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Quesadilla spots in Chicago

A hot, melted quesadilla is the simple comfort food that never fails.

Based on 801 Opinions
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Updated May 2026
01
Taqueria Tejupilco image 1
Taqueria Tejupilco image 2
Taqueria Tejupilco image 3
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Mexican restaurant

Small, cozy spot offers authentic Mexican food with a chill vibe. Quesadillas shine with chorizo and birria fillings alongside fresh tacos. Affordable prices make it a great hole-in-the-wall choice for casual dining.

Quesadillas come with chorizo, birria, and pastor fillings. The chicken and small quesadillas serve as solid options alongside taco dinners.

People are saying

"The food here is delicious; I'd lick my fingers."

"I found the Mexican food here to be the best."

"The chicken quesadilla here was really good."

Good to know

1

The al pastor burrito costs only $10.

2

They offer different sizes of burritos, including a 'junior' size.

3

The prices at Taqueria Tejupilco are very affordable.

02
Aztlan Mexican Grill image 1
Mexican restaurant

Small spot with a moms and pops vibe and quick service. Quesadillas shine with handmade tortillas and unique fillings like flor de calabaza and nopales. Affordable prices match the fresh, authentic Mexican flavors.

Handmade tortillas hold super flavorful quesadillas filled with options like flor de calabaza, mushrooms, and pastor. Vegetarian choices include nopales and squash blossom quesadillas.

People are saying

"The Mexican food here, especially the quesadillas, is incredible."

"I thought the asada burrito was phenomenal, packed with flavor."

"The quesadillas here are super flavorful and delicious."

Good to know

1

The wait time at Aztlan Mexican Grill isn't too long.

2

The prices are affordable, making it easy to enjoy great food.

3

You order at the counter for a quick dining experience.

03
Class Act image 1
Restaurant

Communal tables seat 16 around an open kitchen where chefs craft inventive dishes inspired by personal stories. Elevated quesadillas with caviar and black truffle shine alongside tacos and shrimp. An attached speakeasy offers advanced mixology for a refined finish.

Elevated quesadillas feature caviar and black truffle, transforming a simple dish into something elaborate. These quesadillas stand out alongside tacos and deep sea shrimp dishes.

People are saying

"The cocktails here are inventive and paired phenomenally with the dishes."

"The food here is inventive and unique, with a special flair."

"Chef Nicolai's quesadilla told a personal story, a masterful creation."

Good to know

1

Reservations are required due to limited seating, with only 12 guests per seating.

2

The tasting menu is fixed with no pre-check available for dishes.

3

Expect the dining experience to last a couple of hours with multiple courses.

04
Ayayay - Mexican Eatery image 1
Mexican restaurant

Urban, modern space with Tulum-inspired decor offers a lively vibe and authentic Mexican canteen feel. Quesadillas shine with tender carne asada and flavorful chicken, perfectly paired with tacos and churros. Seating varies from stools to intimate spots, all energized by great music.

Quesadillas here stand out for their tender carne asada and flavorful chicken fillings. They come well-prepared and pair nicely with other dishes like tacos and churros.

People are saying

"I found the food here to be delicious and well-seasoned."

"I found the nachos here to be fresh, flavorful, and perfectly prepared."

"I found the chicken quesadilla to be amazing."

Good to know

1

Happy hour runs daily from 2 to 6 pm.

2

$3 Taco Tuesdays offer great value for visitors.

3

Wednesday features a special margarita deal.

05
Tribu Caffe image 1
Breakfast restaurant

Bright space with rainforest murals and Mexican decor offers a cozy vibe. Breakfast quesadilla is huge and delicious, paired with tasty red salsa. Tables are well spaced, creating a calm atmosphere perfect for a relaxed meal.

Breakfast quesadilla stands out with its huge size and delicious flavor, paired well with a yummy red salsa. Other quesadillas and the Supremo also offer solid options.

People are saying

"The breakfast here has amazing food and great service."

