Randolph Street Market | Chicago

Randolph Street Market

Randolph Street Market

Over the weekend, Austin and I decided to check out the Randolph Street Market Festival in Downtown Chicago and find out what all the buzz was about. The Randolph Street Market website describes it as…

The Randolph Street Market Festival is home to the world-renowned Chicago Antique Market. As seen in Travel & Leisure, the NY Times, Lucky Magazine and featured on TV news shows and web casts, the Randolph Street Market Festival is considered “a mecca of cool”, “the best hot spot for antiquing”, “the best Chicago venue for people watching”, and “the Barney’s of Vintage”. Celebrity designer Nate Berkus says, “I love this market…the quality is incredible!” As one of Chicago’s most happening monthly parties, Randolph Street Market has become the summer destination!

Randolph Street Market Festival

I love a good flea market and antique stores are counted among my favorite things, so we turned our weekend trek out into a Sunday afternoon adventure.

Randolph Street Market Festival

Randolph Street Market Festival OOTD.jpg

Tee – She Is Clothing | Jeans – ThredUp | Booties – Nordstrom | Backpack – Fjallraven

Randolph Street Market Festival Pillows

We enjoyed exploring and wandering through the Historic Plumber’s Union Hall where all the vendors had set up shop. There was a lot to take in and everything was colorful, lively, and energetic.

Randolph Street Market Festival Empanadas

The empanadas were the highlight of our day. Holy moly. They were amazing.

Randolph Street Market Festival Empanadas

Randolph Street Market Festival Donuts

And also samples of freshly made cider donuts. Yes please.

We browsed for a few hours and, although we enjoyed our time, it didn’t live up to the hype. Maybe because it’s during the off-season? I’ll give it the benefit of the doubt and assume that it’s far more impressive during the summer months. After growing up in Southern California where there are the absolutely best flea markets, this one was disappointing. There were a few interesting stalls, but we were expecting something far bigger – especially with the ticket fees we had to pay to get in.

Randolph Street Market Festival Maps

Nevertheless, it was a nice date and a new adventure and we got empanadas out of it so… there we go.

Do you enjoy flea markets?

Have you ever been to the Randolph Street Market Festival in Chicago?

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  • Those empandas look yummy! I have never had one! I love Chicago, but have only been there once!! Love your post, thanks for sharing!

    Fashion and Travel

  • First of all, you two are adorable! Second, I love little markets and festivals like that, there are always so many unique finds and it’s such a fun way to spend a day! Also the food, those empanadas looks AMAZING

  • I’ve lived outside of Chicago my whole life and I’ve still yet to make it there! I want to when the weather warms up a bit (I think some of it is outside then)! Looks like so much fun!

  • I love things like this! So fun!

  • Ana

    Chicago is is my bucket list. I will be visiting there in few months. Thanks for sharing about your trip with us.

  • I never made it to the Randolph Street Market though I had always wanted too. We had a lot of fun visiting the Kane County Flea Market and have a few pieces from our trips!

  • the cashew

    just one thing to say….

    matching glasses.


  • ah I love flea markets!! Thank you for sharing!

  • Cindi Gutenplan

    Speaking of flea markets in Southern California . . . have you ventured to the Long Beach Antique Market? It’s our favorite. Smaller than The Rose Bowl Flea Market but more manageable . . . and parking is easier (which we know how important that is living in Southern California). Rows and rows of stalls with actual collectibles, antiques, and “finds.” We do have so many wonderful outdoor markets here, and are spoiled because we can enjoy them year round, which is a blessing. Loved your post, and your photos are wonderful, especially the maps!

  • Looks like a fun flea market! I love antique stores and flea markets. 🙂

  • What a fun outing! I really enjoy browsing flea markets too 🙂 Those empanadas and cider donuts look so yummy!! Hope that you will give the market another shot in the summer!

  • OMGOSH! I am from the burbs’ of Chicago (although I know reside in FL) I have never even heard of this!! I will have to go sometime when I visit. How awesome! And I would surely assume that the season had something to do with it. I would try again in the summer months! Summer time Chi is MY FAV. DO you live in Chicago now?

    • I’m living in the Northwest Suburbs outside of Chicago now. I grew up in Los Angeles and moved to Chicagoland in April of last year and it was a beautiful summer. Thanks for saying hello! It’s wonderful to meet you. 🙂