Girls weekend Trip to Chicago

Chicago
2024/6/11 Edited to

... Read moreChicago is absolutely perfect for a girls' weekend getaway, and my recent trip definitely proved it! If you're planning your own adventure with your besties, let me share a few more tips and insights to help you make the most of your time in the Windy City. First off, let's talk about the Chicago Riverwalk. It’s truly a gem, and spending time there was one of the highlights. We started our day with some delicious food and wine at City Winery at the Riverwalk, which offers amazing views and a super relaxed vibe. It’s ideal for catching up, enjoying a good meal, and people-watching. You can easily spend a couple of hours just soaking in the atmosphere. For an even more active experience on the water, consider renting kayaks! It’s a unique way to see the city's architecture and get some exercise, especially if you're looking for something a bit different than just walking. Speaking of unique experiences, the Chicago Water Taxi was a surprisingly neat way to get around! Not only is it practical for hopping between attractions, but it also offers fantastic views of the skyline from the water. Definitely budget some time for this, as it's more scenic than a regular taxi or public transport. We loved cruising along the river, feeling the breeze, and seeing the city from a new perspective. For a dose of relaxation and pampering, Leaf Spa Chicago was a lovely treat. After all the walking and exploring, a spa visit is a great way to unwind and recharge. It’s perfect for a girls' trip, allowing everyone to de-stress and feel refreshed before heading out for dinner or another activity. We felt totally rejuvenated and ready for more fun! Now, about the MUSEUM OF ICE CREAM... I have to agree, it felt a little overpriced for what it was. While it’s fun for photos, if you're on a budget or prefer more substantive experiences, you might consider skipping it or looking for other unique photo ops around the city. Chicago has so many vibrant murals and iconic spots that are free to enjoy anyway! Beyond these specific spots, when planning your Chicago girls' trip, remember to think about transportation. The 'L' train system is fantastic for getting around, but comfortable walking shoes are a must because you'll want to explore on foot a lot. Also, be sure to pack layers – Chicago weather can be unpredictable! For busy days of sightseeing, having some travel snacks on hand (like the ones from Southwest Airlines, if you flew in with them!) can be a lifesaver to keep your energy up between meals. Don't forget to explore the diverse food scene – from iconic deep-dish pizza to trendy brunch spots and vibrant rooftop bars, there’s something for every palate. A Chicago girls' weekend is truly an unforgettable experience; just tailor it to your group's interests for maximum fun!

12 comments

Captain Lemon8's images
Captain Lemon8

Welcome! So excited to see more from you in the future💛

loviden's images
loviden

Great photos! Chicago looks amazing, I'd love to go there.

Related posts

Weekend Trip to Chicago 🥰
It’s always a vibe in Chicago ❤️‍🔥 Overall: 9/10 Things to do - Take the Chicago Architecture River Tour, Chicago River - Go to Starbucks Reserve Roastery - Go to Marc Jacobs - Oak Street - Go to Cloud Gate #chicagotrip #chicagoitinerary #contentcreator #blackgirltr
Erie Valentine💞👑

Erie Valentine💞👑

354 likes

An aerial view of Chicago's skyline featuring Millennium Park with Cloud Gate, skyscrapers, and Lake Michigan. The image is titled 'Chicago Girls Weekend Itinerary' with decorative hearts.
A festive interior of Gilt Bar, decorated with a lit Christmas tree and bottles on shelves, creating a cozy atmosphere. Text suggests visiting for 'outstanding pasta + cozy vibes'.
A stunning nighttime aerial view of Chicago's illuminated cityscape and skyscrapers. The text recommends visiting 360 CHICAGO for 'the best views of the city at sunset' for $35 per person.
Girls Weekend Itinerary 🌆 Chicago Edition
Chicago is such an underrated city! We just spent the perfect girls weekend here! Some of my top recommendations include: - Visiting Gilt Bar for amazing food, vibes and there’s a vintage photobooth in the basement! $5 per round of photos! - Get tickets to 360 CHICAGO ! This experience
Sam Richard