"The service here is excellent and the staff is friendly."

"The breakfast quesadilla is huge and delicious."

Good to know

1

There is free street parking available.

2

There is great parking available for bikes.

3

There was no waiting on weekdays at Tribu Caffe.

06
Tacos Villa image 1
Mexican restaurant

Small Mexican spot shines with unique quesadillas featuring soft masa and crunchy shells. Family-owned charm and friendly atmosphere make it welcoming. Enjoy affordable prices while savoring fresh, homemade fillings like chorizo and chicharrรณn.

Soft masa and a crunchy shell create a unique quesadilla experience. Fillings like chorizo and chicharrรณn offer a fresh, homemade taste with lettuce, tomato, and sour cream adding lightness.

People are saying

"You have to try their unique fried quesadillas with fresh masa."

"I found the food here to be delicious and tasty."

"I found the chicharrรณn quesadillas delicious and filling."

Good to know

1

Tacos Villa has only about 20 seats available, so arrive early.

2

This restaurant is cash-only, so bring cash for your meal.

3

Prices at Tacos Villa are very affordable for all menu items.

07
Mix Mex Cue image 1
Mexican restaurant

Enjoy juicy quesadillas with large portions and standout brisket flavor. The friendly vibe and warm atmosphere make it perfect for families. Relax in the cute back patio for a laid-back dining experience.

Juicy and fresh, the quesadillas come in quite large portions. The brisket quesadillas stand out as a favorite, paired well with guacamole and steak tacos.

People are saying

"You have to try the Mexican food; the homemade tortillas are amazing."

"The salsa here is fresh and has the perfect spice level."

"The quesadillas here are amazing and have great flavor."

Good to know

1

The parking lot is located behind the building.

2

They accept card and have a Zelle barcode.

3

They offer a discount if paid in cash.

08
Los Andanes image 1
Restaurant

Mexican art and hand-painted murals create a beautiful authentic setting with a cozy family-friendly atmosphere. Big, fresh-made tortillas make homemade quesadillas with fillings like chorizo and carne asada. Music adds to the cheerful vibe while fresh tortilla chips and BYOB policy enhance the experience.

Big, fresh-made tortillas form the base of the quesadillas here. The homemade quality stands out, especially with fillings like chorizo and carne asada.

People are saying

"The carne asada fries here are an amazing appetizer."

"The rojo enchiladas were tasty and juicy."

"The quesadillas here have big, homemade tortillas and are delicious."

Good to know

1

BYOB is allowed, making it a budget-friendly option for drinks.

2

The restaurant offers generous portion sizes, ideal for sharing.

3

There are plenty of vegetarian options available on the menu.

09
Gwacamole Restaurant image 1
Mexican restaurant

Small space with intimate atmosphere offers authentic Mexican guisados and vegetarian options. Chicken quesadillas come with generous portions and flavorful fillings, served with guacamole and sour cream. Unique layout adds to the cozy vibe.

Chicken quesadillas come with guacamole and sour cream and offer generous portions with flavorful fillings.

People are saying

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

"I loved the complimentary fideo soup they served."

"The chips were warm and the salsa was amazing."

Good to know

1

The restaurant offers complimentary chips and salsa while you wait.

2

Portions are generous, often leaving enough for leftovers.

3

There is metered street parking available nearby.

10
Mixteco Grill (North Center) image 1

Counter service with fast-paced atmosphere serves authentic Mexican and Tex Mex dishes known for fresh ingredients and bold flavors. Chicken quesadilla stands out with flavorful taste and guacamole on the side. Limited dine-in seating with high tops and stools.

Chicken quesadilla offers very flavorful taste and comes with a side of guacamole. Tacos and quesadillas both deliver good flavor.

People are saying

"The food here is fresh, healthy, and delicious."

"The takeout here is delicious and packed with flavor."

"I found the chicken quesadilla to be very flavorful."

Good to know

1

Street parking is available near the restaurant.

