Best Chocolate Lollipops of 2025

Ashley Abels Avatar
Ashley Abels
Last Updated: Jan 7, 2025

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

Top 10 Chocolate Lollipops

#TOP 1

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 2

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 3

TastyPack Chocolate Lollipops Bulk Set

TastyPack
Brown
2 Pound
TastyPack Chocolate Lollipops Bulk Set Cover
Lollipops Chocolate Flavored Lollipops with Chewy Center Bulk Candy Set by TastyPack, 2lb

TastyPack Chocolate Lollipops are a delightful treat that brings you classic flavors in a convenient bulk set. Each lollipop is individually wrapped, making them perfect for on-the-go snacking or as a fun gift for friends and family. You can easily share them during gatherings or include them in gift bags or stockings. This bulk set weighs two pounds and comes in a resealable bag, ensuring that your candy stays fresh and organized. With approximately 45 lollipops per bag, you'll have plenty to enjoy or share whenever the craving strikes.

What We Like
Individually wrapped for convenience
Great for gifting and sharing
Resealable bag for freshness
Large quantity for value
#TOP 4

Dr. John's Healthy Sweets Sugar Free Chocolate Oval Lollipops

DRJCHO100.R
Chocolate
Dr. John's Healthy Sweets Sugar Free Chocolate Oval Lollipops Cover
Dr. John’s Sugar Free Candy, Healthy Lollipops with Zero Sugar, Low Calorie Snacks, Keto Friendly Hard Candy Sweets, Chocolate Oval, 14 Count, 3.85 OZ

Dr. John's Chocolate Lollipops are the healthiest and tastiest candies you can find. These sugar-free lollipops are not only delicious but also low in calories. They are fortified with 8 grams of fiber, which is great for your digestive health. With no artificial colors, flavors, or sweeteners, you can indulge in these lollipops guilt-free. Plus, they are gluten-free, dairy-free, soy-free, vegan, and Kosher, making them suitable for a wide range of dietary preferences. Made in a nut-free facility, these lollipops are a safe and delicious treat for everyone to enjoy.

What We Like
Low calorie
Sugar-free
Fiber fortified
Allergen-free
#TOP 5

No Whey! Foods Mother's Day Lollipop Collection

3 Count (Pack of 1)
No Whey! Foods Mother's Day Lollipop Collection Cover
Plant Based, Dairy Free, Nut Free, Gluten Free | Valentines Day Lollipop Collection (3 Lollipops) | Allergy Friendly Chocolate Pops | Peanut Free, Soy Free | By No Whey Foods

No Whey! Lollipop Collection is the perfect vegan and allergy-friendly treat and gift for Mother's Day. This collection includes two Double Heart lollipops and one "I Love You" lollipop. Made in a dedicated facility free from the common top 8 food allergens, these mouth-watering chocolates are also free from artificial colors and flavors. You can indulge in these delicious lollipops with confidence as they are dairy-free, peanut-free, nut-free, egg-free, soy-free, wheat-free, sesame-free, fish-free, shellfish-free, and gluten-free. Enjoy the convenience of having a sweet treat that caters to your dietary needs and preferences without compromising on taste and quality.

What We Like
Allergy-friendly
Vegan
Free from artificial colors and flavors
#TOP 6

See's Candies Chocolate Lollypops

See's Candies
Cream
See's Candies Chocolate Lollypops Cover
See's Candies 1 lb 5 oz Chocolate Lollypops

See's Chocolate Lollypops are a delightful treat for both kids and adults. Each pop is crafted using high-quality ingredients like heavy cream, butter, and rich chocolate, ensuring a gourmet experience with every bite. With approximately 30 lollipops in a box, you can share them with friends or keep them all to yourself! Made the traditional way since 1921, these lollipops come without any added preservatives, making them a safer choice for your sweet cravings. Enjoy the classic taste that has delighted generations!

