Best Selling Chicago Tours-Attractions

Most Popular Chicago Tours & Attractions

Listed below are the most popular Chicago sightseeing tours, shows, activities, attractions, transfers and passes. They were selected from the complete collection of tours and attractions that are available for this destination. These are the most popular, the best-sellers, the ones people purchase and enjoy time after time.

For the complete list of activities for Chicago, click here.

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#1 RATED
Chicago CityPass
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Highlights

Chicago CityPASS is the best deal in the Windy City, giving you discounted admission to five of the city's premier attractions. The Chicago CityPASS ensures you'll get the most out of your vacation - yet it is so compact it will fit into your back pocket. It's all you need to see the best of Chicago!

Chicago CityPASS includes entry to:

    • Shedd Aquarium (includes VIP entry to Waters of the World galleries, Amazon Rising, Wild Reef, Abbott Oceanarium, Polar Play Zone, an aquatic show and Jellies special exhibit, plus your choice of a 4-D Experience)
    • The Field Museum (includes All-Access Pass, including admission to all permanent and ticketed exhibitions plus your choice of one digital 3D film)
    • Skydeck Chicago (includes Fast Pass admission to the Skydeck's 360-degree views and The Ledge glass-floor balconies)
    • Option Ticket 1: Museum of Science and Industry (includes VIP entry into the museum, including Science Storms, U-505 (exhibit only), YOU! The Experience, an Omnimax show and Motion Simulator Ride) OR John Hancock Observatory (includes Fast Pass admission to Chicago's best views and only open-air Sky Walk)
    • Option Ticket 2: Adler Planetarium (includes VIP entry and general admission to all exhibitions, the historic Atwood Sphere and one 3-D theater show) OR Art Institute of Chicago: (includes audio tour and admission to all permanent collections and non-ticketed special exhibitions)

    This is the best way for you to save time and money. Each ticket booklet is packed with useful information, including hours of operation, contact and transportation information and insider tips.

    Most venues included in the pass have different minimum ages for free entry. It is your choice whether you purchase a pass for infants and children to avoid standing in ticket lines to verify ages and pay admission upon entry. You may purchase a Child Pass for infants and children, however this may not be cost saving.

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    #2 RATED
    Chicago City Hop-on Hop-off Tour
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    Highlights

    See all the sights of Chicago at your own pace! On a Chicago City Hop-on Hop-off Tour you can get off the bus at any scheduled stop to visit Chicago's most popular attractions, then pick up the tour where you left off or get on at any other regular stop on the route. For individuals and families, this is the best way to see the sites!

    The tour includes the Signature Route, West Neighborhoods Tour, North Neighborhoods Tour, South Neighborhoods Tour and the City Lights Night Tour which operates May - September beginning at 6pm each night. See itinerary below for specific stops.

    Your lightly-narrated trolley (heated in winter) or double-decker bus will tour 13 magnificent miles of Chicago's downtown and The Loop, taking you by the city's premier shopping, dining and attractions. The tour is about two hours if you do not get off.

    Hop on and off as much as you please for 3 consecutive days! Or stay on board an experience a variety of seasonal tours around the city!

    The City Lights Night Tour is seasonal and operates May - September beginning at 6pm each night.

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    #3 RATED
    Go Chicago Card
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    Highlights

    With the Go Chicago™ Card, get access to more than 25 top Chicago attractions, tours and activities all at one low price! Tour the Shedd Aquarium; enjoy fun rides at the Navy Pier; take a hop-on hop-off trolley tour; catch amazing views from SkyDeck Chicago and more. Enjoy the flexibility to create your own itinerary and sightsee at your own pace; plus, you'll save up to 20% on shopping and dining throughout the city. The Go Chicago Card offers something for everyone, and is the perfect way to save on your Chicago vacation.

    Get access to more than 25 top Chicago attractions, activities and tours with the Go Chicago™ Card – a value of more than USD $500! Visit Chicago's highlights such as the Hancock Observatory, the Adler Planetarium, the Navy Pier and SkyDeck Chicago. Take a hop-on hop-off trolley tour around the city; enjoy gorgeous views of the skyline on a relaxing cruise; discover the wonders inside the famous Shedd Aquarium and much more!

    This fully customizable Go Los Chicago Card – valid for your choice of one, two, three or five consecutive days – lets you create your own itinerary based solely on the activities and attractions that interest you. With the help of your complimentary full-color pocket guidebook, enjoy the flexibility to sightsee at your own pace and enjoy tremendous discounts and special offers at select retailers, restaurants and attractions, as well as skip-the-line entry to several attractions!

    See 'Itinerary' below for full list of included attractions.

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    #4 RATED
    Tommy Gun's Garage Dinner and Show
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    Highlights

    Welcome to the only speakeasy dinner show in Chicago Tommy Gun's Garage! Just say the password and you'll be transported back to the roaring twenties. You'll be entertained by gangsters and flappers, dancing the Charleston to the music of Cole Porter and George Gershwin. It's a night out in Chicago you'll never forget!

