Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
Explore Chicago in 3 Days
Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
Explore Chicago in 3 Days
Viewed by 82 travelers
Save This Itinerary
Share
Day 1: City Highlights
Chicago, USA
8:00AM
Breakfast at Wildberry Pancakes and Cafe
Start your day with a delicious breakfast at Wildberry Pancakes and Cafe, known for its signature pancakes and creative omelets.
Located in The Loop, you can easily walk or take a short taxi ride from your accommodation.
$$, 1 hour
10:00AM
Explore Millennium Park & The Bean
Take a stroll in Millennium Park, visit the famous Cloud Gate sculpture ('The Bean'), and enjoy the beautiful gardens and art installations.
Millennium Park is within walking distance from Wildberry Pancakes and Cafe.
Free, 2 hours
12:30PM
Lunch at Riva Crabhouse on Navy Pier
Head to Navy Pier for lunch at Riva Crabhouse, where you can enjoy delicious seafood with stunning views of Lake Michigan.
Take a taxi or ride the Navy Pier Trolley from Millennium Park to Navy Pier.
$$$, 1.5 hours
3:00PM
Shop on the Magnificent Mile
Indulge in some retail therapy on the Magnificent Mile, home to upscale shops, department stores, and iconic Chicago landmarks.
You can walk or take a short taxi ride from Navy Pier to the Magnificent Mile.
$$$, 2 hours
6:00PM
Dinner at The Purple Pig
Savor Mediterranean-inspired small plates and charcuterie at The Purple Pig, a popular spot for food enthusiasts.
The Purple Pig is located in River North, a short taxi or train ride away from the Magnificent Mile.
$$, 1.5 hours
Find Hotels in Chicago
Day 2: Parks and Sports
Chicago, USA
9:00AM
Breakfast at Ann Sather
Start your day with a Swedish-inspired breakfast at Ann Sather, known for its cinnamon rolls and hearty dishes.
Ann Sather is in Lakeview, a quick taxi or train ride from your accommodation in the Loop.
$$, 1 hour
10:30AM
Visit Lincoln Park Zoo
Explore the Lincoln Park Zoo, one of the oldest zoos in the country, home to a variety of animals in beautiful surroundings.
From Lakeview, you can take a short taxi ride or use public transportation to reach Lincoln Park.
Free, 2 hours
1:00PM
Lunch at Wrigley Field
Enjoy a meal at one of the restaurants near Wrigley Field, the historic home of the Chicago Cubs, and soak in the baseball atmosphere.
Wrigley Field is a short walk or taxi ride from Lincoln Park.
$$, 1.5 hours
3:00PM
Explore River North Art Galleries
Stroll through River North and visit its numerous art galleries showcasing a diverse range of contemporary and modern art.
Take a taxi or train from Wrigley Field to River North.
Free, 2 hours
6:00PM
Dinner at Lou Malnati's Pizzeria
Treat yourself to Chicago's famous deep-dish pizza at Lou Malnati's, a beloved pizzeria known for its authentic flavors.
Lou Malnati's has multiple locations, including one in River North, where you can easily walk from the art galleries.
$$, 1.5 hours
Find Hotels in Chicago
Day 3: Cultural Exploration
Chicago, USA
9:30AM
Breakfast at Yolk
Start your day with a hearty breakfast at Yolk, known for its creative egg dishes and pancakes.
Yolk has multiple locations in Chicago; choose one near your accommodation for convenience.
$$, 1 hour
11:00AM
Visit Museum Campus
Explore Museum Campus, home to iconic museums like the Field Museum, Shedd Aquarium, and Adler Planetarium, all located by Lake Michigan.
From breakfast, you can take a taxi or public transportation to Museum Campus.
$$$, 3 hours
2:30PM
Art Institute of Chicago
Immerse yourself in art at the renowned Art Institute of Chicago, featuring a vast collection of masterpieces from around the world.
The Art Institute is within walking distance from Museum Campus, allowing for a leisurely stroll to the museum.
$$, 2 hours
5:00PM
Explore Chinatown
Experience the vibrant culture and cuisine of Chicago's Chinatown, with its bustling streets, authentic restaurants, and unique shops.
From the Art Institute, you can easily take public transportation or a taxi to Chinatown for a cultural adventure.
$$, 2 hours
8:00PM
Dinner at MingHin Cuisine
Indulge in traditional Chinese dishes at MingHin Cuisine, a popular restaurant offering a wide selection of dim sum and Cantonese specialties.
MingHin Cuisine is a fantastic dining option in the heart of Chinatown, perfect for ending your day with delicious flavors.
$$, 1.5 hours
Find Hotels in Chicago
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
More About Chicago
Trip Packing List: Chicago (Late February 2026)
Packing List
Trip Packing List: Ahmedabad → Abu Dhabi → Chicago (4 Jun–11 Jul)
Packing List
Chicago Weather Guide: Mid-May Transitions & Lake Breezes
Weather Guide
Chicago Weather & Climate Guide: Seasons in the Windy City
Weather Guide
Full Guide to Michelin Star Cities: 2025 Updated List
Travel Expert
Global Michelin Cities & US Travel Tiers from New York
Travel Expert
Itinerary created by
Plantrip Team
February 22, 2024
AI-assisted, human-reviewed
Plan Your Chicago Trip
Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email