For Retro Fun: Candyality

Candyality is a retro candy lover’s dream. You’re sure to find a case of colorful Chuckles, a jumbo carton of candy cigarettes or a box filled with candy necklaces. While you're there, indulge in Chicago’s first licorice bar, which offers a world-class selection of sweet vines or taste the rainbow of M&Ms—Candyality has over 21 colors!

They also have a fun photo opp on the side of their building. Bring the kids to their shop to pick their favorite candy and stop to snap a pic. 

3737 N. Southport Ave., Southport Corridor & 5225 N. Clark St., Andersonville (or order on GrubHub); Online: candyality.com

For Sweet (& Spicy!) Treats: Dulcelandia

At Dulcelandia, you'll find every Mexican candy and chocolate treat under the sun. Be adventuresome and give some of the more interesting sweets a try; we like Rollos de Cocco (jumbo milk coconut rolls) and chili-covered mango lollipops. Every kid (and adult!) will love the Obleas, wafers covered with a creamy caramel.

Four locations in Little Village, Logan Square, Chicago Ridge and Brighton Park; Online: dulcelandia.com

For Penny Candy & Popcorn: Little Popcorn Store

See if you can squeeze into this teeny-tiny penny candy shop—actually, a storefront squeezed into the small space between two larger buildings. Then, fill your little paper bag to the brim. Choose from old-fashioned (bullseyes and flying saucers) to new-fangled (pop rocks and sour patch worms) and be sure to take a giant bag of the freshly hand-popped popcorn to go.

111 W. Front St., Wheaton; Online: littlepopcornstore.com

For Seasonally-Inspired Treats: Katherine Anne Confections

Go gourmet this Halloween and pop into Katherine Anne Confections, a Chicago sweets shop that has an eye for delicious, locally and seasonally inspired sweets. The rotating selection of hand-dipped truffles, soft honey caramels and pillowy marshmallows are made with the best of the best ingredients, and the seasonal flavors (salted peanut caramel, peanut butter banana truffles, brown butter and sage marshmallow) are to die for.

2745 W. Armitage Ave., Logan Square; Online: katherine-anne.com

For Exotic Asian Sweets: Aji Ichiban

Forgo the ordinary this Halloween and take your trick-or-treaters on a tour of Asia via candy. At Aji Ichiban, you can take your pick from thousands of candies and sweet and salty snacks from Asia. The shrimp and squid flavored treats are especially interesting, while the wide range of sweet gummies are sure to be gobbled up in a flash. Customers are encouraged to sample before buying, making shopping for Halloween treats here especially sweet.

2117-A S. China Pl., Chinatown; 312-328-9998

For Going Nuts: Superior Nut & Candy

Located in the heart of Chicago in the Historic Stockyard Industrial Park, Superior Nut & Candy is Chicago's go-to spot for bulk trick-or-treating supplies. The individual bags of trail mix and chocolate-covered peanuts are especially sought-after goodies, while the mini bags of yogurt pretzels and dried fruits offer a healthier option for trick-or-treaters. While many people count on Superior for large, bulk order, they also offer a unique service for local customers who want to order limited quantities for pick up: Call 773-254-5345 and ask for the Superior small order department.

1111 W. 40th St., Back of the Yards; Online: superiornutandcandy.com

For Hand-Dipped Delights: Graham’s Fine Chocolates and Ice Cream

Family owned and operated, Graham's Fine Chocolates in charming downtown Geneva is a must-visit. Their fine, hand-dipped chocolates and housemade ice cream are a draw year-round, but in the fall, this delightfully sweet shop truly shines. Count on an assortment of unique caramel apples, rich hot cocoas, chocolates shaped in every Halloween mascot under the sun, and pretzels dipped in chocolate and decorated in their best fall colors.

302 S. 3rd St., Geneva & 119 W. Front St., Wheaton; Online: grahamschocolate.com

For Factory-Direct Favorites: Ferrara Pan Candy Company Outlet

Ferrara Pan has been cranking out candy classics since 1908, and at the Ferrara Pan Outlet, you can buy his sweet candies fresh from the factory, with awesome prices to boot. You'll find all your childhood favorites - Lemonhead, Nerds, Sour Jack, Atomic FireBall, Laffy Taffy and more—packaged in their sweet retro boxes, perfectly sized for little ghosts and goblins.

7301 W. Harrison St., Forest Park; Online: ferrarapan.com

For Unique, Artisanal Candies: Whimsical Candy

This adorable downtown candy shop features small-batch, handcrafted sweets that you won't find anywhere else in the world. It's truly a hidden gem in the city. Since all the products are handmade with fresh, natural ingredients, you'll feel a little less guilty about indulging. We dare you to try La-Dee-Dahs—white-chocolate nougat/sea-salt caramel swirls dipped in chocolate—and promise you'll come back for more.

175 N. Franklin St., The Loop; Online: whimsicalcandy.com

For All Things Chocolate: The Fudge Pot

Go overboard this year and order personalized chocolate lollipops featuring your family's favorite Halloween ghosts and goblins at the Fudge Pot, a family-run shop in Old Town that has made families drool over handcrafted chocolates, made fresh daily, since 1963. Take some of the delicious caramel apples, toffee and truffles for your own at-home Halloween celebration.

1532 N. Wells St., Old Town; Online: thefudgepotchicago.com

For Gourmet, New England Style Chocolates: L.A. Burdick

Founded by Larry Burdick in 1987, and now continued by Chocolatier Michael Klug, L.A. Burdick Chocolates opened their first Chicago location in 2017. Each bonbon here is hand-piped, hand-cut, hand-garnished and hand-packed. You'll find all of the signature L.A. Burdick’s chocolates you adore, including their Signature Chocolate Mice, bonbons, seasonal offerings and vegan selections. In the fall and winter, L.A. Burdick will warm the hearts of many with its beloved Drinking Chocolate.

609 N. State St., Near North Side; Online: burdickchocolate.com

For a Freebie: Steak 'n Shake

The spookiest night of the year may look very different this year, but families can still trick or treat safely at Steak ‘n Shake! This Halloween, all children under the age of 12 in costume, are eligible to receive a free kid’s shake of their choice. Indulge in classic flavors like Vanilla, Chocolate, and Strawberry or specialty flavors like Chocolate Chip Cookie Dough, M&M, and Reese’s Peanut Butter Cup!

Additionally, so everyone has the option of their favorite candy on Halloween, Steak ‘n Shake is bringing back the Snickers Shake. A devilishly delicious frozen treat, featuring Steak ‘n Shake’s classic Vanilla Shake, blended with real mini Snickers, and topped with whipped cream.

Stop by any local Steak ‘n Shake on October 31st and get into the Halloween spirit with a sweet treat, just for kids!

Find a location near you!