All Chicago Tours &amp; Excursions in 2026

Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

3 hoursFree Cancellation

$263$250

Ready for a night that’s equal parts laughter, creativity and cocktails? Join this hands-on paint and sip class in Chicago hosted through!, and rediscover how fun it feels to just make something. Your local instructor keeps it light and easy while you sip, swirl and paint your way to a surprisingly awesome masterpiece — even if you swear you can’t draw a stick figure. Everything’s included (canvas, brushes, paint, apron), and every class takes place in a cool local spot like a brewery or bar. Whether it’s a casual date, a team hangout or your solo night of self-care, this experience guarantees good vibes, great drinks and a painting you’ll actually want to show off.

Paint Night and Cocktails at Trendy Venues Across Chicago

Paint Night and Cocktails at Trendy Venues Across Chicago

$60$57

Private Wicker Park and Bucktown Walking Tour

2 hours 30 minutesFree Cancellation

"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!"

Awesome Scavenger Hunt at Lincoln Park Zoo

1 hour 30 minutesFree Cancellation

$15$14

THE STANDARD SUV OFFERS SEATING FOR 5 PASSENGERS, WITH LUGGAGE CAPACITY FOR 3 CHECKED-IN BAGS AND 2 CARRY-ON ITEMS. Luxurious Fleet: Our fleet consists of top-of-the-line luxury vehicles, meticulously maintained to provide the utmost comfort and style during your journey. Whether you're traveling solo, with a group, or for a special occasion, we have the perfect vehicle to suit your needs. Professional Drivers: Our drivers are not only highly skilled behind the wheel but also epitomize professionalism and courtesy. They prioritize your safety and satisfaction, ensuring a smooth and enjoyable ride from pick-up to drop-off.

SUV O'Hare/Midway Airport (Curbside) Chicago One Way

SUV O'Hare/Midway Airport (Curbside) Chicago One Way

30 minutes to 1 hourFree Cancellation

Private Transfer from O’Hare Airport to Downtown Chicago

1 hour 15 minutesFree Cancellation

Bird Tours across Chicago

2 to 5 hoursFree Cancellation

This 45-minute self-guided walking tour explores the bizarre history beneath Wicker Park’s elegant surface. Led by a longtime resident, you will discover the neighborhood’s transition from a wealthy enclave to a gritty artist hub and its modern gentrification. Key Highlights: * Radical History: Learn about labor leader Lucy Parsons and the search for hidden bombs in the park. * Beer Baron Row: Hear tragic tales of murder and madness tied to grand Victorian mansions. * Quack Medicine: Discover how Theophilus Noel’s "Vita-Ore" empire funded iconic local architecture. * Mob Intrigue: Visit the former Russian Baths where mobsters met in steam rooms to avoid FBI wires. * Massacre Connections: See where the St. Valentine’s Day Massacre was planned and its getaway car destroyed.

Bizarre Wicker Park: Medicine and Mobsters Self-Guided Audio Tour

45 minutes to 1 hour 15 minutesFree Cancellation

$10$9

In the heart of Chicago, near Wrigley Field, a culinary adventure awaits. Led by Rakhi, a professionally trained chef and Le Cordon Bleu graduate with experience working with Bobby Flay, this private cooking class immerses you in the rich flavors of Italian-American cuisine. Over 2.5 hours, you'll learn to prepare iconic dishes such as Chicken Vesuvio, hot fried chicken, and homemade desserts, all while enjoying a relaxed and interactive atmosphere. With the chance to tailor your menu, every class becomes a unique experience that celebrates Chicago's vibrant food culture. Gather your friends or family for a memorable evening of cooking and dining together.

Private Chicago Cooking Class with Le Cordon Bleu Chef

Private Chicago Cooking Class with Le Cordon Bleu Chef

2 hours 30 minutesFree Cancellation

$149$142

Your journey begins with a southeast departure from the Vertiport, offering early views of the city’s iconic skyline. Flying east, you’ll head toward the lakefront and cruise south along the shoreline, passing Soldier Field, the Museum Campus, and continuing down to the historic Museum of Science and Industry in Hyde Park. From there, the route turns north, following Lake Michigan’s edge past Navy Pier, the John Hancock Center, and up to Montrose Harbor; a favorite city escape with marinas and beaches. You’ll then loop south once more, enjoying a sweeping view of Chicago’s lakefront before heading west to return to the Vertiport. It’s a dynamic tour showcasing both downtown and the scenic south shore in one unforgettable flight.

