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Oxtail dinners in Chicago

You are looking for a dinner that feels substantial and deeply flavorful, the kind of meal that demands your full attention.

Based on 653 Opinions
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Updated April 2026
01
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Brazilian restaurant

Old brick walk-up with immaculate decor and an art-inspired patio creates an authentic, cozy atmosphere. Communal seating encourages socializing while Brazilian music plays softly in the background. The vibe feels like attending a family brunch with familiar, intimate touches.

Dinner feels like a homecooked meal at a Brazilian grandma's house with a warm, inviting vibe. Food offers a variety and quality from appetizers to dessert, including special touches like a birthday cake and song.

The oxtail special stands out with its amazing flavor and is served on perfect polenta. It comes as a special dish not listed on the regular menu and is rich enough to finish even after filling sides.

People are saying

"I highly recommend the home-cooked steak with rice and beans."

"It felt like a homecooked dinner at my grandma's."

"The oxtail special served on polenta was simply perfect."

Good to know

1

Reservations are recommended for dining, especially for special events.

2

Weekend brunch is buffet style with two seatings at 2pm and 4pm.

3

A $15 service fee is added to the bill for dining.

02
Mr. B's Caribbean Grill image 1

Cozy restaurant with Jamaican decor and authentic Caribbean cuisine creates a casual, welcoming atmosphere. Wonderful smells fill the air, enhancing the relaxed vibe. Occasional loud background noise can disrupt the otherwise calm setting.

Dinner features oxtail, catfish, and chicken options. The chef personally wishes diners a good dinner on their way out.

Oxtails fall off the bone with a rich depth of flavor that stands out from other Caribbean spots. The oxtail stew pairs well with corn festival and offers a wicked taste that many enjoy for dinner.

People are saying

"I experienced the best oxtail I've had since Jamaica."

"You have to get the cornbread; it's moist and sweet."

"The food at these dinner spots was delicious and surprising."

Good to know

1

There is plenty of paid parking along Lawrence.

2

The lunch special costs $10.40 and includes a leg, thigh, plantains, and rice.

3

Expect a wait during peak hours, especially on weekends.

03
WI JAMMIN LLC image 1
Jamaican restaurant

Small take-out lobby plays reggae music creating a quaint atmosphere. Menu features authentic Jamaican dishes with generous portions and reasonable prices. Flavorful jerk options stand out among typical offerings.

Dinners feature jerk chicken, goat, and jerk salmon with generous portions. Meals come with sides like jasmine rice, yams, and veggie patties, offering flavorful and tender options.

Oxtails come cooked perfectly and are mouth watering. Portions include about four small pieces, often served with cabbage.

People are saying

"The food here is flavorful, fresh, and hot."

"The oxtail here is so delicious and cooked perfectly."

"The jerk chicken dinner here is so flavorful, you won't need sauce."

Good to know

1

Expect a 10-minute wait during peak lunch hours.

2

Prices range from $10 to $15 per person for meals.

3

The restaurant primarily offers takeout with limited seating available.

04
SHATTAZ JERK BAR & GRILL image 1
Jamaican restaurant

Large, open space with tropical decor and Caribbean soul creates a warm, lively atmosphere that encourages dancing and socializing. Features include a full dance floor, karaoke area, and VIP lounge, blending restaurant and entertainment vibes. Reggae music and vibrant artwork add to the immersive experience.

Jerk chicken dinner stands out with its well seasoned flavor. It serves as a solid choice for a celebratory meal.

Oxtail comes with beans and rice and is cooked with perfect seasoning. It pairs well with fried plantains and sides like mac n cheese and cabbage.

People are saying

"The Jamaican food here is phenomenal, especially the patties."

"The mac and cheese here is perfectly seasoned and tender."

"The jerk chicken dinner here is smoky, spicy, and tender."

Good to know

1

Karaoke happens every Friday night, attracting a lively crowd.

2

Game Night on Thursdays features fun activities and a vibrant atmosphere.

3

Shattaz is a BYOB establishment, allowing guests to bring their own drinks.

05
Nia Restaurant & Wine Bar image 1
Mediterranean restaurant

Outdoor patio offers a warm, intimate atmosphere with live music and comfortable seating. Interior design feels classy and elegant, creating a friendly, welcoming vibe ideal for relaxed evenings or social gatherings.

Offers an 8-course tasting dinner and pasta specials. Suitable for group celebrations and date nights.

Braised oxtails come out savory and tender. Stuffed piquillo peppers with oxtail offer a rich, flavorful bite. Oxtail stuffed peppers stand out as a popular choice among dishes.

People are saying

"It's a cozy and intimate spot, perfect for a date."

"The 8-course dinner set was astonishingly delicious."

"The braised oxtail here is savory and delicious."

