Things to do in chicago this weekend for couples

Published on October 24, 2022 by Choose Chicago


Want to know what’s happening this weekend in Chicago? Look no further. There’s a whole calendar of exciting events, exhibits, and activities taking place all over the city during October in Chicago.

This weekend, don’t miss spooky parades, neighborhood festivals, major concerts, jaw-dropping art exhibits, dance performances, film screenings, and so much more.

Check out just a few of the top things to do this Halloween weekend in Chicago, Oct. 28 – 31, 2022. Please note that all events are subject to change.

Things to do in chicago this weekend for couples

Oct29

Arts in the Dark Halloween Parade

Now in its 8th year, Arts in the Dark is a magical evening parade celebrating Halloween as the “artist’s holiday” and drawing together world-renowned institutions,…

Things to do in chicago this weekend for couples

Oct29

Blue Man Group’s Halloween Show

Blue Man Group invites guests to celebrate the spookiest season of the year by hosting two special Halloween-themed performances at the Briar Street Theatre Saturday,…

Things to do in chicago this weekend for couples

Oct29

Fall Wine & Food Festa

Grab a comfy sweater, put on your favorite boots, and get ready to celebrate the fall harvest all'Italiana! Join us at our Fall Wine & Food Festa to…

Things to do in chicago this weekend for couples

Oct 28 – Oct 29

New Wave Halloween

For all those tainted loves that just can’t get enough New Wave, Morgan’s on Fulton has their cure this Halloween. Now that summer is over…

Things to do in chicago this weekend for couples

Oct. 28 – 31

Edgar Allan Poe Tours

Discover the man behind the myths, from talking ravens to tell-tale hearts. In this special tour of the American Writers Museum, you’ll dive into the…

Things to do in chicago this weekend for couples

Oct. 28 – 29

House of the Exquisite Corpse

Dare to enter the HOUSE OF THE EXQUISITE CORPSE, a horror peep-show puppet-theater anthology! Following last year’s spectacular debut, HOUSE OF THE EXQUISITE CORPSE has taken…

Things to do in chicago this weekend for couples

Oct. 21 – 23

Jack's Pumpkin Pop Up

Jack’s Pumpkin Pop Up is an immersive fall experience for all ages. Enjoy a giant corn maze, carnival games, axe throwing, fortune tellers, food trucks, and more.

Things to do in chicago this weekend for couples

Oct 29 – Oct 30

The Hallows

Green Curtain Events Presents: The Hallows Aon Grand Ballroom - Navy Pier Saturday, October 29 - 8pm to 2am A celebration of all things nocturnal.…

Things to do in chicago this weekend for couples

Oct. 14 – 16

Día de Muertos: A Time to Grieve & Remember

Our 36th Day of the Dead exhibition remembers the numerous individuals from Mexico and the U.S. who have died from COVID and other tragedies in the last year. Artists from both sides of the U.S./Mexico border express a sense of continuity and culture during this season of remembering.

Things to do in chicago this weekend for couples

Oct. 14 – 16

Fall Fest at Lincoln Park Zoo

Dive into the wonderful world of autumn—from picking the perfect pumpkin to nostalgic Ferris wheel rides above the foliage—with Lincoln Park Zoo’s eighth annual Fall Fest. This free, family-friendly celebration brings harvest-time fun to the heart of Chicago each year from September–October.

Things to do in chicago this weekend for couples

Oct. 28 - 31

Museum of Spooky Illusions Chicago

For Halloween and Fall Fun come visit Museum of Illusions Chicago as they’ve decked out the space with themed décor, making it a go-to destination for…

Things to do in chicago this weekend for couples

Oct29

BAYNK

New Zealand producer BAYNK will perform live at Vic Theatre on Sat, Oct 29 at 8:00pm.

Things to do in chicago this weekend for couples

Oct. 28 - 30

Grimm

Taking place in a cabaret bar, Grimm works to spin well known tales into a modern story. Utilizing classic stories such as Little Red Riding…

Things to do in chicago this weekend for couples

Oct. 28 - 31

Wicked

WICKED, the Broadway sensation, looks at what happened in the Land of Oz…but from a different angle. Long before Dorothy arrives, there is another young…

Things to do in chicago this weekend for couples

Oct. 28 - 31

Chim: Between Devastation and Resurrection

Chim: Between Devastation and Resurrection shines a light on the work of one of the most respected photojournalists of his day. Born Dawid Szymin in Warsaw…

Things to do in chicago this weekend for couples

Oct30

The Second City's Improv Brunch

Bottoms up in UP Comedy Club! 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 a la carte.

