These 37 activities are worth leaving the house for.
Ask me what you're after.
October 31 at 12pm (This weekend)
FitzGerald's · Berwyn • Free
Costumes meet crooning at this free Halloween Jazz Brunch, where Chicago vocalist Petra van Nuis swings through standards while Babygold Barbecue handles the plates. Reserve a table, bring the kids, and soak up Fitzgerald's century-old nightclub charm.
February 20 at 12pm
FitzGerald's · Berwyn • Free
Funk Brunch brings New Orleans to Berwyn: Greg Jacks & Brother Help channel Dr. John and Professor Longhair while you dig into Babygold Barbecue. Free entry, walk-ins welcome.
Near South Side
Chef Emani Roberts turns brunch into an all-day affair at this South Loop hotspot. Come for the catfish and grits or chicken and waffles, stay for the full bar and seriously good gumbo.
Lincoln Park • $$
Corner Kitchen dishes out no-nonsense comfort food with portions that'll quiet even the hungriest brunch crowd. Belgian waffles, steak and eggs, and stacked sandwiches keep locals coming back.
Chicago Loop • $$
Relaxed lobby bar and restaurant in the historic Chicago Athletic Association with an all-day menu, seasonal cocktails, and wines. Open 24 hours—perfect for breakfast, an afternoon drink, or late-night bites.
Browse Chicago neighborhood by neighborhood, get ideas just for you, or ask me anything.
37 activities · Page 1 / 1
Sat, Oct 31 · 11:00 AM
Island Party Hut · Chicago Loop
$$
Sun, Nov 1 · 12:00 PM
Fitzgerald's Sidebar · Berwyn
Free
Sun, Nov 22 · 10:00 AM
House of Blues Chicago · River North
Sun, Nov 22 · 12:00 PM
Fitzgerald's Sidebar · Berwyn
$$
Sun, Dec 6 · 12:00 PM
Fitzgerald's Sidebar · Berwyn
$$
Sun, Dec 13 · 12:00 PM
Fitzgerald's Sidebar · Berwyn
$$
Millennium Park · Chicago Loop
$230
Fulton Market District
Chicago Loop
Logan Square
$
Lower West Side
$$
Little Italy
$$
Lincoln Park
$$
Streeterville
$$
West Town
$$
Andersonville
$$
Lake View East
$$
Logan Inn Lounge & Cafe · Logan Square
$
Tinley Park
$$
Fulton Market District
$$
Fulton Market District
$$
Logan Square
$$
Fulton Market District
$$
Logan Square
$$
Logan Square
$$
Lincoln Park
$$
Glenview
$$
Chicago Loop
South Lawndale
$
West Town
$$
Logan Square
$$
Chicago Loop
$$
Check what’s playing at Steppenwolf Theatre Company for theatre, or Sleeping Village for live music. Read about the actual production or listen to the artist before choosing. You don’t need to recognise a name for it to be your kind of evening.
Choose the show first, then make plans nearby. Leave enough room between dinner and curtain time to enjoy both. Tell me where you’re staying and whether you’re taking transit, and I can help narrow the search to an evening that fits together.
Tell me when you’re free, where you’ll be, and what sounds appealing. “Live music near me, somewhere I can sit, under $30” gives me more to work with than “something fun.” You can keep narrowing it down with me.
You can browse these pages without an account. Sign in to save activities and help me learn your taste, so future suggestions have a better starting point.
Outgoing is free to use. Events have their own admission prices, including some that are free. Check the listing for prices and booking details before making plans.