Good to know

1

Reservations are required for the chef's tasting menu, priced at $75 per person.

2

Happy hour offers discounted drinks and appetizers from 4-6pm on weekdays.

3

An automatic 20% gratuity is added for parties of four or more.

06
S2 Grill - Stony image 1

Upscale restaurant with beautiful decor and fast food feel offers a lively atmosphere with RnB music and a party vibe. Frozen daiquiris come from a signature drink machine with many flavors, complementing dishes like shrimp and grits or lamb chops. The space includes an event area and features a professional photographer.

Lamb chop dinner stands out with baked macaroni and dirty rice on the side. Rib tip and short rib dinners come with good mashed potatoes and get solid praise.

Oxtails come falling off the bone and are tender and full of flavor. Portions are very generous and stand out among other dishes.

People are saying

"I found the food here to be amazing."

"The catfish dinner here is seasoned to perfection."

"The oxtail here was falling off the bone."

Good to know

1

Happy hour runs Monday to Friday from 4-7 PM with great drink specials.

2

Reservations are recommended to avoid long wait times during peak hours.

3

The restaurant requires payment upfront, including a 15% gratuity.

07
Shake A Leg image 1
Restaurant

Restaurant offers hookah and a patio vibe that stands out. Atmosphere feels professional and clean with great vibes and a welcoming environment. Food features excellent lamb chops and strong, well-made drinks.

Catfish dinners come with two large pieces of fish and two sides like mac and cheese or dirty rice. The food has a flavorful punch that appeals to all ages.

Oxtail comes with thin cut bones and more potatoes and string beans than meat. The dinner costs close to $40 including taxes but offers a modest portion of meat.

People are saying

"The food here is amazing, flavorful, and fresh."

"The dinner spots here are delicious, fresh, and perfectly seasoned."

"I enjoyed the oxtail, seasoned perfectly and cooked just right."

Good to know

1

Happy hour runs from 5 PM until close on Sundays.

2

Delivery can take up to two hours, so plan accordingly.

3

Some menu items may run out, so check availability before ordering.

08
Iittle Jamaica jerk cuisine image 1
Jamaican restaurant

Jamaican restaurant offers bold, flavorful comfort food with generous portions and reasonable prices. Island-themed decor and reggae music create a comfortable, authentic atmosphere that transports diners to the Caribbean.

Dinners feature well seasoned jerk chicken and catfish with everything served hot and fresh. Options like oxtail and lamb chop dinners come prepared with care and solid flavor.

Oxtails come fall-off-the-bone tender and seasoned to perfection. They appear in combos with lamb, catfish, and sides like mac and cheese and cabbage.

People are saying

"The food here is spectacular, especially the tender, juicy jerk."

"The dinner spots here are delicious and perfectly seasoned."

"The oxtail here is fall-off-the-bone tender and melts in your mouth."

Good to know

1

The lunch special is available all day after 11am.

2

Portion sizes are generous, providing good value for the price.

3

Sunday night is a vibe in the backyard.

09
St Rest #2 Country Kitchen image 1
Soul food restaurant

Soul food restaurant offers a cozy southern hospitality vibe with uplifting gospel music and a vintage dining setting. Atmosphere feels like walking into granny's house, warm and welcoming with tasteful, slightly dated decor. The environment is clean, comfortable, and carries a powerful, positive spirit.

Large portion sizes stand out at dinner here. Sunday dinners often turn into a community celebration with a welcoming vibe.

Tender oxtails come in a generous portion with carrots, potatoes, and onions. The dish pairs well with sweet potatoes and shows clear care in preparation.

People are saying

"The American Food, especially the mac and cheese, was outstanding."

"The soul food dinner spots taste like moma's cooking."

"The oxtail here is so tender and delicious."

Good to know

1

The restaurant hosts a free Thanksgiving Family Style Gathering for the community.

2

Events at the restaurant occur frequently, providing community engagement opportunities.

3

Two smothered pork chops with two sides cost $20.

10
Jerk & Soul Food image 1

Restaurant offers calm, comforting atmosphere with simple, no-frills setup and countertop seating along windows. Food is freshly cooked to order with large portions that favor takeout over dine-in. Jerk dishes stand out for being hot and tender, making it a go-to spot for authentic flavors.

Jerk chicken dinner comes fresh, hot, and tender with strong, tasteful spices. It pairs with sides like Mac, yams, and greens for a full meal.

Oxtails come very tender with a jerk sauce gravy that adds rich flavor. Popular sides include yams and greens, and the dish often sells out due to high demand.

People are saying

"The food here is so delicious and flavorful."

"The jerk chicken here is so tender and flavorful."

"The oxtail here is so tender and delicious."

Good to know

1

Expect a wait for food as everything is cooked fresh to order.

