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Chicago's best

Quesadilla spots with outdoor seating

A quesadilla is a casual meal that belongs in the fresh air.

Based on 825 Opinions
+822
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Updated April 2026
01
Mix Mex Cue image 1
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Mexican restaurant

Mexican restaurant offers indoor and outdoor dining with a friendly, laid-back vibe and a cute back patio. Atmosphere feels warm and welcoming for families, creating a comfortable and inviting space. The setting is small but visually appealing, encouraging guests to linger.

A cute back patio offers a nice spot for outdoor dining. Both indoor and outdoor options exist, with the patio standing out for lunch.

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 food here is delicious and always comes out hot."

"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.

02
Federales Tacos & Tequila - Logan Square, Chicago image 1

Retractable roof and killer patio create an open, lively space with loud music and energetic DJ sets playing 90's and 2000's hits. Crowd enjoys Mexican-inspired food like standout vegan tacos and brisket nachos alongside mezcal margaritas. Atmosphere buzzes with sports on TV and a vibrant, social vibe.

A retractable roof covers a killer patio with a fireplace, creating a great outdoor atmosphere. The space offers a nice ambience perfect for enjoying food outside.

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.

03
Taqueria El Mezquite image 1
Mexican restaurant

Mexican restaurant with a covered outdoor patio offers a cozy atmosphere filled with good music and hustle and bustle. The patio provides a relaxing and clean seating area where people enjoy made-to-order food. The vibe is lively and authentic, attracting a steady flow of guests throughout the day.

A clean, relaxing patio offers a beautiful spot for outdoor dining. Servers stay respectful and attentive, enhancing the made-to-order food experience.

Quesadilla Gigante de tinga de pollo and quesadilla de flor de calabaza stand out with rich, delicious ingredients. The quesadillas de chicharrรณn and other varieties impress with bold flavors and generous portions.

People are saying

"I loved their amazing tacos."

"The outdoor seating here has a great atmosphere."

"The quesadillas here are amazing, especially the gigante ones."

Good to know

1

Taqueria El Mezquite is a BYOB establishment, allowing you to bring your own alcohol.

2

A 20% service charge is automatically added to bills for parties of four or more.

3

Prices for meals can be high, with some items exceeding $20.

04
Bocaditos Chicago image 1
Mexican restaurant

Small Mexican restaurant with authentic vibe and unique decor creates a chill atmosphere filled with Latino music and a dog-friendly patio. Tables are close together, making the space feel busy and lively. Cocktails like mezcal drinks stand out amid a fun, energetic setting.

Patio offers a dog friendly space with plenty of seating. It works well for happy hour and late-night summer cocktails.

Buffet-style appetizers include crispy flautas and delicious quesadillas. Quesadillas pair well with happy hour tacos and margaritas.

People are saying

"The Happy Hour food has bold, bright flavors and is outstanding."

"The quesadillas here were delicious and spectacular."

"The staff at this outdoor seating was so friendly and helpful."

Good to know

1

Happy hour runs from 4-7pm Monday through Friday with $1 oysters.

2

The happy hour oysters are now $2, up from $1 in the past.

3

Expect a 20% gratuity automatically added to your bill.

05
Sabroso! Mexican Grill image 1
Mexican restaurant

Small, cozy Mexican restaurant with quirky warm decor and intimate indoor seating plus a noisy street-side patio. Atmosphere feels authentic and welcoming, with staff engaging in celebrations and live entertainment. Guests often bring their own tequila to complement the homemade margarita mix.

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."

"The portions at this Outdoor Seating are massive and great."

"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.

06
El Taco Toro image 1
Mexican restaurant

Bright colors and fun wall signs create a warm, relaxed vibe in a small, cozy space with outdoor seating. A self-serve salsa bar adds to the casual, welcoming atmosphere. The place draws people looking for flavorful Mexican food in a lively, colorful setting.

A cute patio with picnic tables and lights offers plenty of seating. The outdoor area includes art that adds to a relaxed summer vibe.

Quesabirria quesadilla stands out with rich, savory flavors. Options like barbacoa, steak, and shrimp quesadillas offer solid variety and taste.

People are saying

"This Mexican food is amazing, especially the steak."

"The quesabirria quesadilla here is amazing and flavorful."

"The outdoor seating is a cool little area with picnic tables and lights."

