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21 Grilled Cheese Sandwiches We Love in Chicago
25 Degrees is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

1. 25 Degrees

8.1
736 N Clark St (at W Superior St), Chicago, IL
Locale per hamburger · River North · 116 consigli e recensioni

Serious EatsSerious Eats: The well executed Grilled Three Cheese features Monterey Jack, cheddar, and emmi gruyere. It comes with a sharp arugula salad.

Rewster's Cafe is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

2. Rewster's Cafe

3152 W Diversey Ave (Kedzie), Chicago, IL
Posto per la colazione · Logan Square · 7 consigli e recensioni

Serious EatsSerious Eats: Fried in butter until golden, Rewster's Grilled Cheese is crisp without being greasy. But it's the Pave D'affinois, a funky French cheese that turns molten when warmed, that seals the deal.

Allium Restaurant and Bar at Four Seasons Hotel Chicago is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

3. Allium Restaurant and Bar at Four Seasons Hotel Chicago

8.5
120 E Delaware Pl (at Four Seasons Hotel Chicago), Chicago, IL
Nuovo ristorante americano · Streeterville · 51 consigli e recensioni

Serious EatsSerious Eats: The Grilled "Cheese n' Ham" is an expensive option at $17, but it's worth it. House made ham is paired with Prairie Breeze cheese and Miche bread, and served with fresh-cut fries.

Grahamwich is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

4. Grahamwich

615 N State St (btwn E Ohio St & E Ontario St), Chicago, IL
Paninoteca · Near North Side · 103 consigli e recensioni

Serious EatsSerious Eats: In this grilled cheese, the tomato relish provides a bright sweetness that regular slices of tomato just can't accomplish.

The Brown Sack is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

5. The Brown Sack

3581 W Belden Ave (at N Central Park Ave), Chicago, IL
Paninoteca · Logan Square · 37 consigli e recensioni

Serious EatsSerious Eats: Sharp cheddar, mozzerella, and American are used in the grilled cheese, fusing into one gooey sandwich. The apple-ginger cole slaw works well as the crisp and fresh antidote to all that cheese.

Pastoral Artisan Cheese, Bread & Wine is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

6. Pastoral Artisan Cheese, Bread & Wine

53 E Lake St (at N Wabash Ave), Chicago, IL
Negozio di primizie gastronomiche · The Loop · 84 consigli e recensioni

Serious EatsSerious Eats: Just don't look for the grilled cheese on the menu. Each day, two paninis are available, and one of those is usually what you're after.

BIG & little's Restaurant is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

7. BIG & little's Restaurant

8.5
860 N Orleans St (btwn W Chestnut St & W Locust St), Chicago, IL
Ristorante fast food · Near North Side · 142 consigli e recensioni

Serious EatsSerious Eats: Deep Fried Grilled Cheese--at first glance, it looks much like a hole-less doughnut. But it's actually a sesame seed hamburger bun with American cheese and bacon slices, fried til golden and crispy.

Bistronomic is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

8. Bistronomic

7.5
840 N Wabash Ave (at E Pearson St), Chicago, IL
Ristorante francese · Near North Side · 40 consigli e recensioni

Serious EatsSerious Eats: The award for the butteriest, gooiest, and flat out fattiest grilled cheese in town goes to Bistronomic's grilled cheese. The cheese changes daily.

Markethouse Restaurant is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

9. Markethouse Restaurant

7.4
611 N Fairbanks Ct (btwn Ohio St. & Ontario St.), Chicago, IL
Ristorante americano · Streeterville · 46 consigli e recensioni

Serious EatsSerious Eats: The Guinness Grilled Cheese is only available on the "30 Minute Executive Lunch" menu, but you don't need to be one to enjoy short ribs braised in Guinness and loaded with melted cheddar.

Edzo's Burger Shop is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

10. Edzo's Burger Shop

2218 N Lincoln Ave (btwn W Webster Ave & W Belden Ave), Chicago, IL
Locale per hamburger · Lincoln Park · 25 consigli e recensioni

Serious EatsSerious Eats: "Edzo's takes an ordinary grilled cheese and puts it over the top with a layer of shredded parmesan on the outside of the sandwich, adding a crunchy-chewy coating that adds a shot of tanginess."

