54.4K followers

Follow

Follow

Follow

0 saved

9

Chicago Day 1

📍 Destination: Chicago, Illinois

✨ What to do: Bring your walking shoes! You can walk just about anywhere if you stay downtown but walking shoes are necessary!

We walked to It’s Sugar, the Harry Potter store and the Starbucks Reserve Roastery on day 1. It was raining and cold but we still chose to get out and see a few things. From my understanding, Chicago weather is finicky so you have to be prepared for everything!

#chicago #travel #weekendtrip #chicagotrip #chicagotravel @Lemon8 Travel

1 day agoEdited to

Visiting Chicago on a rainy and cold day can be challenging, but it also offers a unique experience of the city’s vibrant downtown atmosphere. When I explored Chicago, I found that layering your clothing and bringing waterproof gear really helped manage the unpredictable weather. Walking is truly the best way to discover the city’s hidden gems, especially downtown, where many attractions are within easy reach on foot. Planning your route ahead can maximize your time, so try grouping destinations like It’s Sugar, the Harry Potter store, and the Starbucks Reserve Roastery together for one fun-filled day. These spots not only offer great treats and souvenirs but also a chance to experience Chicago's lively culture. Don’t forget to check the local weather forecast frequently and carry an umbrella or raincoat, as Chicago’s weather can change quickly. Another tip is to pause at local coffee shops or indoor spots when the weather turns harsh—Chicago’s cafes offer cozy environments perfect for warming up. Overall, embracing the weather and exploring on foot provides a genuine feel of Chicago’s urban charm. Whether it rains or shines, your day will be filled with discovery and memorable moments in this iconic city.

Related posts

An aerial view of a concert arena with a stage lit in red, displaying 'HOPE ON THE STAGE'. Seats are visible, some occupied, for the 'Hope on the stage tour Chicago day 1'.

A four-panel collage showing a young woman with dark hair and red streaks, blue eyes, wearing a sheer checkered top, looking at the camera.

What a time to be alive 🫰🏼 #BTS #btsarmy #Jhope

14 likes

What a first day 🥲🙃 Delta also told me I could not make a claim because it was my zipper that was broken. 😞 #chicagotrip #travelwithme2024

32 likes

Chicago🇺🇸The PERFECT 3 Days Itinerary (Winter)

☃️Save this 3 Days Itinerary for a future trip to Chicago with the best places to visit in the winter season. ❄️🎄 Would you like to visit Chicago in 2025 ❓ Day 1️⃣ The Chicago Theatre : Admire the stunning architecture ($15–$20 for tours). Museum of Illusions Chicago : Interactive fun

310 likes

chicago day 1!!!

#lemon8diarychallenge #chicago

9 likes

A four-panel collage for Day 1. Top left: "DAY 1" text. Top right: People viewing art at the Art Institute of Chicago. Bottom left: The Chicago Riverwalk with city buildings. Bottom right: The Cloud Gate sculpture at Millennium Park at dusk.

Save for your Next trip to Chicago 📍🫶🏽

Day 1 Millennium Park Visit the iconic Cloud Gate home of “The Bean” and explore Crown Fountain and Lurie Garden. Highly recommend dressing warmly as it can be windy near the lake The Art Institute of Chicago One of the best museums I’ve been to, featuring works from Monet, Van Gogh an

989 likes

Travel around the city with meee It’s such a beautiful city! The food was amazing! #chicagotrip #chicago #chicagolifestyle #travelwithme2024

21 likes

#Chicago 🇺🇸 4 Day Itinerary

Save this post for a future trip to Chicago, the Windy City. Day 1️⃣ Chicago Theatre, Millennium Park, Art Institute of Chicago, Buckingham Fountain (Grant Park) Day 2️⃣ Lincoln Park, Lincoln Park Conservatory, Lincoln Park Zoo. Day 3️⃣ Navy Pier, Skyline Boat Tour, Milton L. Olive Park,

325 likes

The best day trip Chicago itinerary ✨🤍

Chicago is such a diverse city with nature, harbor, skyline views, and so much more. The food is diverse, there are so many different areas to stay in, unique bars to go to that if you had only a day, save this post to make your day trip to Chicago unforgettable. 🥘 Kasama 🫘 Cloud Gate 🚞

741 likes

Chicago one day🍋 RDU- ORD

Off to Chicago for the day! 🌆 #chicagotrip #chicagotravel #chicagoexplore #chicagoitinerary #chicagotourguide #lemon8travel #travelwithme2024 #travelrecommendation #travelrecommendations #letschat @Lemon8 Travel @CHI Bucket List

9 likes

A travel budget dashboard for a 3-day Chicago trip for two people under $350 for activities, showing total costs, flight, accommodation, and a detailed list of activity expenses like museums and tours.

