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Top Chicago Luxury & Special Occasions

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Chicago Helicopter Tour

On a daytime helicopter tour over Chicago, enjoy views of the city's famed architecture and other sights from the air. You'll fly over Willis Tower (the old Sears Tower), Wrigley Field, Lincoln Park, and more while a pilot provides commentary about the city as you go.
  • Duration: 15 minutes
  • Free Cancellation
  • Duration: 15 minutes
  • Free Cancellation
From  
$99.00
From  
$99.00
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Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Chicago dogs, deep-dish pizza, cupcakes and craft beer are all sampled on this 4-hour bike tour through the windy city. You’ll cover about 13 miles (21 km), following an informative guide at a moderate pace through the Chicago neighborhoods of Wrigleyville, the Gold Coast, Old Town, Lakeview and Lincoln Park. Stop along the way at a popular downtown bakery, pizza shop, hot dog stand and two breweries for a taste of local flavors.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
$77.99
From  
$77.99
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Viator VIP: Architectural River Cruise and Chicago Helicopter Tour

Experience Chicago from the air and the water on this two-part tour that features a river cruise and a helicopter ride above the city. First, take a cruise down the Chicago River to learn about the architectural history of the town. Then, board a state-of-the-art helicopter and fly above the skyline. Both tours are fully narrated and you will see Navy Pier, Wrigley Field, Soldier Field, the John Hancock Center, Willis Tower, and more.
  • Duration: 15 to 90 minutes
  • Free Cancellation
  • Duration: 15 to 90 minutes
  • Free Cancellation
From  
$178.00
From  
$178.00
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NEW TO VIATOR

Chicago 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.
  • Duration: 120 to 150 minutes
  • Free Cancellation
  • Duration: 120 to 150 minutes
  • Free Cancellation
From  
$39.00
From  
$39.00
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2.5-Hour Cupcake Tour Of Chicago

Visit the best dessert boutiques along the Magnificent Mile in Chicago on a 2.5-hour cupcake tour led by a guide. Skip-the-line access and all cupcakes are included as you visit up to five bakeries. You'll also see landmarks like the Wrigley Building, Water Tower Place, John Hancock Center, and the Chicago River, and hear commentary about Chicago from your guide.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
$50.00
From  
$50.00
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NEW TO VIATOR

Chicago City Skydeck Experience - Out On The Awesome Ledge!

Willis Tower can be seen from around the Windy City and is a highlight of most sightseeing tours and Chicago River cruises. For a unique Chicago dining experience, book lunch or dinner at Willis Tower, where you can enjoy a Chicago speciality, deep-dish pizza on either the 99th floor or on the Skydeck. Book as an Early riser with us and enjoy an early-access breakfast experience before the Skydeck opens to the public.
  • Duration: 1 to 2 hours
  • Free Cancellation
  • Duration: 1 to 2 hours
  • Free Cancellation
From  
$32.00
From  
$32.00
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Chicago Loop Walking Tour

Step into the heart of Chicago with this 2-hour walking tour of the Loop. You’ll meet your local guide at the Chicago Cultural Center and make your way through the city’s downtown. Stop to check out the elevated “L” train, buildings by Burnham and Sullivan, busy commercial centers and lesser-known quiet corners of this vibrant area. You’ll come away with a deeper sense of Chicago’s rich history and architecture.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$30.00
From  
$30.00
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30 Minute Chicago Helicopter Tour With Fireworks Show

Get a front row seat to Chicago’s fireworks display during a 25 to 30-minute helicopter ride above the Windy City.  The nighttime tour takes you over Navy Pier, the Loop, and North Side. Listen to in-flight commentary through a provided headset, which also mutes outside noise. Then, fly to Navy Pier and photograph the stunning fireworks from above before returning to the Earth.
  • Duration: 25 to 30 minutes
  • Free Cancellation
  • Duration: 25 to 30 minutes
  • Free Cancellation
From  
$249.00
From  
$249.00
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Chicago Architecture Walking Tour: Dazzling Interiors of the Loop

See the overlooked highlights of Chicago’s Loop district with a 2-hour walking tour that takes in the best of the bustling, vibrant neighborhood’s inside spaces. Get behind the façades to explore stunningly designed interiors as you follow a specially-designed route with an experienced guide. Learn about the city’s architecture, art and history while visitng a side of Chicago that’s beyond the tourist trail, and experience the Windy City with a local perspective.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$30.00
From  
$30.00
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Alleys of Chicago North Loop Photo Tour

You may never have thought of the back alleys of Chicago’s North Loop as particularly photogenic. This small group tour will change your perceptions by helping you find the overlooked interesting shots and scenes that make for unforgettable photographs. You don’t have to have a fancy camera to participate, just a mind that’s open to the art in unexpected places.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
$48.00
From  
$48.00
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Alleys of Chicago South Loop Photo Tour

Explore hidden gems of Chicago through the lens of a camera on a photo tour of the alleyways of the South Loop. With a photographer guide, you'll see a different side of the city and find opportunities for upshots and detail photos. Discover the different appearances and atmospheres of the alleys, from graffiti to architecture to urban events. Note, you must bring your own camera.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
$48.00
From  
$48.00
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NEW TO VIATOR

Chicago Fireworks Cruise

Enjoy your favorite drink while gazing Chicago’s magnificent architecture and finish your cruise with fabulous light show, at Navy Pier. Enjoy drink specials on board such as $7 Beer, $9 Wine, $10 Mixed Drinks. You can also purchase the optional Bar Package at the Ticket Office upon arrival for $22.
  • Duration: 2 hours
  • Duration: 2 hours
From  
$49.28
From  
$49.28
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SPECIAL OFFER