    Entering Tommy Gun's Garage through the "El" tracks, you'll swear you've time traveled back to the 1920s and the era of speakeasies! You'll see silent movies playing, memorabilia from the 1920s, the Boss's 1928 Model A Ford car, a replica of the wall from the St. Valentines Day Massacre and pictures of gangsters and coppers from those times.

    The "Mugs" and "Molls" dance and sing to Cole Porter, George Gershwin, Fats Waller, Duke Ellington and more ... All played by Chicago's Sinfully Orchestra.

    After a great dinner of pasta, steak, fish or chicken, join "Vito", "Gloves", the "Mugs" and the "Molls" for non-stop comedy and dangerous fun, as they entertain you with singing, dancing, and a LOT of audience participation!

    You'll be raided by the cops, complete with raid sirens and flashing lights. Perhaps you'll even be pulled up onstage to perform a hilarious sobriety test given by Officer Murphy, and be "interviewed" by Vito!

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    #5 RATED
    Chicago Grand Half-Day Tour
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    Highlights

    This comprehensive half-day tour of Chicago is the perfect introduction to the Windy City! Discover the highlights of Chicago's North Side and South Side and enjoy a scenic drive along the Outer Drive. Pass by Chicago's beautiful Washington Park and Grant Park, and make a 20-minute stop at the fascinating Lincoln Park Conservatory. Stop for photo opportunity at the Adler Planetarium, see the impressive Wrigley Building and more. You'll come away with a fantastic overview of the best Chicago has to offer!

    Get an in-depth look at the beautiful Windy City on this 4-hour coach tour of Chicago! Take a scenic bus ride through the South Side and travel through the beautiful Grant Park. Visit the Adler Planetarium with its impressive sky dome and pass by the Art Institute of Chicago, which boasts a world-renowned collection of impressionist art. Pass the Orchestra Hall, home of the famous Chicago Symphony Orchestra, and drive by President Obama's old neighborhood!

    On the North Side, travel by the striking Richard J Daley plaza with its magnificent Pablo Picasso sculpture created specifically for Chicago. Take a ride on Wacker Drive, the double-decker thoroughfare that winds its way under the city. Cross the Chicago River and see the famous Wrigley Building and Wrigley Field. Spot one of the tallest buildings in the world, the John Hancock Center, and continue through Lincoln Park's acres and acres of lush greenery and lagoons.

    See the Itinerary section below for a full list of sights seen on this exciting Chicago tour.

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    #6 RATED
    Chicago City Tour and Chicago River Cruise
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    Highlights

    Discover Chicago from both land and water on this scenic half-day tour. Take a narrated coach tour through the city's South Side and see highlights including Grant Park, the Loop, the Shedd Aquarium and exclusive shopping areas and neighborhoods. Then, experience Chicago from the water! Cruise along the Chicago River in a beautiful streamliner yacht and admire views of the stunning city skyline.

    Explore the Windy City by land and water on this half-day tour of Chicago. On the first half of your tour, explore the city by bus to discover the history and culture of Chicago. Travel through Grant Park, known as the ‘front lawn of the city' and the site of Soldier Field. Admire the sky dome at the Adler Planetarium and pass by the Art Institute of Chicago, featuring one of the largest collections of impressionistic art in the world.

    See Chicago's Orchestra Hall and Shedd Aquarium, one of the world's largest aquariums. You'll also see the Field Museum of Natural History, the 80-story Amoco Building, and pass by President Obama's former neighborhood and house!

    After your bus tour, board a state-of-the-art yacht to get a unique view of the city from the water as you ruise along the Chicago River!

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    #7 RATED
    Chicago Sunset Dinner Cruise with Buffet
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    Highlights

    Celebrate a night out in Chicago with dinner, dancing and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like Navy Pier, Soldier Field and more while you dine on a lavish, all-you-can-eat buffet! See spectacular views of the Chicago skyline while being entertained by a singing ship staff and a live DJ spinning your favorite songs.

    This Chicago sunset dinner cruise is a fun and unique way to see some of the Windy City's famous landmarks. Enjoy drinks on the deck of a sleek, sophisticated cruiser, as the downtown Chicago skyline lights up when the sun sets.

    You'll be treated to a sumptuous all-you-can-eat buffet, complete with a carving station. As you enjoy your meal in the elegant setting of the ship's dining room, you'll be entertained by the colorful characters of the ship's cabaret. After dinner, the dance floor heats up as a top Chicago DJ spins your favorite songs.

    You'll be enchanted by the nighttime backdrop of the illuminated Chicago skyline - be sure to bring your camera! This 3-hour Chicago dinner cruise is an excellent prelude to a night on the town.