2

Portion sizes are generous, providing good value for the price.

3

The restaurant does not include jerk sauce unless specifically requested.

11
Dirty Tiff's Cafe image 1

Small, family-owned restaurant with a homey atmosphere and casual dining setup. The vibe is warm and welcoming, with a mix of take-out and dine-in options. Known for authentic soul food with standout dishes like jerk chicken and collard greens.

Dinners come with large portions and include sides like rice, beans, greens, and candied yams. Options like jerk chicken and fried catfish dinners offer hearty meals around $20 with tax.

Oxtails come with a mix of small pieces and one large piece heavy on fat and bone. They are meant to be the highlight of the meal but vary in meatiness.

People are saying

"You can taste all the love Ms. Tiffany puts into her Fried Catfish."

"You can taste all the love and hard work Ms. Tiffany puts into her Dinner Spots."

"The oxtail here is full of flavor."

Good to know

1

They close early on Sundays, with last orders at 6 pm.

2

The jerk chicken dinner costs about $20 with tax included.

3

The meals are reasonably priced and provide generous portions.

12
Bronzeville Soul image 1
Soul food restaurant

Soul food restaurant offers a welcoming atmosphere with live band music that creates a lively vibe. Seating is roomy and comfortable, supporting a relaxed dining experience. Music volume can be high, sometimes overpowering conversation.

Fish dinners stand out with catfish, corn, and candied sweet potatoes. Mac and cheese offers a cheesy, creamy texture that feels like Sunday dinner at grandma’s.

Oxtail dishes come with perfect seasoning and salt, requiring no extra flavoring. Options include oxtail with rice or pot roast, served alongside sides like yams, greens, and macaroni.

People are saying

"The dinner spots here are like grandma's cooking, made with love."

"The mac and cheese is cheesy, creamy, and comforting."

"The oxtail and rice were seasoned and salted perfectly."

Good to know

1

Live music occurs on the 1st and 3rd Wednesdays of each month.

2

Bring your own beverage for Wednesday night events.

3

A 15% gratuity is automatically added to dine-in bills.

13
Lior's Cafe image 1
Restaurant

Spacious restaurant showcases colorful murals and authentic Haitian music, creating a soothing atmosphere with dim lighting and rich cultural decor. The vibe blends artistic ambiance with a lively yet relaxed energy, inviting guests to experience Haitian heritage visually and audibly.

Reservations are common for birthday dinners here. Family dinners happen regularly. Some experiences include ruined celebrations.

Oxtails here are tender and fall off the bone, seasoned well for rich flavor. They pair nicely with sides like mac and cheese and stand out as a delicious choice.

People are saying

"The food here was delicious, especially the Shrimp Bombs."

"The oxtail here was perfect and the portions were great."

"You have to try the Shrimp Bombs for dinner; they're delicious."

Good to know

1

The restaurant is BYOB and charges a $20 cork fee per bottle.

2

The kitchen closes at 7:30 PM, so plan your visit accordingly.

3

Expect a 15% service charge added to your bill.

14
One Stop Jamaica Jerk image 1

Restaurant offers loud music and an inviting atmosphere with clean, neat decor. It serves large portions of authentic jerk chicken praised for flavor and tenderness. Seating is limited and street parking is the only option.

Dinners come with large portions featuring dishes like jerk chicken, curry chicken, and jerk catfish. Sides often include yams, cabbage, mac n cheese, and rice with beans.

Oxtails here are tender and melt in your mouth. Portions are on the smaller side but enough to share, with a good amount of flavor in each bite.

People are saying

"The food here is delicious, especially the jerk chicken."

"The dinner spots here are so delicious and flavorful."

"The oxtail here just melts in your mouth."

Good to know

1

The portions are generous, providing good value for the price.

2

Street parking is the only option, which can be challenging at busy times.

3

You can order via GrubHub for quick pickup without long waits.

15
The Perfect Jerk image 1
Caribbean restaurant

Caribbean restaurant with clean, colorful decor and large menu screens sets a welcoming, friendly vibe. Background R&B music adds to the lively atmosphere. Seating includes high tables and booths extending to the back.

Generous portions stand out, with enough chicken for dinner, lunch, and leftovers. The catfish dinner offers a solid choice, and the take-home dinners impress with their quality.

Oxtails come very tender and large with bold flavor that stands out in the dishes.

People are saying

"The jerk chicken dinner spots here are so tender and flavorful."

"The rasta pasta was spicy and flavorful."

"The oxtail here is so flavorful and large."

Good to know

1

Free dinner is offered on the last Monday of each month.

2

Customer Appreciation Day occurs on the last Monday of every month from 11am to 5pm.

3

Customers can try food samples before ordering.

