Windy City Staycation

Listen this week to the Jimmy & Lisa morning show for your chance to win a Windy City Staycation prize package perfect for the holidays!

Get qualified to win:

  • Two roundtrip tickets on Amtrak’s Hiawatha line with service from Milwaukee, Sturtevant (WI) and Glenview to Chicago’s Union Station.
  • Two orchestra seats to the Joffrey Ballet’s production of The Nutcracker at the Auditorium Theatre.
  • Plus, an overnight stay at the JW Marriott Chicago.

Jimmy & Lisa will qualify twice each day and every qualifier will win a free pie from Bakers Square, just in time for Thanksgiving!

The winner will be drawn this Friday at 8:45 am.


About The Nutcraker

Don’t miss the Joffrey Ballet’s Nutcracker! Journey inside Chicago’s 1893 World’s Fair with Christopher Wheeldon’s critically acclaimed holiday masterpiece. When young Marie and her mother, a sculptress who is creating the fair’s iconic Statue of the Republic, host a holiday party, a surprise visit from the charming Great Impresario sets off a Christmas Eve dream of whirlwind romance and adventure. A must-see tradition boldly reimagined for a new generation. Go to for more.


About JW Marriott Chicago

Treat yourself to an unsurpassed level of style and service at the renowned JW Marriott Chicago, the Loop’s only true luxury hotel. Throughout their landmark downtown Chicago hotel, you’ll discover touches of elegance, such as their magnificent lobby, stunning chandeliers and inviting seating areas. Each spacious room within their hotel provides a peaceful oasis for relaxing or working.  To book a Nutcracker package, call 312-660-8200 or go to


About Amtrak Hiawatha

Hiawatha 7X daily service — the most convenient route between Milwaukee and Chicago. With just 89 minutes between Milwaukee and Chicago, you can sit back, relax and avoid the traffic. Our reliable service offers seven round-trips daily featuring comfortable, spacious seating, and free Wi-Fi to keep you connected. Book your next trip today using their ticket form at or call 1-800-USA-RAIL.




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