Buttery shortbread cookies flavored with recent orange zest and sandwiched with wealthy chocolate ganache, these chocolate orange sandwich cookies are harking back to Milano cookies. They’re mushy, tender, aromatic, and easily unforgettable.

Again by in style demand! I initially revealed these chocolate orange sandwich cookies in 2017, and after many requests, my group and I lately republished it. The recipe is customized from the gorgeous cookbook The Cookie E book by Rebecca Firth. We made just a few delicate tweaks alongside the way in which and added up to date pictures. I hope followers of the unique are excited to bake them once more!
If there’s one taste mixture that feels each brilliant and comfy, it’s orange and chocolate. We like it in orange chocolate chip ricotta cookies, and in case you haven’t made these but, you’re going to like it right here too.
Consider these cookies because the citrusy cousin of traditional butter cookies: buttery and crisp on the edges, mushy within the heart, and carrying that delicate citrus aroma that makes your kitchen scent like sunshine. And when you pair them with wealthy chocolate ganache? Completely irresistible.

Why These Cookies Grew to become a Fan Favourite:
- Brilliant citrus + wealthy chocolate is a traditional pairing that by no means disappoints.
- Tender, buttery cookies which can be sturdy sufficient to sandwich however delicate once you chunk in.
- Elegant, but approachable. Very fundamental cookie dough and ganache steps.
- Make-ahead pleasant. The flavour will get even higher because the ganache settles and the orange oils bloom. The cookies grow to be just a little softer, for that melt-in-your-mouth second that looks like pure indulgence.

Right here’s What You Want for Chocolate Orange Sandwich Cookies
There’s no leavening, like with shortbread cookies, however there may be egg, so the feel is extra much like spritz cookies or slice and bake cookies.
- Butter: The muse of taste and construction. Ensure it’s correctly softened to room temperature earlier than starting.
- Confectioners’ Sugar: Like snowball cookies, we’re utilizing confectioners’ sugar to sweeten; it retains the feel easy and tender.
- Orange Zest: You want the zest of about 1 massive orange. If the oranges you will discover are on the small aspect, get 2 to be protected.
- Vanilla Extract: Extra taste! Attempt utilizing selfmade vanilla extract right here, or vanilla bean paste.
- Egg: 1 egg provides construction and stability, so these cookies aren’t crumbly like shortbread cookies. An additional egg yolk provides richness and softness.
- Salt: To stability the sweetness and add taste.
- All-Goal Flour: Add the flour on to the moist elements—no want for an additional bowl.
Plus, heavy cream and chocolate for the ganache.
Make the Cookie Dough First
This can be a 1-bowl cookie dough! Creamed butter and sugar present the bottom of the cookie dough, so that you’ll want a mixer (both handheld or stand).


Anticipate a VERY Delicate Dough
Roll out the cookie dough to round 1/4 inch thick. This can be a very, very mushy dough, so be sure you flour your work floor and rolling pin generously. Or you possibly can roll the dough between two sheets of parchment paper.
I normally generously flour a silicone baking mat and roll the dough out on that. In case you have problem rolling out dough to a good thickness, do that adjustable rolling pin. Talking from expertise—it’s extremely useful!




Chill rolled-out cookie dough. With out chilling, these cut-out cookies gained’t maintain their shapes. Chill the rolled-out cookie dough for not less than 3 hours, or as much as 3 days.


Reduce into circles. Select a cookie or biscuit cutter that’s about 1.5 inches in diameter. I exploit the 1.5-inch fluted-edge cutter from this set. In case you re-roll the dough scraps, it is best to get about 64 cookies of this dimension, to make 32 cookie sandwiches.
It’s non-obligatory, however I prefer to sprinkle just a little glowing coarse sugar on prime of the cookies, for that little one thing further!


Whereas the cookies are baking, make the…
Chocolate Ganache Filling
The ganache wants time to thicken earlier than you should use it, so get it going whereas the cookies are within the oven and cooling.
You want simply 2 elements for the filling: heavy cream (aka heavy whipping cream or double cream) and pure chocolate. Search for the bars of baking chocolate close to the chocolate chips within the baking aisle, usually bought in 4-ounce (113g) bars. I like Ghirardelli, Baker’s, and Lindt manufacturers, in both semi-sweet or bittersweet.
To make the ganache, warmth the heavy cream till it simply begins to simmer, after which instantly pour it over the chopped chocolate. Let it sit for a couple of minutes to melt the chocolate, then stir till it’s utterly mixed, melted, and shiny.
If you’d like further assist with the chocolate ganache, see my chocolate ganache web page. (However I promise it’s very easy!)




Let the ganache sit at room temperature for about 1 hour, till thickened to a pipeable consistency. (In case your kitchen is heat, refrigerate it briefly, however don’t let it agency up an excessive amount of.)
You may unfold the ganache onto the cookies, however piping is faster and neater. Pipe a dollop onto the flat aspect of half the cookies, then sandwich with the remaining cookies.
These cookies are great the day they’re assembled, however even higher on day 2 because the ganache units and the cookies soften barely for a bakery-style, melt-in-your-mouth texture.
Cheerful, elegant, and irresistibly mushy, these chocolate orange sandwich cookies deliver collectively brilliant citrus and wealthy chocolate in one of the simplest ways!


