Top Chicago Luxury Tours

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

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  
US$99,00
From  
US$99,00
See Details

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Chicago dogs, deep-dish pizza, cupcakes and craft beer are all sampled on this half-day bike tour through the Windy City. 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  
US$77,99
From  
US$77,99
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SPECIAL OFFER

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
US$223,67
US$51,45 savings
From  
US$172,22
US$223,67US$51,45 savings
US$223,67
US$51,45 savings
From  
US$172,22
US$223,67US$51,45 savingsSee Details

2.5 HR Lakefront and Museum Campus Segway Tour

Experience Chicago like never before on this guided, 2-hour, small-group Segway tour. Visit Chicago’s ‘front yard,’ the beautiful lakefront and 57-acre Museum Campus. Glide along the fragrant floral paths and rose gardens of Grant Park to famous Buckingham Fountain. Then travel along the banks of Lake Michigan, past Monroe Harbor to the Museum Campus for a breathtaking view of the city’s iconic skyline. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toed shoes.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
US$74,12
From  
US$74,12
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NEW TO VIATOR

The Chicago Tour

This tour is an overview of some of Chicago's most fascinating neighborhoods, history, architecture, and foods. We will take you beyond the downtown loop to explore some of 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 Chicago Tour will help you see the city without worrying about the logistics or the effort of planning and will explore the Loop, Chinatown, Pilsen, and the West Loop. 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 see the city by going off the beaten path for a more authentic experience. Each tour will include all food and drinks (listed in itinerary below) and 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  
US$99,00
From  
US$99,00
See Details

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  
US$249,00
From  
US$249,00
See Details

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  
US$50,00
From  
US$50,00
See Details

NEW TO VIATOR

Chicago Fireworks Cruise

Step aboard a cruise on Lake Michigan to see Chicago's fireworks display from the best possible vantage point. Cruise past some of Chicago's finest architectural specimens as the sun sets, and feel free to purchase drinks from the cash bar. Watch the fireworks and the light show over Navy Pier to wind up your evening.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$49,28
From  
US$49,28
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NEW TO VIATOR

Chicago in a Day: Food, History and Architecture Combo Tour

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!Marvel at the stunning Chicago skyline and discover why Chicago’s architecture is among the best in the worldGet around The Loop like a local: at street level, underground, elevated rails or perhaps even on the waterEnjoy a couple of classic made-in-Chicago snacks like Chicago-style popcorn and homemade chocolateGet a taste for Chicago’s most famous food in one of the city’s most historic neighborhoodsDiscover why locals have so much passion for their Chicago-style classics
  • Duration: 5 hours
  • Free Cancellation
  • Duration: 5 hours
  • Free Cancellation
From  
US$99,00
From  
US$99,00
See Details

NEW TO VIATOR

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
From  
US$88,26
From  
US$88,26
See Details

NEW TO VIATOR

Millennium Park Photoshoot and Walking Tour

On this two-in-one tour, you won’t just discover Chicago’s highlight public park: you’ll also do so in the company of a professional photographer, who will capture portrait shots as you explore. Pick from multiple daily tour times, and meet your private guide at Millennium Park. You can look forward to seeing park highlights like Anish Kapoor’s "Cloud Gate" sculpture (better known as “The Bean”), Lurie Garden, Maggie Daley Park, Buckingham Fountain, and more. Following the tour, receive high-quality digital photos of your experience.
  • Duration: 1 to 2 hours
  • Free Cancellation
  • Duration: 1 to 2 hours
  • Free Cancellation
From  
US$150,00
From  
US$150,00
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NEW TO VIATOR

Chicago: Historical Food Tour of River North

Join us for the ultimate foodie adventure in Chicago’s historic River North area alongside a local guide who can show you the best spots for some of the city’s best loved dishes. From deep dish pizza to Chicago-style hot dogs, this tour will leave you filled with delicious local foods as well as some insider knowledge into the city’s culinary history and culture.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$59,00
From  
US$59,00
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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  
US$45,00
From  
US$45,00
See Details

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  
US$30,00
From  
US$30,00
See Details

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  
US$30,00
From  
US$30,00
See Details

NEW TO VIATOR

Chicago Riverwalk Self-Guided Audio Tour Guide for iPhone and Android

Welcome to Chicago’s scenic Riverwalk. It's an open, pedestrian waterfront on the south bank of the main branch of the River. Riverwalk has restaurants, park-seating, and boat rentals.---- It is a GPS enabled professionally-narrated driving tour! This app offers a fully-guided experience - just like a local giving you a personalized, turn-by-turn, fully-guided tour. ---- What do you get?App for iPhone and AndroidONE TIME PASSWORD will be sent on successful booking ----- How does it work?Use the app and drive hands-free like Google maps. On approaching an attraction, it’s photo pops up & its audio story starts. Just like having a local guide sitting with you!. No worries about a human guide’s accent, volume, exaggeration, and tips.---- Why this tour guide? Easy to use: Simply follow the GPS map & the routing line. Fully Automatic & Hands-FreeTour at your own pace:
  • Duration: 1 to 2 hours
  • Duration: 1 to 2 hours
From  
US$4,00
From  
US$4,00
See Details