Odyssey Chicago River Architectural Lunch Cruise

Come aboard the Odyssey Chicago River for a delicious, freshly prepared meal while taking in the best views of Chicago's infamous architecture. Sit back, relax, and enjoy your lunch while our guide narrates the scenery along the way. We’ll show you unmatched views of Chicago's world-renowned architectural feats from Marina City and the Merchandise Mart to the Lyric Opera of Chicago, Willis Tower and so much more as you dine and dance the day away. * First CourseCaesar Salad* EntreesJumbo Forest Mushroom RavioliMaple & Mustard Glazed Chicken BreastOven Baked Fresh Atlantic Salmon FiletBraised Beef Short Rib* DessertEli’s New York Style CheesecakeDuo of SorbetFreshly Cut Fruit & Strawberries
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
$88.26
$13.24 savings
From  
$75.02
$88.26$13.24 savings
$88.26
$13.24 savings
From  
$75.02
$88.26$13.24 savingsSee Details

NEW TO VIATOR

Millennium Park Walking Tour and Photoshoot

Rather than taking selfie's everywhere you go, or trusting a stranger to take a picture for you, let us be your personal paparazzi. You will be escorted by a local professional photographer who will guide you through the pre-planned route, and will take pictures of your experience so you can return home with photos you will be proud to share with your family and friends.
  • Duration: 1 to 2 hours
  • Free Cancellation
  • Duration: 1 to 2 hours
  • Free Cancellation
From  
$150.00
From  
$150.00
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NEW TO VIATOR

The Original Surf & Turf Tour: A Combination Boat AND Walking Tour!

Our super unique combination of "must see" Chicago sites in one tour — Chicago by boat, by train, and on foot! On this brand new tour route that has been a long-time wish of company founder and award-winning tour guide, Hillary, you will be able to experience Chicago in the best ways possible: by boat on the Chicago River, by “L” from one of Chicago’s fascinating Chinatown neighborhood, and on foot through the center of the city. Inside Chicago Walking Tours calls these new tours “Surf & Turf” tours because you don’t have to worry about choosing a boat tour OR a walking tour: we’re finally giving you both in ONE tour! Come on our newest, most exciting, and most unique tour yet! Let Inside Chicago Walking Tours put their expertise and know-how about the best ways to experience Chicago to use for you, and join us in exploring the best parts of Chicago by boat, by train, and on foot! No need to purchase extra tickets for the boat and train — they’re provided in your ticket price!
  • Duration: 120 to 150 minutes
  • Free Cancellation
  • Duration: 120 to 150 minutes
  • Free Cancellation
From  
$45.00
From  
$45.00
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NEW TO VIATOR

The Entrepreneurs of Chicago

Learn about the entrepreneurs who built Chicago on this walking tour. We'll see the locations around the Loop where these titans of industry made their mark, turning what was once a small military outpost into one of the most innovative cities of the century. Focusing on the entrepreneurs during the time between Chicago becoming a city (1833) to the World's Fair (1893), you'll hear some names you recognize, and possibly some you don't. During this 90 minute tour, you'll get to know several of Chicago's greatest entrepreneurs:What were their backgrounds? What were their struggles? What strategies did they use to beat the competition? How did they build their empires? And what advice would they give?Get ready to walk ~2.5 miles of Chicago's downtown streets where you will see exactly where these 19th-century industrialists built their fortunes.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
$30.00
From  
$30.00
See Details

NEW TO VIATOR

Niagara Falls, NYC, Philadelphia, D.C., Pittsburgh & Cleveland Tour From Chicago

Join a 6-day guided tour of the top attractions of New York, Philadelphia, D.C., Pittsburgh and Cleveland from Detroit, Toledo and Chicago. Also see the world famous beauty, the Niagara Falls!☆ Explore the magnificent Niagara Falls and take the "Maid of the Mist" cruise boat☆ Visit top attractions at D.C - Capitol Hill, White House, Lincoln Memorial and more.☆ Experience the most popular city New York - A City that Never Sleeps☆ Exclusively visit the Mysterious State Park - Watkins Glen State Park.☆ Board on North America's tallest building - One World Trade Center.☆ Take Philadelphia open-top double-decker bus to learn about the birthplace of more than 30 East American historical cradles.☆ Visit the inside of US Capitol
  • Duration: 6 days
  • Duration: 6 days
From  
$510.00
From  
$510.00
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Create Your Own Architecture Tour: An Exciting, Improvised Tour Experience

See Chicago exactly how you want to on a private, customizable tour of the city. Tell your guide, Hilary, about your group's interests, and she will curate the perfect 2-hour walking tour to match your tastes. Walk about 1.5 miles (2.4Km) through Chicago’s famous streets stopping to admire   the public art, architecture, history, and culture the city is known and loved for. Create and enjoy your ideal tour with every detail tailored just for  your group.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$30.00
From  
$30.00
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NEW TO VIATOR

The Chicago Tour

This tour is an overview of some of Chicago's most fascinating neighborhoods, history, and foods. We will take you beyond the downtown loop to explore the great neighborhoods that make up this amazing and diverse city. Did you know that Chicago is home to 77 distinct neighborhoods? Each one has their own personality and vibe that make it worth exploring. The best part of it is that they are all accessible by public transportation. 606 Tours will help you see the city without worrying about the logistics or the effort of planning. You just show up and let us guide you around the Chicago! Be prepared to walk a lot as we will explore by foot and use the city public transportation to connect us to each neighborhood. Together we will explore the rich history, beautiful landmarks and city parks, the culinary delights, and much more! Each tour will include an unlimited public transit day pass. So, after the tour wraps up, you have the ability to go back and explore more of the city!
  • Duration: 4 hours
  • Duration: 4 hours
From  
$99.00
From  
$99.00
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Book online or call
(888) 651-9785
(888) 651-9785