The newest member of the One Off Hospitality family isn’t messing around when it comes to sweeping birds-eye views and magnificent spreads—but we wouldn’t expect anything less from the folks behind beloved Mediterranean standby Avec. Brought to life with lush potted plants, hanging pendant lanterns, smooth wooden patio furnishings, and overhead heaters for those nippy early spring nights, this wine-focused, 8th-floor perch gazes east over the Magnificent Mile. Up for a date night challenge? See who can correctly identify the most surrounding skyscrapers by name while snacking on Bacon-Wrapped Medjool Dates and a few refreshing aperitivos.
How to book: Reserve via Tock.
This long-revered Mediterranean-influenced fixture from One Off Hospitality has held it down as one of the area’s go-to date night spots since opening its minimalist doors back in 2003, well before many of us could even define romance. And the hits just keep on coming—avec has been busy in recent years, adding a massive and gorgeously appointed new outpost in River North to the family, coupled with an incredible rooftop patio with all the fixings (come warmer months). Regardless of location, the natural-leaning wine list is still spectacular and the Chorizo-stuffed Medjool Dates are still iconic (not to mention addictive).
How to book: Reserve via Tock (West Loop, River North).