Just My Luck, Irish Wish, and 7 Lindsay Lohan romantic comedies, ranked

That girl was a one time teenage rom-com queen... and she still is!

2024 Vanity Fair Oscar Party Hosted By Radhika Jones - Arrivals
2024 Vanity Fair Oscar Party Hosted By Radhika Jones - Arrivals / Amy Sussman/GettyImages

Since she was just a child, Lindsay Lohan has been lighting up screens both big and small. Whether it's in her film debut in The Parent Trap or her fan-favorite roles in the television movies Life Size and Get a Clue, Lohan has been a central figure in the childhoods of millions of millennials worldwide.

Following a string of iconic movies with Disney, a pair of studio albums, and a foray into more adult roles, Lohan's back in the spotlight in a big way thanks to a pair of Netflix original romantic comedies. Falling for Christmas and Irish Wish have officially relaunched the star we all adore.

But what are the best Lindsay Lohan romantic comedies so far? From her latest Netflix efforts to her earliest roles as a teen rom-com queen, we're going through the archives to celebrate, uplift, and reminisce all things Lohan. Here are seven of her top romantic comedies ranked from worst to best!

7. Labor Pains

  • Release Year: 2009
  • Directed By: Lara Shapiro
  • Starring: Lindsay Lohan, Luke Kirby, Chris Parnell, Bridgit Mendler, Cheryl Hines, Kevin Covais
  • Where to Watch: Hulu, Peacock, Roku Channel

Back in 2009, Lohan's personal life was still a bit chaotic, but that didn't stop her from doing what she does best onscreen. She headlined the romantic comedy Labor Pains as Thea Clayhill, a publisher's secretary who pretends to be pregnant in order to save her job. From then on, she must fake her pregnancy to maintain the ruse and keep her position.

Labor Pains skipped a theatrical release and premiered on ABC Family (currently known as Freeform). Unfortunately, the movie wasn't well-received by critics and holds a rare but nonetheless impressive 0% rating on Rotten Tomatoes. For that reason, it ranks lowest in the ranking of Lohan's rom-coms, but it's still worth the watch for diehard fans.

6. Irish Wish

Irish Wish, (L to R) Ed Speleers as James Thomas, Elizabeth Tan as Emma Taylor, Lindsay Lohan as Maddie Kelly, Ayesha Curry as Heather, Alexander Vlahos as Paul Kennedy. Cr. Patrick Redmond / Netflix © 2024 /
  • Release Year: 2024
  • Directed By: Janeen Damian
  • Starring: Lindsay Lohan, Ed Speelers, Alexander Vlahos, Ayesha Curry, Elizabeth Tan, Jacinta Mulcahy, Jane Seymour
  • Where to Watch: Netflix

Lohan's newest role and her second of three Netflix original movies (Our Little Secret is in the way for the 2024 holiday season), Irish Wish became an instant smash upon its timely release on St. Patrick's Day weekend. The movie's a bit of a My Best Friend's Wedding situation, as Lohan's character Maddie panics as her crush is set to marry her best friend. She makes a wish while in Ireland for the wedding celebration that changes her path in a surprising way.

All eyes were on Lindsay Lohan when Irish Wish was released. There's excitement every time she releases a new project because her fans really want to see her succeed. In spite of mixed to negative reviews that claimed the story was nonsensical and the dialogue could have been written by robots, there's something super comforting and cozy about a through-and-through romantic comedy. It might not have been her best one, but Irish Wish still has a solid place in the ranking.

5. Confessions of a Teenage Drama Queen

  • Release Year: 2004
  • Directed By: Sara Sugarman
  • Starring: Lindsay Lohan, Adam Garcia, Glenne Headly, Alison Pill, Carol Kane, Megan Fox, Eli Marienthal
  • Where to Watch: Disney+

You're likely thinking, "Wait, how is Confessions of a Teenage Drama considered a romantic comedy?" And you're right to question its placement on the list, but the Disney teen movie has both romance and comedy, so therefore it's a romantic comedy... even if it's not a rom-com in the most traditional sense of the genre.

Lohan plays an ambitious aspiring actress moving to the New Jersey suburbs from NYC. She tells her new friends little white lies about her life and crushes on her favorite rock star. It's a true underrated masterpiece in Lohan's filmography, and a subtly deep rumination on what it's like to come of age as a pop culture-obsessed kid who's also a bit dramatic.

