By Roaming Vow Film Co. — an elopement & wedding photography + videography team, wherever you roam

Chicago might be the most versatile portrait city in the country. In a single afternoon you can go from a glassy lakefront with the skyline stacked behind you, to a hidden garden with a waterfall, to a moody downtown alley full of brick and neon. Whether you're planning an engagement session, a couples shoot "just because," or bridal portraits in your gown, the city gives you range most places can't touch.

Below are our favorites for couples and bridal sessions, grouped by the feeling you're after, with a note on each about light, timing, and crowds. And because Chicago quietly requires photo permits at a lot of its best locations, there's a rundown of that at the end. Read it before you fall in love with a spot.