Background
Trip Planner Logo

3-Day Adventure in Chicago

Samantha Romano

Samantha Romano

6 Nov 2023

Experience the best of Chicago in just 3 days! Explore iconic landmarks, indulge in delicious food, and immerse yourself in the vibrant atmosphere of the Windy City.

Day 1
+

$84

Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
$32
5 - 8 min

~

Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
9:00 AM - 11:00 AM
Free
2 - 3 min

~

Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
11:30 AM - 12:30 PM
Free
6 - 9 min

~

Directions

Sweetgreen
Fresh salads, plates + grain bowls available for pickup and delivery every day, made in-house from scratch, using whole produce delivered that morning.
7:00 PM - 8:30 PM
$52
Day 2
+

$136

·

$ 10

Gyu-Kaku
Chicago, IL
7:30 AM - 8:30 AM
$60
8 - 12 min

~

Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
9:00 AM - 11:00 AM
Free
12 - 15 min

~

Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
11:30 AM - 1:30 PM
Free
11 - 16 min

~

Directions

Cupitol Coffee & Eatery
Cupitol is a new all-day​ lounge that brings together the best elements of a restaurant, a bakery, a cafe and an exclusive bar.
7:00 PM - 8:30 PM
$76
Day 3
+

$349

·

$ 20

Kanela Breakfast Club
7:30 AM - 8:30 AM
$28
8 - 11 min

~

Directions

Centennial Wheel
9:00 AM - 10:00 AM
$100
8 - 10 min

~

Directions

360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
10:30 AM - 12:00 PM
$125
11 - 14 min

~

Directions

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
12:30 PM - 2:30 PM
Free
6 - 9 min

~

Directions

Chicago Pizza & Oven Grinder
7:00 PM - 8:30 PM
$96

Budget breakdown: $599 In total

Activities & Food:$569
Transport:$30