Restaurants Were My First Love. Chicago Helped Me Share Them With My Kids. — Resy | Right This Way
Published: July 16, 2026
I have been a restaurant person for as long as I’ve been an adult. In college in New York City, I hostessed at an old-school, chandeliered temple to French fine dining, the kind of place where jackets were preferred (if you didn’t have one, we had some musty closet loaners). Later, I waited tables at a buzzy cheese and wine bar, where the room hummed with first dates, industry regulars, and people falling a little bit in love with what was in their glass. Somewhere between the polished silver, the boxes of produce, and the gossip, I fell hard for restaurants.
I loved restaurants before I totally understood why. I loved the smell of butter and floor cleaner before service, the particular rush of a printer firing tickets, the way a dining room could go from empty to electric in 20 minutes. I loved knowing which regular wanted the corner table, which server was secretly in love with the bartender, which bottle would make someone feel brave. Restaurants were messy and hierarchical and exhausting, but they were also alive in a way I found irresistible. I felt useful there; awake to my senses. I felt, maybe for the first time, like I belonged.
After several years of managing restaurants, I eventually learned that I did not, in fact, want to work in one every day. I am too much of a morning person, for one thing. I also like writing at a desk in soft pants and drinking coffee that hasn’t gone cold behind the host stand. But I knew I still wanted restaurants to be part of my life. So I became a food writer, which allowed me to stay close to the people, places, flavors, rituals, and stories that had shaped me.
Then Covid happened.
And, at almost the exact same time, I became a mother. My daughter was born in April 2020, in those strange, tender, terrifying early weeks when the world had gone quiet and every version of normal life felt suspended. Restaurants were shuttered or scrambling. Dining rooms were dark. The bustling, generous, sensory world I had built so much of my identity around suddenly felt impossibly far away.
That part of me did not die, exactly. But it went into a deep, deep coma.
Following the birth of my daughter, and my son 18 months later, restaurants became less like my natural habitat and more like a complicated logistical equation. Could we get a babysitter? And if we were going to bring the kiddos, could we get a reservation early enough? Would there be something the kids might eat? Would we bother everyone? Would someone spill a drink, refuse to sit down, cry over the wrong color cup, require an emergency walk around the block before the appetizers arrived? Dining out with young children can feel like trying to conduct a symphony during a major weather event.
The Whale may not look like a kid-friendly dining room, but it works.
Then, about a year ago, my family moved to Chicago. And slowly, unexpectedly, my restaurant life began to come back to me.
Not at all as it had been before. I am not closing down wine bars at midnight or lingering over four-hour tasting menus. These days, dinner often happens at 5:30. Someone is usually coloring. There might be a rousing game of tic tac toe. There will almost certainly be negotiating for fries. I keep wipes in my bag. I know which child is likely to melt down first and which one will suddenly become extremely invested in trying my salad, but only the crumbles of cheese.
But still: something has shifted. Chicago has given me a renaissance in my food life, a rebirth of my love for restaurants. Even more surprisingly, it has given me a way to share that joy with my children, now four and six, in a way that feels real and not performative. They are learning that restaurants are places of pleasure and care; where people gather, taste, talk, and belong. They are learning how to order, how to wait, how to try a bite, how to say thank you. They are learning, slowly and imperfectly, how to be in the world.
And I get to watch them fall a little bit in love with the industry I have loved for so long.
That warms my heart in a way I don’t know how to say without sounding sentimental, though maybe this is a sentimental subject. Because for me, dining out with my children in Chicago is not just about convenience, or good kids’ menus, or restaurants that tolerate a little chaos. It is about getting something back that I thought I had lost. It is about finding a new version of an old love. It is about realizing that my restaurant life did not end when I became a mother. It simply changed tables.
Here are a few places where the whole family finds happy moments:
Middle Brow Brewery and Winery - Logan Square
A quintessential Logan Square “everyone gets what they need” scene: great pizza, good bread (especially with ‘nduja and leek dip), grown-up drinks, and kid-friendly energy without feeling like you’ve surrendered adulthood. Middle Brow has toddler-friendly make-your-own pizzas on Tuesday afternoons, and they’re an incredibly solid brewery. I’ll have a Bunaglow lager, brewed with grains from Sugar Creek Malt in Lebanon, Indiana, and a big salad with charred carrots, pickled raisins, and garlicky tahini dressing.The Whale - Logan Square
The Whale isn’t the obvious place to bring children, which is part of why I love that it works. It’s glossy and dramatic, more date-night than snack-cup, but an early dinner there lets me remember I’m still a person who likes a pretty room and a good cocktail. The menu is generous and fun—lobster wonton tacos, lamb chops with crispy potatoes and romesco, pulled pork with Creole mayo and slaw—and the room has enough visual drama to keep everyone entertained until bedtime. There’s no kid’s menu, but my own have been known to devour a smashburger and truffle fries.Crosby’s Kitchen - Lakeview
Crosby’s Kitchen is polished enough to feel like going out, but relaxed enough that no one blinks at an order of buttered noodles and grilled cheese. The wood-roasted rotisserie chicken with mashed potatoes and au jus is exactly the kind of generous, comforting dinner I want, and the kids’ menu comes with a drink and vanilla ice cream–a benevolent bribe I fully support. Although adults will also want to order the skillet cookie with vanilla ice cream and caramel.Tuco & Blondie - Southport
Tuco & Blondie is exactly the kind of bustling, queso-and-margarita place that makes dinner with kids like a smart idea. The Southport room is colorful and lively enough that no one seems too concerned if a child gets a little loud, and the menu has that rare everyone wins quality: guacamole, chile con queso, quesadillas, tacos, enchiladas, Tajin fries, and churros. My kids are extremely happy with anything involving melted cheese; I am extremely happy with an avocado margarita, a pile of chips, and fajitas that arrive with theatrical sizzle.Royal Grocer - Bucktown
Shoutout to that Bucktown neighborhood magic, where dinner can be as casual or grown-up as the evening allows. The kids can have chicken nuggets or a little Royal Burger, while I opt for a mezze platter with cod dip, spicy feta, and tzatziki, perhaps with a guava nectar frozé because it’s summertime. The vibes are relaxed and cheerful.