I live in Plainfield and I think this would be a good place for you to check out. They list what heirlooms they carry. Hope you find what you want!
http://www.schaefergreenhouses.com/garden_product/vegetables_herb.html

Stephanie

Clovers is a good bet for heirloom vegetables and annuals - they're not a brick and mortar establishment. They're located around Chicagoland in portable greenhouse tents oftentimes located in and around shopping centers and closeup after Halloween. But their prices are reasonable with friendly staff and they take very good care of their stock throughout the entire season.

For free heirlooms there is also Lindalana's big plant swap in Skokie every Memorial Day weekend. Check out the winter sowing forum for more information.

Between Clovers and lindalana's that's where I got most of my heirloom vegetables this year.

We do live in Norwood Park Chicago. We do grow our own heirlooms since couple of years. We are family owned family ran urban garden. We provide microgreens and tomatoes and few other goodies, sustainably in our community. If anyone interested buying heirloom tomatoes or tomato plants lets connect. westeastherbgardens@gmail.com

I live near the Roscoe Village area in downtown Chicago and have started my own shop specifically for this. Check out Windy City Tomatoes at www.windycitytomatoes.com

Hey Platys! We'll be hand-delivering vegetable plants and herbs to the Chicago Market starting in a few weeks. We don't have the products online yet, but check back around mid-April or contact our Customer Service team via chat, email or phone (607-288-2975) to have them send you an email when the tomato plants you are interested in are in-stock.

We did get some of the Brandywine variety in, as well as the Orange Strawberry Oxheart! The vegetable plants are all going quick though, just like last year. Just in case these are sold out, here's all the varieties we have available: https://www.shrubbucket.com/collections/2021-victory-garden-tomatoes