All Illinois Tours & Excursions in 2026

Book in advance to take this popular tour that details the mob history of Chicago during the Prohibition Era (1920s-1930s). Learn about the exploits of gangsters like Capone, Dillinger, Moran, and others as you travel by minibus to sites like the Biograph Theater, Holy Name Cathedral, and St. Valentine's Day Massacre. Your guide adopts gangster attire and characteristics that add dramatic flair to the historical commentary.

Discover Chicago's world-renowned architecture during this sightseeing cruise. Board a comfortable riverboat for a trip down the Chicago River, viewing landmarks like the Willis Tower and the Tribune Tower while listening to in-depth commentary from your guide. Then board a speedboat for an exciting ride up the shore of Lake Michigan for views of Grant Park, the Museum Campus, and other top sights.

Maximize your Chicago sightseeing on a river cruise—and travel aboard a unique historical vessel, which other tours don’t offer—on this one-of-a-kind excursion. Pick from different departure times and board a classic Chicago fireboat, which served the city’s fire department from 1937 to 1981. As you sail Lake Michigan and the Chicago River, view architectural highlights including the Wrigley Building and Chicago Lighthouse, and chart the boat’s firefighting history via the on-board displays and commentary.

Being short on time in Chicago doesn’t mean you need to rush your sightseeing. This combo tour helps you admire the Windy City from two perspectives—on land during a hop-on hop-off bus tour and from above at the 360 CHICAGO Observation Deck. Skip the stress of booking separate tickets and explore at your own pace.

Take to the skies and experience Chicago from an entirely new perspective on this extended helicopter tour showcasing the city’s most iconic landmarks, neighborhoods, and waterfront views. The flight begins near the Chicago Fire Practice Facility before heading over Chinatown, where colorful architecture and historic streets create a striking aerial view. From there, you’ll pass McCormick Place, the largest convention center in North America, stretching along the lakefront and highlighting the scale of Chicago’s downtown footprint. Continuing north, you’ll fly over Northerly Island and Soldier Field, followed by the heart of the Museum Campus, where the Field Museum and Adler Planetarium sit against the backdrop of Lake Michigan. Grant Park comes into view next, often called Chicago’s front yard, leading to an aerial look at Millennium Park and the unmistakable curves of The Bean.

Skip navigating around the city with a map and guidebook and explore Chicago's iconic landmarks in just a few hours on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore Downtown and North Side neighborhoods, stopping to visit several locations and hear about the historical and cultural factors that make Chicago unique. Upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture.

Uncover the notorious history of Chicago's gangster era on this immersive bus tour that takes you through the city's most infamous landmarks. Visit the Palmer House, where Al Capone once mingled, and pass the Congress Hotel, rumored to be haunted by ghostly figures. Drive through Grant Park to learn about H.H. Holmes and the chilling Iroquois Theatre Fire. At each stop, delve into gripping tales of rivalries, secret doors, and tragic events that shaped Chicago's past. This tour is perfect for history buffs and those intrigued by the darker side of the city. - Explore key sites linked to Al Capone and Chicago's gangland history - Discover chilling tales of hauntings, Death Alley, and the tragic Iroquois Theatre Fire - Enjoy stops at iconic locations like the Holy Name Cathedral and Grant Park - Engage in a unique paranormal photo opportunity by the Chicago River

Immerse yourself in the vibrant flavors of Mexico with a hands-on cooking class at Su Casa Mexican Restaurant. Guided by experienced chefs, participants will learn the art of crafting authentic tamales and tacos from scratch. This class is tailored for all skill levels, making it an ideal setting for food enthusiasts eager to enhance their culinary repertoire. As you knead, roll, and fill your creations, anticipate the rewarding moment of tasting your delicious handiwork, complemented by chips, salsa, and a refreshing drink.

Discover Chicago from the street and the river with a flexible sightseeing package that combines a 48-hour hop-on hop-off bus tour with an architecture-focused river cruise. Explore at your own pace while snapping photos of the city from the open-top bus, and then admire celebrated architectural landmarks from a unique waterfront perspective during your ride down the Chicago River.