NEW TO VIATOR

Chicago Millennium Park Self Guided Audio Tour Guide for iPhone and Android

Welcome to the Millennium Park home of the famous “Bean”! It is a GPS enabled professionally-narrated driving tour! This app offers a fully-guided experience - just like a local giving you a personalized, turn-by-turn, fully-guided tour. You’ll find the tour highly entertaining, thoroughly researched and prepared by local guides.---- What do you get?App for iPhone and AndroidONE TIME PASSWORD will be sent on successful booking ----- How does it work?Use the app and drive hands-free like Google maps. On approaching an attraction, it’s photo pops up & its audio story starts. Just like having a local guide sitting with you!. No worries about a human guide’s accent, volume, exaggeration, and tips. ---- Why this tour guide?Easy to use: Simply follow the GPS map & the routing line. Fully Automatic & Hands-Free Tour at your own pace:
  • Duration: 1 to 2 hours
  • Duration: 1 to 2 hours
From  
US$4,00
From  
US$4,00
See Details

NEW TO VIATOR

Chicago Private 15 Minute Helicopter Tour For Two

Get a bird’s eye view of Chicago’s famous architecture and historical landmarks on a Private Flight For 2 aboard our all new Enstrom 280FX. Vertiport Chicago VIP Helicopter Tours is pleased to offer the best view of Chicago on the city’s only Enstrom helicopters. The Enstrom 280FX is a two-passenger helicopter that features windows above, below and all around for virtually unobstructed sightseeing. Take in the unparalleled views of the city, while your pilot narrates fascinating facts about the history of Chicago’s famous landmarks. Our 12-15 minute flight will provide you with unmatched views of Chicago’s most famous sights, including: Willis (Sears) Tower, the Magnificent Mile, Millennium Park and more! Day or night tour options available at the same price – book now!
  • Duration: 15 minutes
  • Free Cancellation
  • Duration: 15 minutes
  • Free Cancellation
From  
US$520,00
From  
US$520,00
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Viator VIP: Chicago Helicopter Tour Plus 360 Chicago Observation Deck

Travelers who like to get to know a city by seeing it from above will love this tour. View Chicago’s long coastline from the seat of a helicopter, then take your time spotting each individual landmark from the observation deck at 360 Chicago. There will be opportunities to take lots of impressive photos. Choose between a daytime or nighttime tours, for unforgettable views at any time of day.
  • Duration: 1 to 3 hours
  • Free Cancellation
  • Duration: 1 to 3 hours
  • Free Cancellation
From  
US$169,99
From  
US$169,99
See Details

Chicago Helicopter Tour With Holiday Lights

Celebrate the holidays in Chicago with a special scenic helicopter ride that provides a dazzling perspective on the Windy City's top attractions. Depart from a heliport located downtown near the Loop and fly over illuminated landmarks such as Willis Tower (formerly Sears Tower), Navy Pier, Wrigley Field, Lincoln Park Zoo, and Lake Michigan while listening to commentary from your pilot about the history of Chicago. At the heliport, you can enjoy hot chocolate and seasonal treats, history exhibits, and an interactive flight simulator.
  • Duration: 15 minutes
  • Free Cancellation
  • Duration: 15 minutes
  • Free Cancellation
From  
US$178,00
From  
US$178,00
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2 HR Haunted Segway Tour

Glide through the city of Chicago by moonlight on this haunted Segway tour. Follow your costumed local guide for 2 hours as they show you the sites of some of the most gruesome murders and disasters in Chicago's colorful history. See Chicago's iconic landmarks lit up during the spookiest time of year and hear about the mysterious, haunted history of this storied city.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$56,68
From  
US$56,68
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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  
US$510,00
From  
US$510,00
See Details

2 HR Chicago Holiday Lights Segway Tour

Soak up the Windy City’s festive holiday feel and explore local landmarks with ease on this 2-hour Segway tour in Chicago. Hop onto your Segway and spin through Chicago’s Millennium Park to the Loop. With your guide, you'll watch skaters enjoying the ice rink, explore Michigan Avenue and admire festive displays at Macy's department store. See the German Christmas market stalls at Daley Plaza, where locals sip hot chocolate and munch 'bratwurst,' and enjoy the atmosphere beneath the city’s Christmas tree. Get the personalized feel of a small-group experience.
  • Duration: 120 to 135 minutes
  • Free Cancellation
  • Duration: 120 to 135 minutes
  • Free Cancellation
From  
US$70,40
From  
US$70,40
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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  
US$30,00
From  
US$30,00
See Details


Book online or call
(888) 651-9785
(888) 651-9785