Chicago Honeymoon City Experiences & Foodie Adventure

Day 1: Luxury Shopping & Fine Dining

Chicago, USA

9:00AM

Breakfast at The Purple Pig

Start your day with a delicious breakfast at The Purple Pig, indulging in Mediterranean-inspired dishes and a glass of champagne.
Walk or take a short taxi ride to The Magnificent Mile.
$30, 1 hour

11:00AM

Shop Along The Magnificent Mile

Spend the morning shopping at high-end boutiques and department stores along The Magnificent Mile, a mecca for luxury retail therapy.
Continue exploring on foot or take the 'L' train to The Loop district.
Varies, 2 hours

1:00PM

Lunch at Cindy's Rooftop

Enjoy a stylish lunch at Cindy's Rooftop with stunning views of Millennium Park and Lake Michigan.
Walk or take a short taxi ride to Cindy's Rooftop.
$40, 1.5 hours

3:00PM

Art Institute of Chicago

Visit the Art Institute of Chicago to admire world-renowned artworks, from classic to contemporary pieces.
Walk to the museum from Cindy's Rooftop.
$25, 2 hours

6:00PM

Dinner at Alinea

Indulge in a multi-sensory dining experience at Alinea, a three-star Michelin restaurant offering innovative and artistic cuisine.
Take a taxi or public transportation to Alinea.
$250, 3 hours
View Hotel Availability

Day 2: Cultural Immersion & Nightlife

Chicago, USA

10:00AM

Brunch at Little Goat Diner

Start the day with a hearty brunch at Little Goat Diner, enjoying comfort food with a gourmet twist.
Walk or take a short taxi ride to Little Goat Diner in the West Loop.
$25, 1.5 hours

12:00PM

Chicago Cultural Center

Explore the stunning architecture and cultural exhibitions at the Chicago Cultural Center, a hub for artistic expression.
Walk to the Chicago Cultural Center from Little Goat Diner.
Free, 1 hour

2:00PM

Riverwalk Stroll

Take a leisurely stroll along the Chicago Riverwalk, admiring the architectural beauty of the city's iconic buildings.
Walk to the Riverwalk from the Chicago Cultural Center.
Free, 1.5 hours

4:00PM

Coffee Tasting at Intelligentsia Coffee

Experience a coffee tasting session at Intelligentsia Coffee, known for its meticulously sourced and expertly brewed coffees.
Walk or take a short taxi ride to Intelligentsia Coffee in Wicker Park.
$20, 1 hour

7:00PM

Dinner at Avec

Enjoy a cozy and intimate dinner at Avec, savoring Mediterranean-inspired dishes and a selection of fine wines.
Take a taxi or public transportation to Avec.
$50, 2 hours
View Hotel Availability

Day 3: Neighborhood Exploration & Street Food

Chicago, USA

9:00AM

Breakfast at Dove's Luncheonette

Start your day with a soulful breakfast at Dove's Luncheonette, known for its delicious Mexican-inspired dishes and retro vibes.
Walk or take a short taxi ride to Dove's Luncheonette in Wicker Park.
$20, 1 hour

11:00AM

Wicker Park Exploration

Explore the trendy neighborhood of Wicker Park, known for its eclectic shops, street art, and hipster vibes.
Walk around the neighborhood at your leisure.
Free, 2 hours

1:00PM

Lunch at Big Star

Satisfy your cravings with tasty tacos and margaritas at Big Star, a popular spot for delicious Mexican street food.
Walk or take a short taxi ride to Big Star.
$30, 1.5 hours

3:00PM

Chicago Architecture Tour

Embark on an architecture boat tour along the Chicago River to marvel at the city's iconic skyscrapers and architectural wonders.
Take a taxi to the Chicago Architecture Foundation River Cruise departing point.
$40, 2 hours

6:00PM

Dinner at The Signature Room

Enjoy a romantic dinner with panoramic views at The Signature Room on the 95th floor of the John Hancock Center.
Take a taxi or public transportation to The Signature Room.
$80, 2 hours
View Hotel Availability

Day 4: Lakefront Bliss & Farewell Feast

Chicago, USA

10:00AM

Brunch at The Bongo Room

Indulge in a leisurely brunch at The Bongo Room, known for its creative and delicious brunch creations.
Walk or take a short taxi ride to The Bongo Room in Andersonville.
$30, 1.5 hours

12:00PM

Bike Ride along Lakefront Trail

Rent bicycles and enjoy a scenic ride along the Lakefront Trail, with picturesque views of Lake Michigan and the city skyline.
Rent bikes from a nearby rental shop along the Lakefront Trail.
$20, 2 hours

3:00PM

Navy Pier Exploration

Explore the attractions at Navy Pier, from amusement rides to scenic cruises, for a fun-filled afternoon by the lake.
Take a taxi or public transportation to Navy Pier.
$50, 2 hours

6:00PM

Farewell Dinner at Girl & the Goat

Conclude your honeymoon with a memorable dinner at Girl & the Goat, an award-winning restaurant serving up creative and flavorful dishes.
Take a taxi or public transportation to Girl & the Goat.
$100, 2.5 hours
View Hotel Availability