Best Upscale spots in Chicago
25 vibe-matched restaurants and bars in Chicago, with real-time table availability.
Bavette's Bar & Boeuf
Fine Dining · Chicago
A moody, romantic Chicago steakhouse with a fine-dining backbone, where low-key indulgence, confident service, and a timeless supper-club aura invite lingering dinners for two.
Caspian Kabab Fine Persian Cuisine
Middle Eastern · Chicago
Upscale yet casual Middle Eastern restaurant in Chicago offering Persian-inspired dishes in a refined, welcoming setting.
Chicago Chop House
Steak House · Chicago
Chicago steakhouse that blends upscale service with a casual, late-night-friendly atmosphere, focusing on classic cuts and an evening-oriented dining rhythm.
Chicago Cut Steakhouse
Steak House · Chicago
An upscale yet casual Chicago steakhouse that caters to romantic dinners and late-night meals, known for a polished dining room and attentive service.
Eddie V’s Prime Seafood and Steaks
Seafood · Chicago
Eddie V’s Prime Seafood and Steaks pairs seafood and steak offerings in Chicago with an upscale, romantic tone that remains comfortable enough for casual special-occasion dinners.
Elske
American · Chicago
Modern, restrained American restaurant with a soft, thoughtful mood and service calibrated for lingering, offering design-forward intimacy that's warm and easy to love.
Gibson's Bar & Steakhouse
American · Chicago
Classic Chicago steakhouse and bar that balances casual swagger with a lively late-night scene, drawing night owls who want city character and a final chapter.
Gilt Bar
Bar · Chicago
An upscale, lively Chicago bar with outdoor seating that draws an evening crowd for cocktails and socializing in a polished setting.
Joe's Seafood, Prime Steak & Stone Crab
Steak · Chicago
Classic Chicago steak and seafood house that reads as polished and romantic, offering unhurried service and a celebratory atmosphere that elevates even an ordinary evening.
Kinzie Chophouse
Steak House · Chicago
A Chicago steakhouse that pairs classic polish with relaxed outdoor seating, offering a dependable, comfortable spot to linger over conversation when the evening finally turns warm.
Maple & Ash
American · Chicago
In Chicago, Maple & Ash blends casual American dishes with an upscale touch, creating lively evenings and elevated flavors.
Mastro's Steakhouse
Steak House · Chicago
Steakhouse in Chicago marrying casual warmth with upscale, romantic touches, offering a polished menu suited to date nights and special dinners.
NAHA
Middle Eastern · Chicago
Balances casual and upscale tones for romantic Middle Eastern dining in Chicago, presenting a polished yet comfortable experience.
Omakase Yume
Japanese · Chicago
17 course tasting menu
Oriole
American · Chicago
Refined yet warmly inviting American spot that favors a serene, considered cadence and attentive service, ideal for intimate, slow-paced date nights.
Osteria Via Stato
Italian · Chicago
Italian osteria in Chicago blending casual warmth with an upscale, romantic feel, appropriate for celebratory dinners or intimate nights out.
Pierrot Gourmet at The Peninsula
European · Chicago
European dining at The Peninsula in Chicago that balances casual comfort with upscale service, fitting for refined meals in a hotel setting.
Prime & Provisions
Steak House · Chicago
This Chicago steakhouse balances casual comfort with an upscale feel, offering classic steakhouse fare and a polished atmosphere for dinners and special occasions.
RPM Italian
Italian · Chicago
It presents Italian cooking in Chicago with a mix of casual and upscale touches, attracting a trendy crowd for dinner and drinks.
Smyth
New American · Chicago
Special-occasion New American restaurant pairing romantic ambiance with unhurried, attentive service, ideal for two when the meal is meant to feel momentous.
Swift & Sons
Seafood · Chicago
Seafood-focused spot in Chicago that balances casual comfort with upscale touches, serving coastal-driven dishes in a relaxed yet refined setting.
Temporis
American · Chicago
An American restaurant in Chicago that balances casual comfort with romantic, upscale touches, suitable for relaxed dinners and more intimate occasions.
Topolobampo
Mexican · Chicago
An elegant take on upscale Mexican in Chicago that balances polish and ease, offering refined hospitality and a quietly romantic room suited to meaningful, unhurried evenings.
Travelle Kitchen + Bar
American · Chicago
Contemporary American kitchen and bar in Chicago combining casual comfort with upscale touches and late-night service for relaxed dinners and drinks.
Tzuco
Mexican · Chicago
Mexican restaurant