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Top picks in Wisconsin

Chili spots

A bowl of chili that balances deep, complex spice without relying on an overwhelming amount of salt to hide the lack of flavor.

Based on 542 Opinions
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Updated April 2026
01
Smoked@225 LLC image 1
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Barbecue restaurant

Small, clean space with smoked chili offers a rich, hearty flavor. Family-oriented vibe shines through friendly energy and games that make guests feel at home. Tasteful decor and the smell of smoked meats create a warm, welcoming atmosphere.

Smoked chili stands out with a rich, smoky flavor offered in small samples. Chili pairs well with cheese curds and sides like collard greens, making it a hearty, flavorful choice.

People are saying

"I thought the BBQ here was the best I ever had."

"The ribs here are perfectly tender with a nice bite."

"I had the tri-tip barbecue and it was amazing."

Good to know

1

Reservations are recommended for catering services, especially for large events.

2

The restaurant offers a gluten-free menu upon request for dietary restrictions.

3

They occasionally close for private events, so check their Facebook page for updates.

02
In Plane View image 1
Bar & grill

Bar and grill features a spacious interior with airplane decor and a patio view of runways. Homemade chili offers a rich flavor and pairs well with chicken sandwich and chips. Known for well-crafted cocktails and a family friendly atmosphere with lively chats.

Homemade chili stands out with a rich flavor and pairs well with a chicken sandwich and homemade chips. It offers a comforting, hearty option for those avoiding alcohol.

People are saying

"The bar staff here is so great and friendly."

"The fish fry here is awesome, truly one of the best."

"I found the homemade chili to be awesome."

Good to know

1

Wednesdays are wing night with special pricing on wings.

2

Friday Fish Fry is popular, even among non-fish eaters.

3

Sunday Packer raffles offer a chance to win prizes during games.

03
MOTOR Bar and Restaurant image 1
American restaurant

American restaurant shines with live blues music and Harley-Davidson-themed design. Roadhouse Chili offers a phenomenal taste in several dishes, though some arrive cold. Enjoy beautiful river views and lively, energetic atmosphere, especially during band nights.

Roadhouse Chili stands out as a key dish with a phenomenal taste. Chili appears in several forms, including a chili baked potato and chili nachos, though some dishes arrive cold.

People are saying

"I found the food to be really good and delicious."

"The atmosphere here is really cool, with a great Harley vibe."

"I thought the chili here was phenomenal."

Good to know

1

Happy hour offers discounted cocktails and appetizers on weekdays.

2

All-you-can-eat fish and chips is available on Fridays.

3

Wing Wednesday specials are offered every Wednesday.

04
John's Drive-In image 1
Fast food restaurant

Traditional drive-in offers a nostalgic vibe with outdoor picnic tables and play areas for kids. Chili dogs shine with classic old-fashioned style and pair well with root beer. Families enjoy simple, satisfying fast food in a welcoming setting.

Chili dogs come with a classic, old-fashioned style and pair well with root beer. The chili cheese dogs and chili fries offer a tasty, satisfying option.

People are saying

"I thought the root beer floats were the best I had anywhere."

"I loved the fish fry; it was the best I had ever had."

"I thought the chili cheese dogs were the best."

Good to know

1

Reservations are not required, and seating is first-come, first-served.

2

The drive-in is open year-round, even in winter.

3

No dogs are allowed in the outdoor seating area.

05
Sammy's Taste of Chicago image 1
Hot dog restaurant

Small spot with authentic Chicago-style hot dogs and a rustic, clean vibe. Chili dogs come with cheese and onions and feature in meal deals and Sunday specials. Nostalgic decor with pictures on walls adds to the welcoming feel.

Chili dogs come with cheese and onions and appear in meal deals and Sunday specials. Chili cheese fries and chili cheese dogs also stand out as delicious options.

People are saying

"I thought the American food, especially the hot dogs, was delicious."

"I enjoyed the big, dipped Italian beef sandwich."

"You have to try the chili cheese dog; it's delicious."

Good to know

1

Sundays are $3.00 for hot dogs.

2

Hot dog special includes chili dogs, Chicago dogs, cheese dogs, and kraut dogs.

3

Expect a long line out the door during peak hours.

06
A&W Restaurant image 1
Fast food restaurant

Retro diner style offers a vintage atmosphere with clean, spacious booths. Breakfast and burgers are affordable and fresh, perfect for casual meals. Chili dishes lack flavor and often miss key toppings, making them less satisfying.

Chili dishes come with skimpy chili that lacks strong flavor. Chili dogs often have a rubbery texture and minimal toppings, while chili fries sometimes arrive without any chili at all.

People are saying

"I thought the fast food burger was juicy and full of flavor."

"These Wisconsin cheese curds are freshly fried and yummy."

"I thought the chili dog was solid."

