Cortland's Garage

Cortland's Garage delivers exactly what its auto-shop-turned-bar aesthetic promises—a no-frills good time with cold beer flowing freely. The spacious beer garden is the star here, offering a welcome respite from Chicago's concrete jungle when weather permits. While the draft list is extensive, don't expect mind-blowing craft selections—this is more about quantity than cutting-edge brewing.

The family-friendly vibe makes it a solid weekend afternoon spot, and the free parking lot (a true urban luxury) means you can bring the whole crew without transit headaches. Sports fans will appreciate the strategically placed TVs, though the roar of the crowd can overwhelm quieter conversations.

Fair warning: the food won't win culinary awards, and service occasionally stalls like an old Buick. But that's not why you're here. You're here for affordable pints, fresh air, and the simple pleasure of drinking outdoors without pretension. Bring your dog, grab a table, and settle in—just maybe eat before you arrive.