

Skydeck Chicago at Willis Tower (Sears Tower) Tours and Activities
7,143 Reviews
Once the world’s tallest building when it opened in 1973 as Sears Tower, Willis Tower is still way up in the clouds. The 1,454-foot (443-meter) skyscraper reigns as the third tallest building in all of North America with its spires just 325 feet (99 meters) shorter than Manhattan’s One World Trade Center. Though it functions as an office tower, the skyscraper’s 103rd-floor Skydeck Chicago draws 1.7 million annual visitors for a trip out onto The Ledge, an enclosed glass balcony extending four feet (1.2 meters) outside the 103rd floor, and for panoramic views that, on clear days, extend as far as Indiana, Michigan, Iowa, and Wisconsin.
233 S. Wacker Drive, The Loop, Chicago, 60606
Tours and tickets to Experience Skydeck Chicago at Willis Tower (Sears Tower)
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Chicago Architecture River Cruise
4610
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). From Memorial Day to Labor Day (May 29 - September 6,) each ticket includes a one-way water taxi ticket.
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From
$38.15
From
$38.15
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
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Chicago CityPASS
297
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, Skydeck Chicago (Opening with reimagined experience in Spring 2021), and the Field Museum plus your choice of admission to 3 of the following attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, Chicago, and the 360 CHICAGO Observation Deck.
Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers.
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From
$109.00
From
$109.00

Go Chicago Explorer Pass with SkyDeck and 360 Chicago
197
The easiest and most affordable way to explore some of Chicago's top attractions at your own pace, the Go Chicago Explorer Pass saves you up to 45 percent on regular ticket prices. Create your own sightseeing itinerary by choosing 2, 3, 4, or 5 attractions, tours, and activities from among more than 30 top sites, including SkyDeck, 360 Chicago, the Field Museum, a shoreline sightseeing cruise, a hop-on hop-off Big Bus tour, Lincoln Park Zoo, Navy Pier, and LEGOLAND® Discovery Center.
Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
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From
$66.00
From
$66.00

Chicago City Minibus Tour with Optional Architecture River Cruise
357
Explore Chicago's iconic landmarks on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore downtown and Northside neighborhoods. You have a chance to get out and visit several locations and hear about the historical and cultural factors that make Chicago unique. Upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture.
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From
$39.95
From
$39.95
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

90-min Chicago River Architecture Tour
440
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.
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From
$39.00
From
$39.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Odyssey Dinner Cruise
65
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.
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From
$108.66
From
$108.66
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Lake Michigan Sightseeing Cruise
139
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this 40-minute 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.
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From
$27.25
From
$27.25
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

Big Bus Chicago Hop-On Hop-Off Tour
701
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 live commentary onboard gives you insight into the city's colorful history.
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From
$26.10
From
$26.10
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
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Chicago Sunset Cruise
6
The Sunset Cruise departs from the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. Enjoy the beautiful City architecture from the best vantage point in Chicago. The vessel will then navigate through the Chicago Lock and out onto Lake Michigan. Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise.
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From
$41.60
From
$41.60
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Lake and River Architecture Tour
213
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.
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From
$39.00
From
$39.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private 45-Minute Chicago Skyline Helicopter Tour
15
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.
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From
$622.20
per group
From
$622.20
per group
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Transportation vehicles regularly sanitized
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Odyssey Chicago River Dinner Cruise
3
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.
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From
$169.86
From
$169.86
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private Al Capone Gangster Tour in Chicago
2
Chicago’s mob history has long been immortalized in popular media. Embark on this Chicago Gangster Tour to learn the true story. With an expert historian as your guide, you’ll visit notorious hangouts of John Dillinger, The Untouchables, and the legendary Al Capone. You’ll stop at former speakeasies, historic hotels, and epic crime sites like that of the Saint Valentine’s Day Massacre.
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From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff
Learn More

Go Chicago All-Inclusive Pass with Skip the Line Access
23
Enjoy admission to more than 25 of Chicago's most popular attractions with the Go Chicago™ All-Inclusive Pass. Create your own itinerary and sightsee at your own pace.Take a hop-on hop-off bus tour of the Windy City, check out the fascinating exhibits at Shedd Aquarium, admire the stunning views from SkyDeck Chicago, and much more. Save your pass, available as your 'ticket' after purchase, on your mobile device; don't waste time redeeming vouchers. This pass offers something for all members of the family. The Go Chicago™ All-Inclusive Pass is available in 1-, 2-, 3-, or 5-day options.
Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for the number of remaining consecutive days purchased.
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From
$118.00
From
$118.00

Chicago City Minibus Tour
9
PLEASE NOTE: Our mini buses are disinfected after each tour. We will do our best to make each tour fun, informative and as SAFE as possible!
Freshly discounted private tours are also available. They will be the best way to travel for a while. Select the Private Tour category.
Enjoy Chicago’s famous sights (now including Wrigley Field!) and fabulous views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town), Millennium Park (The Bean), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its many attractions. The small-group atmosphere with maximum of 10 people ensures a more personal experience.
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From
$39.95
From
$39.95
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More

