Chicago Sightseeing Tours
Start Here to gain access to the most popular sightseeing tours that Chicago IL has to offer. We offer only quality links to official web sites, easy to use maps, hours and admission fees.
More to do in Chicago:
Arts and Culture, Event Calendar, Concert Venues in Chicago, Museum Exhibits, Popular Tours, Broadway on Chicago, Things to See and Do, Zoos, Science Museums, Aquariums
Chicago Airport Roundtrip Transfer
Airport & Ground Transfers
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.
Chicago Airport Arrival Transfer
Airport & Ground Transfers
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.
Chicago Airport Departure Transfer
Airport & Ground Transfers
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.
Chicago Grand Tour and Hancock Observatory
Attraction Tickets
Enjoy the Grand Tour of Chicago and a visit to the Hancock Tower! See the sites from one of Chicago's tallest landmarks.
Chicago Club Crawl
Bar, Club & Pub Tours
After dark, hit two of Chicago's hotspots for the best in blues and late night entertainment. 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.
Chicago Lakefront Neighborhoods Bicycle Tour
Bike & Mountain Bike Tours
Accept no imitations! This tour is what made Bobby famous, 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.
City Lights at Night Bicycle Tour
Bike & Mountain Bike Tours
Bike through Chicago's most attractive locations at night and discover her charming neighborhoods.
Friendly Chicago Neighborhoods Bicycle Tour
Bike & Mountain Bike Tours
On a Chicago Bike Tour you will visit some of Chicago's most interesting and definitive neighborhoods: the Gold Coast with world-class shopping and dining, Old Town with its distinctive Chicago residential architecture and Lincoln Park with luxurious tree-lined residences.
Chicago Day Bike Rental
Bike & Mountain Bike Tours
Did you know that Chicago was voted the #1 bike-friendly city in the US by Bicycling Magazine? Take advantage of over 120 miles of bikeways, including Chicago's magnificent lakefront with 18 miles of designated paths. The perfect way to explore Chicago is on a bike! With free self guided tour maps you can explore Chicago at your own pace.
This tour is seasonal and runs from April to October.
Chicago Grand Half-Day Tour
Bus & Minivan Tours
This comprehensive half-day tour is the perfect introduction to the Windy City. From the highlights of the North Side and South Shore, to driving virtually the entire length of the scenic Outer Drive, you'll come away with an overview of the best Chicago has to offer.
Chicago South Shore Tour
Bus & Minivan Tours
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.
Chicago North Side Tour
Bus & Minivan Tours
This is the tour for those looking to experience the vitality and excitement of Chicago. You'll tour through Chicago's main business section, one of the financial centers of the world and always bustling with activity. You'll tour the famous "Loop" and State Street - the great street where Chicago's fame began.
Chicago Land and Lake Half-Day Tour
Day Cruises
See Chicago from the land and the water on this scenic half-day tour. This comprehensive tour shows you the South Shore business district, the Loop and the exclusive shopping areas and neighborhoods. Then, you will see Chicago from the water as you cruise past the shoreline in a beautiful streamliner yacht!
Chicago River and Lake Architecture Tour
Day Cruises
Chicago is renowned for its stunning and original architecture ñ 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.
Chicago Lunch Cruise
Day Cruises
Welcome aboard Chicago's largest luxury yacht at Navy Pier! Tantalize your taste buds and discover Chicago's wonderful city skyline on this two-hour lunch cruise. While you cruise, and enjoy a freshly prepared three-course meal, youíll enjoy magnificent views of the Windy City skyline and hear your favorite music from a live trio.
Chicago Brunch Cruise
Day Cruises
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.
Tommy Gun's Garage Dinner and Show
Dinner Theater
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!
Medieval Times Dinner and Tournament in Chicago
Dinner Theater
Medieval Times is an adventure unlike any you have ever experienced before. During each live performance, guest enjoy an authentic medieval four-course feast while valiant knights battle to the death on horseback. Brilliant costumes and famous Andalusian horses add to the splendor of your visit. Cheer your brave knights to victory as they compete in games of skill, hand to hand combat and the joust!
Chicago Halloween Haunted Cruise
Halloween
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.
Modern Chicago Loop Skyscrapers
Historical & Heritage Tours
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.
Historic Chicago Loop Skyscrapers
Historical & Heritage Tours
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.
Downtown Chicago Deco
Historical & Heritage Tours
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.
Chicago City Hop-on Hop-off Tour
Hop-on Hop-off Tours
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 in a day!
Chicago Hop-on Hop-off Trolley and Upper Decker Tour
Hop-on Hop-off Tours
Enjoy a scenic tour of Chicago's lake front and downtown area aboard the Trolley buses and the New Upper Deckers!
Lake Michigan Speedboat Ride
Jet Boats & Speed Boats
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!
Tour the Treasures and Chicago South Shore Tour
Literary, Art & Music Tours
Enjoy all the sights on the South Shore Tour, plus admission to the Art Institute of Chicago!
Tiffany on Wednesdays
Literary, Art & Music Tours
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:
Chicago Dinner Cruise
Night Cruises
Step aboard the Chicago Dinner Cruise and enjoy a three-hour escape on Lake Michigan. Relaxing in the elegant ambiance that only a true luxury cruising vessel can provide, you'll sail along the lake shore and have unmatched views of the world-famous Chicago skyline.
Chicago Segway Night Tour
Night Tours
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.
Chicago Party Pass
Nightlife
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.
Chicago Segway Morning Tour
Segway Tours
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!
Chicago Segway Afternoon Tour
Segway Tours
This Segway Tour is perfect for those new to the city as well as Chicago veterans. For the beginners, this 3-hour tour will offer you a fantastic orientation and give you an opportunity to see virtually all of the sites you know from movies, postcards and history.
Shopping Tour to Aurora Chicago Premium Outlets
Shopping Tours
Head to Chicago Premium Outlets for an unparalleled collection of 120 designer and name brand stores offering savings of 25% - 65% every day!
Chicago Shopping Tour: Bucktown and Wickerpark
Shopping Tours
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.
Chicago Shopping Tour: Lincoln Park
Shopping Tours
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.
Chicago CityPass
Sightseeing & City Passes
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!
Go Chicago™ Card
Sightseeing & City Passes
The Go Chicago Card is the perfect way to save on your Chicago vacation. You'll get FREE admission to over 25 attractions and tours for one low price! Chicago has dozens of great attractions, so the Go Chicago Card has something for everyone.
Also see: Sightseeing Attractions, Museums, Theater Guide |
