Chicago Tours

Price from: $79
Duration: 1, 2, 3 or 5 days
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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. Special Offer - Book your 3-Day Go Chicago Card before July 31, 2014 and save 10% off the previously offered price! - Book Now!
Price from: $35
Duration: Flexible
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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 which runs year round, while the West Neighborhoods Tour, North Neighborhoods Tour, South Neighborhoods Tour and the City Lights Night Tour operate May - September only, beginning at 6pm each night. See itinerary below for specific stops.
Price from: $18
Duration: Flexible
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Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the third-tallest building in the world -- the Skydeck offers spectacular sweeping views and is full of interactive exhibits. To complete your exciting Chicago experience, head to the Ledge, a glass balcony showcasing unbeatable views of Chicago’s top attractions like Wrigley Field and the Navy Pier. Special Offer - All bookings made by December 31st, 2014 include a complimentary upgrade to include a personal audio tour. - Book Now!
Price from: $122
Duration: 3 hours
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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.
Price from: $30
Duration: Flexible
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Enjoy a scenic tour of Chicago's lakefront and downtown areas aboard a trolley or upper-decker bus! On this comprehensive hop-on hop-off tour of the Windy City, hop on and off as many times as you like at several popular locations. This tour covers 13 magnificent miles in almost two hours, and trolleys and buses come regularly, so it’s easy to explore the city at your own pace.
Price from: $94
Duration: Flexible
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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! Special Offer - Buy the Chicago CityPASS to save up to 50% on 5 admissions, compared to booking attractions separately. - Book Now!
Price from: $400
Duration: 19.5 hours
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Enjoy luxury travel with this overnight train service from Chicago to New Orleans. You’ll ride aboard a restored Pullman train car featuring classic, vintage décor and modern amenities including complimentary Wi-Fi, power outlets, showers and personalized porterage service. Relax in the lounge, admire scenic views, and enjoy fine dining and an open bar, with gourmet meals, snacks and drinks included. Special Offer - Book and travel by December 31st 2014 and save 20% compared to the local supplier's prices! - Book Now!
Price from: $198
Duration: 30 minutes
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Experience all of Chicago’s best sights from the air on this exciting helicopter tour! Aboard a state-of-the-art helicopter, you'll enjoy a magnificent view of Lake Michigan and fly past several top Chicago attractions like Willis Tower, Wrigley Field, Navy Pier, Millennium Park, the Shedd Aquarium and Lincoln Park. Your pilot will provide expert commentary about the sights you see and can answer any questions you have.
Price from: $79
Duration: 3.5 hours
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On this Chicago pizza-tasting tour with a friendly guide, visit four local pizzerias to try Chicago’s famous pizza and relax over cold beer or fine wine. Travel by comfortable mini-coach through city and enjoy the nightlife atmosphere, with an onboard karaoke machine included!
Price from: $16
Duration: Flexible
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LEGOLAND® Discovery Center, a giant indoor LEGO world designed for families with children aged 3 to 10, is located in Schaumburg's Streets of Woodfield shopping center. The 30,000-square-foot attraction features activities ranging from hands-on LEGO play to life-sized LEGO adventures designed to provide several hours of family entertainment centered around the iconic interlocking colored bricks. Special Offer - Book now and save 10% on the recommended retail rate! - Book Now!
Price from: $99
Duration: 3 hours
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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.
Price from: $70
Duration: 2 hours
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See Chicago’s landmark architecture, outdoor sculptures and famous skyline by Segway! This family-friendly guided tour is both an exciting and educational way to explore Chicago. Plus, you'll save your feet from a day of walking and instead, quickly glide along the lakefront soaking in views of the spectacular skyline while seeing some of the tallest buildings in the world.
Price from: $85
Duration: 3 hours
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Tour Chicago aboard a comfortable coach bus and enjoy a unique dining experience on this 3-hour progressive dining tour. Visit three Chicago restaurants for appetizers, the main course and dessert. Also enjoy trivia and interesting facts about Chicago in between stops from your onboard guide. This is a fun and exciting way to experience three different Chicago restaurants in one night, and do some sightseeing along the way.