Whether this your last dance or your first dance when it comes to going to NBA games, watching the Chicago Bulls live at the United Center is a bucket list experience! Thrust into worldwide fame by legendary trio Michael Jordan, Scottie Pippen and Dennis Rodman, the Bulls have become more than just an NBA team, they’re an iconic entity and community, that needs to be experienced live in the flesh! The energy at the United Center is electric, with passionate fans who embody the city’s fierce loyalty and love for the game. The Bulls’ vibrant fanbase bring an infectious spirit, making every game a lively celebration. Located on the west side of the “Windy City”, Chicago offers an amazing food, arts, and culture scene to explore before or after the game. United Center’s west side location is easily accessible thanks to the city's great transport links. The west side area itself is a major attraction, brimming with culture and history. Go beyond the Bulls and get a taste of true Chicago!

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.

Stroll through Chicago's winter streets, lit up for the holidays, without the hassle of navigating the city yourself on this gourmet walking tour. Learn about Chicago's celebrated holiday traditions like the European-inspired Christkindlmarket, the beautiful decor and windows on State Street, and ice skating at Millennium Park. Sample generous tastes of classic Chicago foods and holiday treats as you walk.

The Art Institute of Chicago houses one of the finest American and Impressionist painting collections in the world, but it can be overwhelming to explore on your own. Remove the guesswork and maximize your time inside the museum on a private tour that covers major highlights by Picasso, Chagall, Warhol, Hopper, and others. Plus, there's no waiting to get inside, as the tour includes a skip-the-line ticket.

Kick back and enjoy a great meal while taking in the sights of Chicago's most famed landmarks on this scenic lunch cruise along Lake Michigan. See and photograph the dramatic city skyline, Navy Pier, Soldier Field, and Shedd Aquarium. The cruise includes a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages. There's also a DJ, games, and a dance floor to keep your group entertained.

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior (Ferris Bueller's Day Off), the Chicago Board of Trade exterior (The Dark Knight), Union Station's staircase (The Untouchables), and Millennium Park's Cloud Gate (Source Code). Enjoy a seamless and comfortable experience exploring these famous sites.

Outside of Italy, few places in the world are as famous for their pizza as Chicago. Eat like a local as you travel off the beaten path to savor the city's best pizza, traveling by bus so you can cover more food hot spots in less time. Discover the science behind ingredient selection and baking as you sample slices from historic pizzerias, and take away plenty of tips to enhance your eating in Chicago.

Escape the busy streets of Cairo and enjoy a peaceful private sunset experience on the Nile aboard a traditional Egyptian felucca. Relax with your partner, family, or friends while sailing along the Nile as the sun sets over Cairo. Enjoy a delicious dinner with dessert and soft drinks while taking in beautiful river views and the peaceful atmosphere of the Nile. Your experience includes private round-trip hotel transfers, a private felucca, dinner, and comfortable seating. For couples and special occasions, optional romantic decorations such as flowers, candles, balloons, or a celebration cake can be arranged upon request. Perfect for romantic evenings, anniversaries, birthdays, proposals, or anyone looking for a peaceful and authentic Cairo experience. Enjoy the sunset, the Nile, and the magic of Cairo from a different perspective — a private Egyptian experience you will remember.

This walking tour is a feast for the eyes, combining art, architecture, and history as you navigate through bustling downtown Chicago. In a small group, you’ll marvel at skyscrapers and mosaic murals as you discover stories and secrets about the city’s past. See the stunning interiors and exteriors of noteworthy buildings and leave with a comprehensive understanding of the city’s downtown.

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.

Experience the ultimate Windy City adventure on Chicago’s luxury guided minibus tour! Explore 20+ top landmarks with curated photo stops at Cloud Gate "The Bean", Museum Campus, & the historic Palmer House. Start at the Palmer House, birthplace of the brownie, & see Frank Lloyd Wright’s work at the Rookery. Pass soaring icons like Willis Tower & Soldier Field while learning the rich history behind each landmark. Hop off at Buckingham Fountain & Museum Campus for views of Lake Michigan, Navy Pier, & the skyline. Pass cultural icons like Shedd Aquarium & the Field Museum. Snap photos beneath "The Bean" at Millennium Park, view the Chicago River, & cruise down the Magnificent Mile past the Water Tower, Gold Coast brownstones, & Playboy Mansion. UPGRADE YOUR EXPERIENCE: Choose the 75-Minute Architectural River Cruise at checkout for unbeatable views of 40+ skyscrapers with live expert narration, experiencing Chicago by land & water in one day! (60-minute cruise through Nov-April)

Lots of tours help you explore Chicago’s historic streets, but most avoid the grittier details that have helped shape the city over the decades. But this small-group walking tour doesn’t shy away from the gruesome details. Listen to tales of gangsters, restless spirits, and local disasters as you navigate some of Chicago’s most popular landmarks.

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.

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.