Chicago's stunning architecture, world-class food, and undeniable Midwestern charm make it one of America's most captivating cities — but the most unforgettable proposals happen away from the tourist crowds. At Amorati, we believe the perfect moment deserves an intimate, distraction-free backdrop. From the hidden tranquility of the Alfred Caldwell Lily Pool to a private wooden boat gliding through the city's iconic architectural canyons at twilight, discover four spectacular, deeply private locations in Chicago where you can ask the biggest question of your life.