Who doesn’t love happy hour and bar-hopping during Halloween season in Chicago? If you are someone who is looking for something a little bit different than your boozy outings, then we got great events, parties, and pop ups for you to have fun this Halloween in the Windy City!

Jack’s- A Pumpkin Pop-Up Experience

If you are someone who loves everything pumpkin, then Chicago’s NEWEST pop-up experience is for you! Go to Goose Island in downtown Chicago to experience this harvest-time wonderland!

At this pop-up, you can get lost in an exceptional corn maze, see striking nighttime light displays, and grab seasonal cocktails or your favorite non-alcoholic beverages. You can also get your sweet tooth fix on delicious treats such as caramel apples, while on an adventurous hay ride.

This is a great place to take your family and/or friends for all of your halloween must do activities this season. Plus, any mans’ best friend is welcomed as well! Who doesn’t love a place that welcomes dogs?