Good to know

1

On Tuesdays, they offer Taco Tuesday with 2 tacos for $5.

2

There is a parking lot available at El Taco Toro.

3

They have no bathrooms for the customers.

07
Senoritas Cantina On Dearborn image 1

Small Mexican restaurant with legit Mexican decor and Latin vibes offers both indoor and outdoor seating on a quiet street. Atmosphere is chill but music inside can be very loud. Known for fantastic margaritas and underrated vegetarian options.

Outdoor seating includes a nice size patio on a super quiet street. The space offers a pleasant ambiance with both indoor and outdoor options.

Quesadillas stand out for their great taste and reasonable price. Vegetarian options rank among the better ones in the city.

People are saying

"The Mexican food here is authentic and delicious."

"The outdoor seating offers a chill vibe with great food and drinks."

"I thought the vegetarian quesadilla options were some of the best."

Good to know

1

Happy hour runs from 3-6pm with a 20% discount on drinks.

2

Brunch is now offered on weekends with a special menu.

3

A 3% surcharge applies for credit card payments.

08
Maria's Mexican Restaurant image 1
Mexican restaurant

Multiple rooms include an air-conditioned enclosed porch, outdoor patio, and large bar area with lively music. Bright, colorful decor with a classic Mexican touch creates a friendly and inviting atmosphere. Outdoor seating offers a hybrid patio option, though noise from overhead planes can be loud.

A good size outdoor section offers plenty of space. The cool patio works well in summer, while the enclosed patio with heaters keeps it comfortable in winter.

Savory grilled steak and melted cheese create a mouthwatering quesadilla experience. The steak quesadillas and chorizo quesadilla stand out for their rich, flavorful fillings.

People are saying

"The food here is authentic and delicious."

"The Outdoor Seating is great for enjoying delicious food and drinks."

"I thought the steak quesadillas were really good."

Good to know

1

Reservations are recommended on weekends to ensure seating.

2

Parking can be difficult to find on Fridays after 5:00 PM.

3

Margarita Mondays offer special deals on drinks.

09
Gordo's Tiny Taco Bar image 1
Mexican restaurant

Small space with Mexican decor and energizing colors creates a lively vibe. Music plays at a loud volume, encouraging a party atmosphere. Both indoor and outdoor seating offer views of a nearby park, making it a cozy spot for casual dining.

Beautiful outdoor seating offers a nice option alongside indoor tables. Seating outside is available but limited in number.

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 food here is so good, especially the crispy chicken quesadillas."

"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.

10
Cesar's Killer Margaritas - Broadway image 1

Mexican restaurant offers lively atmosphere with plenty of indoor seating and a shaded outdoor patio. The space features a unique interior layout with multiple sections and views overlooking Broadway. Music tends to be loud, creating a noisy environment that energizes the crowd.

Covered and shaded patio seating offers comfort while enjoying the outdoors. The outdoor deck and rooftop provide different dining areas with spacious layouts that avoid crowding even on busy nights.

Steak quesadillas stand out as a favorite menu item here. Spinach quesadillas come in shareable portions, making them great for groups.

People are saying

"The Mexican food here is great, especially the chicken birria."

"Our server Sarah made our dinner so much fun."

"I found the margaritas to be excellent and worth sticking to."

Good to know

1

Happy hour features one flavor of margarita at half price.

2

Miss Foozie bingo event occurs the first Thursday of every month.

3

A 3% surcharge applies for credit card payments.

11
Esquina del Sazon image 1
Mexican restaurant

Small Mexican restaurant with cozy atmosphere and traditional-modern decor. Space is tight indoors but features a well-designed outdoor patio. Music plays loudly, creating a lively vibe amid close seating arrangements.

Outdoor patio looks cute and quaint. The space feels beautifully put together and creates a relaxed atmosphere for eating outside.

Big quesadillas come with handmade tortillas and plenty of cheese. The asada quesadillas stand out with good salsa and a thick tortilla that sometimes tastes raw.

People are saying

"The Mexican food here is delicious and cooked to perfection."

"The food is delicious when you're enjoying the Outdoor Seating."

"The asada quesadilla's handmade tortillas and lots of cheese are the best."

Good to know

1

There is parking available in the back.

2

The restaurant is small, which might make dining in difficult.

3

Ordering food to go is recommended for hot meals.

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