Chicago June Event Calendar

One of my favorite thoughts about Chicago is that summers in Chicago are so great, because the winters are so hard. Nothing could be truer, than this past winter of polar vortex’s and freezing weather. Therefore, with June’s packed event calendar, this should be another great summer.

However, instead of going dizzy with options, here are some of the best events in Chicago. If you are visiting Chicago with a limited time, then here are your “must see’s” for June.

Top Chicago Events

Millennium Art Festival                                                          June 1, 2014 (begins May 30)

If you love art, then you need to check out the Millennium Art Festival. Held in beautiful Millennium Park, this is a great way to visit a treasured part of the city and enjoy great pieces of art from Midwest artists. Additionally, the festival includes music and food as well. Great for sampling Chicago fare while listening to up and coming artists perform.

If you took a Chicago architecture tour, then finding the festival is a cinch. The festival is close to the Bean.

Festival del Taco                                                                     June 1, 2014 (begins May 30)

Not sure about you, but we love tacos at Welcome Inn Manor. Therefore, we do our best to attend the Festival del Taco at Kostner and 27th St. Eat tacos, and listen to live music. What could be better? RibfestChicago BOClogo2 300x71 Chicago June Event Calendar

One note: The event is free, but there is a suggested donation to cover event costs.

Ribfest Chicago                                                                                  June 6 – 8, 2014

If tacos are not your thing, then maybe you are a rib person. Then you have to check out the annual Ribfest in Chicago. Just a heads up! This event is always jammed packed. Be prepared to eat on the go, make sure you have plenty of napkins, and try not to inhale all the BBQ smoke goodness at once.

This Northside event is at Lincoln and Irving Park, and a block away from the Brown line.

Printers Row Lit Fest                                                                          June 7 – 8, 2014

Maybe food is not your thing while travelling. Perhaps you would like to read. Then the Printers Row Lit Fest is the place to be.

The only caveat to going is that you might need to lift weights in the weeks before the lit fest, so you can carry all your books back to your house. The deals are off the charts ridiculous.

Chicago Blues Festival                                                                                   June 13-15

Chicago is the birthplace of blues. Kokomo Arnold, Muddy Waters, Buddy Guy, and other amazing artists dominated the Chicago blues scene for years. This is the annual tribute to Chicago blues. Hear the best of the best play on stage at Grant Park.

BluesBanner Chicago June Event Calendar

Chicago Bike Week                                                                                        June 13-20

This is an entire week devoted to biking. From encouraging bikers to ride to the Chicago Blues Festival to a final push on June 20th ride to work day, they have some great events if you enjoy biking around the city.

Note of caution: wear a helmet and obey the traffic laws. Accidents do happen, so rather be safe than sorry.

Laugh or Die Comedy Fest                                                                            June 20 – 22, 2014

At Carl Schurz High School on the North West side of the city, see independent comedy films, as well as live comedians onstage.

See both short and long independent comedy films plus live comedians onstage at the at Carl Schurz High School.

Tickets are $10 either Friday, Saturday, or Sunday; or $25 for the weekend when you purchase online. If you purchase at the door, the price goes up $5-10 depending on the ticket you purchase.

Chicago Gospel Music Festival                                                                      June 27-29

The next three events are all happening around the same time. Choose carefully, because all of them are ridiculously fun.

The Chicago Gospel Music festival brings gospel singers and groups from across the country. A free event that is held in two locations: The Chicago Cultural Center (a remarkable building to check out) on the 27th and then on the weekend at Ellis Park on 37th and Cottage Grove.

Chicago Summerfest (formerly Chicago Country Fest)                                 June 28 – 29, 2014

If you want to vary your music a bit then head out on the weekend after a Friday at the Chicago Gospel Festival.

Chicago Summerfest is in Lincoln Park surrounded by the zoo and historical museum, you can experience over 20 hours of live music at Summerfest. Bring a blanket and picnic basket while you watch. Better yet, check out some of the food from the vendors. Suggested entry price is $5.

Chicago Pride Parade                                                                                     June 29, 2014 (noon)

Show your LGBT pride in a parade with 200 floats, wild costumed performers, and an enthusiastic crowd of only 800,000 people. The Chicago Pride Parade has grown over the past few years to epic proportions.

The parade runs along Broadway from Lawrence to Belmont. While the parade only lasts a few hours, events are held throughout the weekend around the parade.

Note: If you do not like wild, riled up crowds then do not attend this event.

Welcome To Summer In Chicago


You are here in Chicago at the right time of the year. Summer is coming at the end of the month, and it is shaping up to be a beautiful month. Enjoy the activities listed in this article. Let us know afterwards, which Chicago events you enjoyed the most.

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