You can't talk Chicago bars without mentioning dive bars. My personal favorite? 'Delilah’s' in Lincoln Park. It’s dim, loud, and plastered with punk posters, with a whiskey list longer than my arm. The bartenders don’t tolerate pretentiousness, which I love. For a cozier feel, 'The Berkshire Room' does fancy-but-unstuffy drinks with Midwest hospitality—try their ‘Dealer’s Choice’ where they tailor a cocktail to your mood. And if you’re near Wrigley Field, ‘The Long Room’ is a no-frills spot with great beer and a chill backyard patio. Pro move: Hit ‘Emporium’ in Wicker Park for arcade games and their ‘Pac-Man’-themed drink specials.
My friends always drag me to ‘Lost Lake’ for tiki drinks, but I’m more partial to ‘Billy Sunday’ in Logan Square—their vintage apothecary decor and herbal cocktails feel like stepping into another era. For a rowdier night, ‘Smart Bar’ near Wrigley is a no-frills dance spot with cheap drinks and great DJs. And if you’re feeling adventurous, ‘The Drifter’ hides beneath Green Door Tavern; you enter through a fake wall, and their weekly burlesque shows are a hoot. Chicago’s bars never run out of surprises.
Chicago’s bars are like its neighborhoods—full of personality. ‘Aviary’ in West Loop feels more like a science lab than a bar, with cocktails served in ice globes or with smoke infusions. It’s pricey but worth it for the spectacle. Contrast that with ‘Maria’s Packaged Goods’ in Bridgeport, a hybrid liquor store/bar where you can grab a cheap six-pack or sip on niche local brews. Their rotating tap list is a beer nerd’s dream.
For rooftop views, ‘Cindy’s’ overlooks Millennium Park, and their espresso martini is my go-to. And if you’re into literary vibes, ‘The Book Cellar’ in Lincoln Square lets you browse books while nursing a glass of wine. It’s the kind of place where you lose track of time, debating whether to buy a novel or order another round.
Chicago's bar scene is a wild mix of historic gems and trendy spots. If you're into old-school charm, 'The Green Mill' in Uptown is legendary—once a Prohibition-era haunt for Al Capone, now a jazz club with moody vibes and killer cocktails. For something more modern, 'Three Dots and a Dash' hides a tiki paradise underground, complete with flaming drinks and retro decor. I stumbled in there last winter and ended up chatting with a group of locals who swore by their rum selection.
Then there's 'The Violet Hour' in Wicker Park, where the cocktails are art and the speakeasy vibe is strong (look for the unmarked door). On the opposite end, 'Logan Arcade' pairs craft beers with pinball machines—perfect if you want to geek out between sips. Honestly, half the fun is bar-hopping between neighborhoods like River North and Pilsen to see how each area puts its own spin on nightlife.
2026-05-27 09:19:47
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a drink we call loneliness
Marie A. Ciner
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Theo Oblinger can't be arsed to admit that he feels a bit stuck. At 26, he's in the middle of finishing his PhD, thinks love just isn’t for him and plays the piano at an exclusive Club during the weekends.
On a bleak Saturday night, he meets the owner’s son, Sam Wilcox, who might just help him get out of that place.
Studying abroad can be incredibly lonely at times.
That night, I was in my room, indulging in a little treat for myself, when my best friend suddenly burst through the door.
"Doing it yourself is no fun. Come on. There's a super cool cabaret show going on. Let's go see it together!"
On stage, my friend was reclining in a chair behind the curtain, with two strong-looking men on top of her.
"Come on. Join us for a group dance..."
Twin sisters, Jodi and Jackie, are two inches away from filing for bankruptcy and losing their heritage. The twins' grandparents had started Garvey's Hotel and Bar many years ago. The business had been solvent until the 2008 crash. With eminent ruin on the horizon, Jodi comes up with a radical idea to revitalize Garvey's.
What Jodi hadn't planned was falling in love with the town hunk. While falling in love, she and those close to her have scandalous rendezvous, deal with local law enforcement, and try to survive a reign of terror that will leave a scar on her, the man she loves, and the small Arizona town for years to come.
Maya is twenty four, independent and very good at keeping people at a comfortable distance. After a night she never planned with a stranger she never expected, she does what she always does — she leaves before morning and tells herself it is finished.
It is not finished.
The stranger is Caleb Reed, her brother Derek's best friend, and he has just moved back to Chicago. He knew who Maya was from the moment he saw her at the party. He said nothing. Now they are forced into the same orbit — family dinners, group hangouts, shared spaces — pretending a night that changed everything never happened at all.
The tension between them builds slowly and then all at once. A secret relationship begins. Feelings neither of them planned for take root. But the closer Maya gets to Caleb the more unsettled her world becomes, because Derek is not handling any of it the way a brother should. His anger runs too deep. His protectiveness feels like something else entirely.
When Derek finally explodes and the truth comes out, it reshapes everything. Maya was adopted. Derek has known for years. And the feelings he buried under a lifetime of playing the protective older brother were never entirely brotherly at all.
Maya is left to grieve an identity she thought she knew, forgive people she loves for lying, and face a love that was built on a secret. In the end she has to decide who she is without the version of her life she always believed in — and whether Caleb, the man who knew her before she knew the truth, is the one she wants to walk into whatever comes next.
She chooses him.
Not because it is easy. Because one night was never going to be enough.
My mother-in-law, Kylie McGowan, told me that she wanted to experience the life of the younger crowd, so I took her to my husband Jerome Callen's newly opened upscale bar for a quiet drink.
I had just ordered her a signature cocktail when a woman from the booth across the aisle sauntered over, wine glass in hand.
Her eyes flicked over the menu on our table, and she laughed mockingly.
"Seriously? You ordered the cheapest drink on the menu? Did you bring this old lady here just to enjoy the free AC? People like you should stay in the gutter. This place isn't meant for penniless people!"
I rose to my feet, holding back my temper. "We're paying for our drinks here. What does our drink choice have to do with you?"
But she suddenly snapped, grabbed a half-finished beer bottle off a nearby table, and swung it at my head.
"My husband's the owner of this bar! I could smash your skull in and still afford the damages! Get out, you pauper! Don't be an eyesore here!"
I wiped the liquor off my face as my entire body shook with anger.
Then I turned away, started my livestream, and spoke directly to my followers. "Look here, everyone! I'm going live to catch a cheater. Let's go explore my husband's other home."
A young but successful engineer, Gabriella Summers, got promoted and enjoyed drinks with her friends where she met a young CEO with twisted family background, Aquille Axton. They ended up in the same bed that night which accidentally made Gabriella pregnant. Aquille found her but fate seems not to be in their side. Will Aquille be pleased with the idea of being a father? Will they be able to fight for the destiny brought to them by tequila? Or will it just be another tragic love story?