Best Chocolate Lollipops of 2026

Ashley Abels Avatar
Ashley Abels
Last Updated: Jan 23, 2026

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Indulge in the rich, creamy taste of chocolate with these delicious lollipops. Perfect for satisfying your sweet tooth, these chocolate-flavored treats are a classic favorite for kids and adults alike. Whether you're looking for a quick snack or a fun party favor, these lollipops are sure to please. With their smooth texture and irresistible flavor, they make a great addition to any candy dish or dessert table. So go ahead and treat yourself to the decadent taste of chocolate with these delightful lollipops.

At a Glance: Our Top Picks

Tootsie Pops Cherry Flavor 50 Count Cover #TOP 1
Tootsie Pops Cherry Flavor 50 Count
ftb score rating icon 9.9
Tootsie Roll Chocolate Pops 50 Count Cover #TOP 2
Tootsie Roll Chocolate Pops 50 Count
ftb score rating icon 9.8
Tootsie Pops Chocolate Flavor Lollipop Cover #TOP 3
Tootsie Pops Chocolate Flavor Lollipop
ftb score rating icon 9.6

Top 8 Chocolate Lollipops

#TOP 1

Tootsie Pops Cherry Flavor 50 Count

TS0417-A700ML-M210
Tootsie Pops Cherry Flavor 50 Count Cover
Tootsie Pops Single Flavor Bag - Cherry Flavored Lollipops with Chocolatey Center - Individually Wrapped Hard Candy - Red Candy - Peanut Free, Gluten Free, 50 Count (Pack of 1), 1.95lb

If you love cherry-flavored treats, Tootsie Pops Cherry is the perfect choice for you. This special 50-count bulk bag is designed exclusively for cherry Tootsie Pop fans. Each pop features a delightful cherry candy shell that envelopes a chewy, chocolatey Tootsie Roll center, making it a fun surprise with every lick. You can also enjoy the classic challenge of counting how many licks it takes to reach the center. These lollipops are ideal for sharing at kids' parties, office gatherings, or as Halloween treats, and they’re only 60 calories each, making them a guilt-free indulgence.

What We Like
Single flavor variety
Fun candy surprise
Ideal for sharing
Low calorie
Peanut and gluten free
#TOP 2

Tootsie Roll Chocolate Pops 50 Count

TS0417-A700ML-M229
Tootsie Roll Chocolate Pops 50 Count Cover
Tootsie Pops Single Flavor Bag - Chocolate Flavored Lollipops with Chocolatey Center - Individually Wrapped Hard Candy - Brown Candy - Peanut Free, Gluten Free, 50 Count (Pack of 1)

If you love chocolate, the Tootsie Roll Chocolate Pops are perfect for you. This special 50-count bulk bag is designed exclusively for chocolate lovers. Each pop features a delicious chocolate candy shell surrounding a chewy chocolatey center, making for a delightful treat. You can also enjoy the fun of trying to figure out how many licks it takes to reach the Tootsie Roll center, adding a playful twist. These lollipops are ideal for sharing at kids' parties or as snacks at the office, and they make great additions to gift bags for holidays and festivities. Plus, with only 60 calories per pop, you can indulge without guilt.

What We Like
Exclusive chocolate flavor
Fun licking challenge
Perfect for sharing
Low calorie count
#TOP 3

Tootsie Pops Chocolate Flavor Lollipop

Brown
Tootsie Pops Chocolate Flavor Lollipop Cover
Tootsie Pops Tootsie Roll Pops Chocolate Flavor Limited Edition Single Flavor Lollipops - 13.2 Ounce Bag

Tootsie Pops Chocolate Lollipop is a single flavor bag that contains only delicious chocolate flavored candy shell with a chocolatey, chewy Tootsie Roll center. This product comes in a 13.2-ounce bag, perfect for sharing in the office, reception desk, and break room. It is also great for Halloween or other fall festivities. The best part is that this product is Kosher, Peanut Free, and Gluten Free, making it suitable for everyone. With Tootsie Pops Chocolate Lollipop, you can enjoy a sweet treat that is not only delicious but also convenient to share with your friends and colleagues.

What We Like
Single flavor bag
Kosher, Peanut Free, and Gluten Free
Convenient for sharing and events
#TOP 4

Tootsie Pops Raspberry Flavor 50 Count

TS0417-A700ML-M616
30.10 cm (Height)
Tootsie Pops Raspberry Flavor 50 Count Cover
Tootsie Pops Single Flavor Bag - Raspberry Flavored Lollipops with Chocolatey Center - Individually Wrapped Hard Candy - Purple Candy - Peanut Free, Gluten Free, 50 Count (Pack of 1)

If you're a fan of sweet treats, Tootsie Pops Raspberry is perfect for you. This special 50-count bag is designed just for raspberry lovers, offering a delightful candy shell filled with a chewy Tootsie Roll center. You'll enjoy the fun of discovering how many licks it takes to reach the chocolatey surprise inside, making it a great activity for kids and adults alike. These lollipops are ideal for sharing at parties, Halloween, or as office snacks, all while being gluten-free and peanut-free. Each pop is only 60 calories, making them a guilt-free indulgence.

