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Chicago

As with many cities in the northern United States, the best time of year to visit Chicago is May through October. The downtown area is divided into several neighborhoods consisting of "The Loop," South Loop, West Loop, River North and Old Town. Although walk-able in some respects, "The Loop" is about 1.5 square miles and that is just a small portion of the downtown area. If this is your first time visiting the "Windy City," we suggest purchasing tickets for a variety of Chicago tours that will help to navigate all the different neighborhoods and tourist attractions.


CityPass

By far the most cost effective way to visit a variety of Chicago attractions is the CityPass. Many of the larger cities in the United States offer their unique version of a Go Card or CityPass, which often include discount admissions and FastPass entries. Chicago is no different. Visit some of the world's best museums and skyscrapers while saving time and money on your ticket purchases.


Recommended Chicago Tours


Land & River Tours

To experience the best of Chicago, it's essential to see the city from both perspectives. Boasting a half-day itinerary that covers all major points of interest in downtown Chicago, the land and river tour offers a comprehensive overview of the history, architecture and popular attractions that make the city a great vacation destination. While the land portion of the tour is informative and fun, most people like cruising the Chicago River and Lake Michigan even more. Make sure to get pictures during the river tour as you cruise by Trump Tower, The Civic Opera House and Wrigley Building. Take notice as you pass under several steel drawbridges, like the DuSable Bridge, which are so close you can almost touch them. All these impressively engineered structures make great backdrops for selfies and group photos.


Segway Tours

Chicago is home to several companies that operate all types of Segway tours that wind through Millennium Park, The Loop and Museum Campus. Although expensive for a large group or family compared to other options, Segway tours offer the speed of a bicycle without having to exercise! Chicago temperatures can climb into the 90s during the summer months, so if you're looking for a tour that will allow you to breeze through without a sweat, choose a Segway. Most itineraries last for about 90 minutes and offer insightful facts about the historic architecture and fun things to do while vacationing in the city.


Bike Tours

Chicago is one of the most bike-friendly cities in America. The most impressive attraction for cycle enthusiasts is the 22 mile Lake Shore Bike Trail. It spans from Edgewater Beach in the North to the Museum of Science and Industry on the Southside. Throughout the summer, thousands of people flock to the trail for exercise and tour opportunities. You can rent bicycles all over the city or catch up with an organized bike tour group.


Ghost Tours

One of the lesser-known tour opportunities in Chicago happens after nightfall. Some significant events in the history of Chicago have made it one of the most haunted places to visit in the Midwest. The Great Chicago Fire, The Eastland Disaster and The Iroquois Theatre fire have all contributed to making Chicago a hotbed for paranormal activity. There are several reputable ghost tour companies operating from downtown Chicago and many of them offer convenient pickup locations near popular hotels and intersections.


Top Rated Chicago Attractions


Skyscrapers

If you're afraid of heights, Chicago is probably not the best place to visit. The best Chicago attractions are located 1,000 feet above ground. The Hancock Building and Willis Tower both offer interactive experiences that will make you think twice about stepping close to the edge. Trump Tower offers a restaurant and bar on the 16th floor with great views of the Chicago River and Wrigley building. Looking to dine a little higher up? Check out the Signature Room on the 95th floor of the Hancock building. It boasts magnificent views of Lake Michigan and the city.


Museums

Second only to New York City, Chicago boasts some of the best museums in the United States. If you're an art lover, check out the Art Institute or Museum of Contemporary Art. The Art Institute is world-renowned for its incredible collections of classic masterpieces as well as unique artifacts. If it's natural history you crave, then a visit to the Field Museum is definitely in order. Several floors of ancient artifacts and collections center around a massive T-Rex named Sue. She?s an archeological masterpiece and a "must see" for any history buff.


