Pilsen is a mecca for vintage shoppers and the plan for this guide is to bounce around to four different shops, each with a different era of fashion a...
This is a classic neighborhood walkabout in West Town. It starts with coffee and shopping at a pandemic-inspired retail/coffee shop. You'll then grab...
Wine and book lovers, especially fans of the two combined, this one's for you. You'll venture to Printer’s Row, a neighborhood near the South Loop tha...
We've got a short trip planned to Southwest Michigan for a quick weekend getaway. You'll layout on dunes along Lake Michigan's coast, drink whiskey wh...
Get your walking shoes ready, because we're going on an old fashioned neighborhood walkabout. The plan for the day is a one mile jaunt through Lincoln...
The night starts on an empty street surrounded by warehouses where you'll have cocktails inside a bustling taproom while a forklift might be operating...
There's nothing quite like the decorating high, as interior designers like to say, you get when hunting for and securing vintage homeware. The hunt is...
After a long week, or to start off a new week on a relaxed note, whichever way you look at it, a peaceful Sunday morning is just what the doctor order...
Home to the University of Chicago, Hyde Park is undoubtedly the city’s ideal hub for intellectuals. To tap into your inner highbrow academic, take a t...
It’s not hard to love Andersonville. It’s a charming North Side pocket of eclecticness and eccentricity just waiting to be tapped. This neighborhood i...
Work sucks. Alright, maybe not always, but you know what we mean. So, after one of those weeks, it’s only fitting to indulge a bit. After you’ve put y...
Everyone knows Chicago is one of the best cities for food, comedy and drinks. Tonight, you’ll combine all three for a lively night in the West Town an...
In a new addition to our “Known/Unknown” series, we’re heading to Michigan Avenue to pair a Chicago landmark with an overlooked place nearby. The fi...
This itinerary is part of our "Known/Unknown" series, where we pair a Chicago landmark with overlooked places nearby. For fans of literature and archi...
This is part of our “Known / Unknown” series. For each guide in this series, we pair a classic, essential landmark with an overlooked place nearby. To...
This guide is part of our "Known/Unknown" series where we pair an essential Chicago landmark with some more obscure spots nearby. It starts with a lei...
For this week's guide we're adding another edition to our Known/Unknown series where we pair a classic, essential landmark with an overlooked place ne...
We've got another guide to add to our Known/Unknown series where we pair an essential Chicago landmark with overlooked places nearby. Today we're on a...
We're taking a short trip outside the city to hike through a 2,500 acre forest preserve. We start by grabbing coffee at a quirky and retro coffee hous...
Access to nature can sometimes feel inaccessible if you don't have a car. But for this guide, the Metra is all you need. You'll take the UP-N line to...
Start your day at a sustainable farm, picking up fresh produce and sipping local coffee. Then, step into a neighboring nature preserve for an easy str...
This guide has you visiting West Ridge, a quiet residential North Side neighborhood that's home to a vibrant South Asian, Jewish, and Eastern European...
We're taking advantage of living next to a giant freshwater lake and have you going on a fishing 101 expedition. You'll get outfitted with fishing gea...
We've got a relaxing picnic planned inside a garden, that in the words of Alfred Caldwell, was "planned as a sanctuary of the native landscape, a plac...
It’s time for a change of scenery, so for two days this weekend, we’re heading north to Milwaukee — a mini Chicago, as some refer to it. The vibrant W...
About 18,000 years ago, Illinois and Wisconsin were covered under a big sheet of glacial ice. Eventually, these massive glaciers began to retreat, bu...
Imagine Chicago with mountains in the distance. Nobody would ever leave. While we don't have mountains, there are still places to hike to get some ele...
This guide has you hitting the road for a weekend trip out of the city. You'll visit Galena, IL, about a three-hour drive from Chicago and on the bord...
This guide is part of our Good Bites series, and we're venturing out to pick up fresh ingredients to make a classic BLT -- our summer sandwich of choi...
When the cold weather strikes, this guide has you cooking up some eats to keep warm -- or should I say hot -- hot pot that is. To get started, you'l...
We're taking the Red Line to go on a food expedition that starts in Chinatown and ends on the far North side in Little Saigon. We'll make a few stops...
When the weather finally turns for the better, a long walk through the city might just be what you need to shake off the winter blues. This guide take...
This night is about good eats and good drinks. You'll start things off with a dining extravaganza brought to you by a Michelin starred chef on a quiet...
There are no shortage of outdoor markets when summer rolls around, and for today's guide we'll be visiting two staples on the the South Side. You'll f...
As winter firmly grips Chicago in its grasp, we've got a guide to fight back the only way we know how -- day drinking and binge eating. Our guide take...
Head to Lakeview for a low-key date night. You'll start at a neighborhood cocktail bar for pre-dinner drinks, then grab dinner at a place that combine...
Oktoberfest celebrations come and go, but this guide lets you enjoy German festive cheer all year round. This guide takes you through Chicago's North...
Ravenswood, Wrigleyville’s cozy sibling to the north, is home to Chicago’s Malt Row. With Ravenswood Avenue hosting more than 10 craft breweries and d...
This guide takes us to Edgewater for a quick afternoon trip. It starts at a place that's one part pie shop, one part bar, and one part elevated tavern...
It’s not uncommon to be overwhelmed by contemporary nightlife spots, so we're going to infuse the night with some rich, old-school history and rhythm...
After a week of being responsible and sticking to healthy eating, it's time to indulge a little. This guide kicks off at a fusion Chinese-Korean BB...
We’re going on a night time adventure in Roscoe Village for burgers, cocktails, live jazz, and a comedy show in the back of a bar. This isn’t any come...
Strap on your dancing shoes and warm up those vocal chords. This guide starts off at a locally beloved karaoke bar, then you'll dance the night away a...
For a lot of Chicagoans, it's not about getting used to the cold-weather season but finding ways to cope with it until summer rolls around. This guide...
