Chicago Tours, Tickets & Excursions
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Chicago Architecture River Cruise
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
90-Minute Chicago River Architecture Tour
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
Chicago Lake and River Architecture Tour
Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
Chicago Sunset Cruise
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
Lake Michigan Skyline Cruise in Chicago
Take in iconic views of the beautiful Chicago skyline and its many landmarks during this Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
Gangsters and Ghosts Tour in Chicago
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
Big Bus Chicago Hop-On Hop-Off Tour
Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while audio commentary onboard gives you insight into the city's colorful history.
Chicago Signature Dinner Cruise on Lake Michigan
Make your evening in Chicago one to remember with this luxury sunset cruise featuring dinner, sightseeing and dancing along the shores of Lake Michigan. Feast your eyes on incredible views of iconic Windy City sights like Navy Pier, the Willis (Sears) Tower, Buckingham Fountain and Soldier Field, then fill your belly with a bountiful all-you-can-eat buffet. Continue the celebration with a live DJ who will mix up a selection of dance favorites.
Chicago Crime and Mob Bus Tour
Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium and Skydeck Chicago plus your choice of admission to 3 of the following attractions: Field Museum, Art Institute of Chicago, Museum of Science and Industry, 360 CHICAGO Observation Deck, Adler Planetarium, or Shoreline Sightseeing Architecture River Tour. Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers. Attractions may be required to verify proof of full COVID-19 vaccination (14 days past final vaccine dose) before allowing entry. Please review attraction requirements before visiting Chicago.
Chicago Favorites Ultimate Food & Walking Tour
Stroll through downtown Chicago on this walking food tour. Visit Millennium Park, the Palmer House Hotel and other city landmarks. Taste quintessential Chicago foods such as deep-dish pizza, hot dogs, plus chocolates and pastry. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels.
Private 45-Minute Chicago Skyline Helicopter Tour
Take in sweeping views of Chicago from the air during a scenic helicopter flight that offers a premier experience of the Windy City. This private 45-minute flight provides an aerial look at landmarks such as Millennium Park, Navy Park, and Wrigley Field. Ideal for a special occasion, this helicopter tour accommodates up to three people and includes the use of noise-cancelling headsets to hear the pilot clearly.
Chicago Premier Dinner Cruise on Lake Michigan
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
Skydeck Chicago Admission Ticket
Visit the Skydeck, located on the 103rd floor of the Willis Tower (formerly the Sears Tower) with this pre-paid admission ticket. From the highest point in the city, look out on Chicago's skyline for panoramic views of the sprawling Windy City. Peruse the interactive displays and exhibits showcasing Chicago's history, which are geared toward curious learners of all ages. Then walk out on to the Ledge, a glass balcony that allows views of Navy Pier and Wrigley Field from one of the world's tallest buildings, standing 1,353 feet (412.4 meters) tall.
Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship
Escape the bustle of the city on a sailboat tour through Lake Michigan with a convenient departure from Navy Pier. The cruise offers plenty of frame–worthy photo opportunities, including sweeping views of the Chicago skyline rarely seen by visitors. As a popular choice for both locals and visitors, your experience is guaranteed to be family–friendly and tailored to your needs. Select from Pirates and Maritime Stories Sail at 1pm, Skyline/Architectural Theme at 3pm and 5pm, and Skyline Sunset Sail at 7pm. This sail is approximately 75 minutes. The ship leaves promptly at the scheduled time, please allow for time to park, off the pier if necessary.
Premier Chicago River Dinner Cruise
Cruise down the Chicago River in style during this 3-hour dinner cruise aboard the Odyssey. Watch the beautiful city and its architecture pass by through the ship’s panoramic windows. Then sit down to delicious 3-course meal accompanied by DJ entertainment to set the mood for your journey. A full-service bar complete with microbrews, creative cocktails, and a wine list is also available for purchase.
Chicago Lunch Cruise on Lake Michigan
Perfect for families, groups, and corporate outings, the Spirit of Chicago lunch cruise lets you kick back and enjoy a great meal while taking in the sights of Chicago's most famed landmarks. 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.
Chicago in a Day: Food, History and Architecture Walking Tour
An excellent choice for first-time visitors, this tour provides a comprehensive overview of the city and hits on both classic attractions and little-known sites. Beginning at the Chicago Theatre, work your way to the Chicago Pedway, an elaborate network of underground tunnels used by locals and commuters. Stroll the Chicago Riverwalk and the Magnificent Mile, then embark on a food tour to taste some of the city’s famous foods.
