Ski and Snowboard Bus Trip To Chestnut From Chicago In December

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Saturday Dec. 3rd join us for a day trip to Chestnut aboard our Windy City Ski and Snowboard Bus.  This trip will be sponsored by our friends at Windward Boardshop  Catch it in Chicago and ride up for a great day of skiing and snowboarding!  After a day of fun and frolic relax on our spacious bus… read more

Windy City Ski Bus Trips Planned For 2011

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The first ski trip of the 2011 season is set for November 26, 2011 with Windy City Ski.  Join us for a relaxing and fun ride to Devils Head!  Catch the Windy City ski bus and enjoy a day on the slopes.  When the day is over and  your tired and  ready to kick back… read more

Start Planning Winter Ski Trips

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It’s time to start planning your winter ski trips!  Summer is coming to an end and Fall will be here soon!  And before  you know it the snow will be falling! Windy City Ski has some great Chicago 1 day ski bus trips and overnight ski bus trips planned for you.  We  pick you up… read more

Chicago Company Party Or Getaway, Windy City Ski

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Let Windy City Ski organize your company party or getaway!  We are happy to organize your next group or company outing! We offer customized single day and overnight trips and are happy to take care of every step of the process. Meeting/Private space is available for your group and we are happy to arrange your… read more

Chicago Ski Bus For Winter Fun

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Windy City Ski trips help keep you busy in  the winter in Chicago.  There are so many things to do in Chicago in the summer and fall months but when winter comes your choices are drastically reduced.  Windy City Ski is a ski bus you can take right from Chicago to the slopes.  Join us on… read more

Summer Bus Trips With Windy City Ski, Chicago

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Join Windy City Ski for a rafting trip on July 16th on the Sugar River.  Catch our chartered bus downtown Chicago for a fun filled day and leave the driving to us.  Our bus trips runs winter and summer.  Winter skiing and summer rafting and golf getaway trips.  Meet new friends have fun and relax. … read more

Golf & Ski Trips, Windy City Ski

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Windy City Ski at www.windycityski.com is your destination for winter ski trips and summer golf and rafting trips.  We handle everything from the transportation to your tickets.  You can relax and enjoy the trip!  Our ski bus picks you up in Chicago and drops you back off after your day.  Check out all our planned… read more

Summer Ski Bus To Sugar River, Windy City Ski

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Join us for the Sugar River Sugar Float on June 18th.  Windy City Ski has summer golf trips available as well as rafting trips.  Log onto www.windycityski.com for more information about our ski, golf and rafting getaways.  Our bus picks up in downtown Chicago and brings you back.  So sit back enjoy the trip and… read more

Weekend Golf Getaway, Windy City Ski Bus

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Windy City Ski summer golf packages are now available.  Skiing is over, now its time to play on the golf course!    We will once again take care of all the work so you can just enjoy the ride…and this time the ride will be full weekend golf getaways at various resorts in Illinois and Wisconsin!  Our luxury charter coaches will… read more

Golf Getaway Devils Head Resort, Windy City Ski

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  We are always sad to see the snow leave but with spring/summer comes our second favorite pastime…GOLF!! Windy City Ski has once again taken care of all the work so you can just enjoy the ride…and this time the ride is a full weekend golf getaway at Devil’s Head Resort in Merrimac Wisconsin!  Our luxury charter coaches will… read more

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