Willis Tower
Tours

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Our most recommended Willis Tower Tours

Chicago River: 1.5-Hour Guided Architecture Cruise

1. Chicago River: 1.5-Hour Guided Architecture Cruise

Experience more of Chicago by boat than on any other architectural cruise. See architectural highlights and enjoy an open-air deck or climate-controlled interior as you travel the main River and its north and south branches. View all of Chicago's architectural highlights during this comprehensive sightseeing tour. Be entertained by the expert and friendly tour guides as they explain the 130 year-long history behind the skyline, while bartenders and staff keep you comfortable with refreshments.  Choose between the fresh air of the open-air decks or enjoy the comfort of the climate-controlled interiors during your cruise. The tour starts at the Michigan Avenue (DuSable) bridge and goes up the main branch of the Chicago River past Wolf Point. It then cruises along the north and south branches of the river, before heading back past the Chicago Riverwalk towards Lake Michigan. On the way, learn about ornate, historic early skyscrapers like the Wrigley Building and the Tribune Tower, the imposing art deco Merchandise Mart, mid-century skyscrapers like the Mies Van der Rohe AMA Building. Don't miss the circular Marina City Towers, the majestic Willis Tower (formerly the Sears Tower and the tallest building in Chicago) the soaring AON Center, and more modernist structures like Aqua, Trump Tower, Nuveen, and the new Vista Tower. During your cruise, have the opportunity to enjoy a full-service cash bar featuring authentic Chicago products, including local beer and spirits, and Garrett’s Popcorn. Don’t forget to take a selfie at the Grand Staircase at the front of the boat or pose for photos at the picturesque stern or bow of this classic vessel.

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Chicago River: 45-Minute Family-Friendly Architecture Cruise

2. Chicago River: 45-Minute Family-Friendly Architecture Cruise

Admire Chicago’s impressive architecture from a unique perspective aboard a 45-minute cruise sailing down the Chicago River, which features a full-service cash bar and live commentary tailored to entertain the whole family. Experience the best of the Chicago River from Lakeshore Drive to the Willis Tower, navigating along the South branch of the river, before heading back past the Chicago Riverwalk towards Lake Shore Drive and Lake Michigan. Be entertained by the fun and experienced tour guides as they explain the history behind Chicago’s buildings along the river and the exceptional architects who created this ever-changing skyline. Enjoy the most relaxing way to sightsee in Chicago- a perfect way to explore the city free of traffic noise and congestion. Make sure to visit the full-service cash bar featuring authentic Chicago products, including local beer and spirits. Explore the open-air decks that allow you to feel the cooling river breeze and see the city from many vantage points that provide perfect photo opportunities.

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Chicago River Architecture Cruise: Skip-the-Ticket-Office

3. Chicago River Architecture Cruise: Skip-the-Ticket-Office

Skip the lines at the ticket office and climb aboard a state-of-the-art cruise for a 60- or 75-minute cruise of all 3 branches of the Chicago River, and marvel at the architecture that has made the city so legendary. Get an insight into the buildings and engineering of a city that gave birth to the skyscraper and is the spiritual home of modern American architecture. Your expert guide will lead you down the Chicago River to uncover hidden gems, as well the city’s most renowned landmarks, such as the John Hancock building, Trump Tower, Marina City, Willis Tower, and more. Relax with a glass of something cold from the cash bar, as you cruise the Windy City’s waterway, and learn its status as a modern metropolis and one of the world’s most beautiful cities. End your tour in the same place where you boarded the boat.

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Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

4. Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

Cruise for 2 or 3 hours on Lake Michigan and see the sights of Chicago from a luxury boat, The Odyssey. Board the boat at Navy Pier and enjoy a personal greeting. Smile for the ship's photographer to capture the memory, then embark on an elegant dining cruise along the Chicago shoreline. After being seated at your private table, tuck into your gourmet brunch buffet or 3-course lunch or dinner consisting of creative meals prepared fresh daily by the on-board executive chef. After your meal, dance to the live music or relax on any of the 3 climate-controlled decks as you watch the skyscrapers of Chicago's distinctive skyline glide by. SAMPLE LUNCH AND DINNER MENU Starters (choice of one): Caesar Salad Lobster Bisque (dinner only) Jumbo Shrimp Cocktail (dinner only, available for additional price) Seafood Tower (dinner only, available for additional price) 2.5oz 1/2 Lobster Tail (dinner only, available for additional price) Main Course (choice of one): Jumbo Forest Mushroom Ravioli Oven-Baked Atlantic Salmon Filet Oven Roasted Frenched Chicken Breast with Rosemary and Thyme Braised Beef Short Rib Pan-Seared Fresh Pacific Cod (dinner only) 8 oz USDA Choice Filet Mignon (dinner only, available for additional price) 18 oz USDA Prime Striploin (dinner only, available for additional price) Two 5 oz Broiled Maine Lobster Tails (dinner only, available for additional price) Choice of Dessert:(choice of one): Eli's New York Style Cheesecake Duo of Sorbet Freshly Cut Fruit and Fresh Strawberries Triple Chocolate Mud Pie (dinner only) Odyssey Signature Warm Butter Cake (dinner only) French Macarons (dinner only, available for additional price) Champagne Chocolate Truffles (dinner only, available for additional price) SAMPLE BRUNCH BUFFET MENU Early Risers: Seasonal Fruit Breakfast Pastries Scottish Smoked Salmon Scrambled Eggs Breakfast Meats Breakfast Potatoes Build Your Own Belgian Waffle Station Late Risers: Caesar Salad Shrimp and Farfalle Pasta Salad Potato Salad Roasted Cedar Plank Oregano Salmon Maple & Mustard Glazed Chicken Hand Carved Strip Loin, USDA Choice Desserts: Odyssey Signature Dessert Station Chocolate Fondue Menu items are subject to change.