Price from: $60
Duration: 2 hours
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Hop on the most innovative tour to hit Chicago in years! Gliding through the Windy City on an eco-friendly Segway is the coolest ride of the 21st century! Far easier than walking, and more unique and personalized than a coach tour, riding a Segway personal transporter is a once-in-a-lifetime experience.
Price from: $34
Duration: Flexible
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Be transported to the outer reaches of the Universe on a visit to Chicago's Adler Planetarium and Astronomy Museum, the first planetarium in the United States. Since 1930 the country's oldest planetarium has been delighting audiences with the spectacle of the night sky. Visit The Universe: A Walk Through Space and Time, Atwood Sphere Experience, Shoot for the Moon exhibit and choose from a range of Sky Shows in Grainger Sky Theater, Definiti Space Theater and Johnson Family Star Theater.
Price from: $24
Duration: Varies
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Don't pay high cab fares or struggle with luggage on public transport, a Chicago Airport Departure Transfer is the easiest way to make it to the airport for your flight on time, every time.
Price from: $53
Duration: 4 hours
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After dark, hit two of Chicago's hotspots for the best in blues and late night entertainment, the Checkerboard Lounge and Kingston Mines. At each club you will be treated to some of the City's popular Blues artists and entertainers. Transportation, admission and a drink (beer or wine) will be included at each club. With no car and no cover charge, you're free to hop from club to club without missing a beat.
Price from: $49
Duration: 2 - 3.5 hours
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Explore Chicago's hippest shopping neighborhoods - Bucktown and Wickerpark. Your shopping guide will take you to the neighborhoods' most unique boutiques where you can find up-and-coming designers and the latest fashion trends. This unique Chicago shopping tour leads you to all the hard-to-find boutiques that you won't find back home or on the Magnificent Mile.
Price from: $60
Duration: 2 or 3 hours
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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!
Price from: $14
Duration: 2 hours
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Discover the opulent exteriors and interiors of the Roaring '20s Jazz Deco and the classic finishes of Art Moderne buildings in this 2 hour tour. Learn of Chicago's influence on the international Art Deco movement, and trace the history of lively architectural heritage.
Price from: $36
Duration: 75-minutes
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Chicago is renowned for its stunning and original architecture, and the most relaxing way to see it is on a cruise on the Chicago River! You'll learn all about Chicago's history and landmarks before the tour's grand finale, a thrilling speedboat ride on Lake Michigan.
Price from: $60
Duration: 4 hours
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Take a tour of Chicago and visit the Hancock Observatory! This comprehensive half-day tour is the perfect introduction to the Windy City. Visit the highlights of the North Side and South Side and enjoy a scenic drive along the Outer Drive. Explore Chicago’s beautiful parks on this guided tour, including Lincoln Park, Washington Park and Grant Park. Stop at the fascinating Lincoln Park Conservatory and the Museum Campus, and enjoy admission to the skyscraping Hancock Center, one of Chicago's tallest landmarks. Climb to the top for spectacular city views!
Price from: $70
Duration: 2 hours
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Welcome aboard Chicago's largest luxury yacht at Navy Pier! Tantalize your taste buds and discover Chicago's wonderful city skyline on this 2-hour lunch cruise. While you cruise, and enjoy a freshly prepared three-course meal, you'll enjoy magnificent views of the Windy City skyline and with a DJ playing your favorite music.
Price from: $14
Duration: 2 hours
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Explore Chicago's international, modern and postmodern movements, from the powerful, minimalist work of Mies van der Rohe's to contemporary styles that incorporate new, environmentally-sustainable technology. A great 2 hour tour for architecture buffs as well as anyone with a simple interest in the buildings of Chicago.
Price from: $45
Duration: 3 hours
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Bike through Chicago's most attractive locations at night and discover her charming neighborhoods. Enjoy a leisurely and informative biking experience as you see some of the most beautiful sites of the Windy City such as Buckingham Fountain, Millennium Park and Museum Campus. As you cruise downtown, you'll see Chicago illuminated with the sparkling city lights on this night bicycle tour.
