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Local picks

Cool grilled cheese spots in Illinois

A grilled cheese sandwich is the only thing that feels right when the vibe is cool and relaxed.

Based on 690 Opinions
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Updated April 2026
01
Moonflower image 1
Moonflower image 2
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Cocktail bar

Cocktail bar with dimly lit speakeasy vibe and dance floor featuring disco ball and neon lights creates a warm, lively atmosphere. Two distinct rooms separate music and dancing from intimate drink tables, while a downstairs bar offers a change in vibe. Frequent live music and outdoor seating add variety to the experience.

Grilled cheese comes with an unexpected twist, featuring pickles, onions, and a sauce inside. Happy hour offers a deal with grilled cheese, a beer, and a shot for $6.

A cool vibe fills the space, blending an upscale atmosphere with a cozy dance floor and disco ball. Funky cocktails add to the fun and vibey feel without needing to travel far.

People are saying

"The food here was always incredible."

"It's a cool place with a dark, moody speakeasy vibe."

"Their grilled cheese had an unexpected and delicious twist."

Good to know

1

Happy hour runs from 4-7pm with great drink deals.

2

Moonflower hosts live music events on weekends.

3

Brunch drinks are charged separately from food.

02
Afro Joes Coffee & Tea image 1

Coffee shop occupies a unique space set back from the street in an old auto shop with Black art on walls and a spacious, comfortable layout. Atmosphere stays calm and friendly with live music and an outdoor area featuring a dog run. Seating includes a cozy spot past the barista for chatting, working, or relaxing.

Short rib grilled cheese stands out with its tender meat and sourdough bread base. The sandwich pairs well with crispy hash browns for a satisfying meal.

Very good coffee and cool staff set the tone. A neosoul and throwback musical backdrop creates a great atmosphere for breakfast and coffee.

People are saying

"I loved the short rib sandwich, it was so satisfying."

"You have to try the short rib grilled cheese; it's phenomenal."

"The vibe here is super cool, especially with the throwback music."

Good to know

1

Live music happens every Saturday and Sunday, featuring various bands.

2

During summer, expect DJs and live music on weekends, especially on the patio.

3

Community events like movie nights and book readings are regularly hosted.

03
ARTHOUSE image 1
Restaurant

Restaurant offers great views of a river and downtown area with a laid-back but fancy atmosphere. It features comfortable half booths and a unique interior with art elements, though art presence varies in quality. The space tends to be very loud, making conversation difficult at times.

Beefy grilled cheese features braised beef and caramelized onions. Kids enjoy the grilled cheese with grilled onions as well.

Super cool interior design sets the tone. The music and bartenders add to a really cool atmosphere.

People are saying

"I found the burgers and fries to be delicious."

"The atmosphere here is really cool and moody."

"You have to try the beefy grilled cheese with caramelized onions."

Good to know

1

Reservations are advisable if attending a show at the nearby theater.

2

Parking can be limited; consider using nearby garages or be aware of the 90-minute street parking limit.

3

You can choose any side off the menu with your entrรฉe at no extra charge.

04
Candy Cloud - Glenview image 1

Coffee shop offers a cozy, modern interior with intuitive self-service tablets and comfortable seating. Atmosphere feels friendly and adorable, attracting both adults and kids. Space balances chic design with a casual, fun vibe.

Soft Texas Toast holds the grilled cheese sandwich, making it rich and satisfying. The sandwich pairs well with unique drinks like the cookie butter shake and Horchata.

The spot has a cool vibe and a chill atmosphere. Drinks come out super cool and delicious.

People are saying

"I found the coffee here to be amazing and delicious."

"I thought the Lavender Lemonade was immaculate."

"The grilled cheese sandwich was amazing on soft Texas Toast."

Good to know

1

The shop is located in the Target plaza for easy access.

2

Expect minimal wait times even during busy hours.

3

Candy Cloud offers a variety of drinks and food options.

05
CaraWay's Bar & Grill image 1

Small, family-owned bar and grill with four walls of windows that open to an enclosed outdoor seating area. Atmosphere shifts between a busy, tight bar and a calmer side room offering a more intimate vibe. Walls display vintage basketball jerseys, adding personal character to the space.

Grilled cheese options include a Caraways grilled cheese with bacon and tomato and a Grilled Cheese Short Rib Sandwich. These sandwiches come with rich, melted cheese and hearty fillings.

The spot has a cool vibe that stands out for a bar. It feels like a family-owned place with a relaxed, inviting atmosphere.

People are saying

"The food here is delicious and made with love."

"The owners are so friendly and attentive, it's a cool family place."

"I loved the grilled cheese with bacon and tomato."

Good to know

1

Reservations are recommended on weekends due to high demand.

2

Expect longer wait times for food during peak hours.

3

Half the menu may be unavailable, limiting options.

06
Mother's Ruin image 1

Small bar with indoor/outdoor design and a small front patio creates a relaxed vibe. Lighting is amazing and music ranges from chill to loud with a live DJ. Crowd enjoys fun, curated music and a sexy, accepting atmosphere.

French onion grilled cheese stands out with its rich, savory flavor. It pairs well with sides like waffle fries and feta dip for a satisfying meal.

