If you're planning your next trip and looking for a city that has it all — stunning architecture, iconic museums, rich culture, and world-class food — Chicago (a.k.a. CHI) is calling your name.
Let’s explore it together, step by step, with all the practical tips you’ll need for an unforgettable visit!
Getting to and Around CHI
1. How to get there:
We can easily fly into O’Hare International Airport (ORD), one of the busiest in the world. From the airport, the Blue Line train connects directly to downtown — it’s fast, affordable, and runs 24/7. A ride costs just $2.50.
2. Getting around the city:
CHI has a reliable public transport system. The CTA’s Ventra Card can be used for buses and trains. A 1-day unlimited pass is $5, 3-day pass is $15 — a real deal if we’re planning to explore the city deeply.
Millennium Park: The Heart of Downtown
- Must-see: Cloud Gate (yes, The Bean), Crown Fountain, Lurie Garden
- Opening hours: 6:00 AM – 11:00 PM
- Ticket: Free
- Best time to visit: Early morning or late afternoon to avoid crowds
- Tips: Come in spring (April–June) when the weather is mild and the garden is blooming. Don’t forget to take a selfie with your reflection in The Bean!
Art Institute of Chicago: For Art Lovers
- Why we love it: Home to Monet, Van Gogh, and Grant Wood’s American Gothic
- Location: 111 S Michigan Ave
- Opening hours: Thurs–Mon, 11:00 AM – 5:00 PM; closed Tuesdays & Wednesdays
- Tickets: Adults $32, Students/Seniors $26, under 14 free
- Tips: Buy tickets online to skip the line. Use the free museum app for a self-guided tour!
Sky Views from the Willis Tower
- Highlight: Skydeck Chicago on the 103rd floor — step out on “The Ledge”
- Opening hours: Daily, 9:00 AM – 10:00 PM
- Tickets: General admission $32+, timed-entry recommended
- Tips: Sunset time offers the most stunning views of the city skyline. Book in advance on weekends!
Navy Pier: Fun by the Water
- What to do: Ride the Centennial Wheel, visit the Chicago Children’s Museum, enjoy waterfront dining
- Opening hours: Sun–Thurs, 11:00 AM – 8:00 PM; Fri–Sat until 9:00 PM
- Tickets for the Wheel: Adults $18, Children (3–11) $15
- Tips: Try a lake cruise — there are architecture boat tours starting at $42 per person. Book online for better deals.
Chicago’s Museum of Science and Industry
- Cool exhibits: Real WWII submarine, a replica coal mine, weather simulators
- Location: 5700 S Lake Shore Dr
- Opening hours: Daily, 9:30 AM – 4:30 PM
- Tickets: Adults $25.95, Kids (3–11) $14.95
- Tips: Set aside at least 3 hours — this place is huge! Early mornings are quieter.
Where to Eat Like a Local
Try these must-eats:
- Lou Malnati’s or Giordano’s for deep-dish pizza
- Portillo’s for the iconic Chicago hot dog (no ketchup!)
- Chinatown for authentic dumplings
- Pilsen for flavorful tacos and Mexican street food
Budget Tip: Lunch specials are more affordable than dinner — average meals range $10–25.
Best Time to Visit CHI
Spring (April–June) and Fall (September–October) offer the best weather — mild temperatures, fewer crowds, and beautiful scenery. Summer is great for festivals but can be hot and packed. Winter? A snow-covered skyline can be magical — just dress warm!
Quick Tips Before You Go
- Wear comfy shoes — we’ll be walking a lot
- Keep a layer handy — CHI’s weather changes fast
- Book attractions online for discounts and timed entry
- Start early to make the most of your day
- Use Maps + CTA app for real-time transit info
Let’s Make CHI Memories, Lykkers!
So, Lykkers — are you inspired yet? CHI isn’t just a place to visit, it’s a place to feel, explore, and remember. From the top of the Willis Tower to the green lawns of Millennium Park, every corner has a story waiting for us. Let’s grab that CTA pass, load up on snacks, and get going. CHI is ready for us — are we ready for CHI?
Let me know if you want a downloadable itinerary, family-friendly route, or local foodie map — I’ve got you covered!
Chicago Vacation Travel Guide | Expedia
Video by Expedia