Sam Richard

293 likes

A scenic view of the Chicago River flowing between tall city buildings under a clear sky, with a light blue banner overlay stating "3 Days in Chicago: Must-Visit Spots."
A boat cruises on the Chicago River with the city skyline in the background, overlaid with text detailing "Iconic Eats & Skyline Views" and a day's itinerary.
An aerial view of a city with numerous buildings extending towards a body of water, featuring an overlay with "Neighborhood Gems & Local Culture" and a day's itinerary.
3 Days in Chicago: Must-Visit Spots
3 days in Chicago = food, skyline views, and hidden gems. From deep dish to jazz bars, here’s how to make the most of a long weekend in the Windy City! What’s your must-do in Chicago? #ChicagoTravel #WindyCityAdventures #WeekendInChicago #TripUnlocked #Chicago
Trip Unlocked

Trip Unlocked

569 likes

GIRLS WEEKEND 🫶 CHICAGO NIGHTLIFE EDITION 🌃
Chicago girls weekend! 🌆 Bars to visit and nightlife to explore: - Gilt Bar (vintage photo-booth in basement) - London House Rooftop (amazing city views) - Cindy’s Rooftop (millennium park view) - Starbucks Reserve (largest Starbucks in the world) ✨ Tips: Purchase an unlimited 72 hour
Sam Richard

Sam Richard

148 likes

My trip to chicago 🎀
We’re spending the weekend in Chicago. 🏁 First stop , Museum of Ice cream 🍦 Tomorrow is going to be so special. Me , my mom, my daughter and my niece 🎀 #chicago #musemoficecream #girlstrip #girlstravel #momanddaughter
MomOf3

MomOf3

695 likes

girls trip to chicago❄️✨
digital scrapbook memories from my trip to chicago🌃 #chicago #digitalscrapbook #wintertravel #chicity
Alexa

Alexa

46 likes

Weekend Trip From Chicago: Lake Geneva, WI
If you want to get out of the city this summer, take a weekend trip to Lake Geneva, WI! Though you'll be in a different state, Lake Geneva is just 1.5 hours from Chicago and it's the perfect place for a weekend getaway in nature. The Abbey Resort & Avani Spa Grand Geneva Resort
Baggagegirls

Baggagegirls

11 likes

chicago girls trip!
📍 City/Country: Chicago 🌞 Day 1: Walked ALOT. found a good spot for instagram pics and walked down to the river walk to Taco Rio and had some delicious chicken loaded nachos. We also stopped at Mochinut and got boba, smoothies and DELICIOUS mochinut donuts. We went back to the hotel and rested f
mak

mak

38 likes

Quick Chicago Trip 🌃
Spent a long weekend in Chicago for work this past month and had the best time 🖤 We were flown out as a thank-you for our work on the account, and after a few meetings, we squeezed in an architecture walking tour, a Blackhawks game, and bar-hopping (ending at Redhead Piano Bar, iykyk). I stayed
daniellesavich

daniellesavich

13 likes

Chicago Girls Weekend Itinerary
Where to stay, eat, and play in Chicago for a Girls Weekend! This city is perfect for a weekend trip, with countless trendy restaurants and fun restaurants to try throughout the year. Here are our favorite recommendations for things to do with your girls in the windy city! Stay: Chicago Marri
Baggagegirls

Baggagegirls

10 likes

Chicago Getaway | Starbucks Reserve ☕️
Quick weekend trip to Chicago! 🏙️ 💨 #lemon8diarychallenge #chicago #chicagoitinerary #chicagorecommendations #windycity #chicagotrip #STARBUCKS #starbucksreserve #coffee #coffeeaesthetic Starbucks Reserve Roastery Chicago
Leticia Mendez

Leticia Mendez

11 likes

A scenic view of the Big Red Lighthouse in Holland, MI, at sunset, with a sailboat on the water and a clear sky transitioning from orange to blue. This highlights a beautiful spot for a quick beachy getaway.
A waterfront restaurant patio with people dining, overlooking a lake with boats, illustrating a recommended place to stay and dine in Holland, MI, perfect for a weekend trip from Chicago.
A group of people relaxing on a wooden pier next to a boat on Lake Macatawa, showcasing activities like exploring the shoreline or paddling, as part of a weekend trip to Holland, MI.
Weekend Trip From Chicago: Holland, MI
If you want a unique getaway from Chicago, spend your weekend away in Holland, MI! Holland is a historical dutch town in Michigan, with beautiful lakefront beaches, waterfront restaurants, and a lovely downtown area with restaurants and shops. Downtown Holland Boatwerks Waterfront Restaura
Baggagegirls

Baggagegirls

16 likes

Girls Trip To Chicago
Chicago was amazing to visit! We absolutely enjoyed the city and the views, can’t wait to return! Here are some of my recommendations below if you plan to visit! ✨🌃 Hotel: The Godfrey Dinner: Tao (highly recommend) Brunch: The Duplex (service was really slow but the food and vibe was good!),
Tayla W.

