Welcome to Chicago, the Midwest’s gem where stunning architecture, top-tier dining, and deep-rooted culture meet!
Let’s dive into what you absolutely can’t miss, and remember, Chicagoans are serious about their pizza. If you order a thin crust, don’t be surprised if people give you a side-eye. And please, never ask for ketchup on your hot dog - it’s basically a city crime!
Where to Eat
Once you are in Chicago you must start your food adventure with a classic: Chicago deep-dish pizza. Head to Lou Malnati’s or Giordano’s for that thick, cheesy slice of heaven. For an upscale night out, try Girl & the Goat for inventive dishes or Alinea, a 3-Michelin-star experience. For something casual, visit Portillo’s for a famous Chicago-style hot dog or Italian sandwich.
Lou Malnati’s Address: 439 N Wells St, Chicago, IL 60654, United States.
Giordano’s Address: There are multiple locations troughout Chicago.
Girl & the Goat Address: 809 W Randolph St, Chicago, IL 60607, United States.
Alinea Address: 1723 N Halsted St, Chicago, IL 60614, United States.
Portillo’s Address: There are multiple locations troughout Chicago.
Where to Sleep
Whether you're looking for luxury or budget-friendly spots, Chicago’s got you covered. For those who enjoy the finer things, The Peninsula Chicago offers a taste of elegance in the heart of the city. If you're after a hip, trendy vibe, check out The Robey in Wicker Park. For budget-conscious travelers, Freehand Chicago is both affordable and chic, with dorm-style options and private rooms.
The Peninsula Chicago Estimated Cost: Around $600–$900 per night.
The Peninsula Chicago Address: 108 E Superior St, Chicago, IL 60611, United States.
The Robey Estimated Cost: Around $200–$400 per night.
The Robey Address: 2018 W North Ave, Chicago, IL 60647, United States.
Freehand Chicago Estimated Cost: Around $50–$150 per night.
Freehand Chicago Address: 19 E Ohio St, Chicago, IL 60611, United States.
What to See
Start downtown with Millennium Park to snap a selfie at The Bean (Cloud Gate) and enjoy its lush green spaces. Art lovers shouldn’t miss the Art Institute of Chicago museum, home to 300.000 works from Van Gogh to Grant Wood, which is right next to the Millennium Park. Stroll along the Chicago Riverwalk or hop on an architecture boat tour for jaw-dropping views of the city’s skyline. Don’t forget a visit to Navy Pier, where you can ride the Ferris wheel and catch stunning lake views.
Millennium Park Opening Time: Daily: 6.00 - 23.00.
Millennium Park Address: Chicago, IL 60602, United States.
Art Institute of Chicago Opening Time: Tuesday, Wednesday: Closed; Thursday: 11.00 - 23.00; Friday - Monday: 11.00 - 17.00.
Art Institute of Chicago Ticket Cost: $25 for adults, $19 for seniors (65+), $19 for students, and free for children under 14.
Art Institute of Chicago Address: 111 S Michigan Ave, Chicago, IL 60603, United States.
Navy Pier Address: 600 E Grand Ave, Chicago, IL 60611, United States.
How Long Should You Stay?
A weekend (3 days) is perfect for hitting the highlights, but if you can spare 4 to 5 days, you’ll have time to explore neighborhoods like Wicker Park, Pilsen, and Lincoln Park. There’s always something new to see and do in this vibrant city!
To Not Miss
- The views from Skydeck Chicago at Willis Tower.
- A Cubs game at historic Wrigley Field.
- A sunset walk along Lake Michigan.
Chicago’s mix of urban excitement and relaxed lakeside vibes will leave you wanting more. Pack a coat - the Windy City is known for its breezy charm.