What We Like
Single flavor option
Fun licking challenge
Great for sharing
Low calorie
Allergy-friendly
#TOP 5

Donty-Tonty POPS Lollipops 1 lb Bulk Assorted Flavors

1 pound
Donty-Tonty POPS Lollipops 1 lb Bulk Assorted Flavors Cover
POPS Lollipops 1 lb – Bulk Bag, 5 Assorted Flavors, Gluten Free, Chewy Center & Hard Candy Coating, Individually Wrapped Suckers (24 Pieces)

Donty-Tonty POPS Lollipops offer a tasty mix of five flavors, including chocolate, cherry, orange, grape, and raspberry. Each lollipop has a hard candy shell with a chewy center, giving you a fun and satisfying texture. They are gluten free and safe for those with nut allergies, so you can enjoy them worry-free. The lollipops come individually wrapped, which keeps them fresh longer and makes it easy to carry them wherever you go. Plus, with 24 pieces in a bulk bag, you’ll have plenty to share or keep for yourself at home, work, or school.

What We Like
Variety of flavors
Gluten and nut free
Individually wrapped
Chewy center with hard shell
Bulk packaging
#TOP 6

Tootsie Pops Grape Flavor 50 Count

TS0417-A700ML-M553
Tootsie Pops Grape Flavor 50 Count Cover
Tootsie Pops Single Flavor Bag - Grape Flavored Lollipops with Chocolatey Center - Individually Wrapped Hard Candy - Blue Candy - Peanut Free, Gluten Free, 50 Count (Pack of 1)

Tootsie Pops Grape offers a delightful treat for candy lovers, featuring a bulk bag of 50 individually wrapped lollipops. Each pop has a tasty grape-flavored shell that surrounds a chewy chocolatey Tootsie Roll center, making it a unique combination that kids and adults alike will enjoy. Perfect for various occasions, these lollipops make great snacks for parties, Halloween, or simply sharing with friends. Plus, with only 60 calories per pop, you can indulge without too much guilt. And being peanut-free and gluten-free, they cater to a variety of dietary needs.

What We Like
Individually wrapped for convenience
Unique grape and chocolate flavor
Low-calorie option
Great for parties and sharing
#TOP 7

Hampton Popcorn Tootsie Roll Pops 2lb Bag

Hampton Popcorn Tootsie Roll Pops 2lb Bag Cover
Tootsie Roll Pops with Chocolate Tootsie Roll Center, 2lb Bulk Bag (Approx 44 Count), Original Assorted Fruit Flavors, The Hampton Popcorn & Candy Company

Hampton Tootsie Roll Pops bring you a classic candy experience with a variety of flavors like cherry, raspberry, chocolate, grape, and orange to satisfy your sweet cravings. Each lollipop is individually wrapped, making them easy to share and perfect for school snacks, parties, or holiday celebrations. Inside, you'll find a chewy chocolate center that adds a fun texture contrast to the hard candy shell. This 2-pound bulk bag, containing about 44 pieces, offers plenty of treats to enjoy or share with friends and family at any occasion.

What We Like
Variety of fruit flavors
Individually wrapped
Chewy chocolate center
Large 2lb bulk bag

600Pcs Lollipop Stick Set with Clear Bags & Twist Ties

25T-CakePopSticks
600PCS white
600 pieces
600Pcs Lollipop Stick Set with Clear Bags & Twist Ties Cover
600Pcs Lollipop Stick, 6IN Cake Pop Sticks with Clear Treat Bags & Gold Twist Ties, Cake Pops Making Tools for Lollipops, Candies, Chocolates Cookies

This 600Pcs cakepopsical sticks set includes 200pcs cake pop sticks, 200pcs twist ties, and 200pcs transparent bags, making it easy to pack candies, chocolates, cookies, and cake pops. The 6-inch lollipop sticks are made of 100% food-grade paper, non-toxic, and safe for kids. This eco-friendly and durable set is perfect for Halloween, Thanksgiving, Christmas, Valentine's day, Easter, graduation ceremony, baby shower, family reunion or any party.

What We Like
High-quality sticks
Durable and clear bags
Good value for money
Perfect length for cake pops
Includes twist ties
Buying Guide Image
Editor's Notes

During our chocolate lollipop research, we found 24 chocolate lollipop products and shortlisted 8 quality products. We collected and analyzed 60,403 customer reviews through our big data system to write the chocolate lollipops list. We found that most customers choose chocolate lollipops with an average price of $15.87.

The chocolate lollipops are available for purchase. We have researched hundreds of brands and picked the top brands of chocolate lollipops, including Tootsie Roll, Donty-Tonty, The Hampton Popcorn Company, ZHBDMGK. The seller of top 1 product has received honest feedback from 384 consumers with an average rating of 4.7.

Written by
Ashley Abels Avatar

Ashley Abels is a former restaurant executive and has worked in the restaurant industry for 15 years. She is also a gourmet who loves tasting different cuisines and trying out all kinds of cooking methods. The food she writes about will make you want to try it!