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Grant Park Music Festival

Grant Park 337 E Randolph St, Chicago
crowd watching performance on stage with buildings in the background during the Grant Park Music Festival in Chicago, Illinois, USA

Experience a world of entertainment this summer at the Grant Park Music Festival. This free event features classical music in different varieties and showcases highly anticipated performances. Make your summer vacation the best one with Grant's Park Music Festival. With an epic lineup of celebrated classical performers, orchestras, and musicians, this event is a "can't miss"" especially if you're a […]

Chicago Fall Festivals

Chicago Chicago, IL
Chicago Fall Festivals

Chicago may be called the second city, but savvy travelers know that its Fall festivals in Chicago deserve to be someone’s first choice! So whether you wish to greet the cooler months with a cold brew or a caramelized apple, Windy City is full of autumnal delights. Sip cider while listening to jazz tunes at Hyde Park or ponder the […]

Hyde Park Jazz Festival

Hyde Park Neighborhood Chicago, IL
people seated on floor watching musicians performing at Hyde Park Jazz Festival in Chicago, Illinois, USA

Hyde Park Jazz Festival will again highlight Chicago's iconic jazz scene, featuring a roster of huge names and rising stars. Hear the smooth and soulful melodies across 14 venues in Hyde Park. The two-day event presents over 30 award-winning musicians like Billy Branch, Jeff Parker, and Sadie Woods. Over 20,000 jazz enthusiasts will gather to feel the infectious and uplifting […]

Fulton Market Oktoberfest

Upcoming Events at PB&J - Tripster Travel Guide 205 N. Peoria St, Chicago, IL
Fulton Market Oktoberfest

Get a taste of Bavaria’s dynamic brewing and food scene without leaving Chicago. Experience all things German at the Fulton Market Oktoberfest! Real beer connoisseurs will be treated to HofBrau beer, traditional German foodie delights, and live entertainment at Fulton Market Oktoberfest. So attend the fair and party with a stein and bratwursts at hand. Date and Details for Fulton […]

Lincoln Square Apple Fest

Lincoln Square Neighborhood Lincoln Ave, Chicago, IL
crowd of people gathered in front of stage with band playing set up on middle of street at Apple Fest with stall on the side in Chicago, Illinois, USA

How do you like them apples? Find the answer and more at the annual Lincoln Square Apple Fest! Whether you want to munch on apple pie or chow down on a fresh batch of apple fritters, you’re sure to get your fill at this delicious event. More than 50 local vendors and restaurants will participate, offering culinary delights and drinks. […]


Chicago Beer Fest

Field Museum 1400 S Lake Shore Dr, Chicago, IL
friends holding drinks posing for photo in photobooth of Chicago Beer Fest in Chicago, Illinois, USA

Cheers to the comeback of Chicago's Beer Fest at the Field Museum. Come thirsty and savor beers from over 65 breweries at this irresistible event! Take your pick from an array of fall seasonal beer selections and indulge in newly released flavors. In between sips, feast on delicious snacks available in the area. Each corner is filled with tasty dishes […]

Chicago International Film Festival

Chicago Chicago, IL
screen behind woman speaking on stage in front of movie goers at Chicago International Film Festival in Chicago, Illinois, USA

Showcasing masterpieces from foreign films to documentaries, The Chicago International Film Festival is a cinephile’s dream. You’ll be treated to over 80 feature films and 60 shorts from around the world, varying from midnight shockers to thrilling dramas. This iconic annual celebration is also more than just the film screenings. Attendees can also enjoy filmmaker Q&As, panels, carpet galas, and […]

Night of 1,000 Jack-o’-Lanterns

Chicago Botanic Garden 1000 Lake Cook Rd, Glencoe, IL
close up of pumpking being carved by man for Night of 1000 Jack o Lanterns at Chicago Botanic Garden in Chicago, Illinois, USA

Get pump(kin)ed up for the comeback of the Night of 1000 Jack-o'-Lanterns. Over 1,000 hand-carved pumpkins will illuminate the Chicago Botanic Garden this Halloween season. Every year, thousands of visitors gather in Chi-town to gape at the gigantic showcase of carved pumpkins – with others weighing up to 150 pounds. Admire the intricateness and design of the displays that are […]

Illumination at the Morton Arboretum

The Morton Arboretum - Tripster Travel Guide 4100 IL-53, Lisle, Illinois
Illumination at the Morton Arboretum

Chicago’s beloved spectacle Illumination at the Morton Arboretum is nothing short of magic. Wander through the Arboretum’s landscape adorned with colorful lights and effects, highlighting the gift and beauty of trees. Towering trees and large-scale sculptures get the spotlight in this one-mile attraction. Expect returning favorites like Enchanted Hill and Ornament Hill, where you can marvel at 150 lanterns and […]

The Skating Ribbon at Maggie Daley Park

Upcoming Events at Maggie Daley Park - Tripster Travel Guide 337 E Randolph St, Chicago, Illinois
Ariel view of Ribbon Rink in Daley Park Chicago, Illinois, USA

Lace up your skates as it’s time for one of Chi-town’s winter and holiday traditions. The Skating Ribbon at Maggie Daley Park is back to provide an ice skating experience unlike any other. Take in the breathtaking sight of the skating ribbon that arches through massive pine trees and play areas. Its path doubles the length of a lap around […]

Zoo Lights at Lincoln Park Zoo

Upcoming Events at Lincoln Park Zoo - Tripster Travel Guide 2001 N Clark St, Chicago
Light at Lincoln Park Zoo in Chicago, Illinois, USA

Wind your way through more than one million twinkling lights at Lincoln Park Zoo's beloved holiday event! ZooLights is a glimmering LED-filled spectacular where an 18-foot Christmas tree, life-size animal displays, and colorful tunnels abound. Every year, Lincoln Park Zoo transforms into an illuminated winter wonderland filled with luminous exhibits and seasonal experiences. Guests can roam, taking in the holiday […]

Magnificent Mile Lights Festival

Magnificent Mile North Michigan Ave, Chicago, IL
boats on water between building with red fireworks in sky at night at Magnificent Mile Lights Festival in Chicago, Illinois, USA

The Magnificent Mile Lights Festival marks the beginning of the festive season in Chicago. Join this day-through-night extravaganza filled with holiday activities, including a parade and tree-lighting ceremony.   Head to the famous Wrigley Building to experience the iconic tree lighting ceremony, which will be followed by special concerts and fireworks displays. Then, witness the festival's main event, an enormous parade […]


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