Food Challenge: Portillo’s Chocolate Cake Shake vs. Philly’s Tastykake Shake

cake shake

Behold the famous Portillo’s chocolate cake shake!


I’m a huge fan of ridiculous, thousand-calorie desserts. So when I heard about that place in Chicago that serves up a Portillo’s chocolate cake milkshake, I was all over that!

Soon afterwards, during a trip to Philadelphia, I discovered there’s a Tastykake Shake in Philly made with the famous processed sponge cakes.

Which cake shake is better? Let’s start with the Windy City experience. If you’re looking for a recipe to make your own cake shake, keep reading.

The Portillo’s Chocolate Cake Shake

The chocolate cake shake comes from Portillo’s, a well-known local establishment that also serves up Chicago hot dogs, burgers, and loads of other fast casual food options.

I stopped by on a diet cheat day – that’s the only way you can truly enjoy Portillo’s – for a burger meal with onion rings and the renowned cake shake. I was so excited to finally try to baked goods-meets-ice cream combo.

portillos chocolate cake shake

Because of the giant globs of real cake, it was impossible to drink the shake with a straw, although they gave me a straw anyway. After grabbing a spoon, it didn’t take me long to devour this beast.

cake shake recipe

The shake was amazing. It seemed like there was an entire slice of chocolate cake ground up inside this thing. And it wasn’t just cake – there was actual icing inside too!

Rich chocolate icing is something you just don’t get in a normal milkshake. This is a completely insane treat that gets an A+ grade.

How many calories are in a Portillo’s chocolate cake shake? Who knows. Portillo’s won’t say. It’s got to be close to 1,000 calories. Just don’t think about that part, and enjoy it.

The Philly Tastykake Shake

Philadelphia is the home of Tastykake. The Tastykake shake can be found in Franklin Square at the Squareburger restaurant, which has outdoor seating and is open from April through October.

The shake is made from Tastykake Butterscotch Krimpets, caramel sauce, and vanilla ice cream, with whipped cream on top.

squareburger franklin square

Every mouthful of this shake contained cake, and the icing was prominent as well.

philly tastykake shake

The caramel sauce down the inside of the cup added another level of sugary goodness, but by the end, the shake actually started to become too sweet.

Climbing Around at Jumbo Rocks in Joshua Tree National Park

Since there are already butterscotch cakes in the drink, they could probably do away with the caramel drizzle and let the cake flavor take over.

The whipped cream was also unnecessary – it just took up space without adding anything to the dessert.

The verdict

Both shakes are tremendous for those who want an over-the-top dessert, but since the caramel flavor got slightly overwhelming after a while, I have to declare the Portillo’s Chocolate Cake Shake as the victor in this battle.

Another win for great Chicago food! Both cost around $5, so save up your pennies and give yourself a treat when you visit Chicago or Philadelphia.

Recipe: How Do You Make the Chocolate Cake Shake?

If you want to try to replicate the Portillo’s Chocolate Cake Shake at home, here’s your best strategy. Portillo’s has never shared an official cake shake recipe, but this is as close as you can get.

First, make a home version of Portillo’s chocolate cake. There’s a good copycat recipe on this site. Yes, the icing has mayonnaise, believe it or not. That makes the icing less dense and gives it more of a whipped cream texture, which allows it to easily swirl into a milkshake.

If you prefer to use the authentic Portillo’s cake instead of making your own, you can actually order one from their website and have it shipped to you!

Once you have the cake, whip up a big slice of the cake (including the icing!) in a blender with several scoops of vanilla or chocolate ice cream and a bit of milk. And there you have it, your own chocolate cake shake. Let us know if you find a perfect recipe for this shake!

Note: If you’re here because you’re searching for the chocolate shake at the infamous hot dog stand Wiener Circle (which is a very different kind of shake!), click here to read about that place.

Have you ever had a cake milkshake?

About Quirky Travel Guy

Scott Shetler is a Seattle-based freelance writer & fan of indie rock, road trips, ice cream, squirrels on power lines, runaway shopping carts, and six-way intersections. Some posts on this site contain affiliate links, which may earn me a commission (at no extra cost to you) if you make a purchase.

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