The Casual Weeknight Dinner Guide guide image


The Casual Weeknight Dinner Guide

The 15 best places for a casual weeknight dinner.

It’s Wednesday night. You could spend your time at the grocery store, passive-aggressively counting how many items everyone else in the express line has (naturally, you have exactly 15) - or you could go out to eat. You need a spot that’s weeknight-appropriate, though: easy to get into, not too expensive, and casual enough that you can show up in whatever you’re already wearing. Here are 15 of our favorite spots for a midweek meal.

The Spots

Mi Tocaya Antojeria imageoverride image

Mi Tocaya Antojeria


2800 W Logan Blvd, Chicago
View WebsiteEarn 3X Points

Mi Tocaya is exactly where you want to be after a long day at work. The friendly service and fun atmosphere make it relaxing, and the Mexican food is delicious across the board. Get the peanut butter e lengua (beef tongue with peanut salsa), the albondigas, some tacos, or whatever else appeals - it will all be very, very good. And you’ll enjoy it even more if you’re sitting on the outdoor patio.

Raisu Japanese Fine Dining imageoverride image

Raisu Japanese Fine Dining



OpenTable logo

This small spot in Albany Park serves a menu of high-quality sushi that varies depending on what’s been flown in that day. Meet up with friends and share a few rolls, along with some pieces of delicious (and affordable) nigiri and sashimi. Eating solo at the sushi bar is also a great idea.

Sign up for our newsletter.

Be the first to get expert restaurant recommendations for every situation right in your inbox.

By signing up, I agree to the Terms and Conditions and Privacy Policy.

Head to Bar Roma for great Italian food in a space that feels cozy, despite actually being pretty big. There’s a huge, welcoming bar right when you walk in, and we’ll understand if you decide to stop there. But the main dining room, decorated with reclaimed wood and old furniture, feels laidback and inviting even when it’s busy. Focus on the pastas (like the cacio e pepe), all of which are made in-house, and don’t ignore the daily specials.

Few things are better in the middle of your week (or anytime, really) than an excellent cheeseburger, and this bar in Andersonville has one of our favorites. It also has other food that’s a lot more interesting than what you’ll find at your typical neighborhood drinking spot. Order one of their light and fluffy bao (the pork is our favorite), or a salad so big it could easily feed four people. Because Little Bad Wolf understands that sometimes you want to eat a salad that seems less healthy than a burger.

Speaking of burgers, they’re the focus at Maillard Tavern in River West. There are a number of different versions, and they all work really well. The classic (with lettuce, tomato, onion, ketchup, and pickles) tastes like what you might imagine a roadside burger from the 1950s to be, but there are also more complicated options, like one with foie gras and truffle that’s delicious, if very rich. The space is small, with wooden booths, tables, and a large bar. Come here with a small group, or even just by yourself for a quick meal.

We’re still trying to find a time of the week when we don’t want to go to Wyler Road. It feels like a cool cafe-bar hybrid, and it’s ideal for grabbing dinner and beer with some friends. All of their sandwiches are good, but the best strategy is to go with options you might not find anywhere else, like the crawfish melt. And you’re going to need a side of cheese curds every time. Trust us on that.

When you want to have a miniature Saturday night in the middle of your week, go to La Josie in the West Loop. It has three full bars and a rooftop deck, and while all these areas are lively, you still won’t feel like you’re out having dinner in the club. Order a few tacos (all on housemade tortillas) and a cocktail from the extensive tequila list. The servers and bartenders are really friendly, and will help you forget that your work week isn’t over yet.

This Ravenswood spot is one of our favorite pizza places in the entire city. It serves authentic Neapolitan pizza, cooked in a wood-burning oven until the crust is perfectly bubbly around the edges. You can’t go wrong with any of the pies here, and the space feels comfortable and laidback no matter how busy it gets. If you can score a seat on the outdoor patio during the warmer months, even better.

Big Jones is a Southern restaurant in Andersonville with a focus on old-timey recipes (like “Chicken and Dumplings Circa 1920”) and fantastic fried chicken. But our favorite things here are the seasonal dishes, like chestnut spaghetti and curry peanut bisque. They recently remodeled, so while you’ll still feel like you’re eating in a Southern living room, it’s now a living room with an open kitchen.

If you miss going to your friends’ houses for after-school snacks, you’ll enjoy Split Rail in Humboldt Park. The space feels like an old rec room, and the food has the same nostalgic quality. You can get an upscale version of chicken nuggets, and a wild boar bolognese that reminds us of Hamburger Helper (in a great way). Super Mario Bros not included.

photo credit: Brian Willette

Dove’s Luncheonette review image

Dove's Luncheonette

Dove’s, from the same people who own Avec and The Publican, is a diner-style spot serving Tex-Mex food in Wicker Park. The seating is mainly at the counter, on those old-fashioned stools that spin around. Stop here for the pork shoulder, or a brisket taco on a housemade flour tortilla. Sit facing Damen Ave. and get some people-watching in before you head home to your couch.

Rick Bayless knows you don’t want to cook dinner tonight. Or ferment your own hops. So he does both for you at Cruz Blanca, a West Loop counter-service operation with two levels. The short menu has a few varieties of DIY tacos (all of which come with fresh tortillas and your choice of meat), plus house-brewed beer. Stick with the ground floor for a quick meal, or go upstairs (where there are big tables perfect for groups) if you plan on hanging out for a while.

Chase Sapphire Card Ad

Suggested Reading

Spacca Napoli review image
Spacca Napoli

When you want great pizza that doesn’t involve a plate full of cheese and garlic buttercrust.

La Josie review image

La Josie is a lively Mexican restaurant in the West Loop with a huge selection of tequila and great tacos.

Cruz Blanca Cervecería & Taqueria review image

Cruz Blanca is a combination of a casual taco spot and a brewpub that's good for an easy meal and hanging out.

Beck’s Chicago review image

Beck’s is a Kansas City sports bar and grill in Lincoln Park that has a great menu of beers, burgers, and bar food.

Infatuation Logo
2023 © The Infatuation Inc. All Rights Reserved.


Get it on Google PlayDownload on the App Store