Chicago Helicopter Tour: City to Shoreline

Chicago Helicopter Tour: City to Shoreline

20 to 25 minutesFree Cancellation

Private Luxury 6-Pax SUV Limo Transfer from or to Chicagoland Airport and Suburb

30 minutesFree Cancellation

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

Special Offer

Chicago's prettiest neighborhood hides some of its darkest history. This self-guided audio tour takes you through Lincoln Park on your own schedule, with narration on your phone at every stop. Start at the Red Lion Pub on North Lincoln Avenue, long rumored to be one of the most haunted bars in the city. Stand outside the Biograph Theater, where the FBI gunned down John Dillinger in 1934. Visit the North Clark Street site of the 1929 St. Valentine's Day Massacre. Walk into Lincoln Park, laid over what was once the city's cemetery, then finish on the Lake Michigan shore at North Avenue Beach. No group, no in-person guide, and no fixed start time. Go at your own pace, stop for a drink along the way, and replay any story you like. All you need is a phone and headphones.

Self Guided Ghosts Gangsters and Graves Tour in Chicago

1 hour 30 minutes to 2 hoursFree Cancellation

$20

$16

Enjoy a unique sushi-making experience at a local distillery in Chicago with Chef Janet! In this hands-on class, you’ll learn how to craft fresh, restaurant-quality sushi while sipping on expertly distilled spirits available for purchase. Start by steaming and seasoning the perfect sushi rice, then prep fresh ingredients for two signature rolls. You’ll assemble a vibrant veggie roll with sweet mango, creamy avocado, and crisp cucumber, followed by a classic California roll featuring surimi, avocado, and cucumber. With Chef Janet’s expert guidance, you’ll master the techniques of rolling sushi and slicing it into picture-perfect pieces. Whether you're looking for a fun night out, a unique date idea, or a new culinary skill to impress friends and family, this class offers the perfect blend of great food, hands-on learning, and a relaxed distillery setting. Book your spot today for a sushi and spirits experience like no other in Chicago!

Sushi Making Cooking Class at a Local Distillery in Chicago

Sushi Making Cooking Class at a Local Distillery in Chicago

Enjoy a private, fully personalized sunset tour along Chicago’s scenic lakefront. Travel in comfort with your English-speaking driver, who shares insights into the city’s architecture, skyline, and history while guiding you to the best photo spots. Begin at Museum Campus, where the skyline rises above Lake Michigan, offering stunning reflections at golden hour. Continue to Adler Planetarium for one of Chicago’s most iconic panoramic skyline views. Visit Buckingham Fountain, where the historic landmark creates a beautiful foreground for sunset photos. Head to North Avenue Beach to capture the skyline stretching across the horizon as the sun sets, then enjoy a scenic drive along Lake Shore Drive as city lights begin to glow. With a flexible itinerary and door-to-door service, this experience offers a relaxed, unforgettable way to capture Chicago’s skyline from day to night.

Chicago Private Lakefront Sunset and Skyline Photo Tour

$111$105

Skip the crowds this is a private tour for your group only! Embark on a captivating journey through the Loop’s architectural wonders with our Loop Architecture Tour in Chicago. Explore the iconic Chicago Board of Trade Building and the historic Rookery Building, steeped in timeless elegance. Marvel at the striking Calder sculpture in Federal Plaza, a highlight of the city’s public art scene. Admire the innovative design of the Marquette Building, a masterpiece of the Chicago School of Architecture. Step into the luxurious Palmer House, a landmark boasting historical significance. Discover the rich legacy of the Marshall Field and Company Building, a symbol of Chicago’s commercial prowess. Finally, delve into the cultural richness of the Chicago Cultural Center, showcasing the city’s artistic diversity. Join us on this unforgettable journey through Chicago’s architectural gems in the heart of the Loop.

