Summer is… different this year. But at least one thing is the same: ice cream is still delicious. And while places aren’t giving out free samples anymore, that just means you can get it faster, and you won’t be annoying everyone with your fifth taste of salty caramel. Ice cream makes everything feel better, even a global pandemic. You can probably use some right now, and these are the 14 best places to get it.
Lickity Split is a retro-style sweets and ice cream shop in Edgewater that makes its own frozen custard fresh every day. There are only three flavors (chocolate, vanilla, and a specialty flavor that rotates every few weeks), all of which are fine on their own. But you need to order one of the concretes - i.e. custard blended with mix-ins. There’s a long list of things to choose from (like cheesecake pieces and pretzels), along with pre-designed combinations like the perfectly-reasonable Scarlet’s Last Fall, which involves an entire red velvet cupcake mixed in with the custard.
Scooter’s also serves frozen custard that’s made fresh daily. It’s usually a lot busier than Lickity, and the interior isn’t quite as cute - but they have a convenient walk-up window, and the custard is thick and delicious. Get the PB&J concrete: vanilla custard blended with liquid peanut butter and black raspberry topping. Then plan to make room in your kitchen for all the “liquid peanut butter” you’ll be ordering from Amazon.
Black Dog has our favorite gelato in Chicago. It’s incredibly smooth, and there are a variety of interesting flavors, like pretzel Nutella and olive-oil almond (our absolute favorite is the goat cheese cashew caramel). Just keep in mind that since everything is made fresh daily, they might run out of what you’re looking for.
If you haven’t gone to Shawn Michelle’s in Bronzeville, that needs to change immediately. This place makes fantastic ice cream, with creative flavors that are interesting without seeming like they’re trying too hard - like honey-cinnamon graham cracker (which has a perfect balance of crackers and honey), the rich and creamy banana pudding, or the Delta, which tastes like an oddly satisfying creamy Kool-aid. And though handmade ice cream can sometimes have an issue with ice crystals, you won’t find that here - it’s all smooth and rich.
Jeni’s is originally from Ohio and there are a lot of locations in Chicago. We’re glad since the ice cream here is outstanding. It’s rich and creamy, plus everything is made from scratch. And while you can buy pints of Jeni’s all over the place nowadays, the scoop shops are where you can find their homemade waffle bowls. The staple flavors (like brambleberry crisp) are very good, but we like the limited edition ones best, like the churro, with cinnamon ice cream and actual churro pieces blended in.
This new spot in Mckinley Park has incredibly creamy soft serve, ice cream, melon pan ice cream sandwiches, and boba tea. The flavors change, but you’ll find not-too-sweet varieties like taro, red bean, sesame, milk tea, and earl grey. And one of our favorite things here is the messy boba - your choice of soft serve topped with boba in a cup.
Carnivals can be fun and terrifying, and they tend to involve both lines and funnel cake. The same could be said of the funnel cake sundae at Sugar Shack in Bridgeport, which is exactly what it sounds like, i.e. an ice cream sundae piled on top of some funnel cake that you’re going to have to wait in line for. It’s delicious, and although you may briefly wonder what it will do to your body, you also won’t care.
There are a few La Michoacanas in Chicago, but the location we really like is in Pilsen. It has a drive-thru (much appreciated this year), the staff is friendly, and they have great paletas and regular ice cream. The treats here are very sweet, perfect for when you want a dessert that tastes like dessert because not everyone wants their treats to taste like goat cheese or earl grey tea. Our favorite is the cajeta ice cream, which tastes like frozen condensed milk in the best way, and the rice pudding cream paleta, which is milky and sweet with little bits of rice in it that we really enjoy.
When Pretty Cool opened last year, we were skeptical of the mysterious-looking prepackaged popsicles with flavors like peanut butter potato chip, Chicago mix, and “firecracker.” What was inside? What if we ordered the wrong thing? Should we order three kinds just in case? Yes, but only because every flavor is always delicious. Like the Chicago mix: creamy caramel ice cream with crunchy popcorn bits and a cheese-flavored coating. It’s sweet, salty, and f*cking perfect. In other words, this place has really grown on us - because we keep coming back.
Margie’s has been around since 1921 and looks like it. And does Margie’s Candies have the best ice cream in Chicago? No (although the handmade ice cream is still really good). What it does have is the best ice cream experience. Including the terrapin sundae that comes with 15 scoops of ice cream, or the normal-sized ones in an old-school clamshell bowl with literal gravy boats of homemade hot fudge and caramel on the side. And if you don’t want to eat inside the shop, you can still get your sundae to-go. Except maybe the terrapin - unless you bring a wheelbarrow.
The Original Rainbow Cone
This classic Beverly ice cream shop opened in 1926. It definitely gets points for nostalgia, but at the end of the day, you come here for one thing: the rainbow cone. It’s made with layers of chocolate, strawberry, Palmer House (vanilla with walnuts and cherries), and pistachio ice creams, plus orange sherbet. While this may not be the combination you’d go for on your own, somehow all the flavors work perfectly together. Also cool? This season they debuted an ice cream truck, whose location you can track on Instagram.
This Andersonville shop sells lots of sugary things - like candy, baked goods, and, of course, ice cream. The ice cream they serve is from Chocolate Shoppe, a Wisconsin brand, and you’ll find 32 flavors that rotate regularly (including sugar-free and dairy-free options). The ice cream alone is good, but we like coming here for sundaes in particular. They make sure to put hot fudge on the inside of the cup as well on top, which means you get plenty in each bite. After you get your sundae, walk around and window shop outside all the little neighborhood boutiques.
A little walk-up stand in Little Italy with fantastic Italian ice, which we understand is not ice cream. But this is your summer power move when you need a break from the richness of creamier sweets (or just a palate cleanser between two other ice cream stops). All the flavors are good, but the go-to here is the lemon. It’s the perfect mix of tart and sweet, with little chunks of lemon rind adding freshness.
Annette’s is a takeout window in Lincoln Park that does both Italian ice and ice cream. We prefer the Italian ice at Mario’s, but we like that you can also get ice cream at Annette’s. It’s a perfect neighborhood spot - the kind of place you might stroll by while walking your dog. Go with a hot fudge brownie sundae.