4. Falling for Christmas

Falling for Christmas
Falling for Christmas (L-R) Lindsay Lohan as Sierra, Chord Overstreet as Jake in Untitled Holiday Romcom. Cr. Scott Everett White/Netflix © 2021 /
  • Release Year: 2022
  • Directed By: Janeen Damian
  • Starring: Lindsay Lohan, Chord Overstreet, George Young, Jack Wagner, Olivia Perez, Alejandra Flores, Aliana Lohan
  • Where to Watch: Netflix

The true comeback of all comebacks, Falling for Christmas found Lohan returning to the strongest heights of her A game as a performer. For her first collaboration with Netflix, she reminded the world of her talents and why she's Lindsay freaking Lohan. For all of her years in the industry as a child and then teen star, she had never done a Christmas movie. Well, what better way to reintroduce yourself into the mainstream than with a Christmas romantic comedy?

Lohan stars as Sierra Belmont, an heiress to a hotel empire, as she loses her memory in a skiing accident. In the aftermath, she forgets who she is and becomes disconnected from her own reality when she's taken in by a lodge owner and his daughter. Sierra becomes a new version of herself and, of course, finds love during Christmastime. Falling for Christmas was well-received, with Lohan's performance receiving the highest marks of all. The beginning of the Lohan-aissance!

3. Freaky Friday

Jamie Lee Curtis, Lindsay Lohan
Jamie Lee Curtis, Lindsay Lohan / Carlo Allegri/GettyImages
  • Release Year: 2003
  • Directed By: Mark Waters
  • Starring: Jamie Lee Curtis, Lindsay Lohan, Harold Gould, Chad Michael Murray, Mark Harmon, Ryan Malgarini, Stephen Tobolowsky, Julie Gonzalo, Willie Garson, Christina Vidal
  • Where to Watch: Disney+

Again, a Disney family/teen comedy that's likely raising eyebrows as a romantic comedy. Really, the "romance" at the heart of the movie is that between mother and daughter. Freaky Friday, the body-swap comedy and Lohan's second remake of a classic Disney movie, teamed Lohan up with Jamie Lee Curtis as they switched places and walked a mile in each other's shoes, as they say.

Lohan's character, another aspiring musician, had a love interest in One Tree Hill heartthrob Chad Michael Murray. He definitely had us all swooning in the early aughts (and still to this day). We could perhaps see their romance back in action, since Lohan and Curtis have been teasing a sequel since 2023. Disney confirmed that a sequel is the works, and Lohan most recently teased the project. This will be the first of Lohan's movies to have a sequel that she's in. How exciting!

2. Just My Luck

  • Release Year: 2006
  • Directed By: Donald Petrie
  • Starring: Lindsay Lohan, Chris Pine, McFly, Faizon Love, Samaire Armstrong, Bree Turner, Missi Pyle, Makenzie Vega, Tovah Feldsuh, Jaqueline Fleming, Chris Carmack, Carlos Ponce
  • Where to Watch: Hulu

Maybe Just My Luck was too ahead of its time for some people because there was no reason for it to flop at the box office and be hated on so much by critics. Whatever happened to fun?! The romantic comedy stars Lohan as a PR associate with great luck and Chris Pine as a janitor with seemingly awful luck. When the pair kiss at a party, their fortunes reverse. All in all, it's the perfect setup for a rom-com and had all of the ingredients to be a success. Well, there's still time!

Just My Luck was written by I. Marlene King (Pretty Little Liars) and Amy B. Harris (Sex and the City) and directed by Donald Petrie (Mystic Pizza, Miss Congeniality, How to Lose a Guy in 10 Days). Not to mention, the movie has a pair of amazing leads in Lohan and Pine. With better promotion and a better release date, the movie could have prospered. Thankfully, it's still readily available to stream online, paving the way for a resurgence in popularity all these years later.

1. Mean Girls

Lindsay Lohan
"Mean Girls" New York Premiere / John Lamparski/GettyImages
  • Release Year: 2004
  • Directed By: Mark Waters
  • Starring: Lindsay Lohan, Rachel McAdams, Lacey Chabert, Amanda Seyfried, Lizzy Caplan, Daniel Franzese, Jonathan Bennett, Tina Fey, Tim Meadows, Amy Poehler, Ana Gasteyer, Neil Flynn
  • Where to Watch: Paramount+

Could any other Lindsay Lohan movie other than Mean Girls top the list? Again, the tried and true teen classic maybe isn't the most traditional romantic comedy, but there's romance and comedy to spare. You could argue that apart from the actual romances in the movie between Cady and Aaron and other characters, the central romance of the movie is the complicated nature of female friendship in the formative and volatile adolescent years.

The impact of Mean Girls can't be understated. Tina Fey wrote the movie, then wrote the book for the Broadway musical, then again wrote the movie based on the Broadway musical. For those who don't know, Lohan makes a cameo appearance in the musical remake during the mathlete competition scene as its host. She deserved to have her moment celebrating the movie's legacy with the world 20 years later, and two decades later, it's still the queen bee of teen rom-coms.

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