4-Day Family-Friendly Relaxation Itinerary in Chicago

Day 1: Arrival & Exploration

Chicago, USA

8:00AM

Arrival at O'Hare International Airport

Welcome to Chicago! After landing, collect your luggage and prepare for a day of adventure before your check-in.
Use the Airport Transit system to get to Rosemont station, then take the Blue Line to downtown Chicago.
0, 1 hour

9:30AM

Breakfast at Lou Mitchell’s

Indulge in a classic Chicago breakfast at Lou Mitchell’s, known for their pancakes and famous coffee to start your day off right.
Walk a few blocks from the Blue Line station to Lou Mitchell’s.
CURRENCY20, 1 hour

11:00AM

Millennium Park Visit

Stroll through Millennium Park and delight in the beauty of The Bean and the lovely surroundings perfect for family photos.
Take a quick Bus or a short walk to Millennium Park.
0, 1.5 hours

1:00PM

Lunch at Giordano’s

Enjoy a traditional Chicago deep-dish pizza at Giordano’s, great for the whole family to refuel after exploring.
Take a quick walk from Millennium Park to Giordano’s.
CURRENCY50, 1.5 hours

3:00PM

Lincoln Park Zoo

Head over to Lincoln Park Zoo where the kids can enjoy animal exhibits in a beautiful outdoor setting, all free of charge!
Take a taxi or rideshare from Giordano’s to Lincoln Park Zoo.
0, 2 hours

5:00PM

Check-in at Airbnb

Now it's time to head to your Airbnb for some needed relaxation following a busy day.
Utilize rideshare or public transit to reach your Airbnb.
0, 1 hour

7:00PM

Dinner at Portillo's

Savor Chicago favorites like the Italian beef sandwich at Portillo's while enjoying the energetic atmosphere.
Use a rideshare service to Portillo's.
CURRENCY60, 1.5 hours
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Day 2: Aquarium & Relaxation

Chicago, USA

8:00AM

Breakfast at Wildberry Pancakes and Cafe

Start your day with a delicious breakfast of pancakes or crepes before the excitement at the aquarium.
Head to Wildberry, which is a short walk from your Airbnb.
CURRENCY40, 1 hour

9:30AM

Travel to Shedd Aquarium

Head towards Shedd Aquarium for a morning full of aquatic wonders and interactive exhibits.
Take a rideshare to Shedd Aquarium.
CURRENCY20, 30 minutes

10:00AM

Visit Shedd Aquarium

Explore the diverse marine life, including the dolphin show and the new wild reef exhibit that the whole family will enjoy.
Follow the directions given at the entrance to navigate the exhibits.
CURRENCY120, 3 hours

1:00PM

Lunch at Shedd Aquarium Café

Grab a casual lunch at the aquarium café with family-friendly options to refuel before more adventures.
Lunch options available within the aquarium.
CURRENCY50, 1 hour

2:00PM

Relaxing Walk Along Lake Michigan

Take a serene walk along the shores of Lake Michigan and enjoy the lovely city views and fresh air.
Exit the aquarium and walk along the shoreline.
0, 1.5 hours

3:30PM

Navy Pier Exploration

Make your way to Navy Pier for rides, games, and fun activities to entertain the entire family.
Take a rideshare to Navy Pier from Lake Michigan.
CURRENCY30, 30 minutes

5:00PM

Dinner at Harry Caray’s Tavern

Enjoy dinner with a view at Harry Caray’s Tavern, known for its family-friendly vibe and delicious American classics.
Walk along Navy Pier to reach Harry Caray’s Tavern.
CURRENCY70, 1.5 hours

7:00PM

Return to Airbnb

After a fun-filled day, head back to your Airbnb and unwind.
Utilize rideshare services to return to your accommodation.
CURRENCY20, 30 minutes
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Day 3: Museum & Shopping

Chicago, USA

8:30AM

Breakfast at The Bongo Room

Have a spectacular breakfast at The Bongo Room, where creative dishes make for a delightful morning.
Walk or take public transit to The Bongo Room.
CURRENCY50, 1 hour

10:00AM

Visit the Field Museum

Explore the wonders of history and science at the Field Museum, including dinosaurs and ancient artifacts that will capture everyone’s imagination.
Take public transit to the Field Museum.
CURRENCY100, 3 hours

1:00PM

Lunch at The Field Bistro

Conveniently located within the museum, enjoy a family-friendly lunch filled with delicious options.
Lunch options are available within the Field Museum.
CURRENCY50, 1 hour

2:00PM

Shopping on Magnificent Mile

After lunch, take a stroll along the Magnificent Mile and enjoy shopping at family-friendly stores and boutiques.
Take public transit to Magnificent Mile.
0, 2 hours

4:30PM

Coffee Break at Intelligentsia Coffee

Take a break to enjoy some of the best coffee in town while the kids enjoy a sweet treat.
Walk to Intelligentsia Coffee.
CURRENCY15, 1 hour

5:30PM

Dinner at The Cheesecake Factory

End your day with dinner at The Cheesecake Factory, offering a wide array of choices that cater to all family members' preferences.
Walk from Intelligentsia Coffee to The Cheesecake Factory.
CURRENCY80, 1.5 hours

7:00PM

Return to Airbnb

Wind down after another exciting day as you travel back to your Airbnb.
Use rideshare services to get back.
CURRENCY20, 30 minutes
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Day 4: Nature & Departure

Chicago, USA

9:00AM

Breakfast at Beatrix

Start your final day with a wholesome breakfast at Beatrix, known for its healthy and delicious menu.
Walk or take public transit to Beatrix.
CURRENCY50, 1 hour

10:30AM

Visit the Chicago Botanic Garden

Explore the tranquility and beauty of the Chicago Botanic Garden, an incredibly peaceful way to spend the morning.
Take a taxi or rideshare to the Chicago Botanic Garden.
CURRENCY20, 30 minutes

11:00AM

Gardening and Nature Tour

Take a self-guided tour of the gardens and let the kids enjoy the space with activities throughout the garden.
Follow the paths and signage around the gardens.
0, 2 hours

1:00PM

Lunch at Cafe at the Garden

Enjoy a delightful lunch overlooking the gardens, perfect for unwinding before your departure.
Dine at the on-site café.
CURRENCY50, 1 hour

3:00PM

Travel to O'Hare International Airport

Start your journey back to the airport, allowing yourself plenty of time for any last-minute checking in.
Pre-arrange a rideshare or taxi to O'Hare.
CURRENCY40, 30 minutes

4:00PM

Departure from O'Hare International Airport

Safely board your flight, filled with cherished memories from your Chicago family trip.
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