Price from: $53
Duration: 4 hours
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See the neighborhoods of Chicago on the Historic Hyde Park and Kenwood Mansion Tour. This 4-hour, 24-mile (38 km) bike ride is perfect for moderate to advanced riders and a great way to explore Chicago.
Price from: $14
Duration: 2 hours
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Perhaps Chicago's most identifiable claim to fame resides in its architecture. The prototype of the modern industrial metropolis arose from the charred landscape left by the Great Fire of 1871. Many of Chicago's surviving buildings are the forefathers of the great modern skyscrapers and on this walking tour you will discover the historic beginnings of the Chicago School of Architecture and the earliest skyscrapers, built between the 1870s and the 1930s.
Price from: $39
Duration: Varies
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Travel in comfort from the airport to your downtown Chicago hotel and back again with a Chicago Airport Roundtrip Transfer. Take the hassle out of your holiday with the convenience of a regularly scheduled transfer service to downtown Chicago.
Price from: $24
Duration: Varies
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Don't want to queue for a taxi or battle unfamiliar streets in a rental car? Save time and money with the convenience of a pre-paid shuttle transfer to downtown Chicago hotels.
Price from: $49
Duration: 2 - 3.5 hours
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Explore Chicago's prettiest shopping neighborhood - Lincoln Park. Your shopping guide will take you to the neighborhood's most unique boutiques where you can find local designers and all the latest trends. This unique Chicago Shopping Tour leads you to all the hard-to-find boutiques that you won't find back home or on the Magnificent Mile.
Price from: $21
Duration: 2 hours
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This tour explores the art glass designed, crafted or installed by the Tiffany Glass and Decorating Company, Louis Comfort Tiffany and his contemporaries, in four late 19th Century Chicago landmarks:
Price from: $45
Duration: 4 hours
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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!
Price from: $45
Duration: 3 hours
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Accept no imitations! This tour taking you off the tourist beat and onto the quiet neighborhood streets, city parks, and packed beaches of the North Side of Chicago, giving you a glimpse as to how Chicagoans enjoy their beautiful city. This tour is for all ages and fitness levels.
Price from: $24
Duration: 2 hours
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Here is a tour full of interest, history, and beauty. You'll travel through Grant Park, the front lawn of the city and site of Soldier Field, Adler Planetarium with its sky dome, the Joseph Petrillo outdoor band-shell where Chicagoans listen to fine music throughout the summer nights, the Art Institute of Chicago, world renowned for the largest collection of impressionistic art, Orchestra Hall, home of the famous Chicago Symphony Orchestra, the world's largest aquarium, the Shedd Aquarium, and the Field Museum of Natural History, renowned for the size and scope of its collections. And looking over from these sights you'll see the 80 story Amoco Oil Building, completely faced in white granite. Then you'll travel through the South Commons a new 'close- in' residential community. You'll also pass by President's Obama's neighborhood and see his house. Upgrade and add a guided cruise on Lake Michigan.
Price from: $28
Duration: 2 hours
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Experience the vitality and excitement of Chicago on this sightseeing tour! Explore Chicago's main business district, one of the financial epicenters of the world. Then, experience the hustle and bustle of the city’s North Side with your guide as you tour the famous "Loop" and the great State Street -- where Chicago's fame began. Upgrade your city tour to enjoy a relaxing cruise down the Chicago River!
Price from: $29
Duration: Flexible
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Purchase the Chicago Party Pass and party like a VIP at 11 of the Hottest Nightclubs in Chicago. Receive special offers such as: Free Entrance, No waiting in line and a free drink at each nightclub.
Price from: $88
Duration: 2 hours
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Experience Chicago's amazing skyline views from a unique vantage point on board this unforgettable 2 hour brunch cruise. With unsurpassed views of the Sears Tower, the John Hancock Tower, to the Museum campus and the Aon Center, you'll be seduced by the luxury and spaciousness of the three climate-controlled dining and observation decks while sailing on the world-famous harbor.
