Best movies like Taking Chances

A unique, carefully handpicked, selection of the best movies like Taking Chances Starring Justin Long, Emmanuelle Chriqui, Rob Corddry, Keir O'Donnell, and more. If you liked Taking Chances then you may also like: Unmade Beds, Watch It, Win a Date with Tad Hamilton!, Old Fashioned, Jersey Girl and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

When he discovers that an Indian casino is about to be built over the town's historic battlefield, Chase Revere, the self-appointed protector of a small town's rather meager place in American history, joins forces with sexy but dangerous town siren Lucy Shanks to launch an all-out offensive against the project - earning the wrath of the entire town.

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Know any good movies to watch like Taking Chances 2009. With a similar plot or stoyline. Suggest it.

Unmade Beds

Axl wants to find his long-lost father and rediscover his past. Vera just wants to forget hers as she tries to move on from heartbreak. Their stories come together in the melting-pot of 21st century London.

6.0 / 10 1993 Comedy
suggested by: creator

Watch It

Mike, Danny, and Rick are grown men who share a house in Chicago. They take on a fourth house mate, John, who is Mike's estranged first cousin. John's welcome to the house is crowned by his introduction to a game of perpetual pranks called "Watch it!" When not playing pranks on each other, the three men spend their time womanizing, avoiding commitment, treating women badly, and talking about women in the coarsest terms. John, somewhat of a drifter with a fear of commitment, is nonetheless a man apart from this trio of feckless cowards. He takes a shine to Anne, recently jilted by his cousin Mike. Meanwhile, Rick is doing his best to ruin a promising relationship with the fetching and sincere Ellen. How Annie, Ellen, Rick, Mike, and John sort out (or fail to sort out) their social lives becomes the focus of the movie.

Win a Date with Tad Hamilton!

A small-town girl wins a date with a Hollywood star through a contest. When the date goes better than expected, a love triangle forms between the girl, the celebrity, and the girl's best friend.

Old Fashioned

A reformed frat boy opens an antique store in a college town and falls for the free-spirited girl who moves into the apartment above his shop. In time, this unlikely pair fall into a traditional courtship.

Jersey Girl

A working girl from New Jersey looks for love with a fast-lane Manhattan salesman from Queens.

Just Add Water

An offbeat romantic comedy about a decent guy, Ray Tuckby, with a dead-end life in the dead-end town of Trona, CA. After encouragement from a stranger whom he happens upon, Ray begins to dream again. He sheds the parasites in his life, musters the nerve to pursue his childhood love, and finally takes back his community by toppling the local teenage Meth-baron.

Flirting with Forty

A divorcee has a passionate affair with a much younger surfing instructor in Hawaii.

Crush

Three 40-something women in a small English town meet weekly for a ritual of gin, cigarettes, and sweets -- and swapped stories arguing which of them has the most pathetic love life. Kate is headmistress at the local school; her best friends are the town's police chief and a cynical, thrice-divorced doctor.

Denial

Couples split up after a comment at an LA dinner party sets up arguments about how truthful partners are in their relationships.

Doc Hollywood

After leaving Washington D.C. hospital, plastic surgeon Ben Stone heads for California, where a lucrative practice in Beverly Hills awaits. After a car accident, he's sentenced to perform as the community's general practitioner.

Children on Their Birthdays

Havoc is created in a small Southern community when a 12-year-old shows up, causing a couple 13-year-old friends to fall in love with her, thus possibly jeopardizing their friendship.

The Gay Deceivers

Two men try to avoid military service by pretending to be gay, but they must act the part when the recruiting officer doesn't buy it.

If Lucy Fell

Joe and Lucy are roommates and best friends. Lucy, whose love life is embarrassingly dull, convinces Joe, who is infatuated with a neighbor he's never met, that if they don't have stable romances within a month, they must jump off the Brooklyn Bridge.

Cemetery Junction

In 1970s England, three blue-collar friends spend their days joking, drinking, fighting and chasing girls. Freddie wants to leave their working-class world but cool, charismatic Bruce and lovable loser Snork are happy with life the way it is. When Freddie gets a new job as a door-to-door salesman and bumps into his old school sweetheart Julie, the gang are forced to make choices that will change their lives for ever.

Winter Break

Viscerally experience a "year off" in Aspen, Colorado with a group of recent college grads who have elected to defer graduate school and career opportunities to ski, snow-board, climb, party, fall in love and basically live life to its absolute fullest out in this spectacular mountain town.

Casino Jack

Based on a true story, a hot shot Washington DC lobbyist and his protégé go down hard as their schemes to peddle influence lead to corruption and murder.

Heavy Petting

Charlie thinks he's met the perfect woman, but in order to be with her, he must first get past her dog. Just when he thinks all is lost, he realizes that he loves the dog too! Now he must do everything he can to keep them both.