A detailed list of activity expenses for a Chicago trip, showing costs per person for attractions like the Field Museum, Centennial Wheel, Wendella Boat Architecture, Big Bus Tour, and food spots.

A daily itinerary for a 3-day Chicago trip from October 31 to November 3, 2024, outlining hourly activities such as museum visits, boat tours, park explorations, and dining experiences.

Chicago Must See 3 Day Full Itinerary under $350

WARNING! This itinerary is not for the weak. We did tons of walking all 3 days averaging about 28,000+ steps a day, so definitely wear comfy and warm shoes if you plan to follow my #chicago itinerary to the tea!! I shared earlier my flight and hotel cost, so this post focuses on activities

72 likes

✨ Milwaukee 1-Day Tour from Chicago

Experience the heart of Wisconsin with a trip to Milwaukee, a city known for its rich industrial history, iconic beer brewing, and vibrant art scene. This one-day adventure from Chicago includes visits to legendary museums, breweries, and markets. 🍺🎨 📍 Harley-Davidson Museum Dive into the world

5 likes

An aerial view of the New York City skyline at sunset, featuring the Empire State Building prominently. Text overlay reads "DAY TRIP TO NYC Travel with me from chicago to NYC steal my itinerary."

An airplane wing is visible from a window, flying over a city with lights at dusk or dawn. Text overlay indicates "6:15 AM en route to nyc."

A view from an airplane window shows an airport runway, a body of water, and a distant city skyline. Text overlay states "8:45 AM touchdown!!! VELCOME TO NEW YORK."

Day Trip to NYC from Chicago!! ✈️🍎🗽 part 1

New York #traveltok #nyc #daytriptonyc #chicagotonyc #solotravel

24 likes

A close-up of Chicago Spaghetti in a metal pot, featuring spaghetti noodles coated in a rich meat sauce with green herbs. The text 'Chicago Spaghetti' is overlaid in purple, with 'Lemon8 @ladonnabarr' and 'belaya.info' watermarks.

A partial list of ingredients for Chicago Spaghetti, including ground beef, diced onion, minced garlic, diced green bell pepper, crushed tomato, tomato paste, water, granulated sugar, garlic powder, dried oregano, dried basil, and onion powder.

A partial list of ingredients for Chicago Spaghetti, including cayenne pepper, parmesan cheese, thick spaghetti, kosher salt, and black pepper. Below this, 'Instructions: Step 1' details cooking spaghetti and browning Italian sausage and ground beef.

Chicago Spaghetti

Ingredients: • 1 lb. Italian sausage • 1/2 lb. ground beef • 1 cup onion, diced • 4 garlic cloves, minced • 1 cup green bell pepper, small diced • 28 oz. crushed tomato • 6 oz. tomato paste • 2 cups water • 3 tablespoons granulated sugar • 2 teaspoons garlic powder • 2 teaspoons dried o

784 likes

A wide shot of The Bean (Cloud Gate) in Millennium Park, Chicago, with people around it and city skyscrapers in the background. The image has a title overlay: 'Things to Do in Chicago MUST VISIT PLACES AND FUN FACTS!'.

A wide shot of The Bean (Cloud Gate) in Millennium Park, Chicago, with people around it and city skyscrapers in the background. The text identifies it as 'The Bean' in Millennium Park, a popular Chicago attraction.

A hand lifts a slice of deep-dish pizza from a pan, showing long strands of melted cheese stretching. The text identifies this as Giordano's, a deep-dish pizza restaurant.

Save this for your Chicago trip!

Thank you for visiting my post! 🥹 Feel feel free to drop your favorite places in Chicago in the comments! - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - I love Chicago so much! I hope I can visit in the wintertime when everything's so magical. What places would you

1219 likes

Steal My Chicago Itinerary ✨

Took a 5 day, 4 night trip to Chicago recently and I can’t get over how much I want to go back! 🥰🥹 the trip was a 10/10!! Can’t wait to return in the summer when it’s warmer 🙂‍↔️ #chicagotrip #chicagoitinerary #chicagovlog #chicagolifestyle #chicagovibes

709 likes

A person holds a Starbucks cup in the foreground, with a desaturated view of a Chicago street. Tall buildings, a bus, and cars line the urban landscape under an overcast sky.

A black and white photo of a classical statue of a woman holding a wreath, standing on a pedestal with an anvil and gear. The Chicago Board of Trade building is in the background.

A grand, tall Christmas tree adorned with lights and ornaments stands inside a large, ornate hall, likely a train station. People gather around its base in this black and white scene.

Chicago day one!