A cool vibe fills the space, making it a great spot to unwind. Regulars add to the laid-back atmosphere while enjoying cocktails with friends.

People are saying

"The bar staff here are fantastic, friendly, and make you feel welcome."

"I thought the chicken sandwich here was the best I ever had."

"The food here is incredible, and the people are so cool."

Good to know

1

Happy hour runs daily from 4 to 7pm with great food and drink deals.

2

Brunch is served every day at Mother's Ruin.

3

Expect a lively atmosphere with frequent events and pop-ups.

07
Cheesie's Pub & Grub - Garfield Ridge image 1

Bar-cade design with chalkboard walls and tables invites drawing and interaction. Upbeat indie music and multiple TVs create a laid-back, cozy atmosphere distinct from typical college-town vibes. Board games and video games add to a family-friendly, relaxed setting suitable for gatherings.

Grilled cheese sandwiches here come with unique ingredients and creative names. They are fresh, cheesy, toasted with butter, and some include tasty breaded chicken tenders.

Very cool atmosphere with a visually appealing interior. Staff provide friendly service and check on tables regularly.

People are saying

"I thought the grilled cheese here was insanely amazing."

"You can draw on the walls and tables with chalk here."

"The atmosphere inside is really cool."

Good to know

1

They offer dollar cheese sandwiches this weekend with a special code.

2

Trivia happens on Thursdays at 8pm.

3

Bottomless brunch is available on weekends.

08
The Wolfhound Bar and Kitchen image 1

Exposed brick walls and twinkling ceiling lights create a cozy, modern Irish pub atmosphere with a warm, inviting vibe. Live traditional Irish music and sports broadcasts add to the friendly, lively energy. The place stands out for its authentic drinks and excellent food with American twists.

Grilled cheese sandwiches come with a perfect pairing of tomato soup. The sandwiches look amazing and deliver exactly what you want in a grilled cheese.

Atmosphere feels super cool with a consistently cool vibe. Offers cool activities throughout the week.

People are saying

"The bar has a warm, lively, and welcoming atmosphere."

"I wished I had ordered the grilled cheese."

"The atmosphere here is super cool."

Good to know

1

Reservations are recommended, especially on busy evenings.

2

Trivia night happens every Wednesday at 7:30pm with a lively atmosphere.

3

Live Irish music sessions occur on Thursdays, open to all who drop in.

09
The Pit Rib House image 1
Barbecue restaurant

Barbecue restaurant with nostalgic decor featuring numerous antiques and vintage Coke machines. Atmosphere is casual and lively, often getting loud when crowded, with country music playing during dinner. Entertainment includes slot machines, adding a unique touch to the dining experience.

Brisket grilled cheese stands out with its bold flavor and rich brisket filling. It consistently delivers a delicious, satisfying experience.

Atmosphere features cool retro decor and old school antiques on the walls. Service matches the vibe with a timely and friendly approach.

People are saying

"The ribs here are so delicious and smoky."

"The atmosphere here is so cool with all the antiques and old school decor."

"The brisket grilled cheese was amazing and flavorful."

Good to know

1

They offer half-price drinks on Fridays.

2

Parking is extremely limited outside the restaurant at peak times.

3

Expect long wait times during busy hours, especially on weekends.

10
Thorn Restaurant & Lounge image 1

Modern decor with contemporary design and decorative fireplaces creates a chic, elegant atmosphere. Live music, including a singing duo, adds weekend entertainment that complements the quiet, relaxed vibe. The space offers private rooms with views and shades, suitable for families and business meetings.

Chef's special grilled cheese features brie and blackberry jam paired with tomato soup. The sandwich has melted cheese and a unique flavor combination with a satisfying portion size.

The spot offers a super comfortable vibe with a cool atmosphere. The restaurant and lounge add to the overall cool feel.

People are saying

"I found the food to be delicious and fresh."

"I found the grilled cheese combination to be unique."

"The food here is delicious and finger-licking good."

Good to know

1

Happy hour is available, offering discounted drinks and appetizers.

2

Live music occurs on Saturdays, enhancing the dining experience.

3

Parking is limited for non-hotel guests, but garage parking is available nearby.

11
Chai Biscuit Cafe - Boba, Tea & Coffee image 1

Cafe offers a warm, well-lit ambiance with plenty of comfortable seating including booths and lounge areas. Board games and a multifaith prayer space create a welcoming, inclusive environment. Music volume varies but overall vibe suits casual hangouts and studying.

Perfectly toasted and melty, the grilled cheese offers a savory, melty texture that pairs well with crispy fries. It fits into a menu featuring Indian-inspired snacks like bun maska and masala fries.

The spot offers a cool vibe with a decorative ambience that stands out. The famous Dubai chocolate and refreshing boba drinks add to the cool experience.

People are saying

"The chai here is authentic, brewed with rich flavor and warmth."

"It's a cool place with a chill vibe."

"The grilled cheese is perfectly toasted and melty."

Good to know

1

Boba, Tea & Coffee event happens regularly; check schedule for details.

2

Bollywood DJ Night is a popular event; arrive early for good seating.

3

Expect limited menu items during peak hours; some items may be out of stock.

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