fun things to do this weekend in chicago 3

Free Things to Do in Chicago This Weekend – Sept 28-30

You ever get the feeling in your bones that the upcoming weekend is going to be absolutely epic? Or maybe that’s just us, pretty much every Thursday. This weekend, though! Here are lots of sensational things to do in the Chicago area and beyond as you make your way through our list of things to do in Chicago this weekend. From Chicago’s versions of Oktoberfest to the crisp sounds of the Jazz Fest, to a fall vegan market, here’s our ideas to make it an epic weekend!

Vegan Fall Market –   The Chicago Vegan Test Kitchen is a community of local plant-based chefs and vendors that serve up tasty fare at pop-up markets. This event starts off as a market at noon, but also doubles as a speed dating event starting at 4 p.m. for those 21 and over. Eat vegan fare, shop for cruelty-free goodies and fall in love. A children’s playground will be available for youngsters during the market.

When: Sunday, Sept. 30, noon-6 p.m.
Where: Emporium Logan Square, 2363 N. Milwaukee Ave.
Price: Free

Hyde Park Jazz Festival — Free

The 12th annual Hyde Park Jazz Festival will fill the neighborhood this weekend with an eclectic musical cornucopia from 36 outstanding jazz artists performing across 13 different stages on Saturday and Sunday.  This year’s fest promises to be an unforgettable mix of some of the most sought after names in jazz music, including dynamic up-and-coming artists and diverse performances that offer something for every jazz taste.

Featured performances include Chicagoan, Dee Alexander who will present her new project: “What Color is Love? The Music of Terry Callier” highlighting musicians Tomeka Reid (cello), Junius Paul (bass), Ernie Adams (drums) and Scott Hesse (guitar).  Another special project will be the Chicago premiere of Mike Reed’s “The City Was Yellow: The Chicago Suite.” Reed’s original arrangements of notable Chicago jazz composers such as Ari Brown, Ed Wilkerson, Fred Anderson and more are featured.  Among other featured performers are jazz composer, arranger and percussionist Thaddeus Tukes who has performed with Branford Marsalis; Christian Sands, who began playing the piano at 4 years old; and Allison Miller leading her band Boom Tic Boom.

When: Saturday from 1 p.m. to midnight and Sunday from 1 to 7 p.m.
Where: Locations vary, visit the festival’s website for details.


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Art on theMART — Free – In the spirit of Chicago’s great legacy of public art and culture, Art on theMART will be the longest-running and largest digital art projection in the world. The first-of-its-kind for Chicago, this curated series of digital artworks will be projected across 2.5 acres of theMart’s exterior river-façade.

What: Take a seat on the Chicago Riverwalk and watch as one of Chicago’s most iconic buildings is lit up for the inauguration of Art on theMART.
When: Saturday, 6:30 p.m.
Where: Wacker Drive between Wells and Franklin streets.


Shortcut100 Film Festival — $20 – What: The 2018 Shortcut100 Film Festival features films from independent artists around the world.
When: Saturday, 5 p.m.
Where: The Logan Theater, 2646 N. Milwaukee Ave., Chicago.


St. Benedict Oktoberfest — Free – Celebrate Germany with music, brats and beers during the 53rd annual St. Benedict Oktoberfest. | Facebook

What: Celebrate German culture with music, brats and beers during the 53rd annual St. Benedict Oktoberfest.
When: Friday through Sunday, between 1 and 10 p.m.
Where: St. Benedict Courtyard, 2215 W. Irving Park Road, Chicago.


Cubby Bear Concerts – Blue October: 9 p.m. Friday, Sept. 28, at Cubby Bear, 1059 W. Addison St., Chicago. Free. (773) 327-1662 or
Cubby Bear Concerts – Rebel Soul Revival: 6 p.m. Saturday, Sept. 29, at Cubby Bear, 1059 W. Addison St., Chicago. Free. (773) 327-1662 or


national coffee day free coffee


National Coffee Day – Sept 29 – See our full post HERE

If you are like us, you’ll love that on Saturday Sept 29th, you can head out in the Chicago area and get some FREE COFFEE on National Coffee Day – Sept 29. Check out the local freebies and discounts. Here’s what’s we have found so far:

  • McDonald’s – McDonald’s has multiple coffee offers on the McDonald’s app:
    • Get any hot brewed or iced coffee (any size), for only $1 each day through 12/30/18 when you use the coupon in their app.
    • Buy one Medium or Large McCafe, get one for 1 penny when you use the coupon on their app. Offer is valid each day through 9/30/18.
    • Through September 29, get a free hot or iced coffee with the purchase of any breakfast sandwich using the coupon on the McDonald’s app.


  • Dunkin’ Donuts– On September 29, buy any size Hot Coffee and get one FREE, The free coffee will be of equal or lesser value. This offer begins when your local DD store opens. Valid at participating Dunkin’ Donuts. See the details on their Facebook page.
  • Krispy Kreme– Sip on a FREE Krispy Kreme coffee (any size) — no purchase necessary. To sweeten the deal, Krispy Kreme Rewards members also receive the extra perk of a FREE doughnut.
  • Cinnabon – Cinnabon is celebrating National Coffee Day on Sept. 29 by offering a FREE 12 oz hot coffee at participating Cinnabon bakeries! No purchase is necessary.
  • Circle K – On Saturday, 9/29, with the Circle K app you can get a FREE 16 oz coffee and Belvita breakfast biscuit (while supplies last). And, now through October 2 all 16 oz coffees are just 50¢.
  • Pilot Flying J —   Are you traveling on Saturday?  Pilot Flying J is offering customers a free cup of Pilot coffee (any size) Sept. 28-29 through the myPilot app! The offer includes their new cold brew and limited-time offer Pumpkin Caramel Macchiato, and the new bean-to-cup coffee, which allows customers to brew a fresh cup of coffee on demand by selecting the coffee beans and watching the machine grind, brew and dispense it. To get this freebie, download (or open) the myPilot app from Sept. 28 through Sept. 29 to find a coupon in myOffers. First-time users receive an additional free drink of their choice when downloading the app. See the details on their website.
  • WaWa Coffee – Members of WaWa Rewards will have an offer for a free cup of coffee put on their account that can be redeemed on Saturday, September 29th.  Find a Wawa near you to get your free coffee for National Coffee Day.




Open House CHicago – Oct 13-14

On Oct. 13-14, people can take a peek inside these historical buildings for free and stop the wondering. The eighth annual Open House Chicago, sponsored by the Chicago Architecture Center, will provide access to more than 250 sites in 30 neighborhoods and suburbs. Beverly, Morgan Park and Austin join the 2018 neighborhoods of architectural gems, as well as a few new sites in other neighborhoods.

The event offers views of buildings rarely open to the public and will show behind-the-scenes access to repurposed mansions, stunning skyscrapers, lavish theaters, industrial facilities, new apartments and breathtaking sacred spaces—many that have contributed to Chicago’s rich architectural history and stature.


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