Chicago Adventure: 7 Days of Windy City Wonders Itinerary

Begin your second day with breakfast at Lou Mitchell's Restaurant and Bakery, a classic Chicago diner known for its hearty breakfasts and freshly baked goods. After breakfast, take a stroll along the Chicago Riverwalk. This scenic walkway along the Chicago River offers beautiful views of the city's architecture and is lined with cafes and shops.

For lunch, head over to Portillo's Hot Dogs for a taste of Chicago's famous hot dogs. Don't forget to try their Italian beef sandwich as well! Post-lunch, visit the Field Museum. This natural history museum boasts an extensive collection of artifacts and exhibits that will keep you engaged for hours. Highlights include Sue the T. rex and ancient Egyptian artifacts.

Dinner tonight will be at Alinea, one of Chicago's most renowned fine dining establishments. With its innovative tasting menus and artistic presentation, it's an unforgettable culinary experience. After dinner, enjoy some live music at House of Blues. This iconic venue hosts performances by top artists across various genres in an intimate setting.

Start your morning with breakfast at The Signature Room at the 95th, located atop the John Hancock Center. Enjoy panoramic views of Chicago while savoring a delicious meal. Next up is a visit to Skydeck Chicago at Willis Tower (Sears Tower). Take an elevator ride up to one of the tallest buildings in North America for breathtaking views from The Ledge – glass boxes extending out from the skyscraper.

For lunch today, try some deep-dish pizza at Lou Malnati's Pizzeria, one of Chicago's most famous pizzerias. In the afternoon head over to Wrigleyville where you'll find Wrigley Field - home stadium for Major League Baseball’s Cubs team! Take part in guided tours or catch game if season permits! Explore surrounding neighborhood filled w/ sports bars restaurants shops dedicated Cubs fans alike!

Enjoy dinner tonight at Gibsons Bar & Steakhouse - renowned steakhouse known prime cuts meat seafood classic cocktails elegant ambiance perfect end busy day sightseeing sports activities alike! Cap off night w/ visit Second City comedy club where many famous comedians got start! Laugh night away hilarious improv sketch comedy shows sure leave smile face!

Start your day with breakfast at Lou Mitchell's Restaurant and Bakery, a Chicago institution known for its hearty breakfasts and freshly baked goods. It's the perfect way to fuel up for a day of exploration. After breakfast, head over to the Rookery Building. This historic landmark is one of the oldest standing high-rises in Chicago and features stunning architecture designed by Frank Lloyd Wright.

For lunch, make your way to Joe's Seafood, Prime Steak & Stone Crab. Known for its delicious seafood and prime steaks, it's a great spot to enjoy a leisurely meal. After lunch, take a stroll along the Chicago River. This scenic riverfront area offers beautiful views of the city's architecture and is lined with cafes and shops. You can also take an architectural boat tour to learn more about Chicago's iconic buildings.

In the evening, enjoy dinner at The Capital Grille, an upscale steakhouse known for its elegant ambiance and delicious menu. It's the perfect place to unwind after a day of sightseeing. After dinner, catch a show at Second City. This famous comedy club has launched the careers of many well-known comedians and offers hilarious improv and sketch comedy shows.

Begin your day with breakfast at Wildberry Pancakes and Cafe, where you can enjoy delicious pancakes and other breakfast favorites. After breakfast, visit Grant Park, often referred to as "Chicago's front yard." This large urban park features beautiful gardens, walking paths, and iconic landmarks like Buckingham Fountain.

For lunch today, head over to The Purple Pig for some Mediterranean-inspired dishes that are sure to delight your taste buds. Post-lunch, explore the wonders of space at the Adler Planetarium. Located on the shores of Lake Michigan, this planetarium offers fascinating exhibits about astronomy and space exploration. Don't miss their immersive sky shows!

Dinner tonight will be at Frontera Grill, an acclaimed restaurant by celebrity chef Rick Bayless offering modern takes on traditional Mexican cuisine. After dinner, take a leisurely walk along the lakefront or visit one of Chicago's rooftop bars for stunning views of the city skyline.

Kick off Day 4 w/ hearty breakfast Smoque BBQ – beloved spot serving mouthwatering smoked meats sides southern-style comfort food sure satisfy cravings! Post-breakfast head Museum Science Industry – sprawling institution interactive exhibits covering wide range topics including space exploration technology natural disasters human body more! Plan spend several hours here fully immerse yourself fascinating displays hands-on activities!

Lunch today Frontera Grill – acclaimed restaurant by celebrity chef Rick Bayless offering modern takes traditional Mexican cuisine vibrant flavors fresh ingredients sure delight palate! Afternoon spent exploring Adler Planetarium located picturesque lakefront setting Grant Park area! Discover wonders universe through engaging exhibits state-of-the-art planetarium shows!

Dinner tonight Maple Ash upscale steakhouse known luxurious decor impeccable service creative menu featuring premium cuts meat seafood dishes expertly prepared presented beautifully! Evening activity involves leisurely stroll Navy Pier bustling entertainment hub offering variety attractions including Ferris wheel boat rides live performances fireworks displays during summer months!

Start your final day in Chicago with breakfast at Lou Malnati’s Pizzeria – renowned spot serving some best deep-dish pizza city! Perfect way begin last day Windy City! Morning activity involves visit Shedd Aquarium – world-class facility housing diverse array marine life interactive exhibits educational programs sure captivate visitors all ages! Plan spend few hours here fully appreciate wonders underwater world!

Lunch today Portillo’s Hot Dogs – must-visit destination anyone wanting taste authentic Chicago-style hot dog Italian beef sandwich other local favorites! Afternoon spent exploring Magnificent Mile – bustling shopping district filled w/ high-end retailers department stores boutiques restaurants more! Take time browse shops pick souvenirs loved ones back home!

Dinner tonight Au Cheval – highly-rated eatery known serving some best burgers country alongside classic diner fare elevated twist! Cap off trip w/ visit Navy Pier – iconic landmark offering variety attractions including Ferris wheel boat rides live performances fireworks displays during summer months making it perfect place bid farewell unforgettable journey through heart vibrant metropolis!