Description
Delicate, buttery orange-scented cookies sandwiched with wealthy chocolate ganache, these chocolate orange sandwich cookies are mushy, tender, and harking back to traditional Milano cookies. Made with recent orange zest and a easy two-ingredient ganache, they’re elegant, make-ahead pleasant, and even higher the subsequent day because the flavors meld and the cookies soften. Have further flour useful for rolling out the dough.
Cookies
Chocolate Ganache
- Preliminary notice: The chocolate ganache wants not less than 45 minutes to thicken earlier than it may be used within the cookie sandwiches. I like to recommend beginning the ganache whereas the cookies are within the oven.
- Make the cookies: In a big bowl utilizing a handheld or stand mixer fitted with a paddle attachment, beat the butter on medium-high velocity till easy and creamy, about 2 minutes. Add the confectioners’ sugar and orange zest, and beat till utterly mixed. Scrape down the perimeters and backside of the bowl as wanted. Add the egg, egg yolk, vanilla extract, and salt. Beat on medium-high velocity till mixed, scraping down the perimeters and backside of the bowl as wanted. Lastly, add the flour and beat on low velocity till included, then step by step improve the velocity till the dough comes collectively. The cookie dough will probably be very, very mushy.
- Generously flour a rolling pin. Roll out the dough onto a really generously floured sheet of parchment paper or a silicone baking mat (I favor the silicone mat) to about 1/4-inch thickness. The rolled-out dough could be any form, so long as it’s evenly 1/4-inch thick. (If it helps, place a chunk of parchment on prime of the dough earlier than you roll it out, to maintain the rolling pin from sticking to the dough.) Sprinkle with extra flour as wanted to stop sticking.
- Place the rolled-out dough, with the parchment or mat beneath, onto a baking sheet and refrigerate for not less than 3 hours and as much as 2 days. If chilling longer than a pair hours, frivolously cowl with parchment paper or plastic wrap.
- Preheat the oven to 350°F (177°C). Line massive baking sheets with parchment paper or silicone baking mats.
- Take away the dough from the fridge. Utilizing a 1.5-inch spherical cookie cutter, minimize into shapes. I used the 1.5 inch fluted spherical cookie cutter from this set. Re-roll the remaining dough and proceed reducing till all is used. Prepare cookies on baking sheets 2 inches aside. If desired, sprinkle and frivolously press some coarse sugar into the tops.
- Bake cookies for 9–11 minutes till very frivolously browned across the edges. The cookies don’t brown a lot on prime. Rotate the baking sheets midway by bake time.
- Enable cookies to chill on the baking sheet for five minutes, then switch to a cooling rack to chill utterly earlier than filling.
- Make the ganache: Place chopped chocolate in a heat-safe bowl. Warmth the cream in a small saucepan till it begins to softly simmer. (Don’t let it come to a fast boil—that’s too scorching!) Pour over chocolate and let it sit for two–3 minutes to softly soften the chocolate. Slowly stir till chocolate is totally melted and mixed with the cream. Enable to chill and thicken till it’s a pipeable/spreadable consistency, not less than 45 minutes, or as much as 1.5 hours (relying on the temperature of your kitchen).
- Match a piping bag with a big spherical tip, comparable to Wilton #12. (You may unfold the ganache on with a knife in case you don’t wish to use a piping tip, however it could actually get fairly messy!) Fill the piping bag with the thickened ganache. Flip half of the cookies over and pipe a dollop of ganache onto the flat aspect. High with the remaining cookies and gently press till the ganache spreads to the perimeters.
- Retailer cookies in an hermetic container at room temperature for as much as 3 days or within the fridge for as much as 1 week.
Notes
- Make-Forward Directions: Chocolate ganache could be ready, lined, and refrigerated for as much as 3 days earlier than utilizing. Let it sit at room temperature to melt or microwave for five–10 seconds earlier than utilizing. Plain (un-sandwiched) cookies freeze effectively for as much as 3 months. Thaw in a single day within the fridge. You may chill the rolled-out cookie dough within the fridge for as much as 2 days (step 4). You too can freeze the cookie dough, earlier than rolling out in step 3, for as much as 3 months. Then permit to thaw in a single day within the fridge and convey to room temperature earlier than rolling out. As a result of the dough has already been freezing, chill for under half-hour in step 4 versus 3 hours.
- Particular Instruments (affiliate hyperlinks): Citrus Zester | Electrical Mixer (Handheld or Stand) | Rolling Pin | Baking Sheets | Silicone Baking Mats or Parchment Paper | Fluted Spherical Cookie Cutters (I used the 1.5-inch cutter from that set) | Coarse Sugar | Cooling Rack | Saucepan | Glass Mixing Bowls | Piping Bag, Disposable or Reusable | Spherical Piping Tip
- Recipe Updates in 2025: The recipe was up to date to make the orange butter cookies barely sweeter, unfold much less, and to extend the quantity of chocolate ganache for the filling. To make the cookies the way in which this recipe was initially written, lower the confectioners’ sugar to three/4 cup (90g), lower the refrigeration time to 1 hour, and reduce the quantity of chocolate ganache to 4 ounces (113g) chopped chocolate and 1/2 cup (120g/ml) heavy cream.
- Why Is The Dough Delicate and Sticky? This dough is deliberately very mushy for a young cookie. Chilling the rolled-out dough is crucial so the cookies maintain their form when minimize and baked. When rolling and shaping, use loads of flour.
- Can I Skip the Further Egg Yolk? I don’t advocate it. The additional yolk provides richness and retains the cookies mushy quite than crumbly.
- Can I Add Orange Extract? The recent zest gives loads of taste, however you possibly can add 1/4 teaspoon orange extract in case you’d like a stronger citrus notice.
- You should definitely take a look at my prime 5 cookie baking suggestions AND these are my 10 must-have cookie baking instruments.
- The recipe is customized and reprinted with permission from the gorgeous cookbook The Cookie E book by Rebecca Firth.