45-min Chicago River Architecture Tour - Magnificent Mile
32
Get a front row perspective on the exquisite buildings that line the Chicago River during a 45-minute architecture cruise. Hear live commentary about the history and architectural heritage of Chicago on this family-friendly tour, which highlights landmarks such as the Chicago Riverwalk, Michigan Avenue Bridge, Wrigley Building, and Willis Tower. Sit on the open-air top deck or the sheltered bottom deck for the ultimate view of Chicago.
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From
$23.00
From
$23.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Best of Chicago Tour Including a Deep-Dish Pizza
5
Tour Chicago's sights aboard a luxury coach and enjoy some Chicago-style deep-dish pizza on this 5.5-hour guided tour. Visit sites like the Hancock Tower, the Lincoln Park Conservatory and the Loop. Pass through neighborhoods such as Wrigleyville, Lincoln Park and Gold Coast. Top off your tour with a visit to one of Chicago's most popular pizza restaurants to sample the famous Chicago-style deep dish pizza.
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From
$74.95
From
$74.95
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

Best of Chicago: History & Culture Tour with Chocolate and Popcorn
23
The Windy City is known for its spectacular architecture and eclectic food scene. Experience both on this tour through the downtown that combines sights with nibbles. Take in famous landmarks like the Wrigley Building, Tribune Tower, and Cloud Gate on foot and with the scenic L train or water taxi along the Chicago River. Taste popcorn and chocolate from two beloved city eateries during the tour.
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From
$50.63
From
$50.63
Social distancing enforced throughout experience
Guides required to regularly wash hands
Paid stay-at-home policy for staff with symptoms
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Private Custom City Tour in Chicago
See Chicago the way you want to see it. This private tour is fully customizable to your specifications. Whether you are interested in the architecture and history, the art, the cool neighborhoods, or peaceful parks and happening beaches, this tour will cater to your tastes. Work with a guide to discover Chicago your way.
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From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff
Learn More

We Love Chicago Walking Tour
5
Downtown Chicago is filled with gems. Some famous, others known only by select locals. Many of these spots are best seen on foot as opposed to a moving vehicle. We'll take you inside several of these architectural masterpieces, to where much of Chicago's real beauty can be seen. We'll also give you time to check out famous public art by the likes of Picasso and Chagall and see the world's very first skyscrapers! All of our tours are led by experienced guide that have been giving quality tours of Chicago since 2005 and have accrued well over 500 five-star reviews. People mostly comment on how our tours are both informative and entertaining. The walk is a little under 2 miles and conducted at a comfortable pace.
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From
$35.00
From
$35.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private Chicago Architecture Tour
4
Ever since Chicago became the birthplace of the modern skyscraper, the city has been renowned for its architectural creativity and ingenuity. Led by an expert guide, explore some of the city’s most iconic buildings such as Sears Tower, The John Hancock Building, historic brownstones, and the homes of Oak Park designed by beloved architect Frank Lloyd Wright. You will be able to explore the insides of some locations on this completely customizable tour.
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From
$660.00
per group
From
$660.00
per group
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff
Learn More

Chicago Foodie Lovers Private Tour
Our Chicago Foodie Lovers Tour will take you to the most iconic and delicious spots in Chicago all in one day. If you are looking for a little bit of culture, great photos, and a ton of delicious food then this is the tour for you.
The day will start with meeting with your friendly local guide. From there your tour will begin as you start your day walking throughout Chicago and dining at the most famous and delicious food spots in Chicago.
This half-day tour will be fully packed with famous landmarks, yummy food and much much more!
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Full schedule
11:00 AM - Meet your guide at the Grand subway station
11:05 AM - Taste the famous Portillos hotdogs
11:45 AM - Enjoy an Al’s Italian Beef Sandwich
12:35 PM - Drool lover a Chicago favorite deep dish pizza
1:25 PM - Take some Garrett's Popcorn to go
1:35 PM - Check out Tribune Tower and Wrigley Building
2:05 PM - Try the delicious Do-rite Donuts
2:20 PM - Walk to Buckingham Fountain
3:00 - Get dropped off at the Millennium Subway Station
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From
$308.27
Price varies by group size
From
$308.27
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
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Private Tour of Chicago in Open Air Jeep
See Chicago the SAFEST way possible, in a PRIVATE open top Jeep Wrangler.
Fun, informative, cool music, top guides, best routes, customizable too.
Sanitized after each trip to do our best to protect everyone. Masks required at all times by driver/guide and guests over the age of 2.
…More
From
$70.00
Price varies by group size
From
$70.00
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More

Chicago Private Instagram Tour with Transportation
If you're looking for an exciting and stress-free day exploring the wonders of Chicago, then this is the tour for you. We can’t wait to show you around!
The morning will start with a private pickup from your hotel by one of our friendly, local guides. From there your tour will begin as you start your drive in one of our comfortable and spacious vehicles.
This full-day tour will be fully packed with famous landmarks, vintage architecture, secret spots and much much more!
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Full schedule
10:00 AM – Pick up from Hotel
10:15 AM – Check out Buckingham Fountain
10:45 AM – Arrive at Michigan Avenue Bridge
11:15 AM – Awe at the Chicago Cultural Center
12:15 PM – See Cloud Gate and explore Millennium park
1:00 PM – Lunch time
2:00 PM – Go to Chicago Theater
2:30 PM – See Garfield Park Conservatory
3:00 PM – Check out the Greetings from Chicago mural
3:30 PM – Snap a cool pic outside of Wrigley Field
3:45 PM – Return to hotel
4:00 PM – Arrive at hotel
…More
From
$798.94
Price varies by group size
From
$798.94
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More
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