Listen to Me

It was the best time of their lives. A kid from Oklahoma. An immigrant's daughter. A senator's son, a society girl, and a college professor with a dream. They had one thing in common...the will to win. A group of college debaters learn about the world, friendships, love, dreams and family.

Lovelife

Lovelife is a 1997 romantic comedy film written and directed by Jon Harmon Feldman. The ensemble cast includes Matt Letscher, Sherilyn Fenn, Saffron Burrows, Carla Gugino, Bruce Davison, Jon Tenney and Peter Krause. Lovelife was nominated for a Feature Film Award at the 1997 Austin Film Festival, and won an Audience Award at the Los Angeles Independent Film Festival. The film was winner of the screenplay award at the L.A. Indie fest.

Minnie and Moskowitz

Depressed and jaded after being dumped by her married boyfriend, aging beauty Minnie Moore wonders if she'll ever find love. After shaggy-haired parking lot attendant Seymour Moskowitz comes to her defense from an angry and rebuffed blind date, he falls hopelessly in love with her despite their myriad differences. Minnie reluctantly agrees to a date with Moskowitz, and, slowly but surely, an unlikely romance blossoms between the two.

Mutual Appreciation

Alan is a musician who leaves a busted-up band for New York, and a new musical voyage. He tries to stay focused and fends off all manner of distractions, including the attraction to his good friend's girlfriend.

Ellie Parker

Ellie Parker, an aspiring actress from Australia, lives a hectic Hollywood lifestyle, perpetually trying to land the role that will elevate her career. Living with her lothario musician boyfriend, Justin, Ellie is far from happy, finding support primarily from her friend Sam. But when Ellie meets Chris after a minor traffic accident, she sees new potential for both romance and her life in general.

Confessions of a Sociopathic Social Climber

Social satire based on the best-seller by Adele Lang humorously chronicles the life of Katya Livingston, a self-centered, obnoxious and conceited 28-year-old ad sales exec who won't let anything or anyone stand in her way in getting to the top of the San Francisco social ladder.

I Can't Think Straight

Tala, a London-based Palestinian, is preparing for her elaborate Middle Eastern wedding when she meets Leyla, a young British Indian woman who is dating her best friend. Spirited Christian Tala and shy Muslim Leyla could not be more different from each other, but the attraction is immediate and goes deeper than friendship. But Tala is not ready to accept the implications of the choice her heart has made for her and escapes back to Jordan, while Leyla tries to move on with her new-found life, to the shock of her tradition-loving parents. As Tala's wedding day approaches, simmering tensions come to boiling point and the pressure mounts for Tala to be true to herself.

Poor White Trash

Mike and Lenny are two buddies who dream of getting out of the trailer park. Out of desperation they resort to burglary as a means of financing Mike's college education. Their dream is jeopardized one summer day when their ploy to shoplift Near Beer begins a crime spree and a series of mishaps during which they are threatened with jail.

The Boys

Every Monday evening, at the arena, eleven men get together to lovingly put on the jersey of the Boys, the hockey team of a "garage" league to which they belong. As Stan, their revered trainer, would affectionately say, they have the "puck" tattooed on their hearts. It doesn't matter if they are lawyers, policemen, mechanics or unemployed, as soon as they enter the locker room, everyone forgets their age, their work and their problems.

American Beach House

What happens when six lucky strangers, three handsome young guys and three beautiful sexy young women, from all over the world, win a random contest-- an all expenses paid trip to an amazing beach house in glamorous Malibu, California, thanks to a big Internet company--only to discover they have to share it with each other.

100 Women

A young man returns to his ex-girlfriend and true love to discover the source of her increasing depression. As the young man earnestly tries to help his girlfriend through her troubles, their love begins to bloom.

Higher Education

A naive young man from the countryside moves to the big city to study art. Soon he has some strange experiences: His roommate turns out to be the bodyguard-protected son of a mafia boss, his fellow student is desperate to initiate him into love, and his attractive art professor also seems to have it in for him.

Some Girl

Inexperienced in love and living in Los Angeles, aspiring actress Claire longs to find that special someone. Unfortunately, she couldn't pick a more undeserving guy when she starts a relationship with womanizer Chad. Although her friend April warns her about him, it's not as if April doesn't have problems of her own -- namely a chronic inability to stay faithful to her longtime boyfriend, Neal.

Hairshirt

A self-obsessed man runs through one woman after another in this screwball comedy. One of his rejected former lovers decides to take it upon herself to see to it that he never develops another relationship.

Soggy Bottom, U.S.A.

In a small Southern town, the local sheriff tries to keep everything peaceful and under control.

