30 minutes (15.6 miles) from Chicago O'Hare International Airport
Shopping and dining
Day 2: Willis Tower
15 minutes (2.1 miles) from The Magnificent Mile
Stunning city views
Day 3: Navy Pier
8 minutes (1.5 miles) from Willis Tower
Entertainment and attractions
Day 4: Art Institute of Chicago
10 minutes (1.8 miles) from Navy Pier
Art and history
Day 5: Millennium Park
5 minutes (0.9 miles) from Art Institute of Chicago
Sculptures and outdoor activities
Day 6: Chicago Riverwalk
15 minutes (2.8 miles) from Millennium Park
Cityscape and dining
Day 7: Wrigley Field
20 minutes (5.8 miles) from Chicago Riverwalk
Baseball stadium tour
Day 8: Navy Pier
25 minutes (6.3 miles) from Wrigley Field
Entertainment and attractions
Day 9: Lincoln Park Zoo
15 minutes (3.4 miles) from Navy Pier
Wildlife and nature
Day 10: Shedd Aquarium
10 minutes (2.1 miles) from Lincoln Park Zoo
Marine life and education
Day 11: Field Museum
10 minutes (2.1 miles) from Shedd Aquarium
Natural history and science
Day 12: Second City
25 minutes (5.6 miles) from Field Museum
Comedy and improv
Day 13: Grant Park
10 minutes (1.5 miles) from Second City
Beautiful greenspace
Day 14: Buckingham Fountain
5 minutes (0.7 miles) from Grant Park
Iconic landmark
Time and Cost Estimates
The Magnificent Mile (2-4 hours, free)
Willis Tower (1-2 hours, $25)
Navy Pier (2-4 hours, varies by activity)
Art Institute of Chicago (2-4 hours, $25)
Millennium Park (2-4 hours, free)
Chicago Riverwalk (2-4 hours, free)
Wrigley Field (1-2 hours, $40-100)
Lincoln Park Zoo (2-4 hours, free)
Shedd Aquarium (2-4 hours, $40)
Field Museum (2-4 hours, $25)
Second City (2-4 hours, $30-50)
Grant Park (2-4 hours, free)
Buckingham Fountain (1-2 hour, free)
Total Estimated Costs: $220-300
Useful Tips
If you have extra time, consider adding a day trip to nearby destinations such as Milwaukee, Wisconsin or Indianapolis, Indiana. If you have less time, consider cutting out some attractions that are not as important to you, or consolidating multiple activities into a single day. Make sure to check opening and closing times for your selected dates before finalizing your itinerary.