Gate-side Fannie May fix at Chicago Midway
This Fannie May sits inside Midway’s Main Terminal, post-security, so you can grab chocolate after TSA instead of hauling it from the city. It’s a small storefront, easy to spot near other food and retail stands, and it focuses on boxed candy, individual pieces, and travel-friendly gifts.
You’ll see the famous Mint Meltaways and Pixies front and center, with gift boxes typically in the $15–$30 range depending on size. There are also smaller grab-and-go bags around the $8–$12 mark that fit easily in a backpack or under-seat carry-on, so you’re not stuck juggling a giant souvenir bag through boarding.
Pricing at this Midway location usually runs a bit higher than a downtown Chicago Fannie May shop, but not by airport-luxury standards. Seasonal specials and limited flavors rotate through the display case, so you can snag holiday tins or Chicago-themed boxes that pack flat in a roller bag without crushing.
It’s open through most of the daily flight bank, roughly from early morning departures into the late evening, which covers the bulk of Southwest’s schedule at MDW. Staff box items quickly and tape them well, so chocolates tend to survive a connection through another airport or a long haul home.
Tip: If you’re buying gifts for multiple people, grab one larger mixed assortment box instead of several small ones; it’s cheaper per piece and easier to stow under the seat during boarding at Midway’s often-crowded gates.