Tayla W.

20 likes

Chicago Travel Guide: Fall Edition🍂🎃
📍 Riverwalk The riverwalk is so fun and a great way to see some fall colors!! 📍 Chicago Botanic Garden 📍 Jack's Pumpkin Pop-up is so much fun and a great way to visit a pumpkin patch without having to leave the city!!! There are so many opportunities for fun pics too! 📍 Starved
Symantha

Symantha

83 likes

Weekend Recap in Chicago
I love a good getaway weekend in Chicago! So much to do and so much good food and coffee! #lemon8partner #mirrorpost #chicagotrip #chicagoexplore #chicagotravel
cicidamouni

cicidamouni

14 likes

chicago girls trip
#gettoknowme
court🦋

court🦋

4 likes

Chicago Bachelorette Trip
We've rounded up our best tips to help you plan a Bachelorette Trip in Chicago! Check out where to stay, where to eat, and what to do in the Windy City for a Bachelorette weekend with your girls Chicago Marriott Downtown Magnificent Mile The Hampton Social - River North The Signatur
Baggagegirls

Baggagegirls

12 likes

Things to do in Chicago other than a bar ✨
Here are a couple of my top activities I do in Chicago! 1. Flyover - This is such a unique experience located at Navy Pier ! It is SO much like the Soarin ride at Disney world where you sit in a “hang glider” and feel as if you are soaring through Chicago! $15 for a ticket and it’s SO wor
Millie Britt

Millie Britt

246 likes

A split image comparing Chicago and Boston. The left shows Chicago's skyline and Lake Michigan with people by the water. The right features a historic Boston building with a 'Boston Common' sign. Text overlay reads 'CHICAGO VS BOSTON Best Weekend Trip'.
An evening cityscape of Chicago with tall buildings. Overlay text details Chicago's food scene (deep-dish pizza, hot dogs), attractions (Millennium Park, boat tours), walkability, scenic views, and best time to visit (summer).
A cozy room with bookshelves and lamps, representing Boston. Overlay text describes Boston's food (seafood, lobster rolls), activities (Freedom Trail, Fenway Park), walkability, scenic views, and best time to visit (fall).
Chicago vs. Boston: Best Weekend Trip
If you're trying to decide between Chicago and Boston for your next weekend trip, we're here to help! After growing up in Chicago, and now living in Boston, we know a few of the key differences between these two cities. Chicago is known for its lake life, incredible museums, and summer fest
Baggagegirls

Baggagegirls

32 likes

A woman stands on a Chicago sidewalk with buildings and trees in the background. Text overlays announce "MY FAVORITE (NON-TOURISTY) SPOTS IN CHICAGO" and "brat city," introducing a guide to local recommendations.
An outdoor patio at Avli Taverna in Lincoln Park, featuring vibrant purple bougainvillea, string lights, and white pergolas, suggesting a pleasant dining atmosphere for a "Girl Dinner."
A large variety of colorful sushi rolls are neatly arranged in a white box, resembling a pizza box, from Tanuki Sushi & Grill in Lakeview, highlighting the unique "Sushi in a Pizza Box" concept.
How to Be BRAT in Chicago (my fav spots) 🏙️
It’s officially my 3rd year in my favorite city of Chicago so here are a couple of my favorite little spots that don’t get enough attention. 1. The BEST Mediterranean dinner at Avli Taverna There are two locations for Avli (Lincoln Park and River North). Been to both but love the neighborhoo
Millie Britt

Millie Britt

297 likes

Weekend trip :)
#trip #lemon8challenge #chicagotrip #chicagobean 📍 City/Country: Chicago, Illinois Restaurant : Harry Caray’s tavern on the pier The bean: 30 minute walk from the pier ⭐️ Rating: 10/10
Karla

