Kristin Cavallari & Jay Cutler: Red O Restaurant

Kristin Cavallari was spotted arriving to one of her favorite restaurants in Hollywood, Red O. She was with her boyfriend, Jay Cutler, the quarterback for the Chicago Bears.

Credit: X17 Online

Kristin Cavallari: Enjoying Chicago W/ Jay Cutler

Kristin Cavallari is getting comfortable in Chicago – and spending quality time there with her football player beau Jay Cutler.

The reality star sipped on mimosas and nibbled on fries during brunch at Hub51 – then, later, headed for a dinner date at Joe's Seafood, Prime Steak & Stone Crab with her Chicago Bears quarterback beau.

The couple laughed and had great conversation over their filet mignon meal, a source says.

Credit: People

*NOTE: The picture above was taken in NYC on September 13, 2010.

Kristin Cavallari and Jay Cutler: NYC Lunch Date

Not trying to keep their budding romance under wraps, Kristin Cavallari and new boyfriend Jay Cutler were spotted out in New York City on Monday afternoon (September 13).

The former "Hills" hottie and her Chicago Bears QB beau walked alongside one another before having lunch at The Standard Grill - with Miss Cavallari showing a big smile while her man seemed a bit camera shy.

Credit: Celebrity Gossip

Kristin Cavallari Goes Nashville With New Beau

As E! News first reported last week, Kristin Cavallari has sparked a romance with Chicago Bears quarterback Jay Cutler, with whom the former Hills honey went on a first date just last Monday night.

And now we've learned exclusively that the new couple spent Labor Day weekend in Nashville, Tennessee.

A source tells E! that L.A.-based Cavallari met up with the footballer in Chicago, where Cutler had a private jet waiting to fly them to Nashville. Cutler played college football for Vanderbilt University and still has a lot of close friends there.

The pair "had a great time," says a source.

Fans spotted the couple getting cozy Saturday at a downtown Nashville nightspot called Winners.

Cavallari must have had fun, judging by her Twitter, where she tweeted earlier today, "This has been one of the best weekends of my life. Yeehaw!"

Credit: E! Online

Kristin Cavallari Shows Her Bears Pride

She’s always on the go, and yesterday (August 31) Kristin Cavallari was spotted at LAX International Airport.

The former “Laguna Beach” babe looked to be in good spirits as she sported a Chicago Bears football team ballcap and Miu Miu desert suede studded platform slingbacks ($396), sparking even more rumors of a romance with Jay Cutler.

Credit: Celebrity Gossip

Kristin Cavallari: Jay Cutler Romance Rumors

She definitely knows how to work the single scene, and it sounds like Kristin Cavallari has her eyes set on a new flavor of the month.

Sources revealed to Perez Hilton that “The Hills” hottie was spotted getting rather close with Chicago Bears quarterback, Jay Cutler, last night at the Angels and Kings lounge in Chicago, IL.

The sources claim that Ms Cavallari and Mr Cutler “were all over each other, kissing and acting all in love.”

Credit: Celebrity Gossip