Can’t wait to see the rest of the city tonight when it gets darker and lights up!! So excited to be here :) 📍 City/Country: Chicago, IL. #chicago #chicagotrip #chicagoexplore #chicagoskyline #chicagotravel Chicago

13 likes

Chicago Itinerary Day 2

The first day was manageable for the weather. But it dropped from 20 sum degrees all the way to single digits, like 6 degrees Fahrenheit and below. We walked majority of the day but as soon as we got off the boat tour I was freezing, my fingers were so numb so we ubered for dinner. Definitely the b

13 likes

Had myself my own Chicago girl day ✨💻

New to Lemon8! Something I love： #hellolemon8 #lattes #chicago #fashioninspo #interiordesign

13 likes

Chicago 72 hour Bday Trip

I told him where and he handled the rest 💕 . . #chicagotrip #chicagoitinerary #architecture rivertour #fashionblog #grwm

125 likes

Cute Day Trip near Chicago

The most charming little day trip from Chicago✨ Highland Park, than 40 mins away from Chicago, is peppered with small businesses for dining and shopping 🛍️ #chicagoland #chicagosuburbs #chicagotrip #chicagodaytrip #chicagotravel

95 likes

5 day vacation in Chicago💕

This was the funnest weekend!! I want to come back in the summer to experience what we couldn't do on this trip, which was only a couple things! The city is so fun and beautiful ❤️ #chicagotrip #unfiltered #travelwithme2024 #bigcityvibes #lakemichigan

8 likes

Baecation in Chicago (Day 1)

It’s important to spend time with your family and we take every opportunity presented to do just that. My family decided to take a few days and drive to Chicago and spend the weekend. We decided that would be a great opportunity to spend time with our family and we decided to drive to Chicago as we

155 likes

Hanging out in our hotel room with sushi, beers, and people watching out of our window now! #chicago #chicagotravel #chicagoweekend #chicagoexplore Chicago

5 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

292 likes

Fall day in Chicago

Every year my best friends and I do a annual trip to my favorite city Chicago and here are a few moments from it 💕 📍 City/Country:Chicago

4 likes

Chicago Day 1🌬️

Chicago River Boat Architecture Tours Hands down, the best way to experience Chicago🤍 The city rebuilt itself after the Great Fire of 1871 and became a birthplace of the skyscraper. 🏙️ My favorite being The St. Regis Chicago is the tallest skyscraper in the world designed by a woman Jeanne G

6 likes

Day trip in Chicago

I went on the Chicago sky walk and also ate at Nobu with my boyfriend! Chicago has so much to offer!! #chicagotrip #chicagoitinerary #travel #lemon8challenge #travelrecommendations

108 likes

🌊 Beautiful Chicago River: A Must-See Day & Night!

The Chicago River is one of the most breathtaking spots in the city, flowing through Downtown Chicago before meeting Lake Michigan. Whether you’re walking along the Chicago Riverwalk, taking a boat tour, or enjoying skyline views from a rooftop bar, this scenic destination is a must-visit! 📍 Exa

4 likes

Chicago Day Itinerary🫶🏾✨

Follow me on all platforms for more day trip vlogs🫶🏾 Instagram: @thegirljadeee TikTok: @thegirljadeee YouTube: I’ll make one soon #chicagoitinerary #chicagodaytrip #thegirljadeee

5 likes

Solo travel day in Chicago

Having never been to Chicago before, or any major city by myself, I was pretty nervous. But I enjoyed myself so much I went back the very next week (I even made some friends my age)! Best tips are to KNOW YOUR TRAIN SCHEDULE (as that almost cost me), do the spark notes version of the city the first

23 likes

Best Chicago Work From Home Spot

Chicago coffee shop by day, Irish pub by night ☕️ The Green Post is one of my favorite places to work remote and it’s located in the charming Lincoln Square ! #chicagorecommendations #chicagocoffeeshop #chicagocoffee #chicagobars #chicagocats

540 likes

Vegandale Day 1 in Chicago, IL📍

Came to Chicago and attended Vegandale. I had sooo much fun but it was super hot. Would you attend? #chicago #vegan #thingstodo #travel #vegandale Butler Field

32 likes

perfect chicago boat day

• • • #beauty #trending #makeup #marketing #print #marketingdigital #utahcontentcreator #love #instagram #art #content #scan #digitalmarketing #shoes #like #follow #fashion #drawing #photography #advertising #digital #original #viral #tiktok #makeup #makeuptutorial #grwm #chicago

9 likes

#lemon8diarychallenge #travel #chicago

6 likes

How to spend a day in Chicago 🌸

🌟 A Perfect Day in Chicago: Must-Do Activities 🌟 Chicago is a city that effortlessly blends stunning architecture, rich culture, and delicious food. Here’s how to spend an unforgettable day: Breakfast at Nutella Cafe Chicago 🍫☕ Start your day with a sweet treat at the Nutella Cafe. This ch

44 likes

Irl Chicago for the day

#chicago #twitch #irl #explore #travel

10 likes

Chicago from day to night

How i love to see my city glow 📍 City/Country: Chicago, IL

7 likes

See more