What We Like
Gourmet ingredients
No preservatives
Generous quantity
Appealing to all ages
#TOP 7

Tootsie Pops Chocolate 60

HDTROLL-CHOCOLATE-60
Brown
Tootsie Pops Chocolate 60 Cover
Chocolate Tootsie Pops 60 pops

Indulge in the deliciousness of Chocolate Tootsie Pops! This pack includes 60 lollipops made by Tootsie Pops. The only flavor in this pack is chocolate, making it perfect for true chocolate lovers. Whether you are looking for a sweet treat to satisfy your cravings or a party favor to share with your friends, Chocolate Tootsie Pops are a great choice. With 60 pops in one pack, you can enjoy them for weeks or share them with your loved ones. The chocolate flavor is rich and smooth, and the lollipop is easy to carry, making it a convenient snack on the go. Get your hands on Chocolate Tootsie Pops and enjoy the heavenly taste of chocolate in a lollipop!

What We Like
60 lollipops
Rich chocolate flavor
Easy to carry
#TOP 8

Tootsie Roll Pops with Chocolate Center - 1lb Bulk

The Hampton Popcorn Company
1 Pound
Tootsie Roll Pops with Chocolate Center - 1lb Bulk Cover
Tootsie Roll Pops with Chocolate Tootsie Roll Center, 1lb Bulk Bag (Approx 22 Count), Original Assorted Fruit Flavors, The Hampton Popcorn & Candy Company

Tootsie Roll Pops - 1lb offers a delightful mix of classic flavors like cherry, raspberry, chocolate, grape, and orange. Each lollipop features a chewy chocolate center wrapped in a tasty hard candy shell, making them a fun treat for kids and adults alike. These individually wrapped pops are perfect for school events, parties, or holiday celebrations, allowing you to easily share them with friends and family. With approximately 22 pieces in each bulk bag, you’ll have plenty to enjoy or to fill pinatas for festive occasions.

What We Like
Variety of fruit flavors
Chewy chocolate center
Individually wrapped
Great for sharing
Ideal for events
#TOP 9

Chocolate Tootsie Pops Bulk Candy by KLUB BULK

Brown
Chocolate Tootsie Pops Bulk Candy by KLUB BULK Cover
Chocolate Only Tootsie Pops Bulk Candy 60 Count Lollipops Suckers Variety Value Pack Aprox. 2.5 lbs (40 Oz) Packaging Might Vary

Chocolate Tootsie Pops are a delightful treat for chocolate lovers, offering over 2 pounds of these classic lollipops filled with a rich chocolate Tootsie Roll center. Whether you're filling a piñata for a party, preparing goodie bags for Halloween, or simply looking for a sweet snack, these individually wrapped pops are perfect for any occasion. Their premium packaging ensures freshness, making them ideal for sharing at events like birthdays or baby showers. Plus, you can enjoy them worry-free, as they are both gluten and peanut-free, ensuring a safe treat for everyone.

What We Like
Chocolate-filled lollipop
Great for parties
Individually wrapped for freshness
Gluten and peanut free
#TOP 10

Tootsie Pops Limited Edition Bundle

Tootsie Pops Limited Edition Bundle Cover
Caramel and Chocolate Tootsie Pops Limited Edition 2-pack Flavor Bundle, 1 pounds

The Tootsie Pops Flavor Bundle is perfect for candy lovers, featuring two delicious varieties. The first bag contains Caramel Tootsie Pops, which offer a single flavor experience with a chewy Tootsie Roll center that satisfies your sweet tooth. The second bag includes Chocolate Tootsie Pops, combining a rich chocolate exterior with the classic chewy center. These limited edition pops are great for sharing or enjoying on your own. Whether you're a caramel fan or a chocolate enthusiast, this bundle provides a delightful treat for any occasion.

What We Like
Variety of flavors
Chewy Tootsie Roll center
Perfect for sharing
Limited edition appeal
Buying Guide Image
Editor's Notes

During our chocolate lollipop research, we found 24 chocolate lollipop products and shortlisted 10 quality products. We collected and analyzed 63,846 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 $14.05.

The chocolate lollipops are available for purchase. We have researched hundreds of brands and picked the top brands of chocolate lollipops, including Tootsie Roll, TastyPack, Dr. John's Healthy Sweets, No Whey! Foods, See's Candies. The seller of top 1 product has received honest feedback from 385 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!