Eat, Drink, and See

Chicago Riverwalk

Amazing place to walk around and enjoy the city, plenty of bars and restaurants up and down the riverwallk.

Trivoli Tavern

Great dinner spot, grab a reservation early!

Bavette's Bar & Boeuf

Best steak in Chicago. Tough reservation to get so book when they open up!

Lula Cafe

Great restaurant in our neighborhood, organic ingredients and a funky vibe with an amazing brunch. Don't sleep on their dinner though too!

Gaijin

Japanese pub serving okonomiyaki (Japanese savory crepes). Went here on our third date, great place in the West Loop.

Parson's Chicken & Fish

Amazing patio, frozen slushies, and great food. Worth the trip to sit outside and enjoy a meal.

The Moonlighter

Great neighborhood sports bar with an awesome kitchen. Great for a casual dinner or drinks.

Armitage Alehouse

Another great Chicago restaurant, reservations book up early. On a gorgeous stretch of Armitage, take a walk around the neighborhood before dinner.

Rose Mary

Great Croatian restaurant with a chef's counter. Pasta is amazing, and overall fantastic menu for dinner.

Ada Street

Great restaurant with amazing patio tucked away in an industrial area near the river. Looks deceiving from the outside, but a great hidden gem.

Cafe Ba-Ba-Reeba!

One of Becky's favorite places, great tapas in Lincoln Park.

Smoke Daddy BBQ - Wicker Park

Any time of day for some of the best BBQ, and a great patio on Division. Right down the street from Queen Mary.

The Aberdeen Tap

Frasca Pizzeria & Wine Bar

Great brunch spot to check out in Lakeview and pretty close to Wrigley if you want to check out the ballpark.

Stan's Donuts & Coffee

Great place to stop for coffee and donuts, the double-chocolate old fashioned and Boston Cream are the best.

Queen Mary

Great bar for drinks, also where we had our first date!

Watershed Bar

Watershed is a great cocktail bar below Pops for Champagne (also worth a visit). Its like having a drink in your grandparent's basement.

Tiki Tiki Chicago

Great Tiki Bar drinks, and a second space in the back in a converted train car. Smaller bar in River West, very much worth a trip.

Matchbox Bar

One of the smallest bars in Chicago, expands quite a bit in the summer with their patio. Fun place to grab a drink in a classic Chicago place.

Good Funk

Great natural wine bar in the loop. Stop by for some wine and appetizers.

Cindy's Rooftop

Beautiful rooftop with view of Millennium Park. It can get very crowded, but a gorgeous spot if you can make the time.

Rootstock Wine & Beer Bar

Great wine bar with good food options. A little further away but worth the visit for some natural wines and bites.

The Pearl Club

Great cocktail bar in the River West area, try the Ube cocktail

Kaiser Tiger

West Loop beer bar with a huge patio and a great menu for lunch. You can easily ride bikes from the Loop or River North and see a lot of the West Loop.