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    #8 RATED
    Chicago Architecture River Cruise
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    Highlights

    Experience one of the world's most beautiful cities on a 1-hour cruise on the historic Chicago River. On this architecture cruise, head down the main branch of the Chicago River, up the north branch to the East Bank Club, and then south past Willis Tower (Sears Tower) to the old Post Office Building. Take in magnificent city skyline views as you see more than 40 notable buildings, including the John Hancock Center and the Wrigley Building, and learn about their distinctive architecture from your onboard guide, an expert in architecture.

    Take an architecture cruise down the Chicago River and learn about the city's famed architecture from your knowledgeable guide. Board your tour at Navy Pier for an exciting journey that takes you down all three branches of the historic Chicago River and past impressive architectural landmarks.

    Pass by more than 40 distinctive buildings on your cruise including the John Hancock Center, the Wrigley Building, the Aon Center, Willis Tower (Sears Tower), the IBM Building and more. Your guide, an expert in architecture, will recount the two major events that helped shape the architectural history of the city. Learn about how the invention of balloon-frame construction revolutionized how homes were built, and hear the dramatic story of Chicago's rise from the Great Fire of 1871. Both of these milestones led Chicago to become one of the cradles of modern American architecture.

    Along the scenic 1-hour route, see buildings by world-famous architects including Mies van der Rohe, Helmut Jahn and Skidmore, Owings and Merrill (SOM). This river tour provides the best advantage point to admire the distinct city skyline and marvel at world-famous architecture while learning about Chicago's fascinating history.

    For a full list of Chicago architectural wonders seen on this tour, see the Itinerary section below.

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    #9 RATED
    Chicago Segway Tour
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    Highlights

    Hop on the most innovative tour to hit Chicago in years! Gliding around the Windy City on your very own Segway, you'll see all the famous sights - Buckingham Fountain, Navy Pier, Lake Michigan and more. Be one of the first to take part in this unique, unforgettable experience!

    The tour begins with a 30 minute training session. You'll glide from the peninsula through Museum Campus to the Shedd Aquarium and the Field Museum. Then you'll cruise along Lakeshore Drive at the edge of Lake Michigan all the way to Millennium Park at the foot of famous Michigan Avenue. You'll see Navy Pier, the Lincoln statue, Buckingham Fountain and of course, ride the coolest machine in the world the entire time!

    As you cruise along Lake Michigan, through Grant Park and the Museum Campus, you will receive a great orientation, informative historical and current-day information, heaps of unique and fascinating stories, fantastic photo ops and superb personal service from your guide. The Segway is the first of its kind - a self-balancing, personal transportation device that's designed to operate in any pedestrian environment. It's new, it's cool and a ton of fun!

    Tours are limited to 8 clients with 1 guide so you can count on a great, intimate experience. Discover what it's like to be a Windy City celebrity as everyone turns to watch you glide by!

    City Segway Tours are proud to be the first guided tour using Segways in the world! No one can match their experience. Be sure you glide with the original!

    All riders must be at least 12 years of age to participate.

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    #10 RATED
    Chicago Dinner Cruise
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    Highlights

    Expect the exceptional on this 3-hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop lounge, posh atmosphere and stylish interior. Relish a 3-course plated meal with celebrity-chef inspired dishes prepared from fresh ingredients right on-board. Dance the night away to DJ entertainment or simply relax in the elegant ambiance and admire unmatched views of the world-famous Chicago skyline as you glide along the shores of Lake Michigan.

    For an experience that begins well before the cruise departs, arrive early dressed in your most festive attire. Enjoy the electric atmosphere of Navy Pier, alive with wandering entertainers and remarkable views that offer a taste of the experience to come.

    The Captain and crew will greet you as you step aboard, and the ship's photographer will record the moment for your party. Once on deck, your host will greet you and escort you to your private table, where your wait staff will introduce themselves and give you the opportunity to decide how you'd like them to pace your service. From the three climate-controlled dining decks to the Observation deck, the dinner cruise offers a unique setting with understated Art Deco accents, reminiscent of the classic ocean liners. Be sure to visit the Captain's bridge, open to all passengers throughout most of the cruise.

    A celebrity-chef inspired menu of seasonal hors d'oeuvres, entrées, accompaniments and desserts is freshly prepared onboard daily, Complement your sumptuous meal with a drink from the new full service bar featuring an expanded microbrew selection, creative new cocktails and a refreshed wine list (own expense). DJ entertainment will set the mood for an unforgettable evening on the water. Dance to everything from classic jazz to contemporary favorites.

    Chicago Fireworks Dinner Cruise
    In the summer months, upgrade your Chicago Dinner Cruise experience to include a spectacular fireworks display on Wednesdays and Saturdays. You will observe the show from the decks of the ship and see the magnificent sky lit up at night.

    Please see below for a sample menu:

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     Reasons to Book Now!
    • Avoid Sellouts - Your Spot is Guaranteed
    • Save Money - Best Price is Guaranteed
    • Customer Care Available 24/7
    • Only High-Quality, Reliable Suppliers
    • Reviews & Tips from Travel Community
    Rental Car Coupons

    Rental Car Discounts

     

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