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476 Available Tour Excursions in Chicago
The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!
Price: $89.00
Duration: 1 hours
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. Three departure times offered daily. This experience is not meant to be an in-depth guided tour; however, our captain is always happy to point out interesting sights with anecdotes and historical information. Just ask you captain. Looking for a sunset sail, see our other product listing "Come Sailing with us at Navy Pier - Sunset Sail on Lake Michigan". Looking to watch the Navy Pier Fireworks from a private sailing charter, see our other product listing "Come Sailing with us at Navy Pier - Saturday Fireworks Sail". All charters are NON-SMOKING experiences.
Price: $507.96
Duration: 2 hours
Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy bars, sites of real life mob shootouts, and haunted tragedies that shape the city's legacy. This walking tour blends ghost stories, true crime history, and architectural landmarks to reveal the beauty and horror from one of America's most famous time periods, right where it happened. You'll gain special access to architectural interiors tied to famous history, as you are led by a trained historian tour guide through these famous sites. Learn where Chicago's history still whispers after dark!
Price: $35.00
Duration: 1 hours
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Knots! We work hard to provide historical context for our great city, as well as provide an exhilarating experience through the use of high speed runs and spins!
Price: $90.00
Duration: 1 hours
Mobsters and Movies takes you through the real haunts of Capone, Dillinger, and The Outfit—then shows you how the very same streets turned into movie magic. Walk the same corners seen in 'The Untouchables' and 'Public Enemies,' and hear how Chicago wrote the script for American gangster history. This isn’t just another sightseeing tour—it’s a front-row seat to crime, cinema, and the city that made them both. Your guides aren’t just storytellers—they’re trained true crime historians, film buffs, and Chicago insiders who bring every scene to life. Step inside exclusive interiors where real mobsters plotted and Hollywood crews once brought the Windy City to the Silver Screen. We take you deeper into the story than any other tour can. Expect vivid tales, insider trivia, and behind-the-scenes stories that make Chicago’s gangster past feel as real as the movies it inspired.
Price: $35.00
Duration: 1 hours
Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters and supernatural speakeasies. Whether you’re a recent transplant to Chicago or have lived among the Windy City’s ‘others’ for years, you’re about to get a haunted history that may leave you with more memories than you dare to retain. Tours begin at the haunted Harry Caray’s Italian Steakhouse in downtown Chicago. A costumed guide will lead tour goers on a walking journey exploring the creepy past of one of Chicago’s most famous bootleggers, offering glimpses into the past and revealing the stories of long-dead phantoms and specters who still call Chicago home.
Price: $34.77
Duration: 1 hours
We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean), one of Chicago’s most iconic landmarks. During our time together, we’ll visit a rooftop spot for skyline views, cross the scenic DuSable Bridge, and stop by the elegant Wrigley Building - all perfect for beautiful photos. Along the way, I’ll guide you with natural poses and creative ideas, helping you feel relaxed and confident. By the end of this walk, you’ll not only have a beautiful photo gallery - you’ll have also visited many of the MUST-SEE places in downtown Chicago.
Price: $169.00
Duration: 1 hours
Take a tour of Chicago's Pedway system (a network of underground tunnels that allows pedestrians to pass from one end of the Loop to the other) and enjoy seasonal holiday decorations and sights along the way. Our tour begins in the lobby of the Swissotel where we descend into the Pedway. After a tour of the Chicago Cultural Center and its famous Tiffany Dome, we return to the Pedway for a short walk to Macy's department store. There, we'll view the famous Tiffany ceiling, the "Great Tree" in the Walnut Room and the store’s decorated holiday windows. We return to the Pedway and follow it to Civic Center Plaza for a visit to the Christkindlmarket, an authentic European holiday market. We return to the Pedway for a visit to City Hall followed by a short walk to a nearby L station. A quick train ride takes us to the origin/terminus of Route 66, the Art Institute’s lion statues, and Millennium Park to view the famous Cloud Gate sculpture, aka, The Bean and the city's holiday tree .
Price: $65.00
Duration: 3 hours
This is the only tour in Chicago that explores the movie "Ferris Bueller's Day Off" from the perspective of art. It's also the only walking tour that immerses you in the actual artwork featured in the 1986 American teen film. Over the course of the tour, you'll visit 3 floors of the museum, see 16 pieces of art, and leave with an appreciation of the works, their relationship to characters, and their placement in the camera's frame. ⚠️ NOTE: Admission to the Art Institute of Chicago is NOT included in the public walking tour. The tour starts under the stairs in the *Modern Wing* of the Art Institute, Griffin Court. Guests must digitally sign a general waiver of liability. Guardians must sign waivers for children under the age of 18.