30 Minute Lake Michigan Speedboat Ride
Zoom along the shoreline of Lake Michigan, zipping past famous landmarks as you go, during this exhilarating speedboat ride in Chicago. Climb aboard your 2,000-horsepower speed boat at Navy Pier, then hang on for the ride of a lifetime, as you zip past famous attractions like the Willis Tower, Grant Park, and Buckingham Fountain, pausing to learn a little about the history and architecture of the Windy City along the way.
Chicago Architecture Boat Tour
Chicago is famous for its architecture, and the best way to see it is on a cruise down the Chicago River. Glide by historic and modern marvels like the Civic Opera House, Wrigley Building, and Willis Tower from the comfort of an open-deck boat. Live narration reveals each building’s fascinating history, so you'll learn more than you would just observing on your own.
Chicago Lake Michigan Fireworks Cruise
Step on board a cruise boat bound for the waters of Lake Michigan, enjoying the sunset from the boat deck. Step up to the cash bar for drinks and snacks and find a place on board for a view of the epic fireworks display. A boat on the lake is the best place for catching the full fireworks spectacle and making great photos and videos.
Chicago Food Tasting Tour with Secret Food Tours
Explore Chicago's buzzing food scene in a small group on this 3-hour walking tour. Stroll around the 'Chicago Loop', stopping at hidden gems and hearing tales of the city from your local guide,. learning how how important the immigrants that built this town are to the food scene. Taste classic Chicago foods, from deep-dish pizza to the world-famous dipped Italian beef sandwiches. At the end, you'll enjoy a delicious Secret Dish, that will be revealed only on the day of the tour.
Best of Chicago Small Group Tour with Skydeck + Shoreline Cruise
Have only a short stay planned in the Windy City? See the best of Chicago in just half a day on this small-group tour. Following hotel pickup, travel in an air-conditioned vehicle to Skydeck Chicago at the Willis Tower for spectacular city panoramas. Next, head to Millennium Park, go on an architecture river cruise, discover Buckingham Fountain, and more.
Chicago River Tiki Bar Cruise from Chicago Riverwalk
Chicago is well known for its architecture and many visitors admire the buildings on a cruise along the Chicago River. Take your river cruise to the next level aboard a floating tiki bar that allows you to take in all the sights with a drink in hand. Your captain also enhances the atmosphere with island tunes as you enjoy your leisurely sail.
What people are saying about Chicago Tours
Chicago Architecture River Cruise"Simply stunning, amazing views and very interesting information to better understand Chicago history. The girl who was the tour guide was really good."..."
90-Minute Chicago River Architecture Tour"The dosier was excellent! Ship was clean and bathrooms were good. Ran right on time for departure and return."..."
Chicago Lake and River Architecture Tour"The guide was great and knew a lot about the architecture of the city, as well as being quite funny. Great views and scenery"..."
Chicago Sunset Cruise"Our host did a wonderful job explaining the history of Chicago and was super friendly! She was fantastic!"..."
Lake Michigan Skyline Cruise in Chicago"Absolutely beautiful watching all the beauty of Chicago and definitely trying again next time soon must recommend this !"..."
Gangsters and Ghosts Tour in Chicago"Allan was a very good tour guide! He was very passionate about the whole thing and really made it interesting!"..."
Big Bus Chicago Hop-On Hop-Off Tour"Circling the city especially the water. The views were spectacular and the narration was funny and informative and up to date."..."
Chicago Signature Dinner Cruise on Lake Michigan"The food was excellent- we loved the salmon and beef especially. The service was super efficient and the people were so kind- the manager came to each table individually to make sure everyone was having a great experience. Finally, the DJ was awesome and played music the people wanted to dance to! Vibes and views on the ship were like no other."..."
Chicago Crime and Mob Bus Tour"Leah was very friendly & did a great job. She was very knowledgeable. I found it interesting. It combines her giving us information, video clips, & got off the bus to view a few places."..."
Chicago CityPASS"Being able to walk on to the Architecture shoreline river cruise without even needing a reservation. So unexpected!! Now off to the skydeck. Purchasing this pass was the best investment when siteseeing"..."
Chicago Favorites Ultimate Food & Walking Tour"Great walking tour! It’s very educational and good choice of food. My favorite was the Chicago style hotdog. Hannah was an awesome guide, full of energy and very knowledgeable. I highly recommend this tour!"..."
Private 45-Minute Chicago Skyline Helicopter Tour"Downtown Chicago is beautiful. Steve was very nice and help took photos of us. Would love to take another flight with him"..."
