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Chicago Tours and Activities

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Here are your 305 search results for Tours, Attractions & Activities in Chicago, United States

Chicago Loop Secret Food Tour

Chicago Loop Secret Food Tour - Chicago, Illinois
Star Rating

Duration: 3 hours
Location: Chicago, Illinois

From USD
$61.77

Join this 3-hour tour of Chicago's food scene, and see what sets this friendly mid-western metropolis apart. On this 12 person maximum walking tour of the 'Chicago Loop', a local guide will share with you some hidden gems and great stories about the city ... More info ›

Join this 3-hour tour of Chicago's food scene, and see what sets this friendly mid-western metropolis apart. On this 12 person maximum walking tour of the 'Chicago Loop', a local guide will share with you some hidden gems and great stories about the city. Taste where the world-famous dipped Italian beef sandwich was invented, try some of the best deep dish Chicago pizza. Be shown how important the immigrants that built this town are to the food scene.

On our Secret Food Tours Chicago, you'll get a taste of the culinary influences by the immigrants who built this city.

  • We begin with one of Chicago's most iconic foods and one that sets us apart from New York: deep dish pizza. A marvel of both flavor and engineering it's built "upside down" because it takes 45 minutes to bake.
  • Next we head to one of the oldest bars in "The Loop." We will experience the culinary influence of the Polish & German immigrants.
  • We next head up to the Winter Garden, located in the Harold P. Washington Library. Here we begin a wide-ranging historical and architectural introduction to one of the most important U.S. cities.
  • Chicago's public works of art are from some of the most renowned artists of the 20th century: including, Miro, Picasso, Calder, and Chagall. We'll pass Alexander Calder's Flamingo, as we discuss Chicago's most famous mayor and the legacy of public art he left behind.
  • Next up, a sweet treat beloved by Chicagoans and visitors alike.
  • Next, Chicago's oldest Italian restaurant. We will have the traditional Italian Beef Sandwich. There are many ways to order a beef, but only one way for locals: sweet, hot, and dipped.
  • As our journey continues, we head into the extravagant lobby of one of the few "Historic Hotels of America."
  • Then we'll have desert (our secret dish) with a view.
  • Break out your cameras for the next leg of our journey through Millennium Park. We have several selfie-worthy stops, including the iconic reflective "Cloud Gate" sculpture, commonly known as 'The Bean.'
The Food:
  • Gooey deep dish Chicago pizza
  • Potato & Cheese Pirogies with a modern twist
  • Three chocolates from a famous Chicago chocolatier
  • A sweet and salty secret desert that marries food and art
  • The best Italian Beef sandwich in the city, hands down
Drinks:
  • Water
  • Ice tea

Less info

Chicago City Sights Helicopter Tour

Chicago City Sights Helicopter Tour - Chicago, Illinois
Star Rating

Duration: 15 minutes
Location: Chicago, Illinois

From USD
$149.00

Experience all of Chicago’s best sights from the air on this exciting helicopter tour! Aboard a state-of-the-art helicopter, you'll enjoy a magnificent view of Lake Michigan and fly past several top Chicago attractions like Willis Tower, Navy Pier, Millennium Park, the Shedd Aquarium and Lincoln Park. Your pilot will provide expert commentary about the sights you see and can answer any questions you have ... More info ›

Experience all of Chicago’s best sights from the air on this exciting helicopter tour! Aboard a state-of-the-art helicopter, you'll enjoy a magnificent view of Lake Michigan and fly past several top Chicago attractions like Willis Tower, Navy Pier, Millennium Park, the Shedd Aquarium and Lincoln Park. Your pilot will provide expert commentary about the sights you see and can answer any questions you have. Tour route is subject to change.

Meet at the Vertiport Chicago and board a state-of-the-art helicopter to begin your helicopter tour.

Admire wonderful views of Lake Michigan, with Navy Pier stretching across the water and picturesque Lincoln Park lining the shores. See iconic skyscrapers like Willis Tower (formerly Sears Tower), Trump Tower and the John Hancock Building, and soar past main Chicago sites like Soldier's Field, United Center, Grant Park, the Lincoln Park Zoo, the Shedd Aquarium and the Field Museum.

Marvel at the masterful beauty and architecture of Millennium Park, designed by world-renowned architect Frank Gehry -- a landmark that can only be truly appreciated by air.

With your two-way audio headset, your pilot will provide expert commentary about all the sights you see, and will be available to answer questions you have throughout your helicopter flight.

Plus, your helicopter is heated, making this tour great for any time of year!

Tour route is subject to change.

