Chicago Experience: The Windy City Adventure

Immerse yourself in the vibrant energy and rich culture of Chicago with our exclusive adventure package. Explore the iconic landmarks, savor the world-renowned cuisine, and discover the diverse neighbourhoods that make the Windy City a must-visit destination. From architectural wonders to scenic lakefront views, this package promises an unforgettable journey through the heart of the Midwest.

Great Ways to Explore

Discover Architectural Wonders: Delve into Chicago's rich architectural heritage with guided tours of iconic landmarks such as the Willis Tower (formerly Sears Tower), the John Hancock Center, and the historic Chicago Theater. Marvel at the city's skyline from the Chicago River on an architecture boat tour, and explore the innovative designs of Millennium Park's Cloud Gate (The Bean) and Frank Gehry's Pritzker Pavilion.
Savor Chicago's Culinary Delights: Indulge your taste buds with Chicago's world-renowned cuisine, including deep-dish pizza, Chicago-style hot dogs, and gourmet dining experiences. Take a food tour of diverse neighborhoods such as Greektown, Little Italy, and Chinatown, sampling local specialties and culinary creations from top chefs.
Explore Cultural Attractions: Immerse yourself in Chicago's vibrant cultural scene with visits to renowned museums, galleries, and performing arts venues. Explore the Art Institute of Chicago, home to an extensive collection of fine art masterpieces. Experience live music at historic jazz clubs and blues lounges, or catch a Broadway-quality show in Chicago's Theater District.

Plan Your Dream Trip

Itinerary

Day 1

Arrival in Chicago

Arrive at Chicago O'Hare International Airport and transfer to your hotel in the heart of downtown Chicago
Check-in and unwind after your journey, taking in the bustling atmosphere of the city
Spend the afternoon at leisure, exploring the neighborhood or relaxing at the hotel
In the evening, enjoy dinner at a local restaurant, sampling Chicago's famous deep-dish pizza or other culinary delights

Day 2

Explore Chicago's Architectural Wonders

Enjoy breakfast at the hotel before embarking on a guided tour of Chicago's iconic landmarks and architectural wonders
Visit the Willis Tower Skydeck for panoramic views of the city skyline from the tallest building in the Western Hemisphere
Take an architecture boat tour along the Chicago River, learning about the city's history and innovative architecture
Explore Millennium Park and marvel at Cloud Gate (The Bean) and Frank Gehry's Pritzker Pavilion
Enjoy lunch at a Chicago-style hot dog stand or trendy café along Michigan Avenue
In the afternoon, explore the Magnificent Mile for shopping, dining, and entertainment options
Spend the evening at leisure, perhaps catching a live performance at one of Chicago's renowned theaters or music venues

Day 3

Culinary Exploration

Have breakfast at the hotel before embarking on a culinary exploration of Chicago's diverse neighborhoods
Take a food tour of Greektown, Little Italy, or Chinatown, sampling local specialties and culinary creations from top chefs
Enjoy lunch at a neighborhood eatery, savoring authentic flavors and regional cuisine
In the afternoon, visit the Art Institute of Chicago to explore its extensive collection of fine art masterpieces
Spend the evening at leisure, perhaps dining at a Michelin-starred restaurant or exploring Chicago's vibrant nightlife scene

Day 4

Lakefront Adventure

Start the day with breakfast at the hotel before embarking on a scenic adventure along Lake Michigan
Take a sunset cruise on Lake Michigan, featuring panoramic views of the Chicago skyline and waterfront landmarks
Enjoy light refreshments and drinks on board as you sail along the lakefront
Return to shore and spend the afternoon exploring Navy Pier, a popular destination for dining, shopping, and entertainment
Optional activities include visiting the Shedd Aquarium, Adler Planetarium, or Chicago Children's Museum
In the evening, gather for a farewell dinner at a Michelin-starred restaurant or iconic Chicago eatery, toasting to your unforgettable journey through the Windy City

Day 5

Departure from Chicago

Enjoy your final breakfast at the hotel and spend the morning at leisure
Take advantage of any last-minute shopping or sightseeing opportunities in Chicago
Transfer to Chicago O'Hare International Airport for your departure flight, bidding farewell to the Windy City with cherished memories of your Midwest adventure

Note: This itinerary is subject to change based on weather conditions and availability. Please consult with your travel agent for the most up-to-date information.

Inclusions

Round-trip economy class airfare to Chicago O'Hare International Airport (ORD)
Airport transfers in Chicago
4 nights in Chicago at a centrally located hotel, such as The Langham, Chicago or The Peninsula Chicago
Daily breakfast buffet at the hotel
Guided tours of Chicago's iconic landmarks and architectural wonders
Admission to top cultural attractions, such as the Art Institute of Chicago and Millennium Park
Food tour of Chicago's diverse neighborhoods, including tastings of local specialties
Sunset cruise on Lake Michigan, featuring panoramic views of the Chicago skyline
VIP access to select nightlife venues and entertainment hotspots
Farewell dinner at a Michelin-starred restaurant or iconic Chicago eatery