Swift put her toned tummy on display in a black velvet cut-out dress, sporting her signature red pout and a sleek bob. She completed her look with a pair of rose gold Nicholas Kirkwood Casati T Bar Sandals ($695) and an Etro cross body bag ($2,000).
Hiddleston, 35, looked dapper in a blue button-down shirt, also by Etro. The King Kong: Skull Island actor paired it with navy J Brand jeans, gray suede shoes and trendy glasses.
An eyewitness told ET that the duo "seemed happy" and were "laughing, touching [and] holding hands."
"They were both smiling a lot," the eyewitness added. "He kissed her at the table."
Meanwhile in Chicago, Swift was the topic of discussion during Kanye West's surprise appearance at Drake's Summer Sixteen Tour concert. Onstage, the rapper addressed his feud with Swift, saying, "I am so glad my wife has Snapchat."