Private Architectural Walking Tour in Chicago Loop Landmarks

Private Architectural Walking Tour in Chicago Loop Landmarks

$869$826

Discover a cherished Chinese tradition through a fun and creative Kite Coloring Workshop in Chicago's Chinatown. Learn about the fascinating history of kites, which were first invented in ancient China, and hear the cultural stories behind this centuries-old art form. Then, let your creativity shine as you design and color your own blank silk kite under the guidance of experienced instructors. Once your masterpiece is complete, you'll take it home as a unique keepsake of your cultural experience. This hands-on activity is suitable for all ages and offers an engaging way to connect with Chinese heritage through art and storytelling. - Learn the history and cultural significance of traditional Chinese kites. - Design and color your own silk kite to create a one-of-a-kind souvenir. - Enjoy a hands-on cultural activity suitable for participants of all ages. - Take your finished kite home as a memorable keepsake

Kite Coloring Workshop in Chicago

45 minutesFree Cancellation

$15$14

Take a time travel journey inside Chicago's best-kept secret: a 125-year-old architectural marvel. This extraordinary building was envisioned by renowned architect Solon Spencer Beman, famous for designing the town of Pullman and the iconic Pullman Palace Car Company. Get ready to be transported through time and history as you explore the legacy of this architectural genius and the fascinating stories hidden within these hallowed walls. Join us for an unforgettable adventure into the past and witness the living testament to Beman's architectural prowess.

Main doorway to the Fine Arts Building, virtually untouched as designed by Solon Spencer Beman, Circa 1885.

Inside Tour of Chicago’s Fine Arts Building

1 hour to 1 hour 30 minutes

WE ARE UNDER NEW MANAGEMENT!!!! Tired of waiting in line to get a taxi? Why not just skip the line and book a smooth and convenient ride with premium curb side pickup from your arrival terminal. We are available for you all around the clock. Pre-booking your private car service is the only way to have a smooth transition from the Airport to your desired destination. With our well maintained and high-quality transport, you will be able to reach your destination without any trouble. We make sure that your ride is smooth throughout, assuring a wonderful transportation experience. Whether in town for a brief trip to tour the city sites, an important business meeting, or a family visit, we are your ideal choice for private transportation. To ensure your travel plans suit your preferences, provide us with your itineraries of your desired destinations so we can plan and coordinate your transportation needs with excellence. Looking forward to receiving your booking.

Ohare Airport Private Hotel Transfer up to 5 passengers

1 hourFree Cancellation

Curbside SUV Transfer from ORD to Downtown Chicago

30 minutes to 1 hour 30 minutesFree Cancellation

It is a one-way private transfer between the airport and the hotel in the city center, which is the most convenient and safe way to transfer by a vehicle with a legal qualification. All prices are included, no additional charge. The driver will meet you at the exit of the arrival hall or lobby of the hotel with your name tag. You will then be offered a reliable, hassle-free private transfer • Transfer from the airport to the hotel or transfer from the hotel to the airport • The car we provide complies with applicable laws and regulations, insurance is provided, fully insured, • Transfer by private car with air conditioning • Relax as a professional driver helps with luggage • Emergency customer support service 7*24 hours. If you book a car before 12 p.m., you can contact a Russian assistant for help if you have any problems • 24 hours free cancellation

Chicago O'Hare International Airport private transfer, pick up

2 to 3 hoursFree Cancellation

$80$76

THE LINCOLN MKT STRETCH LIMOUSINE OFFERS SEATING FOR 8 PASSENGERS, WITH LUGGAGE CAPACITY FOR 3 CHECKED-IN BAGS AND 3 CARRY-ON ITEMS. Luxurious Fleet: Our fleet consists of top-of-the-line luxury vehicles, meticulously maintained to provide the utmost comfort and style during your journey. Whether you're traveling solo, with a group, or for a special occasion, we have the perfect vehicle to suit your needs. Professional Drivers: Our drivers are not only highly skilled behind the wheel but also epitomize professionalism and courtesy. They prioritize your safety and satisfaction, ensuring a smooth and enjoyable ride from pick-up to drop-off.

