The 29-year-old designer and 33-year-old NFL star marked the occasion with a night on the town. Cavallari gave fans a glimpse by sharing a photo from the back of their car on Instagram.
"Happy anniversary to my man! I truly love him more and more everyday and there's no one else I would rather be on this wild ride with #Sober #JayDoingHisBestBlueSteel," she captioned the picture.
The former Hills star and the Chicago Bears quarterback married in Nashville, Tenn., on June 8, 2013. The couple share three children: 3-year-old son Camden, 2-year-old son Jax and 6-month-old daughter Saylor.
Cavallari described Cutler as a "very involved" and "hands-on" dad while speaking to Michigan Avenue magazine in 2014. The designer recently told E! her ideal date would start as a family day and end with a simple night out with her husband.
"[I would] start by playing cornhole in our backyard during the day with the kids running around. We're super competitive," she shared. "Then, get dressed up and go to dinner at a good Italian spot and eat pasta and drink wine."
"The conversation and energy would be light and fun," the star added. "And we would be flirty and hold hands."
Cavallari came to fame on MTV series Laguna Beach and The Hills and has since designed several fashion collections, including for Chinese Laundry. She released her first book, Balancing in Heels, in March.