Chicago Top Picks
Windy City Smokeout (Up to 42% off)
JUL 9
From
$95
42% OFF
Best Price
Up to 20% OFF – Balloon Museum Chicago - Emotion Air: Art You Can Feel
JUN 13 - SEP 7
From
$44
31% OFF
Best Price
Club 1776: A 4th of July Celebration
JUL 4
From
Exclusive
Summer Skate at Navy Pier
JUN 18 - SEP 7
From
Presents
Secret Dinner Chicago: A Michelin-Level Supper Club with a Mystery Address
Coming Soon!
Coming Soon
Club Capri: Chicago's #1 Rooftop Party Series
JUN 13 - SEP 26
From
Exclusive
Chicago Italian Beef Fest
JUL 31 - AUG 2
From
Exclusive
Party Boat Cruise - Private Boat Charters on Lake Michigan (Up to 50% Off!)
MAY 1 - SEP 30
From
$2.1K
9% OFF
Best Price
Villa Dolce Vita
JUN 20
From
Wrigley Rooftops - Chicago Cubs (Up to 15% Off!)
JUN 15 - SEP 14
From
Best Price
Taste of River North - Wine Tasting
JUL 17
From
Exclusive
Rooftop Movies at Rooftop Cinema Club Chicago
JUN 12 - NOV 1
From
$27
22% OFF
Azure Day Party Chicago
JUN 14 - AUG 30
From
Best Price
Turnpike Troubadours at Huntington Bank Pavilion at Northerly Island (up to 53% off)
FRIDAY, 6/12/2026
From
$49
46% OFF
Best Price
Kesha: The Freedom Tour at Credit Union 1 Amphitheatre (up to 42% off)
AUG 29
From
$40
42% OFF
Best Price
Boozy Book Fair - Chicago
Coming Soon!
Coming Soon
Chicago Taco & Tequila Fest
JUN 26 - JUN 27
From
Exclusive
Whiskies on Lincoln at Taste of Lincoln Avenue
JUL 25
From
Exclusive
Lincoln Park Wine Fest
OCT 9 - OCT 11
From
Exclusive
Up, Up and Away Yoga on the 99th floor at Skydeck Chicago
JUN 27 - DEC 20
From
Exclusive
Museum of Ice Cream in Chicago
MULTIPLE DATES
From
$32
13% OFF
Sushi Suite 202
JUN 12 - JUN 30
From
Exclusive
Live Jazz Nights at Dorian's
JUN 16 - DEC 29
From
Exclusive
Knot My Boat Charters | Private Yacht Charters
MULTIPLE DATES
From
Best Price
The Original Deep Dish Pizza Class
JUN 17 - SEP 19
From