All Illinois Tours & Excursions in 2026

Get to know the foodie Chicago neighborhood made famous by "The Bear"—and taste your way through some of the Windy City's best bites—on this small-group walking tour of River North. Visit locals-loved hotspots that represent the best of the city's dining scene, and Be sure to come hungry: You'll try everything from tacos and Italian beef sandwiches to deep-dish pizza, all while learning about the neighborhood's history and food culture.

On this small-group Windy City bike tour, you won't just pedal past the lakefront neighborhoods of Chicago's North Side—you'll see more of the city than you could if exploring on your own. Follow a local guide along quiet streets, city parks, and scenic beaches, starting at Lake Shore Drive and continuing along Rush Street and the Magnificent Mile. As you go, glimpse offbeat attractions like the Playboy Mansion, Oprah’s penthouse, and the Victorian houses of Old Town.

Step into the darker side of Chicago’s history on an unforgettable journey where true crime and iconic landmarks intertwine. Discover the Windy City’s infamous past as you explore the sites connected to America’s most notorious serial killers — John Wayne Gacy, the “Killer Clown” who haunted the Chicago area, and Jeffrey Dahmer, whose gruesome acts shocked the nation.

Take a deep dive into the world of "Chicago Fire" and learn more about what it’s like behind the scenes of your favorite show on this private tour. Visit filming locations such as the exterior of Firehouse 51 and Molly's Bar, and popular tourist attractions, including the Bean at Millennium Park and the Chicago Cultural Center. Plus, enjoy handy hotel pickup if your accommodation is within five miles of downtown Chicago.

Arrange for a stress-free ride to O'Hare International Airport (ORD) or Midway Airport (MDW) with this private transfer service. Meet your professional chauffeur at your hotel in downtown Chicago (or other Chicagoland destinations), and relax on the journey to the airport in a private sedan or minivan. You can leave the navigation to someone else, and reach the airport relaxed and in time for your flight.

Ensure a hassle-free arrival at Chicago O'Hare International Airport (ORD) or Midway Airport (MDW) with this private transfer service to your downtown Chicago hotel (or farther-flung Chicagoland destination). Take the stress out of finding a taxi at Chicago's busy airports and book a private vehicle in advance. Travel in style by luxury sedan or SUV that can accommodate up to six passengers.

Discover Pilsen, one of Chicago’s most vibrant neighborhoods, known for its colorful street art, rich Mexican heritage, historic architecture, and thriving local culture. This locally led Pilsen walking tour offers an authentic, insider experience beyond typical Chicago sightseeing. - Pilsen-based experts with 40+ years of combined experience - Explore iconic sites like 16th Street murals, Thalia Hall, and local cultural landmarks - Official Pilsen tour partner of the Chicago History Museum - Bilingual tours available in English and Spanish - Multiple routes and flexible options, including walking, running, or biking tours -BOOKING: Please note the tour guide will contact you to schedule an exact time for your tour after you have completed the booking. There is no option to pick a start time.

Forget the history you learned in school—Chicago’s story looks very different when told through the women who helped shape it. On this captivating 2-hour walking tour, discover trailblazers like Ida B. Wells, Jane Addams, Katherine Buckingham, and Jeanne Gang while exploring some of Chicago’s most spectacular and often overlooked architectural interiors. Step beyond the famous landmarks to uncover women who challenged convention, created groundbreaking art and architecture, fought for justice, and helped shape the city we know today. Your expert local guide brings their stories to life, revealing fascinating details most visitors—and even locals—never hear. - Discover the untold stories of extraordinary Chicago women - Step inside beautiful, hidden architectural interiors - See Chicago history from a fresh, empowering perspective - Support a local, woman-owned small business Starts near Roosevelt University and ends in Millennium Park.

Have only a short stay planned in Chicago? Make the most of your time in the Windy City, and see more of the city in less time, when you book a private driving tour of Chicago. Pick between several convenient tour times, and meet your guide and driver directly at your hotel. Over the course of your excursion, you’ll make stops at highlight attractions like the Lincoln Park Conservatory, Millennium Park, and Museum Campus. You’ll also learn about Chicago’s history and can spy other remarkable sights as you go.

I am the only person in the US, and possibly the world, that offers this experience. It is both a demonstration and an interactive opportunity where you'll have tons of fun learning about the history of cheese magic and getting to try it yourself. And then you get to eat your fortune!

Discover the creative side of Chicago beyond the city limits with this small-group tour of suburban hidden gems! Visit charming historic districts, offbeat local landmarks, striking public art, scenic waterfronts, and under-the-radar eateries as your expert guide shares insider stories you won’t find in guidebooks. With transport included and group size kept small, it’s a relaxed, camera-worthy way to explore unique neighborhoods, architectural treasures, and distinctive local culture. Ideal for repeat visitors, adventure seekers, or anyone curious to see more than the Magnificent Mile.

Skip the lines to the iconic Art Institute of Chicago and marvel at world-famous masterpieces by Monet, Van Gogh, and Picasso. Dive into a treasure trove of art, history, and culture at one of the oldest and most celebrated museums in the U.S. Tour is available in following language: English Spanish & French Highlights: • Private Tour of the Art Institute of Chicago • 5-Star Licensed Guide fluent in your chosen language • Skip-the-Line Tickets to the Art Institute of Chicago • Insightful stories about world-famous masterpieces, including works by Monet, Van Gogh, and Picasso • Expert guidance through Impressionist, Post-Impressionist, and Modern Art collections Discover the rich art and cultural heritage of Chicago with Rosotravel on an exclusive private tour with Skip-the-Line Tickets to the iconic Art Institute. Enjoy the luxury of a personalized itinerary led by a Licensed Private Guide. Uncover the magic of Chicago’s artistic treasures today!