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Chicago: Food, Architecture and History Tour

5. Chicago: Food, Architecture and History Tour

Start your tour under the dazzling marquee of the Chicago Theater (which you might recognize from the movie-musical Chicago). Your first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core. Then head towards the Chicago Pedway, a uniquely Chicago feature used by locals and commuters daily. Afterward, head back above-ground near City Hall and head inside to see the classic interior design and architecture. Next, enjoy a sweet treat, and local tradition: Chicago-style popcorn. Weather permitting, take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Willis Tower. From there, make your way to another delicious destination where you can sample locally made chocolate from a Chicago staple. Next, take a stroll through the beautiful lakefront parks along Michigan Avenue. End up in the picturesque Millennium Park, home to the iconic Bean sculpture. By then, you’ll hopefully have built up an appetite because it’s time to begin your ultimate food experience.  Travel with your guide up to the River North neighborhood, the original Chicago foodie destination. Start your food tour with a well-known Chicago fare: the Chicago-style hot dog. Every Chicagoan has their own preference as to how the dog should be made, and you’ll get a chance to try your guides’ favorite version. Next up is the world-famous Chicago deep-dish pizza, the staple of the Chicago food scene. Visit a pizza place that’s an icon to Chicago natives to try the real deal for yourself. After you’ve filled up on pizza and hot dogs, take a stroll through two more establishments, each one essential to Chicago’s food culture. Then continue your tasting journey with a classic Chicago sandwich: Italian beef.  Sample this sandwich in a real Chicago institution. Your tour ends here, and your guide will be happy to direct you back to your accommodation or share tips for what else to see and do in the city.

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Chicago: Guided City Highlights Tour with Entry Tickets

6. Chicago: Guided City Highlights Tour with Entry Tickets

The day begins with pickup from your downtown Chicago hotel and heads to one of the city’s most iconic landmarks, the Chicago Bean. Learn about this iconic artwork as well as its artist, Anish Kapoor. Next, admire Chicago’s impressive skyline aboard the Shoreline Architecture Cruise. Listen to the onboard narration as you admire over 40 of the city’s landmarks.  Afterwards, head to the tallest building in the Western Hemisphere, Skydeck Chicago. Take the elevator up to the 103rd floor and soak up 360-degree views. There’s also time to walk out onto The Ledge, a special glass balcony which provides a once in a lifetime experience. Stop at the 360 Chicago Observation Deck next for yet more panoramic views of the city. Then have fun on the TILT Experience, a must-do when visiting Chicago. Later, enjoy a narrated drive through the city and pass by famous sights including the Aqua Tower, Buckingham Fountain, and more. Finally, visit the Adler view point for one last view of the city then enjoy drop-off back to your hotel.

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Chicago: History, Culture and Architecture Walking Tour

7. Chicago: History, Culture and Architecture Walking Tour

Start your tour under the dazzling marquee of the Chicago Theater (which you might recognize from the movie-musical Chicago) before heading off into the bustling city. Your first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core. Then head towards the Chicago Pedway, a uniquely Chicago feature used by locals and commuters daily to move about the city in a network of underground tunnels. Afterward, head back above-ground near City Hall and head inside to see the classic interior design and architecture. Next, enjoy a sweet treat, and local tradition: Chicago-style popcorn. Weather permitting, take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Willis Tower. From there, make your way to another delicious destination. Along the way, enjoy views of the world-famous Wrigley Building and the incredible Chicago Tribune building, the heart of Chicago’s thriving and historic journalism industry. Your second tasty confection is locally made chocolate from a Chicago staple. Finally, take a stroll through the beautiful lakefront parks along Michigan Avenue. Round up your tour in the picturesque Millennium Park, home to the iconic Bean sculpture. Here, your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or drink recommendations.

