8-Day Romantic Honeymoon Itinerary in Chicago

Day 1: Arrive in Chicago

Chicago, USA

2:00PM

Check-in at The Langham

Start your honeymoon with luxury at The Langham Chicago, known for its stunning views of the Chicago River and top-notch amenities.
Public transport or taxi from the airport takes about 30 minutes.
USD300, 1 hour

3:30PM

Stroll Through Millennium Park

Take a leisurely walk at Millennium Park and snap a photo at the iconic Cloud Gate sculpture, also known as 'The Bean'.
15-minute walk from hotel.
Free, 2 hours

6:00PM

Dinner at The Signature Room

Enjoy a romantic dinner overlooking the city skyline at The Signature Room located on the 95th floor of the John Hancock Center.
15-minute taxi ride.
USD150, 2 hours
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Day 2: Art and Culture Day

Chicago, USA

9:00AM

Breakfast at Wildberry Pancakes & Cafe

Indulge in a delicious breakfast featuring their famous berry bliss pancakes to start your day right.
10-minute walk from hotel.
USD30, 1 hour

10:30AM

Visit The Art Institute of Chicago

Dive into the world of art at one of the oldest and largest art museums in the US, home to an impressive collection including Grant Wood's 'American Gothic'.
10-minute taxi ride.
USD25, 3 hours

2:00PM

Lunch at Lou Malnati's Pizzeria

Experience Chicago's famous deep-dish pizza at Lou Malnati's for a satisfying lunch.
15-minute walk from the Art Institute.
USD50, 1.5 hour

4:00PM

Relax at the Chicago Riverwalk

Spend the afternoon strolling along the picturesque Chicago Riverwalk, enjoying the views and serene atmosphere.
15-minute walk from the restaurant.
Free, 2 hours

7:00PM

Dinner Cruise on Lake Michigan

Enjoy a mesmerizing sunset dinner cruise on Lake Michigan, taking in the sights of the Chicago skyline from the water.
20-minute taxi ride to the dock.
USD180, 3 hours
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Day 3: Shopping and Relaxation

Chicago, USA

9:00AM

Breakfast at Beatrix

Savor a healthy breakfast at Beatrix, known for its fresh ingredients and robust coffee selections.
10-minute walk from hotel.
USD40, 1 hour

10:30AM

Shopping on Michigan Avenue

Explore the Magnificent Mile, a premier shopping district offering a mix of high-end and trendy shops.
5-minute walk from Beatrix.
Varies, 3 hours

2:00PM

Lunch at The Ralph Lauren Restaurant

Relax at The Ralph Lauren Restaurant for a cozy, stylish lunch with American cuisine offerings.
15-minute walk from shopping area.
USD70, 1.5 hour

4:00PM

Couples Spa Treatment at The Langham

Unwind together with a luxurious couples' massage at the spa in your hotel.
5-minute walk back to the hotel.
USD350, 2 hours

7:00PM

Dinner at Gibsons Bar & Steakhouse

Enjoy a classic Chicago steakhouse experience at Gibsons, known for its high-quality meat and vibrant atmosphere.
15-minute taxi ride.
USD160, 2 hours
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Day 4: Architecture and Views

Chicago, USA

9:00AM

Breakfast at Intelligentsia Coffee

Start your day with artisanal coffee and fresh pastries at this trendy coffee shop.
10-minute walk from hotel.
USD20, 1 hour

10:30AM

Chicago Architecture River Cruise

Embark on a scenic architecture cruise that showcases the magnificent skyscrapers along the Chicago River.
15-minute walk to the cruise dock.
USD45, 1.5 hour

12:30PM

Lunch at Star of Siam

Indulge in delicious Thai cuisine at Star of Siam, highly rated for its flavorful dishes.
15-minute walk from dock.
USD50, 1.5 hour

2:00PM

Visit Willis Tower Skydeck

Check out the breathtaking views from the Skydeck on the 103rd floor of Willis Tower, and walk out onto the glass ledge for a unique experience.
20-minute taxi ride.
USD30, 2 hours

5:00PM

Dinner at Alinea

End your day with an unforgettable fine dining experience at Alinea, a top-rated restaurant, renowned for its innovative cuisine.
10-minute taxi ride.
USD400, 3 hours
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Day 5: Museum and Theatre

Chicago, USA

9:00AM

Breakfast at Eggy's Diner

Enjoy a hearty breakfast at Eggy's Diner, known for its welcoming atmosphere and creative egg dishes.
10-minute walk from hotel.
USD35, 1 hour