2

There is a 30-minute loading zone out front for quick pick-ups.

3

Delivery is typically very quick, often under 5 minutes.

11
Estrella Negra image 1
Mexican restaurant

Small space bursts with colorful local art and a vibrant atmosphere. Goat cheese quesadillas stand out as a flavorful choice. Loud, lively vibe feels like an underground art party with a modern Mexican twist.

Goat cheese quesadillas offer a flavorful and perfectly cooked option. They pair well with other dishes like the Poblano Surf N Turf burger.

People are saying

"The food here is authentic, delicious, and made with fresh ingredients."

"The elote tamales are the greatest thing I've ever had."

"I loved the goat cheese quesadilla; it was delicious and flavorful."

Good to know

1

Margaritas cost $7 on Tuesday nights.

2

Estrella Negra hosts loterรญa and brunch events regularly.

3

Live jazz band plays on the 4th Wednesday of each month.

12
Taco Loco Of Pilsen image 1
Mexican restaurant

Small tent serves authentic Mexican street food with generous portions of carne asada quesadillas. Prices stay low, making it a budget-friendly spot. Cash-only and no seating means planning ahead is key.

Generous portions fill the quesadilla with carne asada steak and strong, on point flavors. Prices stay cheap while the dish satisfies with hearty size and taste.

People are saying

"I had never had a better taco."

"The quesadilla here is so good, you'll be stuffed."

"The salsas here are really yummy and perfect with tacos."

Good to know

1

They only accept cash, so bring enough for your meal.

2

There is no seating available; it's an outdoor stand.

3

Parking can be difficult to find in the neighborhood.

13
Onions & Cilantro image 1

Enjoy authentic Mexican cuisine in a cozy, casual spot with generous portions and affordable prices. Barbacoa quesadillas shine with rich flavor and hearty filling. Locals love the clean, bright atmosphere and quality food.

Barbacoa quesadillas stand out with rich flavor and generous filling. Burritos and tacos also match the quesadillas in quality.

People are saying

"I found the Mexican food here amazing and super flavorful."

"I found the food here amazing and outstanding."

"My barbacoa quesadilla was so good."

Good to know

1

Prices are around $10 to $14 per person.

2

The restaurant offers authentic Mexican food with great prices and specials.

3

They allow customers to bring their own alcohol.

14
CERDITO MUERTO image 1
Mexican restaurant

Dark, narrow speakeasy offers a cozy atmosphere with cultural art. Juicy, perfectly seasoned steak quesadillas pack a spicy kick from salsa macha. Vibe shifts from laid-back warmth to loud energy, ideal for romantic dinners or fun nights out.

Juicy, perfectly seasoned steak fills the quesadillas, cooked to perfection. The salsa macha adds a spicy kick that enhances every bite.

People are saying

"The potato tacos were very tasty with a homemade flavor."

"The cocktails here are artfully created and delicious."

"The arrachera quesadilla's steak was perfectly seasoned and juicy."

Good to know

1

Reservations are recommended, especially on weekends, to avoid long wait times.

2

Expect a wait of about 30 minutes for walk-ins during peak hours.

3

Dinner for two typically costs around $220, including drinks.

15
PrimeTime Bar & Grill image 1

Sports bar buzzes with plenty of TVs showing all games. Smashburger quesadilla offers a burger flavor twist with gooey cheese. Casino game machines and darts provide casual entertainment alongside lively sports action.

Smashburger quesadilla blends burger flavor with cheesiness and a perfectly toasted tortilla. Veggie quesadilla offers a well-seasoned, satisfying option.

People are saying

"The smash burgers here have a phenomenal crust and wonderful flavor."

"They have a great beer selection with local brews."

"The smash burger quesadilla is soul-nourishing and perfectly seasoned."

Good to know

1

Daily specials are available, perfect for budget-conscious diners.

2

Trivia night occurs weekly, providing a fun activity for guests.