O’Hare-Midway to Downtown Chicago: Stretch Limousine

O’Hare-Midway to Downtown Chicago: Stretch Limousine

1 hour to 1 hour 30 minutesFree Cancellation

Step into a welcoming kitchen in Chicago for an immersive Italian cooking class hosted through Cozymeal. Limited to 8 guests, this interactive workshop introduces you to authentic techniques behind pasta-making and classic Italian dishes. The menu you will prepare includes: - Starter: Caesar salad with homemade dressing and Parmesan - Side: Italian garlic bread brushed with olive oil and herbs - Main course: Fresh fettuccine pasta with savory Bolognese sauce - Dessert: Vanilla bean panna cotta with seasonal fruit compote With step-by-step guidance from your local pasta chef, you’ll enjoy a hands-on approach to mastering Italian cooking. Guests are welcome to bring wine or beer to complement the meal and celebrate the flavors of Italy.

Artisan Italian Pasta Class in Chicago (Includes 4-Course Meal)

$162$154

Chicago Gangster History Walking Tour of River North

Chicago Sightseeing River and Lake Cruise

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Must-Dos in Chicago

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What are people saying about Chicago

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 Architecture River Cruise

Sofii_M, Oct 2026

Review

Absolutely amazing experience! The Chicago Architecture Boat Tour was one of the highlights of our visit. The staff was incredibly friendly, and our tour guide shared accurate information and fascinating stories in such an entertaining way. We learned so much about Chicago’s architecture and history while enjoying beautiful views of the city. I 100% recommend this tour to anyone visiting Chicago! It’s a must-do experience! 🚤🏙️✨

Lake Michigan Sunset Cruise in Chicago

Jeffrey_H, Oct 2026

Spectacular sunset views

Everything about this is fantastic from the boarding of the boat to docking, There is a guide who shared interesting information about Chicago, but it isn’t so loud that you can’t carry on a conversation. The views of Chicago as the sun goes down are spectacular.

Chicago Architecture Center River Cruise aboard First Lady

Cliff_L, Oct 2026

Non-profit organization....

Non-profit organization. Sit left side of boat for better view IMO. Steve the narrator was knowledgeable, excellent, full of energy and made it very enjoyable. Found out no gratuities required and they are non-profit. Highly recommend everyone take their cruise!

Chicago River 90-Minute Architecture Tour

Val_S, Oct 2026

Perfect Day on the River

We did a 12:15p tour on Sunday in September. I booked tickets online the day before via the Viator app. We arrived a bit early because we didn’t really know where we were going. We got in line and waited there until the boat started boarding. There were a lot of other people there early too. I did not see a restroom at the waiting area but there is one on the boat. Once boarded, the tour guide, David, made announcements and we started off. I think we were moving by 12:20p. The tour was about an hour and a half - down one way, turn around and go back down by the Navy pier and back to the starting point. David told us about all of the buildings we passed and history of the city. He was awesome - he is very knowledgeable and easy to understand and listen to. It was fun to get a different visual perspective of all of the buildings along the river. Deboarding was as easy as boarding. We had perfect weather and we really enjoyed this.

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Brenda_N, Oct 2026

Take the tour.

It was a fun experience. Give yourself extra time to find the appropriate meeting spot… There are a lot of similar tours in that area. There are limited shaded spots on the boat. The torque gives great views of the city, informative commentary about the surrounding buildings and a nice vantage point of the Riverwalk.

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!

Flyover in Chicago

Angela_S, Sept 2026

Flying rollercoaster of fun around downtown Chicago

If you’re good with heights and motion, it is an AMAZING experience and way to see downtown Chicago. I recommend doing Flyover after you’ve been around downtown. day or two so you recognize some of the buildings as you fly. The one thing that would make it better is if they had a little better customer service and communicated about the number of stairs or even verbally offered an elevator option instead of just ushering everyone to the stairs. There are already a lot of stairs in Chicago so taking what seemed like 2-3 flights of stairs (as in going down to the L) was a surprise. The ride made up for this. It was so cool to fly all around the riverfront and downtown area. At one point, I put my hands in the air because it felt like we were on a rollercoaster drop. So much fun!

Chicago River 90-Minute Architecture Boat Tour

Angela_S, Sept 2026

Wonderful Architectural River Tour

I would absolutely recommend this tour to anyone who enjoys fun. Our tour guide, Tila, was informative, fun and hilarious. I learned so much about Chicago’s architecture and history, and how much the people of Chicago love this beautiful city. Take a drink, make sure your phone is charged and enjoy!

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!