Cancel

    Open app

    Search

    Pretty Cool Ice Cream

    4.4 (232 reviews)
    Open 12:00 pm - 9:00 PM
    Updated 1 month ago

    Pretty Cool Ice Cream Photos

    Business Info

    You might also consider

    More like Pretty Cool Ice Cream

    Recommended Reviews - Pretty Cool Ice Cream

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    Reviews With Photos

    Pretty Cool Ice Cream Bars
    Ernie H.

    It's cute, it's pretty, it's local, it's unique. it's instagramable. You're not here for chocolate, vanilla or strawberry besides they don't have those. What they do have are ice cream bars of wonderful flavors you can only dream of - like cotton candy, passion fruit or what I had horchata caramel crunch. The space invites you to hang around and just enjoy your ice cream in this dream world(see pics)

    Mark T.

    There's a couple things about Pretty Cool Ice Cream that are, if you'll pardon the pun, pretty cool. First, puns, love 'em! Second, the concept that as opposed to getting your ice cream in a bowl or in a cone, you get them on a stick... and they're made in-house as opposed to some factory off-site. They have a pretty wide selection with everything from your simple and basic vanilla and to something as adventurous as a hot wing flavor. Surprisingly, I went for something in between, that being the Ricky's Coffee Pretzel Toffee. In terms of flavor, this ice cream pop delivered. The pretzels, toffee, and coffee flavors and textures were not in hiding. To be fair, it wasn't the best ice cream [pop] I'd ever had, but pretty neat in an ice cream shop/ I cannot understate the points I am awarding for creativity. Regrettably, it's not all sunshine and rainbows. There were a couple things I wasn't super thrilled about. First, their prices seem a little bit high. The ice cream pops aren't big, they cost 6.25 plus tax. Secondly, while they do have an okay vibe inside, the seating is not conducive to spending a couple of minutes and hanging out. A couple tables and then the kind of seating that reminds me of my elementary school gymnasium.

    Cass O.

    All the way home in PA and I am still dreaming of this ice cream. We were suggested to stop here and I'm so happy we did! My husband got the Keylime ice cream bar and I got the grasshopper ice cream bar! I think I finished mine in three bites. It was so delicious! I wanted to order one to go, but I knew it would be too much! I'm sad. We discovered this on our last day in town and couldn't enjoy when every single day. They also can bring ice cream to an event or party and what an amazing party would be to have an ice cream bar!

    Paula B.

    We instantly fell in love with this place. After hearing about it for so long, we worried it might be overhyped--but it absolutely lived up to the praise. Even better, you can find these bars at other stores too! Peanut butter potato chip is glorious

    Shreena P.

    I absolutely love this popsicle spot. They have two locations and the staff are always friendly. They have pony pops which are minis for kids. The strawberry and lemonade have been a huge hit in our household. We love that the regular ice creams are often collaborations with local chicago restaurants and they promote local artists who create the wrapper art. Our absolute favorite flavors are the toffee coffee chocolate, orange creamsicle and the chicago brownie. I love the horchata and the grasshopper (mint chocolate) but I have to be in the mood and the cinnamon and mint flavors are a little more stronger. The mango lassi is decent - the taste is very light and doesn't have a shell.

    Rie U.

    Milk Bar Puppy Chow. WIAF?! Literally puppy chow but cold and ice cream!! INCREDIBLE. It was definitely the best damn ice cream bar I've had in a very long time. Yes, for $6+ a pop(sicle), it's not cheap, but it's damn good and well worth it in my opinion. We also bought Ricky's Coffee Pretzel Toffee which was like a sweet cold brew with toffee and pretzel bits! Would definitely recommend both of these bars.

    Susan L.

    Please open more stores. So good and so fun! Delicious and brilliant! I spend longer time trying to figure out which one want and ended up with 6. It's all so good!!!

    Eunice C.

    I guess this place can be pretty cool. Very Instagramable. I had imagined the bars to be dipped and sprinkled before my very eyes but everything was prepackaged. It was not packed Friday evening. I got the strawberry shortcake. A bit on the extra sweeter side for my taste. Probably be cool to have these at your local supermarket.

    Victoria T.

    When I visited Chicago for vacation , I stopped by Pretty Cool Ice Cream twice! I thought it was really unique and something I've never seen before. I love their whole model of unique popsicle and ice cream flavors and their creative packaging. I tried their Thai Tea, Mango Lassi, Strawberry Buttermilk and Banana Cream Pie-sicle. All of them were good. I will say the Banana Cream was a little heavy, but the Thai Tea and Mango Lassi were on the lighter side. There's so many options, you can't go wrong with any of them! It's also really cute and casual in there and the workers are really patient as they know theres so many options to choose from :) I would definitely get Mango Lassi again but would love to try other flavors!!

    Jazmine P.

