Best Romantic Restaurants in Bucktown & Logan Square (60647)
8 hand-picked restaurants, critic-reviewed and ranked
Last Updated: January 2026
Our Top Pick
Giant
An intimate, Michelin-starred New American kitchen known for bold, deeply flavored plates.
Essential Picks
#1
Giant
9.0
A compact Logan Square dining room where a Michelin-starred kitchen turns out intensely seasoned New American small plates and handmade pastas from an open line. It’s a destination for diners who want serious cooking, tight pacing, and a lively, unpretentious room instead of white-tablecloth formality.
Must-Try Dishes:
Trout Roe Tempura with Sour Cream, Shrimp & Pork Fried Rice with Maple and Salted Black Bean, Slow Cooked Lamb Ribs with Anchovy Aioli
What makes it special: An intimate, Michelin-starred New American kitchen known for bold, deeply flavored plates.
Notable Picks
#2
Le Bouchon
8.8
A tiny Bucktown bistro serving classic French plates—onion tart, escargot, steak frites—in a tight, wood-trimmed room that feels more Paris than Chicago. Regulars lean on the well-executed standards, deep wine list, and decades of steady cooking for date nights and small celebrations.
Must-Try Dishes:
French Onion Soup, Steak Frites, Moules à la Provençale
What makes it special: Long-running Bucktown bistro doing textbook French classics in a truly intimate room.
Penumbra is a Latin-influenced steak and seafood restaurant engineered almost entirely around romance, with curtain-draped booths, low lighting, and surf-and-turf plates built for celebrations. Steaks, jalapeño shrimp, and a deep wine list keep it in steady rotation for anniversaries and milestone dates in Logan Square.
Must-Try Dishes:
Flat Iron Steak & Lobster combo, Shadow Shrimp, Penumbra Ice Cream
What makes it special: A Latin-influenced steakhouse designed specifically for romantic, curtain-draped dinners.
8.7
Andros Taverna is a contemporary Greek restaurant in Logan Square from chef Doug Psaltis, serving wood-grilled meats, seafood, and house-baked breads with a focus on seasonal produce. Locals treat it as the neighborhood’s destination Mediterranean spot for date nights, group dinners, and brunch, thanks to polished service, a deep mezze menu, and a busy dining room with a large patio.
Must-Try Dishes:
Kataifi Cheese Pie, Charred Octopus with Chickpeas, Lamb Chops with Lemon Potatoes
What makes it special: A chef-driven modern Greek tavern where wood-fired cooking and thoughtful mezze make it a destination within Logan Square.
8.7
Osteria Langhe is a Logan Square osteria focused on the cuisine and wines of Italy’s Piemonte region, with a tightly edited menu of plin, vitello tonnato, and rich meat braises. Between national press, Gambero Rosso accolades, and a deep regional wine list, it’s become the city’s reference point for Piedmontese cooking.
Must-Try Dishes:
Vitello tonnato with poached beef and tuna-caper aioli, Plin agnolotti with La Tur cheese, butter, and thyme, Ragu with house fettuccine and northern meat sauce
What makes it special: A Piedmont-focused osteria with serious pasta, Barolo-heavy wine, and a focused regional menu.
8.0
A Logan Square French wine bar and bistro built around a serious bottle list, well-made cocktails, and concise plates like tartines, fries, and a few larger snacks. Locals treat it more as a place to drink and graze than to have a full coursed dinner, especially during its structured happy hour.
Must-Try Dishes:
Fries with Aioli, Seasonal Tartine, Fish Nuggets
What makes it special: A Parisian-leaning wine bar where French snacks support a deep, thoughtful list.
Worthy Picks
7.8
Cara Cara Club is a tropical-leaning cocktail and wine bar with a big disco ball, soft lighting, and coastal-inspired design that reads immediately as date-ready. The focus is on carefully built martinis, Negroni riffs, and mezcal drinks, with snacks and light bites supporting the glassware.
Must-Try Dishes:
Freezer Door Martini, Canary Islands Cocktail, Negroni Bianco
What makes it special: Cocktail-first room where beachy, yacht-club energy turns drinks into a full date.
#8
Mano a Mano
7.7
Mano a Mano is a design-forward Logan Square pasta and wine spot with a compact menu of housemade pastas, crudos, and Italian-leaning small plates. It’s more scene-driven than classic, but the bar seating and low-lit room make it a useful option for friends or dates who want to make a full night of Milwaukee Avenue.
Must-Try Dishes:
Cacio e pepe with housemade tonnarelli, Beef carpaccio with parmigiano and arugula, Rigatoni alla vodka
What makes it special: A style-conscious pasta bar where a short menu and long wine list encourage hanging at the bar.