300 North Central Park Avenue, Chicago, IL 60624, (312) 746-5100
Beautiful, old, full of gorgeous plants. Free!
Chicago Cultural Center
78 East Washington Street, Chicago, IL 60602, (312) 744-3316
A gorgeous example of classic Chicago architecture. Free admission
Little Goat Diner
820 West Randolph Street, Chicago, IL 60607, (312) 888-3455
Delicious, accessible comfort food. Any meal you want, all day long. Good spot to take the kiddos.
Walker Bros. Original Pancake House
153 Green Bay Rd, Wilmette, IL 60091, (847) 251-6000
The OG as far as we’re concerned.
Sarkis Cafe
2632 Gross Point Road, Evanston, IL 60201, (847) 328-9703
Hungover after the wedding? Get yourself a Loretta and Cheesy Hash.
Cherry Circle Room
12 South Michigan Avenue, Chicago, IL 60603, (312) 792-3515
One of our favorites for a romantic dinner or a boozy brunch. Not kid friendly
Cindy's Rooftop
12 South Michigan Avenue, Chicago, IL 60603, (312) 792-3502
Great for a perfect cocktail and lovely view of Chicago and Lake Michigan
Sun Wah BBQ
5039 North Broadway, Chicago, IL 60640, (773) 769-1254
Get the $40 Peking duck special, a feast fit for four. You’ll thank us later.
Rootstock Wine & Beer Bar
954 North California Avenue, Chicago, IL 60622, (773) 292-1616
One of our local faves. Incredible wine list and locally sourced, seasonal ingredients on their concise menu. Feels like you’re dining in someone’s cozy living room.
Chicago Architecture Tours
71 East Upper Wacker Drive, Chicago, IL 60601, (708) 613-5400
Comprehensive river boat tour of the city’s most iconic buildings.
Estereo
2450 North Milwaukee Avenue, Chicago, IL 60647, (773) 360-8363
Latin bar with incredible cocktails. Be careful
Scofflaw
3201 West Armitage Avenue, Chicago, IL 60647, (773) 252-9700
One of our longtime favorite bars. Lots of gin-based cocktails that change seasonally.
Honey Butter Fried Chicken
3361 North Elston Avenue, Chicago, IL 60618, (773) 478-4000
We’d be remiss to forget this gem. One of the Brieva family favorites in Chicago. Take the kids!
The Whistler
2421 North Milwaukee Avenue, Chicago, IL 60647, (773) 227-3530
You guessed it... another cocktail bar. An incredibly creative and solid drink menu with live music every night. Take caution with these drinks.
Reno
2607 North Milwaukee Avenue, Chicago, IL 60647, (773) 697-4234
A Logan Square standby. Known for delicious woodfired pizza, but our lesser-known fave of theirs is their chicken wings. Kid-friendly.
Lee Street Beach
1111 Lake Shore Boulevard, Evanston, IL 60202, (847) 866-4167