Price: $49.99
Duration: 1 hours
Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic Driving Tour will start by meeting our knowledgeable Guide/Driver who will pick you up at your hotel or other location provided and then proceed with the exploration of the beautiful windy city.
Price: $315.00
Duration: 2 hours
Chicago’s top-rated limo and car service — with 16+ years of proven service, licensed drivers, and full commercial insurance. Enjoy a safe, private transfer between Midway Airport (MDW) and any destination within Chicago city limits. All chauffeurs are fully uniformed, background-checked, and trained for professionalism and safety. Vehicles are equipped with GPS tracking and dispatch monitors every trip. Upon arrival, you’ll receive a text with your driver’s details. At the airport, meet your driver curbside after exiting baggage claim. Skip the hassle of taxis, shuttles, or rideshares — and travel in a clean, comfortable, late-model private sedan. Ideal for business or leisure travelers, solo riders or families. 24/7 support. Chicago-based and proud to be a 5x Certificate of Excellence winner on TripAdvisor. Reliable. Professional. Local.
Price: $160.00
Duration:
Skip the stress of a taxi or shared shuttle between Chicago downtown and Midway airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick you up at Chicago O'Hare Airport at curbside. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at Chicago Midway Airport (MDW) with this private transfer service to your downtown Chicago hotel.
Price: $133.00
Duration:
Get an exclusive behind-the-scenes look at the hit NBC drama Chicago P.D. TV Show Set Tour. Visit the actual filming locations where the show comes to life. Tour Highlights: - Explore the iconic Firehouse 51 exterior. - Visit the Molly's Bar a fictional bar on the show, but a real pub in Chicago. - Visit District 21 Station (UIC Police HQ) exterior. - Visit the famous Bean (Cloud Gate) at Millennium Park. - Visit the Chicago Cultural Center renowned for its stunning architecture. This tour is subject to filming schedules, and it can be customized to your needs. Tour participants are respectfully advised that this is an active firehouse; please be mindful of operations and follow guidelines, noting that the tour is independently operated and separate from the fire department. Additionally, For visits to Firehouse 51, the Bean, and the Chicago Cultural Center, please note that the tour guide will not accompany visitors, but detailed instructions will be provided.
Price: $315.00
Duration: 2 hours
- Chicago's Highest Rated Limo And Car Service - 16 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe, Fully Uniformed Chauffeurs - FBI Background checks for all drivers - $350,000 Commercially Insured - GPS tracking devices on all vehicles - "Driver ON Location" automated text message - Chicago Based company Skip the stress of a taxi or shared shuttle between Chicago downtown and O'Hare airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick you up at Chicago O'Hare Airport at curbside. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at Chicago O'Hare Airport with this private transfer service.
Price: $155.00
Duration:
Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates
Price: $300.00
Duration: 0-1 hours
#1 Rated Car Service In Chicago Area based on 400 + combined reviews on Trip Advisor, Google and Yelp. We carry newer model luxury vehicles with low mileage and professional, uniformed chauffeurs. Skip the stress of a taxi or shared shuttle between Chicago downtown and O'Hare airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick-you up in Chicago and drop you off at O'Hare Airport. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at Chicago O'Hare Airport with this private transfer service.
Price: $133.00
Duration:
Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience led by expert guides who bring Chicago’s vibrant past to life through captivating stories, insider insights, and exclusive information tailored to your interests.
Price: $162.50
Duration: 2 hours
Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates
Price: $220.00
Duration: 0-1 hours
Key Info for Visitors
- Currency: USD
- Languages: English, Spanish, Polish, Chinese
- Climate: Continental
- Timezone: America/Chicago
- Population: Approximately 2.7 million
- Best Time to Visit: best time to visit is late spring to early fall to enjoy pleasant weather.
- Visa Requirements Visitors to Chicago generally follow U.S. visa requirements. Citizens from visa waiver countries such as most EU nations, the UK, Canada, Australia, and Japan can enter the U.S. for tourism without a visa for up to 90 days under the ESTA program. Other travelers may need to apply for a visa in advance. U.S. citizens do not require a visa. Visitors should check the latest U.S. Department of State guidelines for specific visa categories, e-visa options, and entry requirements.
