Arts & Culture

Chicago baseball fans may be putting away their postseason gear for the winter, but 2026 gave the city something it has rarely experienced with both the Cubs and White Sox playing postseason baseball.

The two teams reached the postseason in the same year for just the fourth time in history, joining the 1906, 2008 and 2020 seasons. The Cubs and Sox also clinched bracket positions on the same day within minutes of each other, giving fans across the city reason to celebrate. This year was the first year that both teams clinched a spot in the playoffs on the same day.

Although neither team reached the championship round, this season gave fans of both teams plenty to look forward to in the future.

For the Cubs, this marks the second consecutive year the team got to play postseason baseball, building on a campaign that featured an MVP-caliber year from star center fielder Pete Crow-Armstrong. The Cubs overcame injuries to their pitching staff, periods of inconsistency and a difficult summer to secure a postseason berth.

The Cubs run ended quickly, however. The team had the best offense in the National League in 2026 and scored the most runs but was held to just one run in two games against the San Diego Padres.

On the other side of town, the White Sox made history. The team became the first ever to make the playoffs immediately after having back-to-back seasons with 100 losses. In fact, the team set the record for the most losses in major league history in the 2024 campaign where they lost 121 games.

The Sox came out blazing in the Wild Card round against the Houston Astros, sweeping the series in two games on the road. The dagger came in game two when second baseman Chase Meidroth hit a three-run home run late in game two that gave the Sox the insurance needed to finish the job.

The Sox would ultimately lose to the Cleveland Guardians in the next round in heartbreaking fashion, setting the record for strikeouts in a postseason game with 21 strikeouts in game five. Nonetheless, the team overachieved in virtually every metric. With all the young talent, and a strong farm system, the best is yet to come at 35th and Shields.

People flock to Chicago from all around the world to marvel at the unique architecture found all across the city. While many visitors take in Chicago's infamous skyline from the Chicago River or one of the observation decks or rooftops, during Open House Chicago you can get a behind-the-scenes look at the city’s most iconic and historical sites.

Open House Chicago, hosted by the Chicago Architecture Center, is one of the largest architecture and urban festivals in the world. Taking place Oct. 17 – 18, this free public festival offers behind-the-scenes access to more than 200 sites in over 30 neighborhoods.

Long before the Ferris wheel, corn dogs and concerts became staples of Springfield, the Illinois State Fair was already bringing people together.

The first Illinois State Fair was held in Springfield in 1853, when the city was a small capital and Abraham Lincoln was serving his final year in the Illinois General Assembly. The fair was designed primarily to show off agriculture, livestock, industry, education and the arts. Admission cost 25 cents, and as many as 20,000 people attended its third day.

The following year, the fair became an unlikely stage for Illinois politics. U.S. Senator Stephen A. Douglas spoke at the 1854 fair, with Lincoln delivering a rebuttal the next day.

Springfield did not remain the fair’s permanent home immediately. The event traveled to 12 different Illinois communities over the years including Chicago, Peoria, Quincy, Decatur and Centralia. It eventually returned to Springfield for good, with the first permanently located fair opening Sept. 24, 1894.

Much of the fairgrounds history remains visible today. The exposition building, constructed in 1894, is the oldest building on the grounds. The fairgrounds also acquired the Dome building from the 1893 World’s Colombian Exposition in Chicago. The massive structure was reassembled in Springfield for the 1895 fair, but was destroyed by a fire in 1917.

Today, the fair covers 366 acres, and has grown into an 11-day event. It features a wide variety of events, staying true to its roots featuring livestock and agriculture, but also modernizing with things like concerts and unconventional food.

More than 170 years after the first fair, the Illinois State Fair remains a staple in Springfield. It connects the past of Lincoln and Douglas to the present of how we see Illinois today.

This past weekend was the annual Great Highwood Pumpkin Festival in downtown Highwood, and it was as exciting as usual.

This year was the 17th iteration of the free festival, which is the largest outdoor fall celebration on Chicago’s North Shore. The festival typically opens with a carnival on Thursday night and runs through Sunday, but this year’s rain pushed the festival opening to Friday.

The Mississippi Earthtones Festival, brought to you by Alton Main Street, the Sierra Club Illinois’ Three Rivers Project and Jacoby Arts Center, is a celebration of the Mississippi river through art, music and conservation. This event is held annually on the 3rd Saturday in September.

Located on the banks of the Mississippi River at the Alton Amphitheater, this year’s event will take place on Saturday, Sept. 19 from noon to 10 p.m. Family-friendly activities take place from noon until 6 p.m., and festival goers will enjoy artist booths and live music which continue until 10 p.m.