Zoos

When is the last time you visited a zoo for free? When you vacation in Chicago, check out the Lincoln Park Zoo. It's FREE! Supported by taxpayers and private donations, the Lincoln Park Zoo has hundreds of rare animals that rival some of the best collections in the world. Although many of the animals live inside during the winter, it's still open for Zoo Lights, a magnificent display of Christmas lights that twinkle in the night sky for several weeks in December. Looking for something even bigger? Check out Brookfield Zoo located about 45 minutes from downtown. It has everything you could ask for in a world-class zoo, including a Christmas light spectacle that is sure to get you in the holiday spirit. There is an admission fee, but it's well worth it.

ALL Tours, Sightseeing, Museums & Attractions

Chicago CityPASS
Price: $96.00
Chicago CityPASS saves time and money when visiting five of the Windy City's most popular attractions. In addition to Skydeck Chicago, the Shedd Aquarium and Field Museum, you can choose between the Adler Planetarium and the Art Institute of Chicago and either the Hancock Observatory or the Museum of Science and Industry.
For One Low Price you can Make the Most of your Vacation! The Go Chicago Card gives you UNLIMITED general admission to over 30 of the best attractions and tours. A FREE full color Guidebook gives you exclusive savings of up to 20% on shopping, dining and services.
For One Low Price you can Make the Most of your Vacation. The Go Chicago Card gets you UNLIMITED general admission to over 30 top attractions at 55% savings PLUS! A free full color guidebook that gives you exclusive savings of up to 20% on shopping, dining and services.
Historic Chicago Tour
Price: $27.75
Discover the historic and beautiful Chicago South Shore. Here, you will find the Lake Point Towers, the Museum Campus, the Buckingham Fountain and Grant Park, the home of Soldier Field. These and many more top attractions await you on a Historic Chicago Tour.
Chicago Gray Line Land and River Tour is a marvelous way to enjoy the sights of Chicago, such as the Loop, Soldier Field and Grant Park. See these and many other iconic symbols of the city from land as well as aboard a streamliner yacht that cruises the shoreline.
Gray Line Panoramic & Scenic Chicago Tour is a wonderful way to see the Northside of Chicago and iconic attractions like the Loop, Wrigley Field, Lincoln Park and the John Hancock Center.
A Segway Day Tour of Chicago is a wonderful introduction to the city. Enjoy superb personal service, fantastic photo opportunities as well as historical information, insightful stories and current perspectives into Chicago.
A Segway Night Tour of Chicago is a wonderful way to experience Windy City attractions. See iconic landmarks and enjoy marvelous photo opportunities while cruising on the planet's most intriguing vehicles.
The Chicago Theatre Marquee Tour is a one-hour, history-filled, behind-the-scenes look at this majestic performing arts venue. Learn all about the theater's early days and transformation into today's premiere theatrical and concert stage.
See all of Chicago's Top Attractions with Big Bus Tours. Live English commentary by tour guides. Hop on, Hop off at your own pace.
Enjoy 2 days of Chicago's Top Attractions with Big Bus Tours. Live English commentary by tour guides. Hop on, Hop off at your own pace.
Enjoy this great city for 3 full days of touring with Big Bus Tours of Chicago
Your Perfect Special Occasion. Made Easy. Odyssey offers the ideal setting to create an unforgettable memory. Enjoy a two-hour escape to the signature elegance and total entertainment experience only a true luxury cruising vessel can provide.
Toast to an unforgettable weekend aboard Chicago's Odyssey Weekend Champagne Brunch Cruise. Enjoy a two-hour escape to the signature elegance and total entertainment experience that only a true luxury cruising vessel can provide.
Take in spectacular views aboard the Chicago Odyssey Weekday Dinner Cruise. Enjoy a 4-course menu of appetizers, entrees and delicious desserts. Dance to a medley of live music, from softer classics early in the cruise to today's favorites.
Take in spectacular views aboard the Chicago Odyssey Weekend Dinner Cruise. Enjoy a 4-course menu of appetizers, entrees and delicious desserts. Dance to a medley of live music, from softer classics early in the cruise to today's favorites.
