Courtesy Kim Kardashian/Instagram (3)

Imma Let You Finish, But Chicago West Is the Cutest Kar-Jenner Kid of All Time: See Photos

Updated on: Dec 5, 2023 4:19 pm·

By Life & Style Staff and Jessica Stopper

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In May 2019, a source confessed to Life & Style that it was a bit of a transition for Chi when Kim and Kanye welcomed their youngest child, Psalm.

“Chicago didn’t really understand that she was going to have another brother until the baby was born,” the source said at the time. “There were some jealousy issues to begin with — she’s used to being the youngest and her parents doting on her, but she’s fine now and is adjusting well.”

However, the youngest siblings have grown extremely close and Kim previously admitted that Chi and Psalm are “best friends for life.”

Keep scrolling to see the cutest photos of Chicago!

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She’s Here!

Chicago made her debut in Auntie Kylie Jenner’s “To Our Daughter” video.

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Baby’s First Selfie

Back in February, Kim shared a mother-daughter selfie with baby Chi. For her first big social media appearance, she wore a white onesie and the pink bear Snapchat filter, because obv.

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Good Morning!

Too precious! Kim shared this bird’s-eye snap of her tiny tot in a polka-dot ensemble last March.

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Brother-Sister Bonding

Saint West, 3, gives his sib a sweet smooth.

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We Have A North Sighting!

North is notorious for not being the biggest fan of her siblings but has come around a bit more the older she gets.

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#SquadGoals

“The Triplets,” Kim captioned this shot of Chi, True, and baby Stormi. So cute!

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The Best Big Bro

Kanye’s mini-me is clearly loving his new role.

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Say Cheese!

Literally could scroll through pics of these two all. Day. Long. You too, Nori.

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This Pic Is ~Incredible~

For Halloween, Kiki dressed her youngest tike as “Jack Jack” from Incredibles 2.

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Kousin Kuties

Chicago and Stormi are totally #twinning on a Hermès blanket while having a sleepover. Oh they fancy, huh?

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Mean Muggin’

She’s already following in her mama’s footsteps and perfecting the art of the duck face. What a natural.

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BRB, Crying.

Is this not the cutest thing you’ve ever seen in your whole life?

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Tummy Time!

Is it just us, or do Chicago and True look alike here? Just us? OK, cool.

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Tuckered Out

They look cozy AF, and honestly, we’re jeal.

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Are… Are They Actually Getting Along?

It’s a good thing Kim caught this chilled out moment, considering these sisters aren’t the best of friends. That said, if they grow up to be anything like their mom and famous aunts, they’ll (eventually) be pals for life.

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What Cha Lookin’ At?

TBH, as cute as this snap is, I’m more curious about what’s to their left.

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Tyra Banks Would Be Proud.

There’s a whole lot of smize ~a.k.a. smiling with the eyes~ going on here.

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So Big!

One is the new 10? Seriously, she’s changed so much in just a few months! Or maybe Chi’s little cousin just makes her look like giant.

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Filters, Filters, Filters!

The Kar-Jenners just love throwing a puppy filter on their little ones every now and then. JK, it’s all the time.

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I Got Chu, True.

They are already best friends, and we cannot handle it.

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Purple Lips, Who Dis?

Honestly, this freaks me out a lil bit.

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So Stylish Already!

Seriously, how does a one-year-old dress better than me?

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Sweet Girl

Chicago is a great traveler and seldom leaves her mom’s side.

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Kim Kardashian Kanye Relationship Timeline

Beach Babies

“I thought taking a pic with three kids was hard OMG this is almost impossible!” Kim joked on Instagram after posting this vacation picture from the Bahamas on August 21.

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Khloe Kardashian Plays in the Sand With True Thompson, Saint West and Chicago West

Fun in the Sun

Khloé Kardashian played in the sand with her daughter, True Thompson, Saint and Chicago during their beachy getaway.

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Khloe Kardashian Plays in the Sand With Saint West and Chicago West

Too Precious

We love Chicago’s fun yellow hat!

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Home on the Range

The family headed to Wyoming for a rustic trip and the kids looked like they had a blast enjoying the great outdoors.

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Yeezy Girl

Chicago looked so big running around her dad’s signature clothing line.

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Chicago West Cutest Moments Kim Kardashian North West Saint West in NYC

Big City Kids

The Kardashian-West family stepped out in NYC in September and Chicago was definitely curious about her new surroundings.

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Chicago West Cutest Moments Kim Kardashian North West in NYC

Peaceful Girl

Chi always looks so chill — Kim is one lucky mom!

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Pretty in Pink

Chi is a fashionista in the making — just like her mama!

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Penelope Disick Gives Chicago West a Piggyback Ride

Cousin Bonding!

Chicago can always lean on her big cousin Penelope Disick — literally.

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Kim Kardashian North West Chicago West Flinstones Costume

Meet the Flintstones

For one her many Halloween costumes in 2019, Chicago dressed up as Pebbles Flintstones, while her big sis was Wilma Flintstones and her mama was Betty Rubble.

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Stylin’!

Chi Chi looked adorable in in trendy white sunglasses. And if we say so ourselves, no one does pigtails better than Chicago.

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Kim Kardashian Shares Sweet Photo of Psalm and Chicago

Snuggles

Chi and her little brother, Psalm, already share the tightest bond!

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chicago west looks adorable in baggy sweatpants and a baggy black denim jacket at the playground

Playtime!

Chicago looked adorable in her ‘fit that she wore to a playground.