Price from: $40
Duration: 5 hours
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Head to Chicago Premium Outlets for an unparalleled selection of more than 120 designer and name-brand stores offering daily savings of 25% - 65% off the recommended retail price! You will also receive a complimentary VIP coupon book featuring hundreds of dollars in additional savings at more than 90 participating stores. Enjoy convenient round-trip coach transportation and hotel pickup and drop-off.
Price from: $26
Duration: 30 minutes
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Feel the need for speed? This exhilarating speedboat ride takes you out onto Lake Michigan for the ride of a lifetime. Experience the roar of the 2000-horsepower engines as you race along Chicago's famous Lake Michigan. The best way to view Chicago is always from the lake!
Price from: $60
Duration: 3 hours
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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!
Price from: $40
Duration: 60 minutes
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Add a new adventure to your Halloween festivities this year. Come join all the fun on a haunted one hour speedboat cruise on Lake Michigan.
Price from: $60
Duration: 3 hours 30 minutes
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Get an exclusive view inside four famous Chicago pizzerias on this 3.5-hour tour and enjoy delicious slices at each! With your small group, go beyond the well-known pizza shops and dive into the neighborhoods where the true locals eat. Because of your guide's relationship with the chefs, you’ll get an inside look at the kitchens and witness the pizza-making process at certain locations. Listen as these master chefs give you an in-depth lesson on how they make these delicious pizzas. Not only will you try the famed Chicago-style (deep-dish) pizza, but you'll also sample tavern-style (thin-crust) and Neapolitan (coal oven) pizza, too!
Price from: $198
Duration: 30 minutes
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Watch the Chicago skyline sparkle from the air on this thrilling nighttime helicopter tour! Aboard a heated, state-of-the-art helicopter, soak in amazing views of Lake Michigan and fly past several Chicago landmarks like Willis Tower, Wrigley Field, Navy Pier, Millennium Park, the Shedd Aquarium and Lincoln Park. Your expert pilot will provide interesting commentary about the sights you see and can answer any questions you have.
Price from: $54
Duration: 105 minutes
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See the Blue Man Group, one of Chicago's longest running shows, at the Briar Street Theater in downtown Chicago. The phenomenon that has visited cities around the globe is integrating new technology into their shows with their 'GiPad,' a giant tablet. This family friendly show combines the traditional 'Blue Man' antics with 21st-century technology for an amazing visual experience. Special Offer - Travel by September 1st, 2014 and the price displayed includes up to a 20% discount off the local price. Book with us and save! - Book Now!
Price from: $53
Duration: 4 hours
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After dark, hit two of Chicago's hotspots for the best in blues and late-night entertainment! Visit Checkerboard Lounge and Kingston Mines, where you’ll be treated to some of the city's most popular blues artists and entertainers. Luxury transportation is included, plus a drink (beer or wine) at each club! With no car or cover charges to worry about, you're free to hop from club to club without missing a beat.
Price from: $50
Duration: 3 hours
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Discover Chicago's culinary side on this three-hour walking tour to taste the delicious flavors of the Gold Coast and Old Town. Along the way, your guide will show you the history and architecture in these culture-rich neighborhoods, just north of the downtown area. After stops at seven quintessential Chicago restaurants in these two neighborhoods, you'll feel like a real Chicagoan! The tour operates with a maximum of 18 people, ensuring you’ll receive personal attention from your expert guide. Tastings at 7 different locations is included.
Price from: $50
Duration: 3 hours
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Let your local guide lead you through the streets of Wicker Park and Bucktown as you search for authentic and local cuisine at six different cafes and restaurants. You’ll taste the foods that have made Chicago famous, such as the Chicago-style hot dog, as you tour a local brewpub, pastry shop and more! All tastings are included and the small-group atmosphere with maximum 16 people will ensure a more personal experience.