EXPLORE CHICAGO'S LAKEFRONT LIKE NEVER BEFORE! Chicago's most thrilling boat ride Seadog- Speedboat Lake Tour is the best way to view Chicago from the lake, combining an exciting speedboat ride with fantastic views of the world famous Chicago skyline.
What does 2,000+ HP sound like when you start it up? Find out when you ride the Seadog! The only tour to take you from the lakefront, through the locks and along the river. The Seadog River & Lake Architecture Tour is the best choice for experiencing Chicago.
Step aboard the Spirit of Chicago Lunch Cruise for an afternoon of unparalleled cruising fun! Enjoy star-quality entertainment and breathtaking views for one low price. A Spirit of Chicago cruise will blow you away!
Experience a worshipful blend of Gospel music and buffet dining aboard the Spirit of Chicago. This luxurious ship will surround you with views of the city skyline while raising your spirit with live Gospel renditions for the soul.
Step aboard the Spirit of Chicago Lunch Cruise for an afternoon of unparalleled cruising fun! Enjoy star-quality entertainment and breathtaking views for one low price. A Spirit of Chicago cruise will blow you away!
The Chicago Dinner Cruise includes a stroll beneath the stars, a candlelight dinner, a dance to your favorite song and more! The Spirit of Chicago Dinner Cruise is the perfect night out, so come aboard!
The Chicago Dinner Cruise includes a stroll beneath the stars, a candlelight dinner, a dance to your favorite song and more! The Spirit of Chicago Dinner Cruise is the perfect night out, so come aboard!
Bobby's Bike Hike 'City Lights at Night' Bicycle Tour of Chicago is a festive way to see the Buckingham Fountain lightshow, Museum Campus, Millennium Park and other exciting Chicago attractions.
The unique Bobby's Bike Hike Lakefront Neighborhood Bike Tour takes you off the typical tourist routes to explore the quiet neighborhoods, colorful parks and lively beaches on Chicago's North Side.
The award-winning Bikes, Bites and Brews Tour takes you on a 13-mile trek through scenic landscape and Chgicago's favorite foods.
Chicago Favorites Walking Tour is a guided walking tour that lets you sample food from each of Chicago's 4 favorite food groups: pizza, hot dogs, beer and brownies. Discover Chicago's iconic downtown Loop and experience the city's world-renowned architectural and design flair...
Discover the highlights of more than 175 years of history, art and architecture in Chicago's iconic Loop on the Chicago Loop & Architecture Walking Tour, a 2-hour guided walk. Enjoy a walk through Millennium Park, explore Daley Plaza, and see public art on display throughout...
Experience Chicago's seedier side on this bike tour through Southside's most notorious mobster areas and stomping grounds of famous Al Capone on the Southside Chicago Outfit Tour. A 12 mile, 3.5 hour moderate ride through history. Includes bicycle, helmet, guide and a guaranteed great time...
Step inside the LEGOLAND Discovery Center Chicago and you will think you have just jumped into the world's biggest box of LEGO. The 30,000 sq ft indoor attraction, located in Schaumburgs Streets of Woodfield, is geared to families with children age 2 to 12 yrs.
A Medieval Times Dinner and Tournament in the Schaumburg Castle recreates a legendary golden era in an exhilarating atmosphere of festivities, intrigue and drama. Illinois matchless dinner attraction transports you back in time to the splendor of the 11th century.
For One Low Price you can Make the Most of your Vacation. The Go Chicago Card gives you UNLIMITED general admission to over 30 of the best attractions and tours. A FREE full color Guidebook gives you exclusive savings of up to 20% on shopping, dining and services.
An Inside Chicago - North and South Side Tour provides an exciting overview of Windy City attractions. This sweeping tour takes you through North and South Side residential and business districts.
During the Grand Tour of Chicago and Hancock Tower Combination, you will experience Chicago's historic South and North Sides. This exciting tour includes State Street, the Loop, manicured parks and stunning views from the John Hancock's 94th floor observatory.
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