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Luxury Escape to Chicago: A Medium Budget Itinerary for 3 Days

Viewed by 60 travelers

Day 1: Explore Downtown

Chicago, USA

8:00AM

Breakfast at Alinea

Start your culinary journey with an extravagant breakfast at Alinea, where creativity meets fine dining in a stunning atmosphere.
Reserve your table in advance for an iconic experience.
USD100, 2 hours

10:30AM

Millennium Park Visit

Stroll through Millennium Park, taking in the modern art installations and the vibrant scenery of the city.
Walk or take a short Uber ride to Millennium Park.
Free, 2 hours

12:30PM

Lunch at The Signature Room

Enjoy a luxurious lunch at The Signature Room atop the John Hancock Center with a breathtaking view of the skyline.
Take the 'L' train or an Uber to the John Hancock Center.
USD50, 1.5 hours

2:00PM

Art Institute of Chicago

Explore the extensive collection at the Art Institute of Chicago, home to renowned masterpieces and contemporary art.
A short Uber ride will get you there quickly.
USD25, 3 hours

5:30PM

Relax at the Spa

Unwind with a pampering treatment at a luxury spa, such as The Spa at the Four Seasons.
Book your spa appointment in advance.
USD150, 2 hours

8:00PM

Dinner at RPM Italian

Savor dinner at RPM Italian, known for its upscale take on Italian classics and fresh ingredients.
Uber to the restaurant.
USD75, 2 hours
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Day 2: Culture and History

Chicago, USA

8:30AM

Breakfast at Wildberry Pancakes and Cafe

Start your day with a delicious breakfast at Wildberry, famous for its pancakes and hearty breakfast options.
Take an Uber to the cafe.
USD30, 1.5 hours

10:00AM

Architectural River Cruise

Experience Chicago’s iconic skyline on the Chicago Architecture Foundation River Cruise for a unique perspective.
Walk to the dock nearest to Michigan Avenue.
USD50, 1.5 hours

12:00PM

Lunch at Lou Malnati's Pizzeria

Indulge in the famous Chicago deep-dish pizza at Lou Malnati's for a casual but iconic lunch experience.
A short Uber ride will take you there.
USD20, 1.5 hours

2:00PM

Museum of Science and Industry

Discover fascinating exhibits and interactive displays at the Museum of Science and Industry.
Take an Uber or the 'L' train to the museum.
USD21, 3 hours

5:30PM

Cocktails at The Aviary

Enjoy craft cocktails at The Aviary, where drinks are elevated to an art form amidst a chic ambiance.
Uber to The Aviary for an unmatched cocktail experience.
USD50, 1.5 hours

8:00PM

Dinner at Gibsons Bar & Steakhouse

Relish a classic steakhouse dinner at Gibsons, renowned for its prime cuts of meat and vibrant atmosphere.
A short Uber ride will get you to Gibsons.
USD75, 2 hours
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Day 3: Shopping and Relaxation

Chicago, USA

9:00AM

Breakfast at The Breakfast Room

Have a delightful breakfast at The Breakfast Room, where you can enjoy fresh ingredients and local flavors to kickstart your day.
Take an Uber to the restaurant.
USD30, 1.5 hours

10:30AM

Shopping on Magnificent Mile

Browse luxury retailers and unique boutiques along the Magnificent Mile for some high-end shopping.
Walk along Michigan Avenue to Magnificent Mile.
Free (shopping varies), 3 hours

1:00PM

Lunch at The Cheesecake Factory

Stop for a leisurely lunch at The Cheesecake Factory with an impressive menu and scrumptious desserts.
A short walk from shopping areas will lead you to lunch.
USD25, 1.5 hours

2:30PM

Visiting the Chicago Botanic Garden

Take a peaceful escape to the Chicago Botanic Garden, exploring stunning landscapes and colorful floral displays.
Arrange for an Uber to the Botanic Garden, approximately 30 minutes away.
Free, 2.5 hours

5:00PM

Relaxation at a Rooftop Bar

Wind down your trip with a cocktail at a rooftop bar such as Cindy's Rooftop, offering vistas of Buckingham Fountain and the skyline.
Uber back to the Loop for an immersive view.
USD40, 1.5 hours

7:00PM

Final Dinner at Bavette's Bar & Boeuf

End your Chicago adventure with a memorable meal at Bavette's, a swanky steakhouse with a vintage feel.
A quick Uber ride will take you to Bavette's.
USD80, 2 hours
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