Chicago/ Food & Drinks
Published on June 23, 2017
It's Over: The Least Terrible Spots For A Chicago BreakupPhoto: Marina C./Yelp

All good things must come to an end—as well as some not-so-good ones. If you're ready to bring your relationship to a close (and would rather do it in public to avoid any unwanted drama), we've got your back. Here are five spots in Chicago that are quiet and (relatively) private, allowing some space for tough conversations. 

Lincoln Park Conservatory
Lincoln Park

Even in the dead of winter, this massive greenhouse and botanical garden offers a lush place to have a heart-to-heart stroll. And if you can't afford a tropical getaway to help heal from your breakup, spending some time in the warm and leafy palm room is the next best thing (and doesn't cost a dime). 

Simon's Tavern
Andersonville/Edgewater/Uptown

Photo: Meghan D./Yelp

Anyone who's ever been through a breakup knows that sad songs are a must when you're going through the moping phase—and the epic jukebox at Simon's has all the heartbreak tunes you could ever want to hear. Break the news over a warm and comforting glass of their famous spiced glögg (Swedish mulled wine), and once your newly minted ex has split, go program the perfect soundtrack for drowning your sorrows. 

Grant Park
The Loop

Photo: Ricardo C./Yelp

If your no-longer-significant other is the type to make a scene, do the deed in front of the Buckingham Fountain, where the crowds of cheerful tourists will make it difficult to have a total meltdown in public. Added bonus: when the hourly light and music show kicks in, you'll have the opportunity to make a quick escape. 

Eva's Cafe
Near North Side/Old Town

Photo: Madeleine M./Yelp

Tucked away on a side street, this charming little coffee shop doesn't draw big crowds, which makes it a great spot for those tough (and long) conversations. Settle in at one of the cozy armchairs by the fireplace or the intimate tables for two, and make your "it's not you, it's me" speech. Then soothe the bitter taste of heartbreak with one of the sugary red velvet lattes.

Ada Street
Noble Square/West Town

Photo: Yvonne B./Yelp

If you don't want to taint your favorite local hangout with bad memories, head to this restaurant in the far east of Wicker Park, which is hidden among warehouses and around the corner from a Home Depot. With the intimate look of a date spot—especially on the candlelit patio—it's tasteful enough that your dumpee will appreciate the consideration. But you'll never have to see it again, unless you need some lumber.