Background
Trip Planner Logo

A Week in Chicago: Exploring the Windy City

Elisa Ximenes

Elisa Ximenes

1 Oct 2023

Join me on a thrilling journey through the vibrant city of Chicago. Discover iconic landmarks like Navy Pier, Cloud Gate, Grant Park, and DuSable Bridge. Immerse yourself in the beauty of Lincoln Park Conservatory and Lincoln Park Zoo. Experience the excitement of Wrigley Field and Crown Fountain. Stroll along the picturesque Riverwalk and indulge in the artistry of Millennium Park and Skydeck Chicago. Finally, let's delve into the world of art at The Art Institute of Chicago. Get ready for an unforgettable adventure!

Day 1
+

$32

·

$ 8

Aloft Chicago Mag Mile

Depart from your stay 🏨

6 - 8 min

~

Directions

Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
9 - 11 min

~

Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
8:00 AM - 10:00 AM
$31
Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
10:30 AM - 11:30 AM
Free
Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
Day 2
+

$0

·

$ 5

Aloft Chicago Mag Mile

Depart from your stay 🏨

9 - 11 min

~

Directions

Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
6 - 8 min

~

Directions

Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
8:00 AM - 10:00 AM
Free
DuSable Bridge
Long-standing drawbridge honoring a founder of Chicago & decorated with sculptures & plaques.
10:30 AM - 11:30 AM
Free
Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
Day 3
+

$0

·

$ 5

Aloft Chicago Mag Mile

Depart from your stay 🏨

10 - 12 min

~

Directions

Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
5 - 8 min

~

Directions

Lincoln Park Conservatory
Thousands of exotic plants in an 1890 glass structure, plus outdoor gardens & fountains.
8:00 AM - 9:00 AM
Free
Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
9:30 AM - 11:30 AM
Free
Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
Day 4
+

$50

·

$ 8

Aloft Chicago Mag Mile

Depart from your stay 🏨

15 - 18 min

~

Directions

Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
16 - 20 min

~

Directions

Wrigley Field
Ivy-clad walls & manual scoreboard add retro charm to the 2nd oldest baseball stadium in the majors.
8:00 AM - 11:00 AM
$50
Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
11:30 AM - 12:30 PM
Free
Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
Day 5
+

$0

Aloft Chicago Mag Mile

Depart from your stay 🏨

9 - 14 min

~

Directions

Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
8:00 AM - 10:00 AM
Free
Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
Day 6
+

$32

·

$ 8

Aloft Chicago Mag Mile

Depart from your stay 🏨

8 - 10 min

~

Directions

Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
11 - 14 min

~

Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
8:00 AM - 10:00 AM
Free
Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
10:30 AM - 12:00 PM
$31
Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
Day 7
+

$32

·

$ 5

Aloft Chicago Mag Mile

Depart from your stay 🏨

9 - 11 min

~

Directions

Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free
The Art Institute of Chicago
Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.
8:00 AM - 11:00 AM
$31
Aloft Chicago Mag Mile
Relaxed quarters, some with city views, in a refined hotel offering complimentary Wi-Fi & a pool.
7:30 AM - 7:30 AM
Free

Budget breakdown: $182 In total

Activities & Food:$144
Transport:$38