Day Drinking and Binge Eating in West Town
Cocktails, Comfort Food, and Live Performances
A Winter Hike Up A Sand Dune and Through A Pine Forest
Pancakes, Books and Last Minute Gift Shopping
German Food and Beer Crawl on the North Side
A Basement Bar, Sci-Fi Show, and Improv
Southport Edition
Eats, Drinks, and Live Music in Logan Square
To a Small Town with Rural Farmhouse Charm
Bike The Lakefront Trail To Ernie Banks' Final Resting Spot
This Guide to Comedy, Burgers and Music in Roscoe Village
Delicious Drinks & Delightful Dancing
Croissants, Books, and a Nature Walk
How About Improv and Drinks in Logan Square
It's Date Night in Gold Coast
Polish Doughnuts, Chicago Beef Pizza, and Community Brewing in Bridgeport
Cocktails and DIY Music in West Town
Take the water taxi along the river to explore Chinatown
Burgers, Bowling, and Beer
A Coffee and Beer Trip on the River
A Roast Duck Feast and Bar Hop
Coffee, Cats, and Arcades Games in Lakeview
A Lazy Day Walking Tour Along Lincoln Ave.
A cash-only bar crawl from Humboldt Park to Noble Square
French Fine Dining, Wagyu Hot Dogs, and More
Donuts and Markets on a Saturday Walkabout
A Japanese tasting menu in West Loop
Grab a Pint and then a Storefront Magic Show
An Antiques Shopping Spree and A Neighborhood Tavern
A Brewery Crawl in Bowmanville
Burritos, Board Games, and Bakeries in Lakeview
A three-stop cultural guide to Ukrainian Village
3 hours from Chicago
Visit a pottery studio, beer wall, and have burgers under the train
A Bridgeport Walkabout That Ends in a Rock Quarry
A Near South Side Culinary Walk
A Date With Ubae Coffee, Bouldering, and Vietnamese Food That's Not Pho
Appreciating Art and Tacos All in One Afternoon
A Trip to Chicago's Largest Chinese Grocer for a Hot Pot Party
A Weekend Shopping Spree Inside Salvage Warehouses on the West Side
Strap in Your Snow Shoes at This 1,700 acre Park
Rolling Hills and Hidden Lookouts
Crepes and Pet Bunny Therapy
Visit an Elk Pasture and Have a Winter Walk
A Social Distance Date in Bucktown
What's 30 Feet Tall and 1/2 mile Long?
Dinner, Chocolate, and A Drive-In Movie
We Visit an Outdoor Fitness Center Set in the Woods
World Class Bike Park, Donuts, and Eats on the South Side
Disc Golf and Vegan Eats in Lockport
An Art and Food Walk in Little Village
Seafood Breakfast and a Mini Craft Beer Tour
Korean Pancakes and a Walk Through an Oak Savanna
Taiwanese drinks, Greek Chicken, and an Art and Cultural Center
Have a slice in the back yard of your dreams
A cultural center, six acres of nature, and fire circles overlooking Downtown
Plant Shops, Lunch, and Lotería in Pilsen
Hop on the Metra and Visit Your Animal Friends
3,400 acres of bogs, wetlands, and ancient kames
1.5 hours from Chicago
We Visit Chatham For Chicken and Waffles, Donuts and Good Conversation
Gourmet Dinner, Self-Care, and Games
Afternoon Walkabout in Noble Square
Fish, Hike, and Camp 2.5 Hours From Chicago
Walk On Top Of 80ft Bluffs That Overlook The Lake
Socially Distanced Donuts and an Old Rock Quarry
Walk along this abandoned railroad track turned trail
Breakfast and a Stroll Through Hyde Park
A Full Tea Ceremony and Ramen In Wicker Park
See The City From Up High and Inside
A West Loop House Party and a Bar with Boccee
A South Side History Lesson
Steaks, Ciders, and Axe Throwing on the Northwest Side
A Tropical Getaway in the City
Late Night Circus and Eats
Grab a Plate of German Street Food Before Going on This Brewery Tour
A Classic Night of Beers, Burgers, and Theater That's Easy On the Wallet
A Holiday Tradition 1 Hour from Chicago
Eating our Way off the Red Line
A Spirited Stroll Through Chicago's Largest Cemetery
Your Run of the Mill Underground Circus Act
A worldly meal, bizarre antiques, and glogg
Visit Oak Park for A Frank Lloyd Wright Tour Extravaganza
Visit on an Empty Stomach
1 Hour from Chicago
Of an Artist Enclave and Record Store Bar
Catch and Release then Puerto Rican Eats
A Snorkeling Expedition in Lake Michigan
Exploring the City with your Best Friend
A Quick Overnight Getaway
Polish + Korean food followed by a rotating cultural experience
Afternoon Tea Followed by 10 Floors of Art Studios and a Book Shop
Day Drinking Trip on the Metra Rock-Island Line
An Avodale Adventure of Korean Food, Beer, and and E-Gaming Session
A Short Whisky Walk in Logan Square
A Night of Stuffed Jackalopes, Magic, and Cocktails
Late Night Eats and Sweet Beats
Explore This Wonderful Melting Pot of a Community
A Morning Hike and Lunch Beneath a Temple
Cocktails, Improv, and Board Games in Ravenwsood
A Choose-Your-Own Food Adventure in Edgewater and Uptown
In-N-Out Style Burgers, Shuffle Board, and Unbeatable Views of Chicago
A Three-Stop Cocktail and Beer Tour
A Biking Adventure on The North Branch Trail
Hike through sand dunes and some of the beautiful trails you'll find near Chicago
Vsit The Home Of The Most Powerful Particle Accelerator in the US
Explore The German Roots that Influence Lincoln Square
High Up Views, Brunch, and Rooftop Cocktails in Magnificent Mile
A Chicken Wing Crawl Across West Town
Consider this a crash course in fashion, retail and production
Relieve stress with comfort food and a round at the driving range
A Chill Sunday Boozing and Shopping in West Town
Take the Metra to this Northshore Forest Preserve off Lake Michigan
A Neighborhood Walk Featuring Egg Coffee, Books, Carnitas, Art, and Churros
Board Games, Hot Toddy's, and Deep Dish Pizza
Sunday is Where Coffee, Beer and Football Collide
MCA | International Museum of Surgical Science
Museum Hopping in Hyde Park and Chicago's Oldest Restaurant
Holland, Michigan (2.5 hours from Chicago)
Saugatuck, MI (2.5 hours from Chicago)
1.5 Hours From Chicago
Art Studios in Pilsen Open up their Doors Every Second Fridays of the Month
Biking our way to Indiana and this Heavy Metal Beer Brewery
A picnic by one of the 7 wonders of Illinois
Northside Filipino Grocer | Southside Seafood Boil
Every Third Friday The Bridgeport Art Scene Comes Alive
A Cocktail Crawl in West Town
Head to Chinatown for a Midnight Feast, Boba, and Board Games
Roast some s'mores at Chicago's only sanctioned fire pits along the lake.
Museum of Science and Industry | Oriental Institute Museum
Eat, drink, and jam to live music in Chicago's Elston Industrial Corridor
This guide takes you to Arlington Heights to explore this Japanese mall
