As summer approaches, so does Chicago's concert season. This warm weather invites fun nights at Soldier Field and the United Center, as well as an iconic weekend spent at Windy City Smokeout trying new foods and listening to your favorite live music with the people you love.
This summer in Chicago alone, artists such as Morgan Wallen, Megan Moroney, and Jordan Davis are performing, along with the many talented musicians who are performing at Windy City Smokeout. To take the stress of planning outfits off your shoulders, we’ve compiled a list of Meredith Jaye favorites so you can enjoy these concerts in style.
Morgan Wallen is coming to Soldier Field on Friday, June 19th, and Saturday, June 20th, and the perfect attire for a country concert starts with summer staples. If you are struggling to find the picture-perfect outfit, Meredith Jaye has you covered.
A white embroidered blouse is a timeless option for a country concert. This blouse is flowy, lightweight, and breathable, allowing you to feel comfortable while singing along to your favorite Morgan Wallen songs. Pairing this summery white blouse with a pair of high-rise denim jeans creates the perfect concert look that feels both classic and casual. Complete this outfit with a colorful pair of shoes to add a fun pop of personality to this neutral, classic look.
It’s time to turn on “The Girls” and get ready with your friends because Megan Moroney is performing at the United Center on Tuesday, June 2nd, and Wednesday, June 3rd. Megan’s shows are the perfect time to dress up with your friends for a fun summer night.
This bright blue, long-sleeved denim dress is a timeless summer staple to enjoy live music in. This look features a full button closure in the front as well as dual chest pockets, adding so much personality to this denim classic. Styling this dress with a pair of woven tan cowboy boots enhances the already effortlessly perfect summer outfit. You can dress this outfit up or down by accessorizing it with a variety of chunky belts and gold jewelry that complements the gold buttons featured throughout the dress.
Jordan Davis is performing at the United Center on Sunday, July 12, 2026, which is the perfect excuse to purchase a new summer outfit to celebrate the occasion.
This statement-piece red-and-white gingham maxi dress is a must-have this concert season. This flowy dress provides a relaxed fit while also cinching at the waist to provide a flattering structure. With an adjustable back as well as pockets, this dress is not only stylish but also functional. Pairing this beautiful summer dress with a set of six red-and-white bangles dresses it up for any occasion, especially a summer concert.
Windy City Smokeout is a Chicago tradition that people look forward to all summer long. This four-day music festival takes place July 8th through July 12th and features live country music, barbecue, and summer style in a lively atmosphere right outside the United Center.
This weekend will consist of walking around the venue, trying new foods, and listening to your favorite musicians, making comfort and style equally important. This navy-and-white gingham square-neck top is great for a more fitted style while still being comfortable for the weekend. These high-rise white denim jeans elevate the outfit with their unique front patch-pocket detailing. These items paired together will not only be comfortable but extremely stylish for Windy City Smokeout.
Summer in Chicago means a calendar full of concerts and outfits to go with them. Whether you are heading to Soldier Field, the United Center, or a weekend festival, Meredith Jaye has the perfect pieces to help you feel confident, comfortable, and stylish all season long.
xoxo, Annie (Marketing Summer Intern 2026)