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’90s Vibes

Chi definitely channeled some ’90s-era street style with her baggy sweatpants, sneakers and an oversize denim jacket.

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chicago west enjoys an interactive exhibit at the teamlab planets modern art museum in tokyo

Arsty

Chicago went on vacation to Tokyo with her family during Thanksgiving weekend 2019, and enjoyed an interactive TeamLab Planets art exhibition.

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Sibling Love!

On January 9, 2020, Kim shared this “old pic” of Chi Chi and little brother, Psalm, hanging out. “They are getting so big,” the KKW Beauty mogul added, along with a crying emoji.

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Ladies Who Lunch!

Chi and cousin True had a girls’ day with Kim and it looks like they had a blast! We wonder what these two could be chatting about.

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Chicago West Cutest Moments Kim Kardashian Birthday Post

Birthday Girl

Kim posted the most adorable photos of Chicago for her 2nd birthday on January 15. The happy girl looked excited to celebrate her big day.

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Chicago West Cutest Moments Kim Kardashian Birthday Post 2

Lots of Love

“Happy Birthday my sweet baby girl Chicago!!! I can’t believe you are already 2! You bring so much joy into our lives. I love watching you grow every day! My smart, sassy and silly girl! Mommy loves you forever!” Kim gushed about her daughter on Instagram.

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Chicago West's Cutest Photos, January 21

Clowning Around!

On January 20, Kim shared a photo of Chicago after her big sis, North, attempted to do It-inspired clown makeup on her. Unsurprisingly, Chi Chi still looks precious.

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For her second birthday, Chi had a Disney-themed party and channeled Minnie Mouse. How adorable!

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“Baby love,” Kim captioned this heartwarming black-and-white photo of Chicago and her brothers, Saint and Psalm.

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Cousin Love

For Stormi’s birthday, Kim shared a photo of Chi and her niece snuggled up in a Louis Vuitton towel. “Thank you for being the best cousin to my babies,” she wrote to Stormaloo.

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Chicago West's Cutest Moments, February 16

Look at That Smile!

On February 16, Kim shared this darling, zoomed-in Chicago … and obviously, we’re in love! What a little munchkin she is.

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Chicago West Laughs in Black Outfit With Big White Dog

Animal Lover

“My Chi girl loves doggies!!!” Kim captured a series of sweet Instagram photos on February 26.

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Chicago West Laughs in Black Outfit and Hugs Big White Dog

The Sweetest

The dog may be as big as the tot, but she still gave him a big hug.

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Chicago West Laughs in Black Outfit and Pets Big White Dog

Happy Girl

It looks like the Kardashian West family may need to get more pets ASAP.

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Kourtney Kardashian Disposable Photos From Palm Springs

Palm Springs Fun!

Chicago had a blast playing with her older siblings and cousins in the pool during a previous vacation with the Kar-Jenner bunch.

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The Gang’s All Here!

While quarantining, Chicago cozied up with her family to watch a movie. We’re so glad Kim documented the rare moment with a selfie!

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Say Cheese

Chicago happily sat in the middle of her siblings while Kim snapped a family photo on June 10.

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Baby Love

“Snuggles” with “Chi Chi” are the absolute best! Kim enjoyed cuddling up with her precious daughter in cozy new portraits shared on June 16.

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A Quick Kiss

The Skims founder planted a sweet kiss on Chicago’s head while her little one rested peacefully in the second snap.

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dream kardashian true thompson chicago west saint west

Cousin Hangouts!

Uncle Rob Kardashian shared the sweetest photo of Chi hanging out with cousins Dream Kardashian, True Thompson and big bro Sainty. Cuties!

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Princess Chicago

“My baby Chi Chi likes to dress up like a princess every day,” Kim captioned this shot on August 12, 2020.

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Imma Let You Finish, But Chicago West Is the Cutest Kar-Jenner Baby of All Time: See Photos

Pasta, Please!

Is it a rule that every toddler has to take a photo with pasta and sauce all over their face?

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The Next Generation

North and Chicago gives us such Kourtney and Kim vibes.

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An Unbreakable Bond

Their so lucky to have each other.

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The Future!

We can’t wait to watch them grow up — just imagine the red carpet moments to come, y’all.

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Babies of the Family

There’s nothing quite like being the youngest.

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Dream a Little Dream

There’s no doubt Dream is related to Chicago and Saint — just look at those curls.

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Sister-Sister

Our hearts are melting! Chicago and North looked so sweet cuddled up together in July 2022.

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Matching

Kim and Chicago rocked matching black sweats in July 2022.

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Such Love

Kim shared a sweet photo holding a swimsuit-clad Chicago in her arms with the caption, “My baby.”

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Officially Five

“My twin. Happy 5th Birthday. I really can’t believe you’re 5!” proud mom Kim captioned a sweet birthday tribute to her youngest daughter in January 2023. “You are the cuddliest sweetest silliest most independent caring girl in the whole world and I just love you so much!”

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Hello Kitty Party

Chicago celebrated her big day with a Hello Kitty themed birthday party.

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Besties

Chicago showed off her pretty smile as she explored her artistic side during a February 2023 drawing session with cousin True Thompson.

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Chicago West Photos: Cute Pics of Kim Kardashian's Daughter

Chi the Noodlecorn

Kim shared a carousel of photos of Chicago enjoying a bowl of Ramen noodles while wearing a unicorn onesie.

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Dinner of Champions

Noodles usually aren’t paired with a baked potato, but it looks like we’ll have to try it!

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