The 4 Best Grilled Cheese in Chicago

For those craving a comforting classic, grilled cheese is always a reliable choice. Luckily, Chicago is home to some of the best spots to indulge in this gooey delight.
Whether you prefer a simple and traditional grilled cheese or a gourmet twist on the classic, there are plenty of options to choose from in the Windy City. From food trucks to cozy cafes, Chicago has a diverse range of eateries offering this beloved dish.
- Variety of cheeses and bread options
- Creative toppings and fillings
- Atmosphere and location of the establishment
- Pricing and portion sizes
Ready to find your new favorite grilled cheese spot? Check out our list of the top 4 grilled cheese in Chicago below.

- Monday: 11 AM–2 AM
- Tuesday: 11 AM–2 AM
- Wednesday: 11 AM–2 AM
- Thursday: 11 AM–2 AM
- Friday: 11 AM–3 AM
- Saturday: 11 AM–3 AM
- Sunday: 11 AM–2 AM
1. Cheesie's Pub & Grub - Lakeview
Information and Reviews
Customers have left glowing reviews, praising the establishment for various reasons. Here are some key points summarizing their feedback:
- Looove everything about this place. The staff is always nice. The popper and tenderizer grilled cheese are large and always so perfectly cooked. Crispy tots and good drinks!
- Absolutely love coming here when I’m in town! Everything is so good. Love the different activities throughout the week. The staff have always been kind to me as well! Definitely recommend if you’re in town!
- One of the best grilled cheeses I’ve ever had in my life. The tater tots and fried pickles were also great. The Frenchie grilled cheese and sour cream dip were fantastic!
- It's a no-brainer. Come here! Great sandwiches, soups, and appetizers. Everything was made to order and delicious. The server was awesome and answered all our questions.
Experience the cosy and trendy atmosphere at Cheesie's Pub & Grub - Lakeview, perfect for everyone from families to university students. Don't miss out on their delicious offerings, including Alcohol, Beer, Cocktails, and Comfort food. Book your table today or order for delivery to enjoy the mouth-watering dishes and exceptional service!

- Monday: Closed
- Tuesday: Closed
- Wednesday: 5 PM–2 AM
- Thursday: 5 PM–2 AM
- Friday: 5 PM–2 AM
- Saturday: 5 PM–3 AM
- Sunday: Closed
2. Brando's Lincoln Park
Information and Reviews
Customers have left glowing reviews for Brando's Lincoln Park, praising the fantastic ambiance, standout karaoke experience, and the friendly atmosphere. Some key points from customer reviews include:
- I enjoy the time here. It's different, but if you drink enough, you will be ready to sing. The shots are strong, and the music is definitely a vibe.
- This is a fantastic spot! The ambiance is incredibly aesthetically pleasing, and the karaoke experience is a standout. What's even better is the friendly atmosphere - everyone is genuinely nice.
- Had a great time! KJ was great, fun crowd. Will definitely be back!
Whether you're looking for a fun night out with friends, a place to enjoy great cocktails, or a spot to showcase your karaoke skills, Brando's Lincoln Park offers a lively and inviting setting for all to enjoy.

- Monday: 8 AM–6 PM
- Tuesday: 8 AM–6 PM
- Wednesday: 8 AM–6 PM
- Thursday: 8 AM–6 PM
- Friday: 8 AM–6 PM
- Saturday: 10 AM–6 PM
- Sunday: Closed
3. Gayle V's Best Ever Grilled Cheese
Information and Reviews
One of the main highlights of this establishment is the live music performances on Thursdays and Fridays, adding to the overall dining experience. It is a popular spot for lunch, dinner, and solo dining. The ambiance is described as casual, cozy, and trendy, perfect for a relaxing meal.
Customers have shared positive reviews about Gayle V's Best Ever Grilled Cheese. Here are a few key points from the reviews:
- Juicy lobster grilled cheese and good fries. Enjoyed a free gift on National Grilled Cheese Day.
- Consistently delicious food and favorite item is the Little Italy sandwich.
- Unique location in The Loop with slightly pricey but fun experience.
- Good service, friendly staff, and a variety of tasty menu options to explore.
With a solid rating of 4.3 based on 500 reviews, Gayle V's Best Ever Grilled Cheese continues to impress locals and visitors alike with its comfort food offerings and welcoming environment. If you find yourself in Chicago, don't miss the opportunity to savor the delightful grilled cheese creations at this establishment.

- Monday: 11 AM–8:30 PM
- Tuesday: 11 AM–8:30 PM
- Wednesday: 11 AM–8:30 PM
- Thursday: 11 AM–8:30 PM
- Friday: 11 AM–8:30 PM
- Saturday: 11 AM–8:30 PM
- Sunday: 11 AM–8:30 PM
4. Grilled Cheese Society
Information and Reviews
Some recent customer reviews highlight the following key points:
- The breakfast burrito, espresso, and liquid chocolate were all fantastic. A nice place to sit and pass the time.
- Found out when looking at the website that it's delivery only. The food looked good but was looking for somewhere to sit down.
- Can't even find the entrance.
- No specific feedback provided.
With a rating of 3.5 stars, Grilled Cheese Society aims to provide a delicious and convenient dining experience for all customers, whether they are looking for a quick meal or a cozy spot to enjoy their food.
Map of Grilled Cheese in Chicago
Craving a mouth-watering grilled cheese sandwich in Chicago? Look no further! Below is a map detailing all the best spots in the city where you can indulge in this gooey, cheesy delight. Whether you prefer classic cheddar on sourdough or gourmet creations with unique ingredients, Chicago has a grilled cheese restaurant to satisfy all your cravings. Enjoy exploring and tasting your way through these delicious options!
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