10:30AM

Visit Shedd Aquarium

Encounter fascinating marine life in one of the largest aquariums in the world, certainly a fun and educational experience.
20-minute taxi ride.
USD40, 3 hours

2:00PM

Lunch at the Museum Campus Café

Have a casual lunch at the Museum Campus Café, located within the museum grounds.
5-minute walk from the aquarium.
USD30, 1 hour

3:30PM

Visit the Field Museum

Explore the wonders of natural history at the Field Museum, including the famous T. Rex named Sue.
10-minute walk from the café.
USD38, 2 hours

6:00PM

Dinner at RPM Steak

Savor a modern steakhouse experience at RPM Steak featuring fresh meats and seafood in a chic atmosphere.
20-minute taxi ride.
USD180, 2 hours

8:30PM

Chicago Theatre Show

Conclude your evening with an unforgettable performance at the legendary Chicago Theatre.
5-minute taxi ride.
USD100, 2 hours
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Day 6: Nature and Relaxation

Chicago, USA

9:00AM

Breakfast at The Publican

Delight in a farm-to-table breakfast at The Publican, known for its emphasis on local ingredients.
15-minute taxi ride.
USD40, 1 hour

10:30AM

Visit Lincoln Park Zoo

Explore the historic Lincoln Park Zoo, one of the oldest zoos in the country and free to enter, offering a delightful experience together.
20-minute taxi ride.
Free, 2.5 hours

1:00PM

Lunch at Café Brauer

Enjoy a casual lunch with stunning views of the Nature Boardwalk at Café Brauer, right next to the zoo.
10-minute walk from zoo.
USD30, 1.5 hours

3:00PM

Relax at North Avenue Beach

Spend a relaxing afternoon on North Avenue Beach, enjoying each other's company by Lake Michigan.
20-minute walk from café.
Free, 3 hours

6:00PM

Dinner at The Capital Grille

Enjoy a refined dining experience with dry-aged steak and fresh seafood at The Capital Grille, perfectly ending your day.
20-minute taxi ride.
USD140, 2 hours
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Day 7: Explore Neighborhoods

Chicago, USA

9:00AM

Breakfast at Lou Malnati's Pizzeria

Have a delicious breakfast featuring classic Chicago-style fare, a great way to fuel your day.
10-minute walk from hotel.
USD30, 1 hour

10:30AM

Visit Wicker Park

Explore the artsy neighborhood of Wicker Park, filled with boutiques, coffee shops, and vibrant murals for a unique experience.
20-minute taxi ride.
Free, 3.5 hours

2:00PM

Lunch at The Avondale Bowl

Relax with a lunch comprising of delicious comfort food at a charming bowling alley restaurant in the neighborhood.
15-minute taxi ride.
USD40, 1.5 hour

4:00PM

Discover Bucktown

Continue to explore Bucktown’s unique shops, art galleries, and local eateries, making it a perfect spot for a leisurely stroll.
15-minute taxi ride.
Free, 3 hours

7:00PM

Dinner at Girl & the Goat

Indulge in a gourmet dining experience at Girl & the Goat, known for its creative dishes and vibrant atmosphere.
15-minute taxi ride.
USD160, 2 hours
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Day 8: A Day of Leisure

Chicago, USA

9:00AM

Breakfast at The Bongo Room

Wrap up your honeymoon with a unique breakfast experience at The Bongo Room, known for its creative and delicious dishes.
10-minute walk from hotel.
USD40, 1 hour

10:30AM

Explore Art on the West Side

Visit the vibrant street art scenes in Pilsen and Logan Square, perfect for couples who appreciate art.
20-minute taxi ride.
Free, 2.5 hours

1:00PM

Lunch at Pilsen's Frida's Restaurant

Enjoy authentic Mexican cuisine at Frida's, immersing yourselves in flavor before your journey ends.
15-minute taxi ride.
USD40, 1.5 hour

3:00PM

Relax at Your Hotel Spa

Spend your last afternoon indulging in one last relaxed spa treatment at The Langham's luxurious spa.
20-minute taxi ride back to hotel.
USD200, 2 hours

6:00PM

Final Dinner at Origami

End your romantic getaway with a memorable dinner at Origami, a hidden gem offering exquisite Japanese cuisine.
15-minute walk from hotel.
USD150, 2 hours
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