Less info

City Sightseeing Chicago Hop On Hop Off Tour

City Sightseeing Chicago Hop On Hop Off Tour - Chicago, Illinois
Star Rating

Duration: 1 to 3 days
Location: Chicago, Illinois

From USD
$37.00

Hop-on to a City Sightseeing Chicago bus tour and discover the many amazing, popular landmarks and attractions that are located here. With a 1, 2 or 3 day bus ticket, enjoy unlimited hop on hop off at any of the 12 tour stops along the route ... More info ›

Hop-on to a City Sightseeing Chicago bus tour and discover the many amazing, popular landmarks and attractions that are located here. With a 1, 2 or 3 day bus ticket, enjoy unlimited hop on hop off at any of the 12 tour stops along the route. If you're travelling between May - October, you will also enjoy free access to a Night Tour and the Wrigley Field/Lincoln Park Zoo Route for extra sightseeing! Hop-off at key sights, including Millennium Park, Michigan Avenue Bridge, Navy Pier, Skydeck and dozens more. You will also have access to a live tour commentary as you travel.

Hop-on to the bus and sit back and relax as you travel around the beautiful city of Chicago.

Hop-on at Millennium Park, considered to be the main square in the city, home to many unique sculptures and monuments. Hop-off at Michigan Avenue Bridge, one of Chicago's most famous landmarks, or continue along to the Alder Planetarium where you will discover an interesting insight into space and the solar system!

One of Chicago's most notable attractions, Navy Pier, is an unmissable spot - hop-off and enjoy countless bars, restaurants and shops, as you admire panoramic views of Lake Michigan! Enjoy more unforgettable views at the Skydeck - the perfect attraction for tourists in Chicago - venture to the top of the observation deck and enjoy stunning views of Chicago's impressive skyline. The Skydeck is also the tallest building in the Western Hemisphere - so it's well worth a visit to say the least!

If you're a lover of art, don't leave Chicago without visiting the Art Institute, one of the largest art galleries in the United States, or if you fancy a traditional American meal, hop-off at the famous Hard Rock Cafe to break up your sightseeing adventure! 

If you're visiting between May - October, you will also have access to a 135-minute Night Tour. Enjoy wonderful views from the open-top deck of Chicago's most memorable skyscrapers lit up beautifully of an evening. The Night Tour is not a hop-on hop-off service, and departs from Millennium Park at 19:00 daily. With your ticket, you will be able to embark on the Wrigley Field/Lincoln Park Zoo Route. Hop-off at popular tourist hotspots including Chicago History Museum, where you can get a deeper understanding into the heritage and culture of the city. For a fun and family-friendly day out, hop-off at Lincoln Park Zoo and enjoy exploring over 50 different species! 

Tour Stops: 

Downtown Route: 
1) Magnificent Mile/Pioneer Court 
2) Water Tower
3) 360 Chicago/875 N. Michigan 
4) Hard Rock/River North 
5) SkyDeck
6) Millenium Park
7) Art Institute
8) Hilton Chicago
9) Adler Planetarium 
10) Field Museum/Shedd Aquarium 
11) Sheraton Hotel
12) Navy Pier 

Wrigley Field / Lincoln Park Zoo Route:
1 360 Chicago / 875 N. Michigan
2 Chicago History Museum
3 Lincoln Park Zoo
4 Wrigley Field

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Chicago Segway Art and Architectural Tour

Chicago Segway Art and Architectural Tour - Chicago, Illinois
Star Rating

Duration: 2 hours
Location: Chicago, Illinois

From USD
$70.40

See Chicago’s landmark architecture, outdoor sculptures and famous skyline by Segway! This family-friendly guided tour is both an exciting and educational way to explore Chicago. Plus, you'll save your feet from a day of walking and instead, quickly glide along the lakefront soaking in views of the spectacular skyline while seeing some of the tallest buildings in the world.

Please arrive 15 minutes prior to the tour's scheduled departure time to check-in and fill out waivers ... More info ›

See Chicago’s landmark architecture, outdoor sculptures and famous skyline by Segway! This family-friendly guided tour is both an exciting and educational way to explore Chicago. Plus, you'll save your feet from a day of walking and instead, quickly glide along the lakefront soaking in views of the spectacular skyline while seeing some of the tallest buildings in the world.

Please arrive 15 minutes prior to the tour's scheduled departure time to check-in and fill out waivers. All guests will be fitted with helmets. The tour begins at the departure time with a video and comprehensive one-on-one training with the tour guide. Training ensures that even the most nervous guest feels comfortable for the duration of the tour.

