6 Outfits to Try This Weekend: Chicago Bar Guide Edition

Feb 27, 2015

Six Outfits to Try This Weekend- Chicago Bar Edition

Weekends are meant for playing and exploring, and when one does that she needs to dress the part. You can't just wear any old dress to that new underground speakeasy bar. And will pants or a jumpsuit work better to that one book reading you heard about last week? In the spirit of that, here's a series offering you fun ideas to try out this weekend, as well as suggestions on what to wear to them. And this one in particular? A Chicago bar guide!

Chicago readers- these are real events/ place you can go to this weekend. And everyone outside our area, go find these in your own town! I want to read all about it come Monday :)

  • Pile on a cozy blanket scarf over your maxi summer dress to give it a winter appropriate amount of coziness, and head to The Brass Monkey in the Fulton Market. A '70s style bar and restaurant, it's got all the disco balls and tequila sunsets your heart could want. Some drinks that you can look forward to? The "Buzz Aldrin" with Vodka, Lemon, Spiced Pear, and Cherry Heering, or the "Hugh Hefner" with Gin, Cherry Heering, Hibiscus, Lime, and Bitters.

  • Get your lacy summer tops back into rotation by layering them underneath a sweater, and head to a border-line divey bar in Lincoln Park called Hook & Ladder. Fireman themed (bare with me) it's got that ratchet Saturday night feel, but is still quite and laid back enough to actually hear what your friends are saying. Some drinks to look forward to? $2 drafts from Sunday to Wednesday and a healthy amount of craft beers on tap.

  • Go minimalist with your vintage by pairing an unfussy smock dress with a duster vest and spend your evening at The Drifter in River North. An actual speakeasy from the 1930's, it's got a secret door an everything. They have a live performance nightly, ranging from everything from solo jazz singers to a troope of burlesque dancers. Drinks to look forward to? It changes nightly. They choose eight tarot cards from a deck and then craft cocktails around those themes. And to choose your drink? You have to pick a card.  

  • Give your overalls life during the winter by popping a pussybow top underneath and mosey on over to Beermiscuous in Lake View. A bar that looks and feels like a cafe (love seats included!), this place might lull you with its coziness but make no mistake- they're real serious about their beers With 12 different types on tap and over 300 (!!) bottles brews to choose from, there's a little something for everyone here. But the nice thing is that it really does feel like a cafe. So feel free to bring your work and set up shop while you sip on some something saucy. Some drinks to look forward to? They carry over 72 Chicago breweries. So, beers. You have lots and lots of beers to look forward to. 

  • Dress down a full evening skirt with an unassuming cardi and make your way to Andersonville for Joie de Vine, a primo wine bar. While it's all loungey and has a great wine list, it's also special in the fact that it doesn't have a cocktail list. Instead, they pass you a card explaining that if you tell the bartenders what type of tastes you like, they'll craft you a drink especially tailored around them. Can you imagine the concoctions? 


  1. Love,Love, love all these outfits! Such gorgeous choices, especially the summer dress with blanket scarf. Great way to style a plaid scarf!


  2. You've probably heard this a million times but you have impeccable style, there's always something interesting and special going on. The one with the scarf and the one with the green skirt are my favorites here, so lovely :)

  3. These outfits are so pretty...I especially love how you styled the scarf with the belt!


  4. Love seeing this awesome outfits paired with fun outings (Still not sure what a tiki bar. I suspect all the bars around here are dive bars... someone did get a chunk of their nose bit off at one....)

  5. I totally just wish I could dive into your closet! I LOVE the way you dress. Have a great weekend Marlen.

  6. I love the first outfit! That scarf is divine.

  7. I need to find each of these themes here, because now that I'm 21, I need to take advantage of being allowed in finally xD Lol and a perfect excuse to try out these outfit ideas! That Speakeasy Haven look is so perfect. I still love that outfit the most <3
    And hahaha! Oh man, of course your neighbor would have to do that...whyyyyyy? >_<

    The Dragonfruit Diaries

  8. I love all of these looks, I think I have the same skirt as you

  9. These outfits are incredible. You pull 'em off SO well! Woah. I thiiink I like the first one the most

    xx naomi // Naomi in Wonderland

  10. I love the way you dressed up the overall - you look so chic ! ♥


  11. Your blog is so stunning, and your style is absolutely spot on. Really enjoyed this post lovely :)


  12. Really loving your space Marlen! I'm a big fan of vintage clothes and you have some amazing pieces! Great inspiration to keep mixing up pieces in new ways and I love that you combined it with a bar guide. Love your layered sweater look—and layed back atmospheres are my favourite kind of bar! xx


  13. I LOVE each and every look but my absolute favorite look that speaks to me is the dressed down evening skirt for a wine lounge! I have that skirt! :)

    C's Evolution of Style

  14. I love the blanket scarf tucked into the belt! I guess you don't have to sacrifice silhouette to be cozy :)


  15. Love this series but it makes me want to be in Chicago! My town is bo-ring, & while we have good nearby towns and cities, getting there/ back doesn't mix well with drinking :/
    p.s. can't wait for your book, wahoooOo!

  16. Completely bookmarking this post for when I visit Chicago! A bar + outfit guide is perfecttttt

    ♥ perfectly Priya


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