Good to know

1

Breakfast is served until noon, making it a great morning option.

2

Expect quick service with an average wait time of 10 minutes.

3

Prices are generally affordable, with meals costing around $16.

07
Real Chili | E Wells St at Cathedral Square image 1

Classic diner setting creates a cozy atmosphere with celebrity photos adding charm. Cincinnati style chili offers medium spice and includes vegetarian options. Known for consistent quality, it serves as a reliable late-night spot with a Midwest reputation.

Cincinnati style chili stands out with a medium spice level that doesn't linger. Options include vegetarian chili and nachos, and the chili remains consistent and excellent over time.

People are saying

"I thought the chili here was the best I've ever had."

"It's the most stable, dependable late night spot in Milwaukee."

"This food is the only game in town after midnight."

Good to know

1

Reservations are not accepted; only online orders or in-person visits are allowed.

2

Expect to pay around $30 for a single serving of chili.

3

You can customize your chili with pasta noodles, beans, or both.

08
Real Chili | W Wells St at Marquette image 1

Old school diner buzzes with late-night energy and lively chatter at the service counter. Known for authentic Milwaukee chili, it serves a phenomenal chili with spaghetti, beans, and meat. Vegetarian chili and chili dogs also shine in this simple, no-frills spot.

Chili with Spaghetti, Beans, and Meat stands out with a phenomenal taste that many find unmatched. The vegetarian chili and chili dogs also receive strong praise for their flavor and quality.

People are saying

"I thought the chili was fantastic and life-changing."

"The spaghetti with chili and beans really hit the spot."

"I found the chili dogs to be phenomenal."

Good to know

1

The restaurant is open until 3:00 am for late-night dining.

2

Prices for sides have increased to $1.00 each.

3

Chili prices have risen from $4.75 to $9.00.

09
Cafe Zupas image 1
Health food restaurant

Bright, colorful decor creates a cozy vibe with booth seating and a clean space. Chicken enchilada chili offers mild spice, while enchilada soup delivers bold flavor. Two-lane drive-thru with kiosks adds convenient ordering for busy days.

The chili options include a chicken enchilada chili that could be spicier and a potato green chili with very few vegetables. The enchilada soup stands out as a flavorful choice.

People are saying

"The chicken enchilada soup was warm, zesty, and comforting."

"The drive-thru wait can easily take 20-45 minutes."

"I ordered the chicken enchilada chili and it was amazing."

Good to know

1

Drive-thru service is quick, but expect longer wait times during lunch hours.

2

Mobile ordering is available, but it may not always work properly.

3

The restaurant offers healthy fast food options with good customization.

10
George Webb Restaurant - Howell Ave image 1

Small diner offers a cozy, nostalgic vibe with old school decor and a lively atmosphere at night. Chili stands out with big chunks of meat and fresh taste, served in a bowl or on dishes like the patty melt. Classic American breakfast keeps regulars coming back for the familiar neighborhood feel.

Chili features big chunks of meat and tastes fresh. It comes in a bowl or as a topping on dishes like the patty melt without bread.

People are saying

"I thought the breakfast food was great."

"This is a great late night spot after hitting the bars."

"I loved their chili; it had big chunks of meat."

Good to know

1

Breakfast is available all day, making it a flexible dining option.

2

Expect higher prices compared to similar restaurants in the area.

3

Check your order before leaving, especially for takeout.

11
Leon's Frozen Custard image 1

Classic roadside stand with vintage neon and a homey vibe. Known for best-in-area frozen custard like butter pecan and blue moon. Chili dogs shine with consistent flavor, plus sloppy joes and Spanish burgers add chili variety.

Simple, classic chili dogs stand out with consistent flavor. Sloppy joes and Spanish burgers also feature chili, adding variety to the menu.

People are saying

"I thought the ice cream here was the best I've ever had."

"This place is a nostalgic classic, just like I remember it."

"You have to try the chili dog; it's simple and classic."

Good to know

1

Parking might be tricky because it can get pretty busy.

2

Expect long lines, but wait times are usually short.

3

There is no inside seating; enjoy your treat outside.

12
George Webb Restaurant image 1

Diner offers a relaxed vibe with loud, casual staff and classic American decor. Chili is tasty and nostalgic, served in small portions for $5.75. Hamburgers complement the chili, making it a traditional meal spot.

Chili comes in small portions, sometimes barely half full, costing around $5.75. The flavor is tasty and reminiscent of classic recipes, often served alongside hamburgers.

People are saying

"I ordered the bacon double meal and the burger and fries were perfect."

"I loved their chili; it was excellent."

"I had my eggs cooked to perfection."

Good to know

1

This location is open 24 hours for late-night dining.

2

Parking can be challenging to find near the restaurant.

3

Expect a quick service for breakfast items, which come out hot.

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