    Stopped in after having dinner, and it's a good sweet treat. I love their play on combining ice cream and popsicles, really nice and convenient for eating on the go. I had the strawberry shortcake one. It was good, the strawberry covering didn't really remind me of the typical strawberry shortcake but it's wasn't bad. not superrrr sweet either, enjoyable. I would go back to try other things. The decor is super cute and IG worthy.

    Pretty Cool
    Tabitha W.

    Bro, I was fully not expecting to be impressed by popsicles, but color me fully impressed. Stopped here on a whim and tried the Chicago Mix Popsicle. We now want to try every single flavor. If it wasn't winter, we might have more progress by now lol. There is space inside to sit if desired.

    Bathrooms are cute
    Robert G.

    Awesome ice cream shop! We love their offerings. We enjoy the hot chocolate. The message board is always fun for the kids

    Aditi S.

    Considering how close by this place, I'm surprised it's taken this long for me to try it. We stopped by last week on a whim in search of a sweet treat. We weren't let down! This place has a large variety of fun and unique flavors - pre wrapped in popsicle and ice cream bar form. I had the key lime pie and was pleasantly surprised by the sweet graham cracker shell and tart ice cream filling. My husband liked his pink lemonade pop that was refreshing and on the lighter side - just what he was looking for. We can't wait to stop by again!

    Blue Moon And Pina Colada

    See all

    14 days ago

    Helpful 5
    Thanks 5
    Love this 5
    Oh no 0

    15 days ago

    Helpful 2
    Thanks 2
    Love this 2
    Oh no 0

    4 months ago

    Helpful 0
    Thanks 1
    Love this 0
    Oh no 0

    2 months ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    10 months ago

    Helpful 0
    Thanks 0
    Love this 2
    Oh no 0

    1 year ago

    Helpful 2
    Thanks 0
    Love this 1
    Oh no 0
    Photo of Cass O.
    1666
    531
    3872

    9 months ago

    Helpful 2
    Thanks 2
    Love this 4
    Oh no 0

    10 months ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    10 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 1
    Thanks 1
    Love this 0
    Oh no 0
    Photo of Rie U.
    232
    422
    1210

    1 year ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    7 months ago

    Helpful 0
    Thanks 1
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0
    Photo of JP H.
    53
    1198
    24

    9 months ago

    Helpful 0
    Thanks 1
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    1 year ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 2
    Oh no 0
    Photo of Steve A.
    4748
    5539
    8461

    3 years ago

    Helpful 3
    Thanks 0
    Love this 4
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 1
    Thanks 0
    Love this 2
    Oh no 0

    3 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    2 years ago

    Helpful 3
    Thanks 1
    Love this 2
    Oh no 0

    4 years ago

    Helpful 7
    Thanks 0
    Love this 5
    Oh no 0

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    3 years ago

    Helpful 3
    Thanks 0
    Love this 3
    Oh no 0

    2 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    4 years ago

    Helpful 4
    Thanks 0
    Love this 2
    Oh no 0

    5 years ago

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    1 year ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    4 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    Page 1 of 6

    Ask the Community - Pretty Cool Ice Cream

    You might also consider

    Ghirardelli Ice Cream & Chocolate Shop

    Ghirardelli Ice Cream & Chocolate Shop

    3.8(403 reviews)
    4.4 miNear North Side
    $$$

    Obviously if I go somewhere that has a Ghirardelli, I'm making it a point to stop by during my…read moretrip. And so it was that we found ourselves inside this location of Ghirardelli during our Chicago trip. I wound up ordering what I always order, the World Famous Hot Fudge Sundae ("Vanilla ice cream and handmade hot fudge topped with whipped cream, diced almonds, a cherry, and a Milk Chocolate Caramel Square"). It was ready within minutes and of course it's terrific. All the components work so well together, and that hot fudge sauce remains one of my favorite things ever. (Do I wish they had included more of it? Yes, absolutely.) Don't ever change, Ghirardelli. You're great. (And please come to Canada some day!)

    While visiting Chicago lately and wanting to warm up with a nice, warm beverage, my friend and I…read morecame across the Chicago Ghirardelli Ice Cream & Chocolate Shop on Michigan Avenue, and we immediately went inside and upstairs to place an order for hot chocolate. And we certainly are glad we did...it was delicious!! While Ghirardelli Chocolate was founded in San Francisco in 1852, Chicago is fortunate to have a vibrant and welcoming shop where any visitors can indulge in the ultimate chocolate experience whether purchasing chocolate gifts or placing an order at their made in-house restaurant upstairs. They make decadent hot fudge sundaes with handmade hot fudge made fresh daily from Ghirardelli Chocolate along with a sample signature chocolate square. This particular store is open on Monday through Thursday from 11 AM to 9 PM, Friday from 11 AM to 10 PM, Saturday from 10 AM to 11 PM, and Sunday from 10 AM to 9 PM. I jumped at ordering a Classic Hot Cocoa, which offers a luxuriously deep chocolate flavor that comes through their beverage while topped with whipped cream and dusted with cocoa powder. It was served with a milk chocolate caramel Ghirardelli square. They also served shakes, coffee drinks, and more along with their huge chocolate Pick & Mix selection (where you choose your own flavors), chocolate gifts, chocolate bars, and chocolate gift bags. Go to their website (https://www.ghirardelli.com) and sign up for their e-mail newsletter to receive 15% off an order while also receiving e-mails with special offers. Another deal is that you can get free standard shipping on orders of $75 or more. I'm already dreaming of my next Ghirardelli made in-house beverage and chocolate square. Yum!!!

