Irazu is one of The 15 Best Places for Milkshakes in Chicago.

1. Irazu

8.8
1865 N Milwaukee Ave (at N Oakley Ave), Chicago, IL
Latin American Restaurant · Bucktown · 106 tips and reviews

Janet A.Janet A.: Definitely try the oatmeal (with milk) shake, it's amazing!

Rachel C.Rachel C.: The oatmeal shake is delicious! And they can make it vegan!

Olivia B.Olivia Barrett: Wow! I couldn’t recommend this place more. The casado is much like what’s served in Costa Rica. Oatmeal shake was to die for! It’s cash only, but they have an ATM. Great atmosphere and service, too.

Portillo's is one of The 15 Best Places for Milkshakes in Chicago.

2. Portillo's

9.0
100 W Ontario St (at Clark St), Chicago, IL
Hot Dog Joint · River North · 666 tips and reviews

Missy S.Missy Smiler: The chocolate cake and the chocolate cake shake are super delicious!

Amanda C.Amanda Cooper: My favorite place for Chicago style hot dogs or hot dogs in general. For dessert get the cake shake, you won't regret it!

Sruts S.Sruts Sam: They have the most amazing shakes!! Hot dogs go without saying... even their salads are fantastic!

Chicago Diner is one of The 15 Best Places for Milkshakes in Chicago.

3. Chicago Diner

8.9
3411 N Halsted St (at Roscoe St), Chicago, IL
Vegan and Vegetarian Restaurant · Lake View East · 206 tips and reviews

Amy G.Amy Graff: Chicago vegan legend. Reuben gets all the love but the truffle melt really, yes, melts my heart. Seitan wings are amazing starters and the peanut butter shake is the best end to your vegan junk feast.

Pam D.Pam De Silva: Fantastic vegan comfort food. The cookie dough peanut butter milkshake is a must! Concocted from soy milk and corn ice cream goodness.

Daniel M.Daniel Miller: The shakes, Reuben, country fried everything, everything is good. Make sure to get the mac&cheese

Tiztal Cafe is one of The 15 Best Places for Milkshakes in Chicago.

4. Tiztal Cafe

9.0
4631 N Clark St (btwn Wilson Ave. & Leland Ave.), Chicago, IL
Breakfast Spot · Uptown · 50 tips and reviews

Chris H.Chris Hall: Probably the best chilaquiles in town and a great variety of delicious shakes and juice drinks. Open 8am-4pm every day. Also outdoor patio seating, when weather allows.

Bethany L.Bethany Lang: Best chilaquiles ever, and you've gotta try an oatmeal shake.

Michael S.Michael Stump: Wow... The oatmeal shake is awesome. And the green chilaquiles are killer. The server was very very good as well. Kill!

Shake Shack is one of The 15 Best Places for Milkshakes in Chicago.

5. Shake Shack

8.5
66 E Ohio St (at N Rush St), Chicago, IL
Burger Joint · Near North Side · 132 tips and reviews

Heather W.Heather Williams: The fair trade shake is SUPER delicious, especially if you enjoy dark roast coffee.

David O.David O'Connell: I was in New York for theree weeks and the line at the Shake Shack was always too long. I was very excited to see one here in Chicago. The shakes and burgers are great. "Sha-cago dog" mmmmm

Tim P.Tim Porter: Shroomburger was good, get it with a milkshake for an indulgence well worth it.

Superdawg Drive-In is one of The 15 Best Places for Milkshakes in Chicago.

6. Superdawg Drive-In

9.1
6363 N Milwaukee Ave (btwn Devon Ave & Highland Ave), Chicago, IL
Hot Dog Joint · Norwood Park · 162 tips and reviews

Lisa W.Lisa W: Some of the best fries in the city, and who doesn't love a perfect hot dog nestled into a special little box? Strawberry shake is amazing. Also the burgers are really solid. A Chicago classic.

Katy T.Katy Thompson: The whooperdawg is delicious, and best shakes of your life, no matter the flavor.

Melissa K.Melissa Kane: Classic hot dogs. Their milkshakes are the best!

The Wiener's Circle is one of The 15 Best Places for Milkshakes in Chicago.

7. The Wiener's Circle

7.9
2622 N Clark St (btwn Drummond Pl & Wrightwood Ave), Chicago, IL
Hot Dog Joint · Park West · 130 tips and reviews

Diah K.Diah Kumalasari: Chocolate shake and hot dog, so yummy

Jessica M.Jessica Murray: BEST CHOCOLATE SHAKE!

Jany W.Jany Wang: Oh babe ! U gonna love their chocolate milk shake ! Can't get the same anywhere else !!! Awesome !!!! Strongly recommended ! (Worthwhile $20!)