3

Chicago game day deals offer discounts during local sports events.

16
De Luna Taco Grill image 1
Mexican restaurant

Food truck setting with twinkling lights offers a magical vibe. Enjoy authentic Mexican street food like standout steak tacos and chicken quesadillas stuffed with flavor. Casual spot with cash-only policy and sidewalk lawn chairs invites relaxed dining.

Quesadillas come enormous and generously filled with lots of flavor. Chicken quesadillas stand out as really good and stuffed well.

People are saying

"I thought the tacos here were the best I ever had."

"The Al Pastor tacos are so juicy and flavorful."

"The quesadillas here are enormous and stuffed with flavor."

Good to know

1

They accept CASH ONLY; bring enough cash to try everything.

2

Prices have increased; burritos now cost $10.

3

I spent around $20 for four tacos, which is a great deal.

17
Birrieria el Texcal image 1
Mexican restaurant

Tiny spot with just six tables offers a laid-back vibe and authentic birria tacos. Quesadillas come greasy with cheese and a consomรฉ for dipping, including goat and kid-friendly options. Music plays loud, adding an energetic atmosphere.

Quesadillas feature greasy cheese and come with a consomรฉ for dipping. Options include birria and goat meat, with plain quesadillas available for kids.

People are saying

"The birria and consomรฉ here are really good."

"I found the food here to be absolutely delicious."

"You have to try the quesadillas with the consommรฉ for dipping."

Good to know

1

There is no parking available, so street parking is necessary.

2

They only accept cash on weekends and charge a $1.50 fee for card payments during the week.

3

The restaurant has only six tables, making it a cozy spot.

18
Taco Moro image 1
Taco restaurant

Small space bursts with vibrant colors and lively 80s music videos. Authentic tacos draw a crowd seeking comfort and flavor. Birria quesadillas shine with rich flavor and hearty size, making each bite satisfying and bold.

Birria quesadillas stand out for their rich flavor and size. Options like the quesobirria and steak quesadillas offer hearty, delicious choices.

People are saying

"The steak tacos here are made with real, high-quality steak."

"The dinner spots here serve the most delicious, authentic Mexican food."

"I've never had a quesadilla this good anywhere else."

Good to know

1

Taco Moro is certified halal, with the entire menu being halal.

2

Dinner costs around $16 for three steak tacos, rice, and beans.

3

Parking is easy with plenty of available spaces.

19
Taqueria La Paz image 1
Mexican restaurant

Small Mexican spot buzzes with bright decor and lively noise. Handmade tortillas shine in authentic tacos and large quesadillas filled with chorizo or mushroom. Expect a casual, flavorful meal with bold tastes.

Two types of quesadillas come here: handmade large ones and smaller versions. Fillings like mushroom, lengua, chorizo, asada, and al pastor make them tasty and satisfying.

People are saying

"I found the authentic Mexican food here to be delicious."

"The handmade tortillas here are fresh and worth the price."

"I found the quesadilla here to be a solid, reliable choice."

Good to know

1

The last seating is at 9:30 PM sharp.

2

The parking lot is across the street, making parking convenient.

3

They only accept cash payments.

20
Sabroso! Mexican Grill image 1
Mexican restaurant

Small, cozy spot with authentic atmosphere and lively street-side patio. Quesadillas are large and flavorful, featuring chicken tinga, carne asada, and shrimp. Staff engage guests with celebrations and live entertainment, making it welcoming and fun.

Quesadillas come in large portions that are often shareable. Options include chicken tinga, carne asada, and shrimp, each noted for strong flavor and quality.

People are saying

"I found the Mexican food here to be incredibly authentic and delicious."

"You have to save room for their incredible desserts."

"You have to try the chicken tinga quesadilla; it's perfect."

Good to know

1

Reservations are recommended as the restaurant gets packed quickly.

2

You can bring your own beer, making it a BYOB spot.

3

Expect large portion sizes for the price you pay.