Price from: $65
Duration: 3.25 hours
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Sample traditional Chinese flavors on this three-hour walking tour through one of the oldest Chinatown neighborhoods in America. Your local guide navigates you through the winding roads to find the best in Hong Kong style, Szechuan style, Mandarin style and more! All tastings are included in the price, and you will undoubtedly eat enough to fill you up for lunch. Price includes tastings at five different restaurants. Enjoy personal attention from your guide on this small-group tour, limited to 12 people.
Price from: $16
Duration: Flexible
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Explore Chicago at your own pace on an independent bike tour. With your full-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.
Price from: $37
Duration: 2.5 hours
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Join Chicago locals during this Chicago Pedway bar crawl tour during happy hour! Stroll through downtown’s massive sprawl of underground tunnels and stop at several bars to enjoy some drinks. Your friendly, knowledgeable guide will share stories of Chicago culture and history in a relaxed atmosphere. This is a great way to start the weekend!
Price from: $20
Duration: 90 minutes
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Explore Chicago by following the heated tunnels, walkways and passages that connect the city’s famous landmarks and buildings. Your comedic guide takes you on an interesting, informative and humorous walk while highlighting Chicago’s well-known and lesser-known landmarks from a different perspective.
Price from: $70
Duration: 2 hours
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Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a Segway at night! Venture through the dark with your local guide, and see alleys, hotels and sites of some of the most gruesome disasters and murders in Chicago’s history. During your spooky adventure through the city, you’ll also see Chicago's famous landmarks lit up in glistening lights.Join in the Halloween fun all October long! Costumed guides and ghoulish tales--this haunting good-time is not to be missed!
Price from: $71
Duration: 4 hours
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Taste the flavors of Chicago, both edible and cultural, on a bike tour through the city. Sample four of Chicago’s favorite foods and drinks –pizza, cupcakes, hot dogs and beer – and experience the city as you make your way through the neighborhoods of Wrigleyville, the Gold Coast, Old Town, Lakeview and Lincoln Park with a local guide.
Price from: $60
Duration: 5 hours 30 minutes
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Accompanied by a local guide, take a city tour of Chicago and see its spectacular sights before ending the tour with a famous Chicago-style deep-dish pizza! Board a luxury coach and make your way to the Loop, Lincoln Park Conservatory, the Hancock Tower and more. Make sure you bring your appetite, as a visit to one of Chicago’s most popular deep-dish pizzerias completes this fun sightseeing tour.
Price from: $35
Duration: 2 hours
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Created with kids in mind, this Chicago bicycle tour offers a variety of fun for children on a cruiser-style bicycle! It's a fun, family-friendly way to see the sights of Chicago. Parents and kids can ride their bikes side by side, enjoying the stops and games played along the way. The activities, duration and difficulty are geared for kids 10 and under.
Price from: $14
Duration: 2 hours
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Discover the opulent exteriors and interiors of the Roaring '20s Jazz Deco and the classic finishes of Art Moderne buildings in this 2 hour tour. Learn of Chicago's influence on the international Art Deco movement, and trace the history of lively architectural heritage.
Price from: $14
Duration: 2 hours
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Explore Chicago's international, modern and postmodern movements, from the powerful, minimalist work of Mies van der Rohe's to contemporary styles that incorporate new, environmentally-sustainable technology. A great 2 hour tour for architecture buffs as well as anyone with a simple interest in the buildings of Chicago.
Price from: $27
Duration: 2 hours
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This tour explores the art glass designed, crafted or installed by the Tiffany Glass and Decorating Company, Louis Comfort Tiffany and his contemporaries, in four late 19th Century Chicago landmarks:
Price from: $14
Duration: 2 hours
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Perhaps Chicago's most identifiable claim to fame resides in its architecture. The prototype of the modern industrial metropolis arose from the charred landscape left by the Great Fire of 1871. Many of Chicago's surviving buildings are the forefathers of the great modern skyscrapers and on this walking tour you will discover the historic beginnings of the Chicago School of Architecture and the earliest skyscrapers, built between the 1870s and the 1930s.