Fox & Obel is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

11. Fox & Obel

401 E Illinois St (at McClurg Ct.), Chicago, IL
Negozio di primizie gastronomiche · Streeterville · 84 consigli e recensioni

Serious EatsSerious Eats: The Classic Grilled Cheese features just the right amount of cheese and no more. The bread is crisp, but not enough to get in the way of each bite. Comes with a bowl of great tomato soup.

Big Jones is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

12. Big Jones

8.6
5347 N Clark St (btwn W Summerdale Ave & W Balmoral Ave), Chicago, IL
Ristorante con cucina degli Stati Uniti del Sud / afroamericana · Andersonville · 137 consigli e recensioni

Serious EatsSerious Eats: The Toasted Pimiento Cheese Sandwich is one of the best grilled cheese sandwiches--housemade Sally Lunn bread is loaded with butter and slathered with flavorful pimiento cheese.

Old Town Social is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

13. Old Town Social

455 W North Ave (at N Cleveland Ave), Chicago, IL
Pub ristorante · Old Town · 121 consigli e recensioni

Serious EatsSerious Eats: Of the many duos encountered, Old Town Social's grilled cheese & tomato soup ($9.00) sticks out as the one where the two elements depend on each other the most.

RJ Grunts is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

14. RJ Grunts

7.9
2056 N Lincoln Park W (at Dickens Ave), Chicago, IL
Ristorante americano · Lincoln Park · 103 consigli e recensioni

Serious EatsSerious Eats: R J Grunts has improved on the classic grilled cheese by simply adding...more cheese. No one can claim this thing is balanced, but that's really not the point.

Lockwood Restaurant and Bar is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

15. Lockwood Restaurant and Bar

5.6
17 E Monroe St (Palmer House Hilton), Chicago, IL
Nuovo ristorante americano · The Loop · 45 consigli e recensioni

Serious EatsSerious Eats: If you're looking for crunchiest bread of the bunch, the Artisan Grilled Cheese at Lockwood is the one for you. Before it hits the flattop, Parmesan cheese is sprinkled on to create extra crust.

Which Wich? Superior Sandwiches is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

16. Which Wich? Superior Sandwiches

7.5
108 N State St Ste 2, Chicago, IL
Paninoteca · The Loop · 17 consigli e recensioni

Serious EatsSerious Eats: At Which Wich in Block 37 you can specify every single detail, from the type of bread to the mustard. Just make sure to fill in the circle next to Triple Cheese Please.

Bite Café is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

17. Bite Café

1039 N Western Ave (at W Cortez St), Chicago, IL
Nuovo ristorante americano · Ukrainian Village · 101 consigli e recensioni

Serious EatsSerious Eats: The tomatoes on the grilled cheese are "cured" before between served with Wisconsin cheddar, smoked gouda, and provolone. The roasted flavor helps tie the sandwich with the tomato fennel soup.

Southport Grocery & Cafe is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

18. Southport Grocery & Cafe

9.2
3552 N Southport Ave (at W Addison St), Chicago, IL
Posto per la colazione · Lakeview · 89 consigli e recensioni

Serious EatsSerious Eats: Grilled Brie Sandwich at Southport Grocery is rightfully called "a grown up version of a grilled cheese" with a layer of gooey brie, fresh spinach and a delicious mess of sauteed mushrooms.

Township is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

19. Township

2200 N California Ave (at Palmer St), Chicago, IL
Bar · Logan Square · 44 consigli e recensioni

Serious EatsSerious Eats: The panini pressed Grilled Cheddar Cheese & Tomato is nothing out of the ordinary: your choice of swiss or cheddar, paired with tomato slices, but sometimes, a simple sandwich like this all you need

Cheesie's Pub and Grub is one of 21 Grilled Cheese Sandwiches We Love in Chicago.

20. Cheesie's Pub and Grub

8.8
958 W Belmont Ave (at Sheffield Ave), Chicago, IL
Paninoteca · Lakeview · 172 consigli e recensioni

Serious EatsSerious Eats: For an indulgent sandwich, get The Popper: bronzed sourdough is stuffed with cheddar, cream cheese, emerald shards of jalapenos, and crisp slivers of bacon. Served with a side of chipotle mayo.