Chicago Premier Dinner Cruise on Lake Michigan"Our server Anthony was very helpful and polite, always made sure we had everything we needed. Great experience"..."
Skydeck Chicago Admission Ticket"My son loves skyscrapers. Seeing him happy was the best part. Making me write more before submitting is the worst part."..."
Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship"Great relaxing trip, even in a light mist. The crew was super friendly and I really enjoyed steering the ship. Would definitely recommend this to my friends and family."..."
Premier Chicago River Dinner Cruise"Everything was great, I really enjoyed myself! What a great way to bring my 40th birthday. I will most definitely recommend you guys."..."
Chicago Lunch Cruise on Lake Michigan"A great experience my wife birthday a good DJ and the waitress alexis and annettia bartender. I'm going again on my birthday july 5 2023. Keep up the good work . 👌"..."
Chicago in a Day: Food, History and Architecture Walking Tour"Loved it! Dash was very informative and helpful with questions and suggestions to do within the City!"..."
30 Minute Lake Michigan Speedboat Ride"My family and I enjoyed ourselves. The guide was awesome. She deserves a raise. I would definitely recommend this experience to everyone."..."
Chicago Architecture Boat Tour"Excellent tour guide, we learned so much about the city .. highly recommend if you are going to Chicago!"..."
Chicago Lake Michigan Fireworks Cruise"The fireworks and the guided tour. I didn’t expect so much incredible information. Absolutely a great time to be had by all ages"..."
Chicago Food Tasting Tour with Secret Food Tours"Great guide very knowledgeable and the history came to life. The food was yummy too. Loved tasting a real deep dish pizza"..."
Best of Chicago Small Group Tour with Skydeck + Shoreline Cruise"Danny was a great tour guide. He was very knowledgeable of the history of the sites. Danny's friendly personality made the tour great."..."
Chicago River Tiki Bar Cruise from Chicago Riverwalk"It was a very enjoyable experience. It was a good value for the money. I would recommend it to friends."..."
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Frequently Asked Questions
The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What are the best tours in Chicago?
The best tours in Chicago according to Viator travelers are:
What tours in Chicago are 1 hour or less?
What tours in Chicago are taking additional safety precautions?
These Chicago experiences are providing additional COVID-19 safety measures:
What tours in Chicago are good for avoiding crowds?
These hidden gems in Chicago may have limited interaction with crowds:
- Adler Planetarium Tours & Tickets
- Chicago Pedway Tours & Tickets
- 360 Chicago Observation Deck (Formerly John Hancock Observatory) Tours & Tickets
- Chicago Picasso (The Picasso) Tours & Tickets
- Driehaus Museum Tours & Tickets
- Wrigleyville Tours & Tickets
- Hyde Park Tours & Tickets
- Tribune Tower Tours & Tickets
- Art Institute of Chicago Tours & Tickets
- Hard Rock Cafe Chicago Tours & Tickets
- Pizzeria Uno Tours & Tickets
- Frederick C. Robie House Tours & Tickets
- Medieval Times Chicago Tours & Tickets
- Chicago History Museum Tours & Tickets
- Museum of Science and Industry Tours & Tickets
- Chicago Chinatown Tours & Tickets
- Lookingglass Theatre Company Tours & Tickets
- Water Tower Place Tours & Tickets
- Second City Tours & Tickets
- Wrigley Field Tours & Tickets
- Skydeck Chicago at Willis Tower (Sears Tower) Tours & Tickets
- Chicago River Tours & Tickets
- Lincoln Park & Zoo Tours & Tickets
- Millennium Park Tours & Tickets
- Field Museum Tours & Tickets
- Shedd Aquarium Tours & Tickets
- Lake Michigan Tours & Tickets
- Chicago-Lakefront-Trail Tours & Tickets
- Prairie-Avenue-Historic-District Tours & Tickets
- Chicago-Childrens-Museum Tours & Tickets
- Robie-House Tours & Tickets
- Chicago-History-Museum Tours & Tickets
- Tribune-Tower Tours & Tickets
- Chicago-Board-of-Trade-Building Tours & Tickets
- Harold-Washington-Library Tours & Tickets
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- Eiffel Tower
- Hoover Dam
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- Road to Hana (Hana Highway)
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- St. Mark's Basilica (Basilica di San Marco)
- Molokini Crater
- Uffizi Galleries (Gallerie degli Uffizi)
- Na Pali Coast
- Blue Lagoon
- Tower of London
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- Great Barrier Reef
- Ellis Island
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- Metropolitan Museum of Art (The Met) Tours and Tickets