/7 service to accommodate your schedule - Group bookings available for larger parties or events

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from $60

Luxury Limousine Transfers in Chicago

1 hourFree Cancellation

from $180

Travel in Comfort & Accessibility with Chicago’s Premier Private WAV Service. Your professional, fully licensed driver will meet you curbside at O’Hare (ORD) or Midway (MDW) and assist with boarding into our wheelchair-accessible Toyota Sienna WAV. ✓ Private, insured service with $350,000+ commercial coverage ✓ Fully wheelchair-accessible vehicles with secure restraints ✓ Safe, quiet ride in a clean, premium vehicle ✓ 16 years of trusted transportation service in Chicago ✓ 5× Certificate of Excellence award-winner on Viator

Wheelchair Accessible Airport Transfer Chicago to O’Hare, Midway

30 minutes to 1 hourFree Cancellation

from $179

Discover the local shopping scene and its fashion DNA with a professional stylist as you embark on a personalized shopping circuit built to meet your style and wishes. Learn more about the art of styling your body features and take a figurative soft tour outside your comfort zone as your stylist pulls pieces for you to explore and try. Think of it as a mini style consultation followed by recommendations and a hands-on practice session during the shopping tour where you can ask any fashion and style-related questions. Throughout your shopping circuit and neighborhood's discovery, listen to fashion stories as told by your fashion savvy guide, and get a unique insight into the industry. Prior to your shopping tour, you will be sent a little shopping form to help personalize your experience. And following your fashion escapade, you will be sent a personal style summary of recommendations received by your stylist as well as some tour souvenir photos.

Chicago Local Fashion Designers Shopping Tour with a Stylist

Chicago Local Fashion Designers Shopping Tour with a Stylist

3 hours

from $152

Price varies by group size

Rent a premium Yamaha VX jet ski and ride the waves on Lake Michigan with Rev & Ride Adventures. Offering flexible ride options of 30 minutes, 1 hour, or 2 hours, this is a great opportunity to explore the stunning Chicago lakefront at your own pace. Enjoy a hassle-free experience with online bookings, safety briefings, and included life jackets. Perfect for locals and tourists looking for fun on the water, our jet skis are well-maintained to ensure a safe and enjoyable ride. - Choose from 30-minute, 1-hour, and 2-hour rental sessions - Conveniently located at 63rd Street Beach in Jackson Park - Hassle-free online booking with premium safety gear included - Ideal for both first-time riders and experienced adventurers

1 to 2 hoursFree Cancellation

Chicago Jet Ski Rentals

from $160

Chicago River 90-Minute Architecture Tour

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Top Attractions in Chicago

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Attractions

What are people saying about Chicago

Nicole_M, Aug 2026

City Day!

It was great! Weather was perfect! Great day on the river for a tour. We are from the suburbs and never took the tour but loved it. Recommended for sure. (And thankful the attendants helped me sort out and rebook us on the later tour after I accidentally booked the wrong time slot. )

Chicago Architecture River Cruise

David_W, Aug 2026

Eric the Great! 👍

If you’re visiting Chicago and you haven’t done it you should you get a hell of a education about the river and all the structures on the river and it’s beautiful watching the sunset as you mosey down the river. I live in the west suburbs and I still frequently go to Chicago just to do this. Everybody waves at you. Everybody’s taking pictures. The river Wok is beautiful especially on a beautiful sunny day. I recommend you going to Trump tower get off at the 16th floor. Take a look down to see the boats and where are you gonna go on a beautiful day in Chicago? It’s probably one of the coolest things you could do for under 50 bucks and if you have a group it’s perfect but if you have a guide like Eric, it’ll be even more special. The guy saying the guy was polished and knew who all of his stuff I sat in the front row, which I rarely do and enjoyed still learning and getting an education about the newer buildings as well as the old standbys. It was a great experience I had with my wife and I I highly recommend recommended.

Chicago Sightseeing River and Lake Cruise

Kyanna_R, Aug 2026

This tour was amazing and...

This tour was amazing and beautiful. 10/10 worth the money. Nice views. The tour guide was extremely knowledgeable on the architecture of Chicago. We got stuck BUUUUT the boat crew remained calm and got us back safely. They gave us a refund before we got back to shore. I would recommend getting new wine because the wine that was there was really nasty lol.

Chicago By Night River and Lake Cruise

Deidre_S, Aug 2026

A great experience

First Lady boat ride was a great experience. You will start on the Chicago river and merge into the Michigan lake. The view was amazing I mean amazing especially at night! The con was it can get a little bit chilly at night so bring a jacket. They sell blankets if you were to get cold and they also have a bar so you can sip and enjoy the ride. I would definitely recommend it.

Chicago Lake and River Architecture Tour

Debbie_N, Aug 2026

Fantastic

I’m a Chicagoan myself and did this boat tour and it was nothing but short of spectacular. Spiro our guide was amazing and the tour showed why this city is one of the best cities in the country from views to its history. If you come to Chicago in the Spring, Summer or Fall this should be the first thing you go too.

Chicago Favorites Ultimate Food and Walking Tour

DavidFran_B, Aug 2026

A Delicious Tour Filled with History, Great Food & Generous Portions!

Brayden was an amazing tour guide. He provided lots of relevant information and interesting facts that brought Chicago's history to life. The food tour exceeded my expectations. I've been on many food tours where the portions were quite small, but this tour was completely different. Every stop provided generous portions, along with a bit of history and background about the food and area. You definitely won't leave hungry! You'll leave with a full belly and a much better understanding of Chicago's history and culture. A must do if you're ever in Chicago. I highly recommend this tour.

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Autumn_V, Aug 2026

Kay Made This One of the Highlights of Our Chicago Trip!

We absolutely LOVED this tour! We packed a lot into our time in Chicago, but the river architecture tour was easily one of the highlights of the entire trip. The views from the river are incredible, and seeing Chicago’s architecture from that perspective gives you a completely different appreciation for the city. But what really made the experience exceptional was our tour guide, Kay. She was phenomenal! She was incredibly knowledgeable without ever making the tour feel like a lecture, and she had the perfect combination of history, architecture, storytelling, humor, and personality. You could tell she genuinely loves Chicago and knows her stuff. Kay kept us engaged the entire time and pointed out so many details we never would have noticed on our own. We learned a ton, laughed a lot, and found ourselves looking at the city completely differently by the end of the tour. Even if you aren’t someone who thinks you’re particularly interested in architecture, DO THIS TOUR. The river itself is beautiful, the skyline is spectacular, and with a guide like Kay, the experience is so much more than just sightseeing. If you have the opportunity to request Kay, absolutely do it. She made an already fantastic Chicago experience unforgettable. We would recommend this tour and Kay specifically without hesitation!

Lake Michigan Skyline Cruise in Chicago

Anisha_S, Jun 2026

Relaxing Ride

The skyline tour was exactly what I needed after a day of eating and walking about. I was able to book the tour an hour before, which worked for my itinerary and it was affordable. I liked that it is a double decker boat and got to experience the tour from top deck. The day was beautiful and perfect for a tour. The boat was clean, looked presentable, offered cocktails and small snacks(for purchase) and staff were friendly. The tour offered ok views. I was able to capture pictures of the Chicago skyline. My fav part of the ride was how relaxing it was. I would do it again and be sure to nap the next time lol.