Chicago Latino Film Festival

April  16-27 / CHICAGO – One of the nation’s longest-running Latino film festivals brings a dynamic lineup of feature films, documentaries, and shorts to theaters across Chicago. The atmosphere is vibrant and culturally rich, with filmmakers often for discussions that deepen the viewing experience. Visitors can explore diverse neighborhoods, authentic cuisine, and the city’s renowned arts scene between screenings. It’s an immersive way to experience global storytelling in one of America’s great cultural cities. chicagolatinofilmfestival.org

Rivertown Wine Around

April 11 / GRAFTON – Sip and stroll through the scenic Mississippi River town of Grafton during this popular wine tasting event hosted by local businesses. Participants move between shops and tasting locations, enjoying regional wines in a relaxed, social atmosphere. The riverfront setting adds to the charm, with spring views and fresh air enhancing the experience. Pair the event with nearby Pere Marquette State Park for hiking and panoramic overlooks. enjoyillinois.com/explore/listing/rivertown-wine-around

Bloomington-Normal Marathon Weekend

April 11–12 / BLOOMINGTON – Runners and spectators gather for a full weekend of races ranging from a 5K to a full marathon through the heart of central Illinois. The event offers a high-energy yet welcoming atmosphere, with cheering crowds and scenic routes through neighborhoods and parks. Even non-runners will enjoy the festive environment and community spirit. Take time to explore the Constitution Trail or local museums while visiting. bnmarathon.com

Chicago Comic & Entertainment Expo (C2E2)

April 30 / CHICAGO – Pop culture fans flock to McCormick Place for one of the Midwest’s largest conventions celebrating comics, movies, gaming, and entertainment. Expect celebrity panels, artist showcases, cosplay, and immersive exhibits that create an electric, high-energy atmosphere. The event draws visitors from across the country, making it a major spring travel highlight. While in town, enjoy Chicago’s dining, museums, and lakefront attractions. c2e2.com

Springfield Old Capitol Art Fair

April 18–19 / SPRINGFIELD – Surrounding the historic Old State Capitol, this juried art fair showcases fine artists from across the region in a picturesque downtown setting. Visitors can browse paintings, sculpture, and handmade goods while enjoying live entertainment and local food vendors. The historic backdrop adds depth and charm to the experience. Combine your visit with Abraham Lincoln sites and museums for a meaningful getaway. springfieldoldcapitolartfair.org

Galena Earth Day Celebration

April 18 / GALENA – Celebrate sustainability in one of Illinois’ most scenic towns during this engaging Earth Day festival. Activities include eco-friendly vendors, educational exhibits, and community programming focused on conservation and nature. The relaxed, small-town atmosphere makes it easy to explore and connect with local initiatives. While visiting, enjoy Galena’s historic Main Street and nearby rolling countryside. visitgalena.org

Peoria Craft Beer Festival

May 24 / PEORIA – Sample a wide range of regional brews at this lively festival that brings together craft breweries and beer enthusiasts along the Illinois River. The atmosphere is upbeat and social, with tastings, food trucks, and live entertainment creating a true festival feel. It’s a great way to experience the growing craft beer scene in central Illinois. Pair the event with riverfront walks or a visit to the Peoria Riverfront Museum. bustdbrewing.com/bustd-beer-bash

Jacksonville Spring Vintage Market

April 18–19 / JACKSONVILLE – This charming vintage market invites visitors to browse antiques, handmade goods, and repurposed décor in a relaxed, small-town setting. The event blends shopping with community spirit, offering food vendors and live music throughout the weekend. It’s perfect for travelers seeking unique finds and a slower pace. Explore Jacksonville’s historic architecture and nearby parks to round out your visit. jacksonvillemainstreet.org

Illinois Marathon Race Weekend

April 23–25 / CHAMPAIGN-URBANA – One of the Midwest’s premier running events features multiple race distances set across the University of Illinois campus and surrounding communities. The energy is high as runners and spectators come together for a weekend of competition and celebration. The flat, scenic course and enthusiastic crowds make it a standout event for participants and visitors alike. Enjoy campus attractions, dining, and cultural venues during your stay. illinoismarathon.com

Chicago Rum Festival

April 25 / CHICAGO – This spirited tasting event showcases premium rums from around the world in a lively, upscale setting. Attendees can sample, learn from industry experts, and enjoy a festive social atmosphere. The event blends education with entertainment, making it appealing to both enthusiasts and curious newcomers. Extend your evening with Chicago’s vibrant nightlife and dining scene. chicagorumfest.com

Tulip Festival Preview Weekend

April 25–26 / MOUNT VERNON – Get an early look at blooming tulips during this colorful preview weekend at Cedarhurst Center for the Arts. Visitors can stroll through vibrant displays while enjoying art installations and peaceful outdoor spaces. The atmosphere is relaxed and visually stunning, perfect for a spring outing. Combine your visit with local galleries and southern Illinois attractions. kuipersfamilyfarm.com

Rockford City Market Spring Kickoff

April 25 / ROCKFORD – Celebrate the return of outdoor markets with this lively kickoff event featuring local vendors, food trucks, and live entertainment. The atmosphere is energetic and community-focused, drawing visitors and locals alike to downtown Rockford. It’s a great way to experience the city’s growing arts and food scene. Nearby attractions include the Anderson Japanese Gardens and riverfront paths. rockfordcitymarket.com

Southern Illinois Wine Trail Spring Festival

April 25–26 / CARBONDALE – Explore the rolling hills of southern Illinois while sampling wines from multiple vineyards during this popular trail-wide festival. Each stop offers tastings, live music, and scenic vineyard views that capture the essence of the region. The relaxed pace encourages visitors to linger and enjoy the experience. Pair the event with hiking in Shawnee National Forest for a complete getaway. southernmostillinois.com/events

Mayfest Chicago (Preview Events)

April 30 / CHICAGO – Kick off festival season with early Mayfest celebrations featuring live music, food vendors, and neighborhood energy in Lincoln Park. The atmosphere is lively and festive, offering a preview of Chicago’s renowned summer street festivals. Visitors can enjoy local flavors and entertainment in a walkable urban setting. Pair the event with lakefront views and nearby cultural attractions. mayfestchicago.com

Springfield Old Capitol Art Fair Preview Events

May 16-17 – SPRINGFIELD – Early spring programming around the historic Old State Capitol includes art displays, gallery openings, and seasonal markets showcasing Illinois artists. Visitors can browse handcrafted works while exploring downtown Springfield’s preserved architecture. The area’s cafés, boutiques, and Lincoln landmarks make this a rewarding cultural stop. springfieldoldcapitolartfair.org