Then you're off to glide through beautiful Grant Park where you will pass Buckingham Fountain, the Lincoln Statue, and the Museum Campus. Glide around Millennium Park, 24.5-acres featuring the work of world-renowned architects, planners, artists, and designers. Continue along Michigan Avenue home of the Chicago Water Tower, the Art Institute of Chicago, and the Magnificent Mile. You'll see structures that exemplify the Chicago "School of Design" by architects including Burnham, Sullivan, Wright, Helmut Jahn, Ludwig Mies van der Rohe, and Holabird. Along the way you'll also see the Bean, the Crown fountain, the BP Bridge, and Pritzker Pavilion Band Shell.

This 2-hour Segway tour is a fun and unique way to experience the the Windy City’s art and architectural sites.

Less info

Booking.com

Chicago River Ghosts and Gangsters Kayak Tour

Chicago River Ghosts and Gangsters Kayak Tour - Chicago, Illinois
Star Rating

Duration: 2 hours 30 minutes
Location: Chicago, Illinois

From USD
$65.00

Discover the ‘shadier’ side of Chicago during a late evening kayak tour that takes you to reportedly haunted sites along the Chicago River. As you paddle past landmarks built during the city's unprecedented 19th-century boom, you’ll learn about Chicago’s mob-filled past and the legacy left by gangsters such as Papa Johnny Torrio and his protégé, Al Capone ... More info ›

Discover the ‘shadier’ side of Chicago during a late evening kayak tour that takes you to reportedly haunted sites along the Chicago River. As you paddle past landmarks built during the city's unprecedented 19th-century boom, you’ll learn about Chicago’s mob-filled past and the legacy left by gangsters such as Papa Johnny Torrio and his protégé, Al Capone. Enjoy personalized attention on this small-group tour, limited to 8 to 10 people per each professional guide.

Cruise through downtown Chicago on an evening kayak tour. Make your way to the East Bank Club river walk in the River North neighborhood of Chicago, where you'll slip on a life vest and practice paddling techniques before hopping into a single or double kayak, depending on your skill level. After launching into the tranquil evening waters, follow your guide through the downtown segment of the Chicago River, which borders city skyscrapers like Willis Tower (formerly Sears Tower). As you paddle, listen to sordid stories about the Windy City, coined ‘hustler town’ by author Nelson Algren, who wrote Chicago: City on the Make. Discover how the railroad boom of the mid-1800s led to an explosive growth of business that gave birth to the city’s gritty side. Check out the river’s supposedly haunted spots, hear about Chicago's first crime lord, and learn how criminal empire gangsters like James 'Big Jim' Colosimo, Johnny 'Papa Johnny' Torrio, and Al Capone contributed to Chicago’s infamous violence and mayhem. Your tour ends when you return to the starting point.

Less info

Chicago Architecture Walking Tour: The Secrets of the Loop

Chicago Architecture Walking Tour: The Secrets of the Loop - Chicago, Illinois
Star Rating

Duration: 2 hours
Location: Chicago, Illinois

From USD
$30.00

One of the benefits of researching and creating architecture walking tours is all of the fascinating discoveries one makes along the way – the hidden details and untold stories that add wonderful bits of color and texture to the overall narrative of a city.

Strolling around the streets of a major city like Chicago, as long as you have an engaging, knowledgeable guide who knows about the little things, your experience of the city will be so much richer than if you were simply shown the “big” things. The details people walk by every day will amaze you, and you’ll feel like you’ve truly seen a hidden side of Chicago by the end of your walking tour.

We know the immense value of experiencing a city in this way, and has made an entire tour route from the “little things” – a truly unique collection of stories and details that will delight even the most Chicago-savvy tour participants.

The Loop is full of well-known architectural masterpieces, and is of course packed with history ... More info ›

One of the benefits of researching and creating architecture walking tours is all of the fascinating discoveries one makes along the way – the hidden details and untold stories that add wonderful bits of color and texture to the overall narrative of a city.

Strolling around the streets of a major city like Chicago, as long as you have an engaging, knowledgeable guide who knows about the little things, your experience of the city will be so much richer than if you were simply shown the “big” things. The details people walk by every day will amaze you, and you’ll feel like you’ve truly seen a hidden side of Chicago by the end of your walking tour.

We know the immense value of experiencing a city in this way, and has made an entire tour route from the “little things” – a truly unique collection of stories and details that will delight even the most Chicago-savvy tour participants.

The Loop is full of well-known architectural masterpieces, and is of course packed with history. But history isn’t just the big people, places, and events: it’s the little things – the unsung stories – that glue the big pieces of the puzzle together, and that make Chicago the fascinating town it is today. Let Inside us take you on a tour through history via the small details – and get the “inside scoop” about the Second City.

Less info