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Chicago: Must See Chicago 90 minute Walking Tour

8. Chicago: Must See Chicago 90 minute Walking Tour

Starting at the Chicago Architecture Center (CAC), this tour gives you an overview of many of the must see buildings and landmarks in the City of Chicago. Led by an expert guide who has been rigorously trained by the CAC to be equal parts storyteller and educator, you will get a fantastic introduction to the city’s wide variety of architectural styles, construction methods, and materials. There is so much to see downtown, and this tour makes it easy and fun to learn about some of the buildings that make Chicago’s architecture world-class. There are lots of photo opportunities along the way, so be sure to bring your camera! The tour covers three of the main focal points of Downtown Chicago – the Chicago Loop, the heart of historic Chicago; the Chicago River, the lifeblood of the city; and Millennium Park, where the iconic “The Bean” sculpture is located. Landmark buildings covered on this tour include soaring modernist skyscrapers (Willis Tower, John Hancock Center, and AON Building), buildings paying homage to classical styles (Wrigley Building, Tribune Building, the Chicago Theatre, and the Art Institute of Chicago), Art Deco edifices (Carbide & Carbon Building and the Chicago Board of Trade Building), and recently completed skyscrapers (Aqua & Trump Tower). Finally, admission to the Chicago Architecture Center (CAC) is also included with your walking tour ticket. CAC exhibits focus on Chicago’s diverse neighborhoods, housing types, leading architects and future projects, and include the largest scale model of the city, with more than 4,250 miniature buildings and a cinematic backdrop animating key moments in its history. The stories of the city begin at the CAC.

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Evolution of the Skyscraper: 90-Minute Chicago Walking Tour

9. Evolution of the Skyscraper: 90-Minute Chicago Walking Tour

This 90-minute tour is a chronological overview of Chicago's architecture, starting with its growth on the Chicago River, its rebirth after the Great Chicago Fire and its development into a commercial and cultural hub. See how architects adapted building styles to meet the fashions of their era and used cutting-edge engineering to build taller than ever before. This tour is an enticing overview which introduces you to the most important stories of Chicago architecture. On this tour, you'll learn about the city's beginnings on the river, its rebirth after the Great Fire and its development into a commercial and cultural hub, all while viewing structures in the order they were built. These buildings—including the Page Brothers Building, Old Dearborn Bank, the Chicago Motor Club, the Carbide and Carbon Building, NBC Tower and more—tell the story of how architectural technology evolved over time. You'll see up close how each building has its own unique design, often reflecting the style that was popular or prevalent when it was constructed.

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Chicago: Private Architecture Tour - 3 or 6 Hours

10. Chicago: Private Architecture Tour - 3 or 6 Hours

Start with pickup from your hotel and meet your local tour guide, an expert on the architecture of Chicago. Travel through the city in luxury private transportation to discover its rich architectural history. See famous buildings such as the Sears Tower, The John Hancock Building, and the Wrigley Building Discover Gothic gems along the Magnificent Mile, historic brownstones, and the Frank Lloyd Wright homes of Oak Park. Enjoy a unique added value opportunity to view not only the outside but the amazing hidden interior of many of the buildings on the tour. At your discretion, make numerous stops along the tour to go to the top of the sky decks of famous skyscrapers. Walk along the Chicago River and enter the inside of buildings designed by many famous architects. This tour has several different options. Enjoy the sites of the downtown Chicago area with its many skyscrapers, amazing interiors and great photo opportunities. You may also choose the Oak Park Frank Lloyd Wright Homes and Studio option in lieu of the downtown tour where you will have the opportunity to view the interior of his very first home and studio along with over two dozen of his original structures lining Forest Street in Oak Park anchored by Unity Temple, considered to be the world's first building of the modern architectural style. Each of the above separate options are 3 hours long. If you are to choose both options for a full 6-hour touring experience, enjoy a lunch stop at one of Chicago's many famous hot dog stands or deep-dish pizza joints.

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Other Sightseeing Options in Willis Tower

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What people are saying about Willis Tower

Overall rating

4.8 / 5

based on 13 reviews

Es un paseo muy bonito, bien explicado, las bebidas a bordo deliciosas, y las fotos que se pueden tomar en el paseo de las 5pm son increíbles, Chicago de noche se ve hermoso.

The tour guide, Jack, was the star of this trip- engaging, knowledgeable, and funny! I would highly recommend a tour with him!

We had beautiful clear skies and really enjoyed the views and listening to the tour guide.

Great tour. Very interesting to learn about Chicago history.

The tour guide for the 2pm sailing was out standing!!