10 Best Chicago Vacation Activities

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Choose from only the best Chicago vacation activities to maximize your vacation experience. These activities are a great way to get to know the real Chicago and see what this great city has to offer. Make your reservations today!
10 Best Chicago Vacation Activities
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Go back in time and enjoy a riveting show and a delicious meal at the Medieval Times Dinner & Tournament. This show takes you on a journey back in time to when knights jousted to win the affection of the princess. Your dinner consists of an authentic Medieval meal, including roasted chicken, spare rib and a pastry of the castle. Enjoy the delicious menu while cheering on your favorite contender in the epic jousting and hand-to-hand combats.
Available 153 days between Now & Oct 23, 2015 View Schedule
Let a knowledgeable tour guide take you to the hottest city attraction in Chicago like the Shedd Aquarium or Adler Planetarium on one of the convenient i2 Segways offered with the Chicago City Segway Tour. This tour takes place by segway, so you don't have to exhaust yourself walking everywhere. It's no mystery why this is one of Chicago's best vacation activities!
Available 278 days between Now & Dec 31, 2015 View Schedule
Your Chicago experience just got a whole lot more exciting. The Panoramic and Scenic North Side Tour takes you through all of the life of the city. Go through the main business center, the "Loop," the Chicago River, the Wrigley Building and more. See all of the beauty of the city with a walk through Lincoln Park's thousand acres of greenery, lagoons, flowers and zoo. This tour gives you the opportunity to explore the city's most vital areas and beautiful sights.
Available 370 days between Now & Mar 31, 2016 View Schedule
The Go Chicago Card will give you access to Shedd Aquarium, the Art Institute of Chicago, The Field Museum and more, all for one low price. You can get 1, 2, 3, 5 or 7 day access into all of the greatest sights in the city for a comprehensive and entertaining Chicago vacation.
Available 370 days between Now & Mar 31, 2016 View Schedule
Go first class with a beautiful lunch or dinner cruise aboard a luxury yacht with the Chicago Odyssey Lunch and Dinner Cruises. These cruises give you the chance to unwind and enjoy a gourmet meal with live music during your getaway in Chicago. The ambiance and relaxing experience these cruises provide make them one of the best vacation activities available in Chicago.
Available 113 days between Now & Dec 12, 2015 View Schedule
What better way to spend your vacation than exploring the beauty and culture of Chicago's historic areas like Grant Park and Adler Planetarium with this historic Chicago tour? Relax and enjoy the sights of Chicago's best downtown attractions!
Available 368 days between Now & Mar 31, 2016 View Schedule
Explore the ins and outs of the windy city with the fascinating Chicago Grand Tour. Get your camera ready as you prepare to pass by some of Chicago's most well-known landmarks including the Field Museum of Natural History, Daley Plaza, the Wrigley Building, Grant Park, Michigan Avenue Bridge and many others.
Available 370 days between Now & Mar 31, 2016 View Schedule
For a vacation activity that gives you the chance to see the Field Museum, Museum of Science and Industry, Adler Planetarium, Shedd Aquarium, and Hancock Observatory or Skydeck Chicago at one low price, book the CityPass. The CityPass is the convenient way to get your tickets and skip some lines to maximize your time and fun at each place. Your pass even inclues helpful tips so you get the most out of your time in Chicago!
Available 338 days between Now & Feb 28, 2016 View Schedule
If you're looking for a vacation activity that can give you high-speed entertainment or a relaxing cruise, check out Seadog Cruises. Seadog Cruises offers two types of cruises. One is a high-speed adventure on Lake Michigan that is designed to give you thrills while the other is a leisurely cruise along the river where you can see the fascinating architecture and stunning skyline of Chicago. Both are fantastic options for a great time!
Pricing and schedule are currently unavailable.
Have a blast on your vacation by spending time at the world famous Six Flags Great America, Chicago theme park. This theme park offers roller coasters, rides, and delicious food that keep families entertained all day. Six Flags Great America is definitely one of the best Chicago vacation activities available!
Pricing and schedule are currently unavailable.
All prices are in US Dollars
Activities
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