21
QuesaBirria Jalisco Tacos image 1
Mexican restaurant

Small Mexican spot buzzes with old school house music and colorful art. Quesadillas shine with rich birria and hearty steak, packed with meat and cheese. Cozy, lively vibe feels like a family home with hole in the wall charm.

Quesadillas come loaded with lots of meat and cheese, making them very filling. The birria quesadillas and steak quesadillas stand out for their rich flavors and generous portions.

People are saying

"The food here is amazing and bursting with flavor."

"The consommรฉ for the tacos is rich, deep, and comforting."

"I found the quesadillas here to be delicious."

Good to know

1

QuesaBirria Jalisco Tacos is primarily a takeout spot, with limited seating available.

2

The price is $5 per taco, making it affordable for most visitors.

3

Parking is limited; expect to park a few blocks away on busy weekends.

22
Rinconcito de Arandas image 1
Mexican restaurant

Cozy Mexican spot shines with authentic tacos al pastor and a BYOB policy for budget-friendly fun. Quesadillas impress with generous Carne Asada portions and tasty quesabirria. Friendly staff and warm vibe make dining feel like home.

Quesadillas stand out for being delicious and especially tasty with options like Carne Asada and quesabirria that come in generous portions.

People are saying

"The Al Pastor tacos here are excellent and perfectly seasoned."

"I found the Mexican food here to be quick, hot, and authentic."

"I found the quesadillas to be delicious and tasty."

Good to know

1

Taco Tuesday offers special deals on tacos every Tuesday.

2

The restaurant is cash only, so bring cash for your meal.

3

There is a small sign indicating different prices for cash and card payments.

23
Rosita's Tacos & Cocina image 1
Mexican restaurant

Small family-owned spot offers authentic birria quesadilla with chicken and pork. Warm, festive decor creates a cafe vibe perfect for casual dining. Known for stacked tacos and veggie options, it welcomes BYOB for a relaxed meal.

Birria quesadilla stands out with its authentic flavor. Options include chicken and pork, all served deliciously.

People are saying

"You have to try the birria; it's the best Mexican food around."

"I had the most authentic birria Iโ€™ve ever tasted."

"I found the birria quesadilla to be very good."

Good to know

1

They are BYOB, so feel free to bring your own drinks.

2

Street parking is easy, with spots available right in front.

3

The daily special is very reasonably priced.

24
Gordo's Tiny Taco Bar image 1
Mexican restaurant

Small space with Mexican decor and loud music creates a lively vibe. Tiny quesadillas with a four-cheese mix offer a rich, tasty bite. Outdoor seating overlooks a park, making it a cozy spot for casual dining.

Tiny quesadillas come crispy and fresh, often filled with chicken or steak. Cheese blends, especially the four-cheese mix, create a rich, tasty bite that pairs well with salsa and chips.

People are saying

"The birria tacos here are seasoned and delicious."

"The chips and salsa here are homemade and fresh."

"The quesadillas here are delicious and reliably good."

Good to know

1

Taco Tuesday offers $3 tacos, a great deal in downtown.

2

Happy hour runs daily with half-off appetizers from 2-4 PM.

3

Expect a 50-minute wait for large groups during peak hours.

25
Federales Tacos & Tequila - Logan Square, Chicago image 1

Lively spot with a retractable roof and killer patio sets a vibrant mood with 90's and 2000's hits. Enjoy smoked chicken quesadillas with free chips and salsa, plus Mexican-inspired dishes like brisket nachos. Sports on TV add to the social buzz.

Smoked chicken and steak quesadillas stand out with rich flavor and generous portions. Free chips and salsa come with meals, complementing the authentic taste of the quesadillas.

People are saying

"The tacos here are insane, especially the ribeye."

"The outdoor seating here is great."

"I found the smoked chicken quesadilla to be amazing."

Good to know

1

Happy hour runs from 4pm to 6pm Monday through Thursday and 3pm to 5pm on Fridays.