About Chicago
Chicago is a dynamic city renowned for its striking skyline, rich cultural heritage, and vibrant urban life. Nestled on the southwestern shore of Lake Michigan, it offers a unique blend of architectural marvels, world-class museums, and diverse neighborhoods. Visitors are drawn to Chicago’s iconic deep-dish pizza, jazz and blues music, and its status as a hub for arts and theater. The city’s lakefront provides scenic parks and beaches, perfect for outdoor activities. Chicago’s history as a center of industry and innovation is reflected in its museums and historic sites. The city’s friendly Midwestern vibe combined with cosmopolitan amenities makes it a compelling destination for travelers seeking culture, cuisine, and entertainment. Whether exploring the Magnificent Mile, catching a show in the Theater District, or enjoying a boat tour on the Chicago River, visitors find plenty to inspire and entertain.
Chicago Tours & Experiences
- Top Attractions: Highlights of Illinois
- Duration Range: Half-day or Full-day
- Group Size: Intimate Groups
- Difficulty Level: All Comfort Levels
- Recommended For: The best time to visit is late spring to early fall to enjoy pleasant weather. Pack layers as temperatures can vary. Chicagoans are friendly but direct; tipping 15-20% in restaurants is customary. Stay vigilant in crowded areas and avoid poorly lit neighborhoods at night. Credit cards are widely accepted, but having some cash is useful. Plan visits to popular sites in advance to avoid long lines.
Average Tour Price: $65
Lowest Price Tour: $45
Highest Price Tour: $220
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Important Tour Information
- Bring comfortable walking shoes and appropriate clothing
- Check tour cancellation and refund policies
- Arrive at the meeting point at least 15 minutes early
- Carry valid identification and tour booking confirmation
Top Attractions
1. Millennium Park – Famous for the Cloud Gate sculpture ("The Bean"), this park is a cultural hub with gardens, outdoor concerts, and art installations. 2. Willis Tower Skydeck – Offers breathtaking views from one of the tallest buildings in the Western Hemisphere, including the glass-floored Ledge experience. 3. Navy Pier – A lively waterfront area with rides, restaurants, shops, and seasonal events, perfect for family fun and lake views. 4. Art Institute of Chicago – One of the oldest and largest art museums in the U.S., housing an extensive collection from Impressionist to modern art. 5. Shedd Aquarium – A premier indoor aquarium featuring diverse aquatic life and interactive exhibits ideal for all ages.
Popular Activities
Visitors can enjoy architecture river cruises showcasing Chicago’s famous buildings, explore the extensive bike trails along Lake Michigan, attend live jazz and blues performances, and visit numerous museums and galleries. Outdoor enthusiasts can kayak on the Chicago River or stroll through Lincoln Park Zoo. Food tours offer a taste of the city’s culinary diversity. Seasonal festivals and sports events add to the vibrant activity calendar.
Frequently Asked Questions
Local Food & Cuisine
Chicago’s food scene is famous for its hearty deep-dish pizza and Italian beef sandwiches. The city also offers a rich variety of international cuisines reflecting its diverse population, including Polish, Mexican, and Chinese dishes. Must-try foods include Chicago-style hot dogs and Garrett Popcorn. Noteworthy restaurants include Alinea, known for innovative fine dining, and Lou Malnati’s for classic deep-dish pizza.
Getting Around
Chicago is accessible via O’Hare International Airport and Midway Airport, both well-connected globally. The city has an extensive public transit system operated by the CTA, including buses and the 'L' train network, which is convenient and affordable for getting around. Taxis and rideshares are widely available. Walking is practical in downtown areas. Costs vary, but a single CTA ride is economical, and multi-day passes are available for tourists.
Travel Tips
The best time to visit is late spring to early fall to enjoy pleasant weather. Pack layers as temperatures can vary. Chicagoans are friendly but direct; tipping 15-20% in restaurants is customary. Stay vigilant in crowded areas and avoid poorly lit neighborhoods at night. Credit cards are widely accepted, but having some cash is useful. Plan visits to popular sites in advance to avoid long lines.
Culture & Customs
Chicago’s culture is a blend of Midwestern friendliness and urban sophistication. Social interactions tend to be polite but straightforward. The city hosts major events like the Chicago Blues Festival and Taste of Chicago food festival. Sports are a big part of local culture, with passionate fans of baseball, basketball, and football. Respect for diversity and community pride are important local values.
About The Author
Calvin has loved travel and adventure since first visiting Los Angeles with a suitcase in 1992 at the age of 20. He ditched the suitcase and got a backpack pretty fast.
He hates leaving after any trip and has to console himself by writing and sharing articles on it. You can find and connect with him on linked in here.
Likes
Travel, Gaming, Scuba Diving, Skiing and anything to do with water.
Dislikes
Exact luggage sizing police and being tired in an airport and many more..