Spots I love for a cute lunch, strong drink, rooftop view, or chill solo day. Mostly walkable, always aesthetic.
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City 🌃
Suburbs 🏡
City 🌃
Chicago I 🤍 you! These are my favorite city spots for drinks, views, rooftop energy, and content-worthy corners.
Chicago rooftop ✔️ with a pool ?! ✔️
Cabra
The glass roof?? The wood beams?? The lighting??? When can we go back???
Pilsen Yards
Vegetarian approved (macaroni and cheese was insane)
Honky Tonk BBQ / The Tonk
I swear this place teleports you out of Chicago, unreal!
The Hampton Social - River North
Summer all year round, sign me up! Best brunch I’ve had in Chicago yet.
Summer House Santa Monica
Please order the side of macaroni & truffle fries. Thank you.
The VIG
They put a bunny on my espresso martini for Easter 🥹 cute touch definitely going back.
NoMI
Rooftop vibes turned all the way up. Bright, playful, and always a good time—think giant games, colorful cocktails, and photo ops in every corner.
Utopian Tailgate
Low-lit, luxe, and effortlessly cool. Perfect for a moody pre-dinner drink or a nightcap that feels grown. The cocktails are smooth, the crowd is stylish, and the vibe always gives!
Book a Stay at our Boutique Chicago Hotel
Weekend energy only! I’ve only been on the weekends, but the vibes are always high, and the DJ never misses. Bonus points—they shared one of my pics on their Instagram 👀🔥 Definitely a spot for good food and a good time.
Bodega Taqueria y Tequila
Spent my 30th birthday here! They were super attentive and let us decorate the room 🤪
Hampton Inn Chicago West Loop Fulton Market Area
Suburbs 🏡
The cozy, local gems that are worth the drive—or maybe just down the street. From low-key cafés to Target-adjacent lunch dates and cute places with no parking stress. These are the suburbs’ best-kept secrets.
Local good eats in Oswego! (Very cute bartenders and servers 😜)
113 Main
Best spot in the suburbs for after hours on the weekends! 🪩🕺🏻
Friaco's Mexican Restaurant Cantina & Hola Amor
My go-to for cozy coffee dates, solo reset mornings, or getting some work done in peace. The space is minimal and chic, bonus points for the lounge seating and friendly baristas.
Oak + Bean
This spot brings the heart of Greece to the western suburbs 🤍
Violi
I visited for my dad’s birthday and was instantly obsessed with the vibe. It’s tucked away in a corner of downtown Naperville but feels like an upscale escape. The decor is gorgeous, the views are dreamy, and it’s perfect for a celebratory dinner or ...
