Snap out of your date night rut by trying something new with your significant other.
If you live in Lakeview, you won’t need to travel far to impress him or her with your unexpected escape skills or enthusiasm for fine wines.
Regardless of the activity, you’re doing it together, so that’s what counts.
Free Your Mind at The Quandry
The North side finally has an escape room, and there are plenty of nail biting games to try.
Whether you’re looking for some suspense or simply want to be a kid again, The Quandry Escape Rooms have themed escape games for all ages.
Reenact your favorite scene from “Home Alone” or fast forward to the year 2120 and channel a post-apocalyptic nightmare.
There’s nothing like a little suspense to spice up a night on the town.
The Quandry Escape Rooms, 3205 N Clark Street.
Catch a film at the Brew & View
Take movie night up a notch.
The Brew & View ends to show cult movies and underground favorites, as well as second and third run films — all for a whopping $5.
Don’t expect total silence while you’re watching – expect sing-a-longs and speak-alongs (feel free to show everyone that you’ve memorized the words to your favorite movies).
The best part? You can order your favorite adult beverage during the movie.
You can even order food from neighboring restaurants: they have a book of menus from local spots that deliver.
Brew & View, 3145 N Sheffield Avenue.
Get cozy at 404 Wine Bar
We’d all love to have a cozy fireplace at home to sit in front of all night.
Until you find that perfect home, we have 404 Wine Bar, where a few dollars buys us a glass of wine and that perfect spot in front of their fireplace.
Get nice and toasty, order a flight (ask the sommelier for a recommendation) and pretend you’re the only ones in the room.
They also have a menu here to match the atmosphere. You can order a cheese and charcuterie plate, or skip straight to dessert and with a skillet cookie.
404 Wine Bar, 2852 N Southport Avenue.
Laugh together at the Annoyance Theatre and Bar
The couple who laughs together stays together, right?
This theater is all about improv comedy, so even if you attend a daily show, you’ll never see a repeat (mixing it up is best for date night, so this is key).
It’s a small theater, so be prepared to get up close and personal with the performers, and you’ll probably be expected to scream out suggestions (note: this is not for shy couples).
Ticket prices are reasonable — and as a bonus, both the food and drinks are surprisingly delicious.
The Annoyance, 851 W Belmont Avenue.
Throwback to Prohibition at Room 13
There are only two ways to get into this prohibition-era speakeasy: you have to know the password or you have to be a guest at the adjacent Old Chicago Inn.
Only open on select nights, Room13 is super secretive and special, serving delicious craft classic cocktails in a sexy atmosphere.
If you’re seeking a private, intimate date, this is it.
Even though there are plenty of great reasons to head to downtown Chicago for a night out, these Lakeview outings are sure to make you love your neighborhood.
Room 13, 3222 N Sheffield Avenue.