3 Days of Normal

3 Days of Normal follows the story of straight-laced deputy Bill Morgan who is quite content literally living within the quaint boundaries of Washington, New Hampshire. Bill’s stable and rather uneventful life is thrown for a loop when he finds and arrests a woman, Nikki Gold, passed out in her car from inebriation. Unbeknownst to him, the woman happens to be a popular movie actress longing for some normalcy in her hectic life.

Perfect Opposites

The story of two college graduates from the Midwest who move to Los Angeles, where their love is tested for the first time.

Meet Prince Charming

Jonathan 'Jack' Harris is a waiter, who hopes to start a newspaper called The Tribeca Times, after the part of Manhattan where he lives, and while struggling to find advertisers and stories decides to do one on Internet dating services, so he joins one and seems to have found a great match, maybe even a soul-mate. He doesn't know it's actually his apartment block neighbor, 29-year old magazine editor Samantha Feld -who only rolled into the thing because her friend and co-worker Jen thinks she needs a man and threw a party at Samantha's place- with whom he clashed from the start in daily life as they consider each-other noisy and inconsiderate. Yet, when they meet after e-mail bliss together and nothing but failed dates with others...

Chasing Destiny

A repossession agent falls in love with a woman whose father is high on his list of priority accounts.

The Wedding Chapel

Uninspired and newly single painter Sara is down on her luck and wants nothing more than to get away from her problems. When she decides to take a trip to visit her mom, she becomes involved in the efforts to save a local church which is in danger of closing down.

How the Garcia Girls Spent Their Summer

Three generations of women in a Mexican American family experience sexual awakenings over the course of a summer.

A Christmas in Vermont

Riley Thomas is sent by her profit-obsessed boss to shut down one of the company’s holdings, a small outerwear company in Vermont, for missing profit targets. Riley finds that the company is the lifeblood of a town and, instead of closing down the iconic firm, she unexpectedly falls in love and learns valuable lessons beyond the bottom line.

3.7 / 10 2010 Comedy
suggested by: user7397049ni28

The Penthouse

Girl trouble starts when a man and two good buddies becomes roommates.

My Sassy Girl

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

5.9 / 10 2009 Comedy Romance
suggested by: SparklingSwan

Splinterheads

SPLINTERHEADS introduces Thomas Middleditch as Justin Frost, a twenty-something slacker whose “thing” is that he has no “thing” at all. When a small-time carnival rolls into town, he meets Galaxy (Rachael Taylor), a gorgeous con artist, or “splinterhead,” who has more “things” going for her than anyone he has ever met.

April's Shower

April's Shower begins with a group of people gathered for a wedding shower for April. At first, it seems to be a normal gathering for such an occasion but, as time goes on, secrets and stories begin to be revealed. Alex is a chef and a maid of honor at April's wedding. She ultimately reveals her true feelings which ends up taking an effect on everybody at the shower.

The Republic of Two

An honest examination of the funny, sexy, turbulent and beautiful high-stakes game of heterosexual cohabitation. Tim wants to be a doctor. Caroline doesn't quite know what she wants. They both know their love is real, but can that love endure a town full of possibilities and temptation?

What Boys Like

Things get crazy fro three groomsmen who make a bet on their way to their best friend's wedding. Can the dedicated swinger resist the ultimate temptation and remain celibate during the hottest weekend on his life? Can the serial monogamist actually go through with his first one night stand? It's up to the stunning bridesmaids who are ready for little misadventures of their own in their wedding that brings new meaning to the words LOVE, HoNOR and OBEY.

Monkey Warfare

Two ex-revolutionaries living underground have their lives turned upside down by a sexy young radical who goes from smashing SUVs to fighting gentrification with firebombs.

Fairfield Road

Noah McManus is leaving his job with the Boston mayor's office for a dream gig in Washington, D.C. But in a single day, he finds out his new boss in Washington can no longer employ him and that his girlfriend has been cheating on him. Devastated, Noah travels to a quaint Cape Cod town and unexpectedly finds himself at home.

Just a Dream

Film crew arrives in a small town in Nevada desert. Ends up changing the life of a 12-year-old kid and a friend of his, a movie lover.

Hollywood Dirt

Hollywood arrives in force to Quincy, the small town where the secret Crown Cola billionaire's live. They want to film about the billionaire's and how they made their fortunes. Summer Jenkins, who was the town pariah, joins forces with the scout, Ben, and finds filming locations, extras, lessons with the town officials and house owners, etc. When Cole Masten arrives, they hate each other, but sparks fly. Cole is running from a nasty divorce, yet is captivated by Summer. Summer is dying to leave town to get away from the gossip. This is a great story about Southern customs, a Southern girl, and a Hollywood star who finds his lady.

Growing the Big One

A radio talk-show host inherits her grandpa's pumpkin farm. When she loses her job, she's forced to take over the farm and host a new 'green' program. To keep the farm and pay off the mortgage, she hopes to win the pumpkin-growing contest.

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