Yet, the US city is now playing host to Prince Harry's soon-to-be bride, though she is aiming to keep the visit as secret as possible.
It's clear that the date went well, given the fact that Harry and Meghan are now engaged to be married.
"I think she'll bolt".
In a tweet sent out on April 13, the royal household revealed that Prince Harry and Meghan Markle have chosen to use the same photographer who took their official engagement photos at Frogmore House in December of a year ago.
According to TMZ, Meghan entered the VFS Global UK Visa Application Centre in Chicago Thursday to finalize her application after she landed in the city.
Meghan Markle and Prince Harry's relationship is the result of some happy serendipity.
Rosie Ginday, born in the United Kingdom to Punjabi parents, is among 1,200 members of the public to be invited to the royal wedding on May 19 in recognition of the impact they make in their community.
Man City crowned 2017-18 Premier League champions
They can surpass Chelsea's Premier League record of 30 (2016-17) by winning three of their remaining five fixtures. Wins over West Ham and Southampton would give them 50, and have Pep's men holding yet another record.
Meghan's older half-siblings, Thomas Markle Jr and Samantha Markle, have reportedly not been invited.
Britain's Prince Harry and his American fiancee Meghan Markle have chosen New York-based fashion photographer Alexi Lubomirski as the photographer for their wedding next month, the prince's office announced.
And Mr Fitzwilliams said Harry and Meghan are unlikely to be under obligation to invite Pippa - or any expected guest for that matter. The actual British royal wedding will happen on May 19.
He said: "The emphasis is on those they want to ask and those they know".
Germaine Greer says Meghan Markle will "bolt" when the reality of life as a royal sinks in.
The designer, who has luxury boutiques in London, Bath, Leeds and Edinburgh, went on to say that she thinks Markle will have a "beaded skirt that'll be attached at the waist, but will come very wide away from the body", adding that it'll "go right round into a huge train at the back, so when she walks you've got this handsome silhouette of her really slim body".