16
Just Jerk Cafe's image 1
Jamaican restaurant

Jamaican restaurant offers generous portions with dishes like jerk chicken salad and mac and cheese that stand out. Lighting is dim outside, making the entrance easy to miss. The vibe is casual with a focus on traditional flavors and hearty sides.

Dinners feature fresh, tender, and flavorful meats like jerk chicken and catfish. Each meal includes two sides plus peas and rice, though the oxtail dinner lacks gravy and feels dry.

Oxtails come fall off the bone tender with minimal fat and well-seasoned cabbage. Some servings have extra gravy and sides like mac and cheese, but others can be dry and tough with less gravy on the rice and beans.

People are saying

"I always get tender, flavorful jerk chicken dinner here."

"The oxtail here is amazing and fall-off-the-bone tender."

"The Jerk Chicken here is so tender and flavorful."

Good to know

1

The restaurant is not well lit from the outside, making it easy to miss.

2

Dinners come with two sides and peas and rice.

3

The portion size is generous.

17
Jamaican Gates Restaurant Chicago image 1

Small space offers a lively, welcoming atmosphere with Caribbean smokiness and authentic jerk chicken. Music adds to the energetic vibe, attracting those who appreciate top-tier oxtails and well-prepared traditional dishes.

Oxtail dinner and jerk chicken dark dinner stand out as popular choices. The chicken dinner with white meat also gets high marks for flavor.

Oxtails come falling right off the bone with a very flavorful taste. Plates include red beans and rice with gravy and offer a good portion size.

People are saying

"The oxtail here is flavorful and falls right off the bone."

"The Jerk Chicken here is juicy and perfectly seasoned."

"The oxtail dinner here is delicious and fall right off the bone."

Good to know

1

Lunch specials are available all day at affordable prices.

2

Expect a reasonable wait time during peak hours.

3

Check your order before leaving to ensure everything is included.

18
Jordyn's Soul Cafe image 1
Soul food restaurant

Soul food restaurant with cozy booths and bold, dark decor creates an intimate but loud atmosphere. R&B and Soul music from past decades plays loudly, shaping a vibrant, energetic vibe. Space feels small and congested, making it lively and bustling.

Dinner here suits celebrations well, with a vibe that fits birthdays. The experience feels special and memorable for group dinners.

Oxtails come tender and fall off the bone with rich flavor. They appear in dishes like the oxtail rice bowl and pair well with sides like collard greens and yams.

People are saying

"I found the food to be delicious and seasoned perfectly."

"The Dinner Spots here are seasoned perfectly and taste like home."

"The oxtail here is just okay, nothing special."

Good to know

1

Jordyn's Soul Cafe is BYOB, so bring your own alcohol.

2

Expect a 35-minute wait during peak hours.

3

Parking can be difficult; plan to circle the block.

19
876 Jamaican Jerk Restaurant image 1
Jamaican restaurant

Jamaican restaurant offers generous portions with moist, well-seasoned jerk chicken served with sauce on the side. The atmosphere is casual and lacks seating for waiting. Prices are reasonable, and dishes like curry goat and oxtail receive strong praise for flavor and tenderness.

Dinners include jerk chicken, oxtail, and jerk wings with options for combination plates. Plantains do not come with dinners and bread is not included.

Oxtail comes whole with meat falling off the bone and pairs well with cabbage. Some servings lack flavor, but others get high marks for tenderness and taste.

People are saying

"The food here is so delicious and fresh."

"The curry goat here is a 10 out of 10 favorite."

"The oxtail meat fell right off the bone."

Good to know

1

The portions are generous, providing good value for the price.

2

Plantains typically accompany dinner orders, enhancing the meal experience.

3

Expect a casual atmosphere with limited seating available.

20
Irie jerk hut 4 image 1
Restaurant

Restaurant offers authentic Jamaican food with moist, flavorful jerk chicken and well-seasoned oxtails. Atmosphere stays friendly and peaceful, with staff accommodating dietary needs. Portions vary, but lunch specials provide good value and sides like cabbage and yams stand out.

Oxtail dinner stands out with cabbage greens, plantains, rice, and beans as sides. Jerk dinners often feature dark meat and come with three sides, offering solid flavor and portion size.

Tender oxtail comes with thick gravy and vegetables. The dinner includes cabbage greens, plantains, rice, and beans. Oxtails are seasoned nicely and not spicy, though lunch portions are small and fatty.

People are saying

"I loved the flavor of the jerk dinner; the oxtail dinner was also the BOMB."

"I found the jerk chicken here to be delicious and authentic."

"The tender oxtail was made with the perfect thick gravy."

Good to know

1

The lunch special at Irie Jerk Hut 4 provides a good portion.

2

Irie Jerk Hut 4 offers three sides with a dinner.

3

They charge extra for bread, plantains, and jerk sauce.

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