Saturday - Nov 2nd

Halloweekend Booze Cruise Aboard a 4-Story Luxury Yacht - This cruise takes place aboard the largest yacht in Chicago, boasting stunning panoramic views from its four decks, including an open-air rooftop. You'll enjoy unmatched views of Chicago's iconic landmarks from Lake Michigan.

• Price: $50 /person
• Address: 600 East Grand Avenue (Odyssey Lake Michigan)
• Note: Ticket include a free moonlight buffet, live DJ, dancing, giveaways and the best views of Chicago! Take advantage of Chicago's best asset!

Pilsen Catrina Trolley Bar Crawl - A vibrant celebration of culture, cocktails, and community at the Pilsen Catrina Crawl! This will bring you the ultimate bar crawl through one of Chicago's most iconic neighborhoods, where you'll get to experience your favorite Pilsen bars like never before.

• Price: $50 for early bird special, $75 for Tacos & Tequila Tour, $90 for couples
• Address: Check in at Simone's Bar (960 West 18th Street)
• Note: This event is 21 only. Trolleys to transport you between bars—no need to walk! Come dressed to impress and prepare for an unforgettable afternoon of fun, culture, and cocktails!

Riot! at the Disco: A Pop Punk Party - Inspired by the music of: Green Day, Blink-182, The Ramones, Descendents, Fall Out Boy, Buzzcocks, Generation X, Paramore, Misfits, NOFX, and many more.

• Price: $15
• Address: 2100 W. Belmont (Beat Kitchen)
• Note: Doors open 9pm // 21

Espresso Martini Fest - Hubbard Inn creates the perfect backdrop for a night of indulgence. Sip on exquisite Espresso Martinis expertly crafted by our talented bartenders. Whether you're a coffee lover or a cocktail enthusiast, this festival is the place to be!

• Price: $50
• Address: 110 West Hubbard Street (Hubbard Inn)
• Note: Tickets include 15 espresso martini tastings. Buy tickets early to receive free tickets and/or deeply discounted tickets to future events.

Sunday - Nov 3rd

SkyRise Chicago - Join the 16th Annual SkyRise Chicago as participants climb together to Advance Human Ability. Climb 105 flights in person or participate virtually by walking, running, stepping or cycling. Experience a new and improved Willis Tower and Skydeck experience!

• Price: Registration fee $50, Fundraising minimum $200
• Address: 233 S. Wacker Drive (Willis Tower)
• Note: All climbers and hand-cyclists must register and meet the fundraising minimum to receive their packet and be able to participate in the climb. Race site opens at 6:30 a.m.

The Second City’s Improv Brunch - Join The Second City for some hair of the dog comedy during this totally improvised experience from the city's finest. We're serving up all-you-can-stomach laughter! Food and mimosas are available to order separately.

• Price: $35
• Address: 1616 N Wells St (Second City)
• Note: 80 min run time | 15 min intermission | Seating 30 min prior to show

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