Treat yourself to a smooth and hassle-free arrival and departure from Chicago during this private, round-trip car transfer. Ride comfortably between O'Hare International Airport and Chicago’s Downtown, Southside, Evanston, Oak Brook, or Milwaukee. Your driver will meet you directly at the airport and your hotel lobby. Flight tracking is included, so you’ll be sure to be picked up right on time.

Discover what makes Chicago's local pizza so famous on this small-group walking tour. Try a variety of different pizza styles—including deep-dish, Neapolitan, Roman, and artisanal—before deciding which one you like best. As you explore the city, learn more about Chicago's culinary history and culture, and spot key city landmarks en route.

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.

Every Friday & Saturday at 10:30pm, Sundays at 7:00 at The Neo-Futurist Theater, the Neo-Futurist Ensemble attempts to perform 30 original, handcrafted, radically honest plays in the ever-shrinking span of 60 minutes. Each play offers something different, be it funny, profound, elegant, disgusting, topical, irreverent, terrifying, or musical; all are ORIGINAL, truthful and tackle the here-and-now, inspired by the lived experiences of the performers. With new plays every week, THE INFINITE WRENCH is The Neo-Futurists’ ongoing and ever-changing attempt to shift the conventions of live performance and speak to those unreached or unmoved by traditional theater. Masking is optional on Friday and Saturdays. Masks are required on Sundays.

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, grab a drink and enjoy the history of the men, women and locations (famous and infamous) that helped shape Chicago as we know it today.

• Taxi from O’Hare Airport specialists: Ohare Airport Taxi LLC specializes in professional transfers from O’Hare International Airport to any destination in Chicago and surrounding areas. • Private one-way service: exclusive transfer with no shared rides and no extra stops. • Real-time flight monitoring: pickup times adjust automatically for flight delays or early arrivals. • Professional full-time drivers: experienced chauffeurs familiar with O’Hare airport operations. • Executive limo-style vehicles: not yellow taxis. Clean, comfortable, logo-free vehicles, typically dark-colored. • Clear arrival communication: direct contact via SMS, WhatsApp, or Viator chat. • Well-organized O’Hare pickups: expert handling of terminals and airport pickup procedures. A reliable and professional Taxi from O’Hare Airport experience.

Chicago can sometimes feel inaccessible to visitors, but a private walking tour with a local guide takes the mystery out of the city. This personalized tour focuses on the exteriors of iconic monuments, including museums, while your guide shares insights into Chicago’s culture and history. If you wish to explore inside a museum, just let us know in advance and we can create a customized itinerary for you. Perfect for families, solo travelers, or couples, this tour highlights must-see landmarks and hidden gems alike. Connect with the city through local stories, insider knowledge, and expert guidance for an unforgettable experience.

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.

Experience Chicago in a new way on this small-group Segway tour. Visit Chicago’s "front yard," and see more of the sights in less time. Glide along the fragrant floral paths of Grant Park to the famous Buckingham Fountain. Then, travel along the banks of Lake Michigan to the Museum Campus for top-notch views of the city’s iconic skyline. Guided Segway training and helmets are included, making this a beginner-friendly tour.

Experience the perfect pairing of fresh pasta and craft spirits in this hands-on cooking class with a talented chef, hosted at a local distillery in Chicago! Learn the time-honored techniques of pasta-making as you mix, knead, roll, and cut your own pasta from scratch using just eggs, flour, and olive oil. Then, prepare a rich marinara sauce with onions, garlic and tomatoes, with the option to add beef for a meaty variation. Enjoy the lively atmosphere of the distillery, where you can sip on expertly crafted spirits while perfecting your culinary skills. Whether you’re a pasta lover, a food enthusiast, or just looking for a fun and interactive night out, this class is the perfect way to learn, sip, and savor. Book your spot today for an unforgettable pasta-making experience in the heart of Chicago!

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. Get insider tips on the best things to do in Chicago, including where to eat & what to see from your vacation photographer. Return from your trip with beautiful, high-quality vacation photos — the best souvenir ever. We specialize in: - honeymoons - family trips - engagements - anniversaries - romantic getaways - multi-generational trips - babymoons - solo travellers - and just because! With over 10,000 5-star reviews, Flytographer is the global leader in vacation photography and has captured over 3 million memories for travellers across six continents. We’ve been featured across A-list media, including Conde Nast Traveler, Oprah, Forbes, Travel + Leisure, New York Times, BRIDES, Martha Stewart Weddings, InStyle Magazine, Elle, Buzzfeed, Refinery29, Huffington Post, & many more.

Our transportation service stands out for its reliability, comfort, and private door-to-door experience. Travelers enjoy professional chauffeurs, flight tracking, clean air-conditioned vehicles, luggage assistance, and a smooth direct transfer to Downtown Chicago. Unlike shared transportation, this private service offers personalized pickup, privacy, and a more comfortable travel experience from arrival to drop-off.