09/02/2026
🏙️✨ CHI-TOWN & THE OBAMAS ✨🏙️
Chicago, Illinois | May 13–16, 2027
4 Days • 3 Nights of History, Culture, Food & Fun
Chicago is calling—and The Braxton Agency is headed to the Windy City!
Join us for Chi-Town & The Obamas, an unforgettable four-day Chicago getaway combining history and culture with fabulous dining, iconic attractions, shopping, nightlife, and plenty of grown-folks fun.
And yes—EVERYONE is invited! Grab your spouse, significant other, bestie, family members or come solo and meet us in Chicago!
🇺🇸 THE MAIN EVENT: THE OBAMA PRESIDENTIAL CENTER
One of the highlights of our weekend will be experiencing the Obama Presidential Center.
We'll dedicate time to exploring the museum and campus, celebrating the history, legacy and impact of President Barack Obama and First Lady Michelle Obama.
And we're not rushing through it! This is one of the reasons we're going to Chicago, so we're giving this experience the time it deserves.
🏨 OUR CHICAGO HOME
We'll stay at Hotel Riu Plaza Chicago, located just off Chicago's famous Magnificent Mile.
That means shopping, restaurants, cocktails and some of Chicago's most popular attractions will be right at our fingertips.
✨ WEEKEND HIGHLIGHTS
🇺🇸 Obama Presidential Center
🚢 Chicago Architecture River Cruise
📸 Millennium Park & The Bean
🎡 Navy Pier
🛍️ Magnificent Mile
🍽️ Fabulous Chicago dining
🍸 Cocktails & nightlife
🥂 Welcome gathering
💃🏾 Themed evenings
🛍️ Free time to explore Chicago your way
📸 And plenty of Braxton Agency group-photo moments!
👗 AND YES... WE HAVE THEMES!
Because we're not going all the way to Chicago just to throw anything in the suitcase. 😂
THURSDAY — 🏙️ CHICAGO CHIC
Welcome to the Windy City
We're kicking off the weekend stylish but comfortable.
Dress Code: Black + Denim + A Pop of Chicago Red ❤️
Jeans with a fabulous black top, denim dresses, black jumpsuits, leather jackets, red heels, red handbags, red lipstick—make it your own!
FRIDAY — 🖤✨ BLACK EXCELLENCE IN THE WINDY CITY ✨🖤
After our Obama Presidential Center experience, we're getting dressed for our signature evening.
This is the night I want everybody looking GOOD.
Dress Code: All Black + Gold Accents
Ladies, think beautiful black dresses, jumpsuits, pantsuits and statement gold jewelry.
Gentlemen, bring out the black! Black suits, dress shirts, trousers or upscale smart-casual looks finished with a little gold.
📸 This is our BIG group-photo night!
SATURDAY — 🌃🥂 CHI-TOWN AFTER DARK
We spent the day seeing Chicago.
Now we're going OUT in Chicago!
After our architecture cruise, The Bean and Navy Pier adventures, we'll return to the hotel, recharge and get ready for Saturday night.
Dress Code: Sexy • Sophisticated • City Chic
Cocktail dresses. Jumpsuits. Heels. Blazers. Sharp shirts. Statement pieces.
Whatever you choose...
Come ready to TURN HEADS. 💃🏾
SUNDAY — 🥂 BRUNCH & GOODBYES
After Saturday night, we're not doing anything complicated Sunday morning. 😂
Throw on your cutest casual-chic brunch outfit, join us for one last meal, squeeze in a little Magnificent Mile shopping and then it's time to head home.
❤️ THIS IS MORE THAN A TRIP
We're going to celebrate history.
We're going to experience Chicago.
We're going to eat GOOD.
We're going to laugh.
We're going to dress up.
We're going to take entirely too many pictures. 😂
And most importantly, we're going to make some incredible memories together.
🏙️ CHI-TOWN & THE OBAMAS
May 13–16, 2027
Hosted by Sandra Braxton
The Braxton Agency
✨ CHICAGO... HERE WE COME! ✨
If you want to be included in the shenanigans, comment ME below to get the personal invitation.