DMK Burger Bar is one of The 15 Best Places for Milkshakes in Chicago.

8. DMK Burger Bar

8.7
2954 N Sheffield Ave (at W Wellington Ave), Chicago, IL
Burger Joint · Lakeview · 257 tips and reviews

Anna C.Anna C: Outstanding burgers and the best peanut butter shake since the Zephyr closed down. Om nom nom!

Serious EatsSerious Eats: Great griddled burgers from a fine dining chef, plus crispy fries and thick shakes.

Danielle K.Danielle Kagan: Awesome place with awesome milk shakes try one!

Medici on 57th is one of The 15 Best Places for Milkshakes in Chicago.

9. Medici on 57th

8.6
1327 E 57th St (btwn S Kimbark Ave & S Kenwood Ave), Chicago, IL
Bakery · Hyde Park · 111 tips and reviews

Anastasia B.Anastasia Belozertseva: Strawberry lemonade is sooo refreshing in the summer! Also, the shakes are absolutely delicious.

Julia P.Julia Park: Mexican milkshake, fruit tart, and strawberry lemonade :) to die for

zfelszfels: Mexicana shake gets all the buzz, but the mocha shake is also a great bet.

Janson's Drive-In is one of The 15 Best Places for Milkshakes in Chicago.

10. Janson's Drive-In

8.8
9900 S Western Ave (at W 99th St), Chicago, IL
Hot Dog Joint · Beverly · 15 tips and reviews

Spencer L.Spencer Lent: Amazing banana shakes here... and the best fries I have had in YEARS.

Wendy P.Wendy Pettas: NOW OPEN. Come and check it out. banana shakes are awesome.

Andrea M.Andrea Martinez: Strawberry banana shake is amazing !!!

Choppers is one of The 15 Best Places for Milkshakes in Chicago.

11. Choppers

7.8
1659 N Ashland Ave (at Wabansia), Chicago, IL
Burger Joint · Bucktown · 25 tips and reviews

Mel K.Mel Kerno: Chocolate shakes are to die for!

Chicago magazineChicago magazine: Best milkshake: Mix strawberries with creamy peanut butter for the nostalgic PB&J. Read more.

CarolCarol: Chicago Style Hot Dog & The shakes are amazing

Fred & Jack's is one of The 15 Best Places for Milkshakes in Chicago.

12. Fred & Jack's

8.5
7600 S Yale Ave (btwn 76th & Vincennes), Chicago, IL
Mexican Restaurant · West Chatham · 47 tips and reviews

Michele E.Michele Evans-Brock: GREAT FOOD! A Steak Burrito that will have your eyes rolling in the back of your head. Authentic breakfasts: Omelettes and Homestyle Potatoes, Shakes and Malts... You've got to check them out.

Ashley H.Ashley Hartford: love their strawberry milkshakes

CHiGOATCHiGOAT: Get the Banana Milkshake it's worth it...

Small Cheval is one of The 15 Best Places for Milkshakes in Chicago.

13. Small Cheval

9.0
1732 N. Milwaukee Ave, Chicago, IL
Burger Joint · Bucktown · 74 tips and reviews

Emily K.Emily Kane: We're not worthy. No nonsense burgers, shakes and fries that were sent straight from heaven.

Chicago TribuneChicago Tribune: The inside is cramped and loud, so hope for a mild day and head to the back patio, where you can feast on gloriously griddled burgers and thick shakes in relative peace. Read more.

Justin W.Justin White: Single cheeseburger, fries, chocolate shake. Like the Five Guys version of Au Cheval.

Chicago Diner is one of The 15 Best Places for Milkshakes in Chicago.

14. Chicago Diner

8.7
2333 N Milwaukee Ave (at W Fullerton Ave), Chicago, IL
Vegan and Vegetarian Restaurant · Logan Square · 84 tips and reviews

T S.T Sussman: The vegan milkshakes are amazing.

Heather Z.Heather Zinger: Best vegan milkshakes ever!

Jeiran H.Jeiran Hasan: Chocolate peanut butter milkshake was outstanding!

Scooter's Frozen Custard is one of The 15 Best Places for Milkshakes in Chicago.

15. Scooter's Frozen Custard

9.2
1658 W Belmont Ave (at Paulina St.), Chicago, IL
Ice Cream Parlor · Lakeview · 60 tips and reviews

Time Out ChicagoTime Out Chicago: Order a Boston shake, and quiver in awe as the towering milkshake topped with hot fudge and whipped cream is handed over.

Mike H.Mike Hayes: Get a Boston Shake. It's a shake with a Sundae ON TOP! Amazing!

Scott KleinbergScott Kleinberg: Simply put: There is no better ice cream in Chicago. There, I said it. Now you try it. Boston Shake is amazing. Oh heck, it's all amazing!

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