    Photos
    Ghirardelli Ice Cream & Chocolate Shop
    Ghirardelli Ice Cream & Chocolate Shop
    Ghirardelli Ice Cream & Chocolate Shop - Hot Fudge Sundae and Hot Chocolate

    See all

    Hot Fudge Sundae and Hot Chocolate

    Margie's Candies - More treats

    Margie's Candies

    4.1(653 reviews)
    2.8 miNorth Center, Lakeview
    $

    I had a super special date at Margie's with my 2 year old, and we had the best time ever. What I…read morelove about Margie's is that it's frozen in time. It's pretty small inside, there are only a few tables. A server comes to your table to place your order, which I feel like never happens at ice cream shops anymore! The menu is huge! There were multiple sections to banana splits, sundaes, and shakes. We decided to go with something simple. My son ordered 2 scoops of cookies n cream ice cream (with sprinkles of course) and I got moose tracks! The ice cream is the real deal. Our server was super sweet, and we were in and out of there in probably 30-45 minutes. We had the best time and will definitely be back this summer.

    We heard that Margie's Candies had some seriously good sundaes, so obviously we had to check the…read moreplace out. (The fact that the joint's been around for over 100 years doesn't hurt either.) It's a small restaurant but we managed to snag a cozy table near the back. We'd already spent most of the day eating, so we decided to share the Atomic Fudge Sundae. It's a fairly enormous concoction. I found it interesting that the hot fudge was served on the side, but it's actually pretty smart because you get control how much (or how little) sauce you get. The ice cream is the highlight. It's creamy and rich, and it's got a really nice flavor, too. The hot fudge was less impressive, but that might be because I had already eaten a Ghirardelli sundae earlier in the day and their hot fudge just can't be beat. The service was super friendly and the atmosphere was kitschy and fun. It's a cool place.

    Photos
    Margie's Candies - Margie's Candies.Montrose Ave,Chicago, IL .Old School (Since1921) Ice Cream /Candy Shop Great Staff Great Friendly Service.Cool!

    Margie's Candies.Montrose Ave,Chicago, IL .Old School (Since1921) Ice Cream /Candy Shop Great Staff Great Friendly Service.Cool!

    Margie's Candies - Mine

    Mine

    Margie's Candies - Inside seating

    See all

    Inside seating

    26th Street Sugar Shack - Outside 26th Street Sugar Shack . 630 W 26th St, Chicago, IL  Ice Cream Milk Shakes  Italian Ice Famous Funnel Cake Sundae . Cool!

    26th Street Sugar Shack

    4.3(252 reviews)
    6.1 miBridgeport
    $

    I think I have to give this place another chance. I got the red velvet funnel cake which came with…read morecream cheese icing and it was huge for $8. That's a great price compared to what you have to pay at a fair. The only problem was that the flavor seemed a little off. Or the texture. I'm not completely sure. I have to come back and try something else. They have a ton of options and at very reasonable prices. I'm gonna try and come back and maybe try a normal funnel cake next time I'm in the neighborhood.

    I am so impressed with this neighborhood gem! The prices are very reasonable and more importantly,…read morethe treats are delicious! They have a large menu that offers a variety of treats, the service is quick, and the desserts are delicious. I got a mini funnel cake with a large scoop of ice cream (sans toppings and whip cream) for a little over $6. The funnel cake was crispy on the outside and soft on the inside, and the puppy chow flavor tasted just as described. I do wish there was nearby seating to enjoy treats, but if just having a drive-by storefront keeps the prices low, I'm fine with enjoying my food in my car or at home.

    Photos
    26th Street Sugar Shack - 26th Street Sugar Shack . 630 W 26th St, Chicago, IL  Ice Cream Milk Shakes  Italian Ice Famous Funnel Cake Sundae . Cool!

    26th Street Sugar Shack . 630 W 26th St, Chicago, IL Ice Cream Milk Shakes Italian Ice Famous Funnel Cake Sundae . Cool!

    26th Street Sugar Shack - 26th Street Sugar Shack . 630 W 26th St, Chicago, IL  Ice Cream Milk Shakes  Italian Ice Famous Funnel Cake Sundae . Cool!

    26th Street Sugar Shack . 630 W 26th St, Chicago, IL Ice Cream Milk Shakes Italian Ice Famous Funnel Cake Sundae . Cool!

    26th Street Sugar Shack - A sign that the weather will eventually change

    See all

    A sign that the weather will eventually change

    Pretty Cool Ice Cream - icecream - Updated May 2026

    Loading...
    Loading...
    Loading...