Travel Guide for Seeing Chicago in 48 Hours
Chicago, famously known as The Windy City, is one of the largest and most vibrant cities in the USA, celebrated for its striking architecture, breathtaking skyline and of course, its iconic deep-dish pizza. With so many must-see attractions and activities, you can explore the best of Chicago in just 48 hours.
I visited in early October, expecting weather similar to the UK's, so I only packed a light jacket. However, Chicago’s weather can be unpredictable and much colder, so be sure to pack extra layers to stay warm.
While safety is a common concern for visitors, I found Chicago to be relatively safe, especially during the day. I walked to most places and felt comfortable, though I opted for Ubers when travelling at night to stay extra cautious.
Here’s your ultimate Chicago Itinerary, packed with must-see attractions and the best things to do in Chicago in 48 hours. From exploring famous landmarks to tasting iconic Chicago cuisine, this guide covers everything you need for a perfect short stay.
Visit Millennium Park to See Cloud Gate ('The Bean')
Situated in the heart of Millennium Park, Chicago's iconic Cloud Gate, famously known as 'The Bean,' is a must-visit sculpture. This stunning mirrored artwork reflects the city's impressive skyline and offers unique views from every angle. The experience changes throughout the day as the light shifts, making it a photographer's dream.
For the best chance to snap photos without the crowds, visit Cloud Gate at sunrise. As one of the top tourist attractions in Chicago, it gets quite busy during the day, but early mornings are perfect for unobstructed views and memorable pictures.
Swim in Lake Michigan at Oak Street Beach: A Must-Do in Chicago
Who knew Chicago had a beach? I certainly didn’t! Oak Street Beach, located along the shores of Lake Michigan, is a surprising urban oasis where you can walk on sandy shores and even go for a swim. The waves from Lake Michigan crash onto the beach, making it a unique spot while taking in the stunning view of the Chicago skyline. If you're feeling adventurous, take a dip in the lake! Even in October, when the weather and water can be quite chilly, it's a refreshing experience. Whether you swim or just take in the views, Oak Street Beach is a fun and unexpected activity in Chicago.
Experience The Tilt at Chicago 360: A Thrilling View from the John Hancock Center
Head up to the 94th floor of the iconic John Hancock Center to experience Chicago 360, an observation deck offering panoramic views of the city. One of the top activities here is The Tilt, a thrilling experience where you hold onto handles as the glass tilts forward, leaning you out over the city below. If you’re afraid of heights, like I am, it can be quite intense— but it's absolutely worth it!
Tickets for The Tilt cost about $10 on top of your general admission, bringing the total to approximately $30. Once you've steadied your nerves , go to The Cloud Bar on the same floor. Enjoy a drink while soaking in more stunning scenery of Chicago’s skyline.
Website: The Tilt at Chicago 360
Stroll Through the Heart of Downtown Chicago
Chicago is a vibrant city buzzing with energy day and night, offering plenty of sights, iconic architecture and experiences. The Loop, located in the heart of Chicago, is the city's bustling central district, packed with top attractions, unique shops, a variety of restaurants and beautiful parks.
5. Try the Famous Garrett Mix: Cheese and Caramel Popcorn from Garrett Popcorn Shops
Don’t miss the chance to try the famous 'Garrett Mix' at Garrett Popcorn Shops (there's multiple across the city). This iconic Chicago snack blends cheese and caramel popcorn for a surprisingly delicious sweet-and-salty flavor combo. It might sound unusual, but after tasting it, you’ll understand why it’s on every Chicago bucket list.
Website: Garret Popcorn
Stop by the McDonald’s Headquarters in Chicago for Unique Menu Items
Explore the McDonald's Global Menu at their Chicago Headquarters. Located at 110 N Carpenter St, Chicago, IL 60607, this flagship restaurant at McDonald's HQ, right next to their Hamburger University, lets you try exclusive menu items from around the world. Experience flavors and specialties not available in typical McDonald's locations. It's a unique foodie adventure for anyone visiting Chicago!
The address is 110 N Carpenter St, Chicago, IL 60607
7. Take a Stroll Around Lincoln Park
Lincoln Park is one of Chicago’s most charming neighbourhoods, offering a mix of nature, culture and city vibes. Take a leisurely stroll through the greenery of Lincoln Park, visit the free Lincoln Park Zoo, or wander along the scenic trails by the lake. Take in the city’s skyline and enjoy some fresh air away from the hustle and bustle of downtown. Don't forget to explore the surrounding area, which is full of cafes, shops and historical architecture.
Explore the Chicago Riverwalk: A Beautiful Pathway Along the River
Located in the heart of Chicago, the pedestrian-only Chicago Riverwalk offers a nice stroll alongside the picturesque river. As you walk, immerse yourself in the stunning views of Chicago's iconic skyscrapers, vibrant restaurants and lively bars. The Riverwalk is packed with activities, including kayaking, scenic boat trips and access to museums and galleries along the waterfront. Whether you're looking to relax or explore, the Chicago Riverwalk is a must-visit destination during your trip to the city.
Comments