Kristin Cavallari & Jay Cutler: Back To Chicago

Kristin Cavallari and her boyfriend Jay Cutler were spotted catching a flight at LAX airport in Los Angeles, CA. These two are always flying back and forth from LA to Chicago.. oh, the lives of jet setters!

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Kristin Cavallari & Jay Cutler At Spanish Kitchen

Out for another day as they continue their west coast romance, Kristin Cavallari kicked off the weekend alongside Jay Cutler in Los Angeles, CA on Friday evening (January 28).

The former "Hills" hottie and her quarterback beau spent time drinking at the bar at the Spanish Kitchen Restaurant before splitting up upon hitting the exit en route to their nearby ride.

Credit: Celebrity Gossip

Kristin Cavallari and Jay Cutler At The Grove LA

Looking to spend up some of their hard-earned cash, Kristin Cavallari and Jay Cutler were spotted shopping in Los Angeles yesterday (January 26).

The “Laguna Beach” babe and her Chicago Bears beau looked to be enjoying themselves as they browsed the shops at The Grove.

Credit: Celebrity Gossip

Kristin Cavallari: I'm in Love With Jay Cutler

Kristin Cavallari may be spending time in the Windy City, but her relationship with Chicago Bears quarterback Jay Cutler is far from gusty.

"I'm in love," she told PEOPLE Saturday night at Las Vegas's The Bank Nightclub while celebrating her 24th birthday.

Sadly, the object of her affection wasn't by her side. He has an excuse though – his team is in the NFL playoffs and played (and won) Sunday against the Seattle Seahawks.

"I want to be there," she said. "I'm bummed that I'm not there and he's not here."

Cutler, however, was there in spirit, and sent a large bouquet of pink flowers to her VIP table at the nightclub.

"Things are really good," Cavallari continued. "I'm just enjoying my personal life and taking a little time away from the public eye, which is why Chicago is great for me. My mom and that whole side of the family is there. And Jay is there. It's nice to be able to hang out with my mom, and, you know, I'm in love and it's been great."

Credit: People

Kristin Cavallari Supports The Bears At Goal Bar

Unable to make the trip to the midwest, Kristin Cavallari instead opted to cheer on boyfriend Jay Cutler from the comforts of West Hollywood sports bar Goal on Sunday afternoon (December 12).

Rocking a Chicago Bears top with denim short-shorts, the former "Hills" star was spotted puffing on a cigarette while joking with friends during a break in the game day action.

Not being treated to the outcome in which she hoped for, Miss Cavallari left disappointed after her man's team was blown out by the New England Patriots.

After falling behind by a score of 33-0 at halftime, Cutler and his squad lost the snow-plagued matchup in the Windy City by a tally of 36-7.

Credit: Celebrity Gossip

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