Karla

11 likes

Day trip from chicago
#chicagobean #chicagopizza #chicagotrip #3dayweekend 📍Location:Chicago Overall rating: 8/10:
nancys

nancys

4 likes

Anniversary Weekend in Chicago!
Some of the great places we went to outside of just food, bars, and shopping! There are lots of places we saw that we wanted to try out maybe next time we visit. Just leaving our favorites that we saw here. The bean was under construction when we went so maybe that will be added to this next tim
kat.ie.ros.e

kat.ie.ros.e

22 likes

📍Chicago, IL 🫶🏻
other food places we love: - portillo's - kyuramen (pictured) - lou malnati's (pictured) - dave's hot chicken - wow bao - billy goat tavern other attractions we enjoyed: - anything chinatown - the shopping district (pictured) - shedd aquarium (pictured) - millennium pa
bri bri <3

bri bri <3

10 likes

Girls weekend itinerary — Chicago edition 🌆
Everyone needs a girls weekend in Chicago at least once! This thriving city has so many great activities to do and places to explore! We went to Gilt Bar multiple times because the vibes are simply 10/10! Plus there’s a vintage photo booth in the basement! Tunnel is a nightclub in Chi
Sam Richard

Sam Richard

28 likes

Reliving Moments of Chicago in December
I planned a weekend getaway for my friends and I last year to Chicago and wanted to share some of my favorite moments. The way that I love downtown Chicago so much is unreal! Keep Moments: - Stayed at the Intercontinental Hotel on Magnificent Mile. In my opinion, it is the absolute best locat
IsabelleB

IsabelleB

21 likes

quick chicago trip
my Chicago weekend trip in a few pictures💗 #dayinmylife #dayinthelife #citygirl #city
jenna clair

jenna clair

10 likes

COLLEGE GIRLS TRIP TO CHICAGO 🏙️
Join me on a weekend in the city as a college girl! I find that taking a trip to see different areas can be great for my mental health as someone who comes from a small town and doesn’t go anywhere else outside of their college town. My friend and I took a weekend trip to Chicago for the Tate McRae
lizzie matthias

lizzie matthias

44 likes

Chicago trip 🌸
Travel isn’t just a trip , it’s my therapy , my reset , my joy ❤️ #travel #solotravel #chicago #embracevulnerability #girlssupportinggirls
TheRealNiyahD🩷

TheRealNiyahD🩷

16 likes

Chicago for the Weekend 🥰🏙️
#chicagoskyline #chicagotrip #chicagoexplore #chicagolife #chicagofood
Sadiez

Sadiez

15 likes

A split image comparing Chicago and San Diego. The left shows Chicago's skyline and Lake Michigan with people, while the right features a surfer on a San Diego beach at sunset, highlighting both city and beach experiences.
A young woman smiles on a pier with the ocean behind her, accompanying text detailing San Diego's attractions like beaches (La Jolla, Pacific Beach), the San Diego Zoo, walkable neighborhoods, and perfect weather.
Two women smile on a Chicago beach with the city's skyline in the background. The image is overlaid with text highlighting Chicago's architecture, museums (Art Institute, Field Museum), lakefront activities, and nightlife.
Chicago vs. San Diego: Best Weekend Trip
If you're trying to decide which U.S. city to explore for a weekend trip, allow us to recommend 2 of our favorites! Chicago and Sani Diego! Here's a comparison between these 2 cities to help you decide whether you want to experience the Windy City in the Midwest or the Sunny West Coast.
Baggagegirls

Baggagegirls

8 likes

Two hands hold mango and peach-flavored desserts in clear containers, labeled "FULL OF HAPPINESS MANGO" and "桃花" (peach blossom), against a vibrant tiger painting background.
A hand holds a large Uni Uni bubble tea cup with a yellow lid, filled with a light purple taro-like drink, inside a car. A sign for a law group is visible in the background.
A couple stands in front of a large outdoor art installation displaying a woman's face with red lips on a brick structure, with water flowing down it, in a city setting.
Chicago ✨
#chicago #boba #weekendtrip #nofilterneeded
Tiar3

Tiar3

14 likes

See more