Things to do in chicago this weekend for couples

Oct. 28 - 31

Cabaret ZaZou presents LUMINAIRE

Randolph Entertainment LLC, producer of the fan favorite Teatro ZinZanni Chicago,  announced CABARET ZAZOU’s premier production, Luminaire will open on September 7, 2022. The new, groundbreaking,…

Things to do in chicago this weekend for couples

Oct. 28 - 31

Southern Gothic

Windy City Playhouse, in association with Goodman Theatre and Greg Schaffert, presents SOUTHERN GOTHIC, an immersive theatrical experience where audience members are invited to step…

Things to do in chicago this weekend for couples

Oct30

No Tricks, All Treats Halloween Pop-Up

Enjoy family-friendly activities as well as seasonal goods and treats at the Ainslie Arts Plaza (4836 N. Lincoln Avenue). The No Tricks, All Treats Halloween pop-up will…

Things to do in chicago this weekend for couples

Oct. 29 - 30

RENT by Porchlight Music Theatre

Porchlight Music Theatre presents the Tony Award- and Pulitzer Prize-winning musical, RENT, at the Ruth Page Center for the Arts, 1016 N. Dearborn St., October…

Things to do in chicago this weekend for couples

Oct. 28 - 31

SWEENEY TODD: The Demon Barber of Fleet Street

Kokandy Productions is thrilled to continue its 10th anniversary season with a revival of Stephen Sondheim’s macabre masterpiece Sweeney Todd: The Demon Barber of Fleet Street. Sweeney Todd has…

Things to do in chicago this weekend for couples

Oct. 28 - 31

Art on theMART

Art on theMART is queuing up new projections for 2022 that will spotlight Chicago dance and the dancers, choreographers and visual artists that bring the medium to its full potential.

Things to do in chicago this weekend for couples

Jul 17 – Oct 30

The Language Between Worlds

Hyde Park Art Center, the renowned non-profit hub for contemporary art located on Chicago’s vibrant South Side, announces a major new group exhibition, The Language…

Things to do in chicago this weekend for couples

Oct. 28 - 31

Human+Nature

Discover Human+Nature, the latest exhibition at The Morton Arboretum. Created by internationally renowned artist Daniel Popper, five large-scale artworks between 15 to 26 feet tall will inspire…

Things to do in chicago this weekend for couples

Oct. 28 - 31

Dennis Watkins’ The Magic Parlour

Experience Jaw-Dropping Magic. Step into the grand Palmer House lobby and meet 3rd Generation Magician and Mind-Reader Dennis Watkins. Bask in the glamour of historic…

Things to do in chicago this weekend for couples

Oct 28 – Dec 30

Chicago Cultural Center Building Tours

Building Tours reveal the storied history of the landmark Chicago Cultural Center – offered year round on Thursdays and Fridays at 1:15pm. Tours are FREE…

Explore our events calendar for more Chicago events and happenings.

What is the number 1 attraction in Chicago?

Navy Pier. Chicagoans, out-of-towners and suburbanites love the downtown pier that extends into Lake Michigan. Once used by the military, it's now Chicago's largest tourist attraction. You can just walk up and down the pier, taking in skyline and lake views.

Is Chicago a romantic city?

There's no better place for romance than Chicago. We've got all the big city glitz and glamour, plus candle-lit restaurants, cozy hotels, and one-of-a-kind date night activities. Come fall in love with Chicago.

How do you plan a good date in Chicago?

35 Best Date Ideas in Chicago.
Explore the Chicago History Museum..
Visit Garfield Park Conservatory..
Be amazed at the Chicago Magic Lounge..
Relax at AIRE Ancient Baths..
Watch the fireworks at Navy Pier..
Spend the day at the Lincoln Park Zoo..
Bond over a cooking class..
See Chicago from above on a helicopter tour..

Where can I hang out in Chicago?

Whether you are a local or just in town visiting for the weekend, these are the coolest hangouts in Chicago that you can't miss..
Kibbittnest Books, Brews & Blarney. Wednesdays – Sunday | Time Varies. ... .
Sip & Savor Chicago. ... .
Eataly. ... .
3 Arts Club Cafe. ... .
Chicago French Market. ... .
Open Books. ... .
Poetry Foundation. ... .
Harold Washington Library..