Last updated: October 25, 2019


If a few of your favorite things include wine, flowers, Hamilton and classical music, then you’ll probably want to cancel all your plans and head to some of this week’s best Chicago events.


Chicago Rum Festival

April 27 at Logan Square Auditorium

Don’t you think it’s about time you indulged your inner pirate? Get your fill of rum at this festival that celebrates what used to be the most consumed spirit in the country. Over the course of three hours, you’ll have the chance to taste more than 50 rum types and check out educational seminars while you enjoy complimentary snacks and live music.


Wine Festivals

As the temperatures increase in Chicago, so does the city’s consumption and celebration of adult beverages. This week in Chicago, there are actually two different wine festivals. They both will feature a wide selection of wines to taste and purchase, so it really just depends what vibe you’re after.

Chicago Wine Fest

April 27 at Lincoln Park Zoo

This fest has a more boutique feel with about 20 wineries from both near and far. There will also be food available for purchase and live music to set the scene.

Wine Spectator’s Grand Tour

May 2 at Navy Pier

Whether you’re a bonified wine aficionado or just a curious hobbyist, you’ll find plenty to love about this serious wine expo. Put on by the famous wine magazine, the event will feature over 240 different wines that are all rated 90 or above by the magazine and their readers. Attendees will also get free food and a souvenir wine glass.


Hamilton: The Exhibition

April 27 to September 8 at Northerly Island

With the wild success of the Hamilton musical, the country has a serious case of Hamilton fever at the moment. If you want to dive deeper into the remarkable founding father’s story, this is the perfect opportunity. The exhibition will include an audio tour narrated by Lin Manuel Miranda, lighting, sound, music, multimedia and historical artifacts.


One of a Kind Show & Sale

April 26-28 at Merchandise Mart

If you love the small events with local makers selling unique wares, then it might be time to level up to this massive event at The Mart. There will be over 300 different artists and makers from across the country offering special, handmade items ranging from gourmet foods to cosmetics to pet products. If you’re a planner, you’ll use this opportunity to stock up on holiday gifts for everyone on your list so you can sit back and relax come winter.


Bach Week Festival

April 26 – May 3 at Various Locations

Celebrate the music of the renowned, Johann Sebastian Bach over the next week, with performances taking place at the Music Institute of Chicago in Evanston and Anderson Chapel at North Park University in Chicago. This Chicago tradition has been happening every year since 1974 and is a lovely way to usher in the spring season.


Lilac Festival

May 1-19 at Lilacia Park in Lombard

Speaking of celebrating the arrival of spring, this annual flower festival is a truly spectacular celebration of one of spring’s shortest lived and most beautiful blooms. The 8.5-acre park contains 700 lilacs and 25,000 tulips for a dazzling experience of sight and smell.