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Best Fine Dining Restaurants in Uptown & Andersonville (60640)

6 hand-picked restaurants, critic-reviewed and ranked

Last Updated: January 2026

Our Top Pick
Cariño
A Michelin-starred, masa-forward tasting menu with bold Mexican technique.

Notable Picks

8.9
$$ Uptown
An Uptown chef’s-counter tasting menu that treats Mexican and Latin flavors like fine-dining material—masa work, smoke, and acid all dialed in. The room stays intimate but high-energy, with courses that land playful without losing precision.
Must-Try Dishes: Huitlacoche ravioli, Michelada oyster, Taco omakase
What makes it special: A Michelin-starred, masa-forward tasting menu with bold Mexican technique.
$$ Andersonville
A long-running Andersonville institution that’s best when you treat it like a classic Chicago Italian night: big portions, familiar recipes, and an easy-going dining room. The strength is consistency at scale—great for groups, celebrations, and repeat takeout orders that need to hit the same every time.
Must-Try Dishes: Chicken Vesuvio, Lobster ravioli, Calamari fritti
What makes it special: A true neighborhood Italian anchor with proven, high-volume reliability.
$$$ Andersonville
A cozy Andersonville trattoria that leans on seasonal ingredients and a steady hand with house-driven Italian comfort. It’s strongest when you order like a regular: one standout pasta, one bright seasonal starter, and let the wine list carry the rest of the night.
Must-Try Dishes: Orecchiette with spicy lamb sausage, Grilled octopus, Lemon panna cotta
What makes it special: Pasta-driven Italian cooking that holds up across years of demand.
8.3
$$ Andersonville
A lively Andersonville Italian spot where the move is pasta plus a cocktail—big flavors, bold plating, and a room that runs energetic rather than hushed. It’s a strong pick when you want a modern date-night vibe with comfort-forward classics like cacio e pepe and lasagna.
Must-Try Dishes: Cacio e pepe, Pappardelle, Tiramisu
What makes it special: High-energy Italian with pasta hits and a cocktail-forward bar program.

Worthy Picks

$$ Andersonville
A polished, reservation-friendly dining room where seafood shows up in modern, composed plates and a cocktail-paced rhythm. It’s best when you order in waves—one seafood-forward starter, one focused main—so the meal stays balanced instead of scattered.
Must-Try Dishes: Seafood-focused starter (seasonal), Fish main (seasonal), Cocktail pairing
What makes it special: Seafood-leaning modern American plates with a cocktail-first pace.
$$ Sheridan Park
A cozy Puerto Rican room where sandwiches show up as jibaritos—tostone “bread,” real crunch, and fillings that eat like comfort food with intent. Treat it like a paced meal: order one jibarito or mofongo anchor and let the cocktails do the extra work.
Must-Try Dishes: Jibarito, Mofongo, Pollo al ajillo
What makes it special: Puerto Rican jibaritos and mofongo paired with a rum-forward cocktail program.