2

Parking can be scarce or tight due to the location.

3

Reservations are recommended, especially during peak hours.

26
Machetes image 1
Mexican restaurant

Small Mexican spot serves huge quesadillas with steak and birria options. Enjoy authentic flavors and a salsa bar for custom toppings. Quiet, casual vibe with simple decor and mostly self-service style.

Quesadillas come in large sizes, including options around 20 inches. Meat choices vary, with steak and birria among the offerings. The flavor leans toward authentic and unique profiles.

People are saying

"I thought the food here was great and very filling."

"I was satisfied with how huge the quesadillas were."

"The salsa bar lets you add all the onion and cilantro you want."

Good to know

1

Expect high prices for menu items, especially quesadillas.

2

Automatic service fees apply for parties larger than four.

3

The restaurant operates on a self-service buffet style.

27
Cardona's Restaurant image 1
Mexican restaurant

Enjoy homemade tortillas and Al Pastor Quesadillas with tender meat and melty cheese. The place offers authentic Mexican home cooking like pozole verde in a quiet, comforting atmosphere perfect for casual meals or small groups.

Al Pastor Quesadillas feature tender meat and perfect seasoning with just the right amount of melty cheese. Other quesadillas here also come highly recommended for their delicious flavors.

People are saying

"I found the food here to be delicious."

"The pozole at this Mexican food spot is the best I ever had."

"The Al Pastor Quesadilla had tender meat and melty cheese."

Good to know

1

There is free parking in the back of the restaurant.

2

They add an 18% tip without informing customers or stating it on the menu.

3

The portions are generous.

28
Tacote image 1
Restaurant

Tacos come large with handmade corn tortillas and six salsas, including a spicy peanut salsa. Quesadillas feature rich ricotta with steak or shrimp. Lively music like Daft Punk adds to the good vibes atmosphere.

Rich, creamy ricotta stands out in the quesadillas. Options include steak and shrimp, all served fresh.

People are saying

"I thought the tacos here were the best I ever had."

"The salsas here are amazingly good and spicy."

"I was a million times more impressed with the quesadilla than I expected."

Good to know

1

They serve tacos plain with just the meat and tortilla, providing all toppings separately.

2

The tacos are large, with an estimated quarter pound of meat per taco.

3

Everything is made to order, ensuring freshness.

29
Mixteco Grill (Lakeview) image 1
Mexican restaurant

Bright dining area with touch screen ordering offers a modern vibe. Chicken tinga and grilled chicken quesadillas come with chunky guacamole and spicy habanero salsa. Loud music keeps energy high while people work on laptops, creating a casual atmosphere.

Chicken tinga and grilled chicken quesadillas stand out with chunky guacamole and habanero salsas on the side. Dipping quesadillas into tortilla soup adds a flavorful twist.

People are saying

"I loved the Mexican food, especially the tacos."

"The food at this Lunch Spot is delicious and fresh."

"I found the chicken tinga quesadilla to be absolutely divine."

Good to know

1

Reservations are not required, and takeout is usually ready in under 10 minutes.

2

Customers can order directly from touch screen machines for convenience.

3

You can bring your own drinks inside the restaurant.

30
Los 3 Compadres de Guerrero image 1
Mexican restaurant

Mexican spot serves authentic tacos in a family-friendly setting with homey atmosphere. Quesadilla with barbacoa and cheese is hearty and flavorful. Prices stay reasonable with large portions and quick service.

Hearty and super flavorful, the quesadilla features barbacoa and cheese and comes with pico de gallo and guacamole. It stands out among other selections like tacos and burritos.

People are saying

"I found the Mexican food here to be the best I had in a long time."

"The pastor tacos here are packed with amazing flavor."

"I considered this the best quesadilla I have ever had."

Good to know

1

Taco Tuesdays offer special deals on tacos.

2

Expect a short wait time during peak hours.

3

Prices are very reasonable for the portion sizes.

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