Background
Trip Planner Logo

8 Days in Chicago: A Journey of Culture and Cuisine

Lena /////

Lena /////

24 Oct 2023

Embark on an unforgettable 8-day adventure in the vibrant city of Chicago. Explore iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich culture of the Windy City.

Trip to Chicago

Day 1
+

$228

·

$ 5

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
8:00 AM - 11:00 AM
•
Free
11 - 16 min

~

Directions

Eleven City Diner
1:00 PM - 2:30 PM
•
$72
5 - 8 min

~

Directions

Lou Malnati's Pizzeria
Full-service restaurant.
7:00 PM - 8:30 PM
•
$56
9 - 11 min

~

Directions

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
No time set
•
$100
Day 2
+

$120

·

$ 5

Jackson (Andrew) Park
540-plus-acre city park featuring a beach, gardens & indoor/outdoor fitness facilities.
8:00 AM - 10:00 AM
•
Free
22 - 27 min

~

Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
10:30 AM - 12:30 PM
•
Free
5 - 8 min

~

Directions

Wildberry Pancakes & Cafe
1:00 PM - 2:30 PM
•
$56
6 - 9 min

~

Directions

The Gage
We invite you to savor our delicious, upscale comfort food, fine wines, boutique beers and whiskeys while enjoying the relaxing ambience of our vintage decor.
1:00 PM - 2:30 PM
•
$64
Day 3
+

$183

·

$ 5

Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
8:00 AM - 11:00 AM
•
$63
8 - 10 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
4 - 6 min

~

Directions

The Gage
We invite you to savor our delicious, upscale comfort food, fine wines, boutique beers and whiskeys while enjoying the relaxing ambience of our vintage decor.
1:00 PM - 2:30 PM
•
$64
5 - 8 min

~

Directions

Giordano's
Famous Chicago-style deep dish pizza right in your neighborhood. Visit us for a family-friendly atmosphere and delicious food or order your meal online for pickup or delivery.
7:00 PM - 8:30 PM
•
$56
Day 4
+

$187

The Chicago Theatre
French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.
8:00 AM - 10:00 AM
•
$75
8 - 11 min

~

Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
10:30 AM - 12:30 PM
•
Free
6 - 9 min

~

Directions

Roti Modern Mediterranean
By Millenium Park at Lake and Michigan, Downtown Chicago restaurant Roti Modern Mediterranean offers a menu of deliciously fresh salads, bowls, & pitas
1:00 PM - 2:30 PM
•
$58
8 - 11 min

~

Directions

Volare
7:00 PM - 8:30 PM
•
$54
Day 5
+

$173

·

$ 5

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
8:00 AM - 10:00 AM
•
Free
10 - 12 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
•
$63
5 - 8 min

~

Directions

Le Colonial Chicago
1:00 PM - 2:30 PM
•
$58
6 - 9 min

~

Directions

Giordano's
Famous Chicago-style deep dish pizza right in your neighborhood. Visit us for a family-friendly atmosphere and delicious food or order your meal online for pickup or delivery.
7:00 PM - 8:30 PM
•
$52
Day 6
+

$187

·

$ 10

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
8:00 AM - 10:00 AM
•
Free
7 - 9 min

~

Directions

Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
10:30 AM - 11:30 AM
•
Free
8 - 10 min

~

Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
12:00 PM - 1:30 PM
•
$63
2 - 3 min

~

Directions

Protein Bar & Kitchen
2:00 PM - 3:30 PM
•
$52
11 - 16 min

~

Directions

Plant Junkie
1:00 PM - 2:30 PM
•
$72
Day 7
+

$394

·

$ 5

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
•
$264
6 - 9 min

~

Directions

PR Italian Bistro
Award Winning, Italian-inspired Global Cuisine. Chef Owned. Named one of Chicago's Best Bistros -CBS Chicago
1:00 PM - 2:30 PM
•
$58
6 - 8 min

~

Directions

The Chicago Diner, Lakeview
7:00 PM - 8:30 PM
•
$72
Day 8
+

$197

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
8:00 AM - 10:00 AM
•
$63
12 - 17 min

~

Directions

Plant Junkie
1:00 PM - 2:30 PM
•
$72
3 - 4 min

~

Directions

The Dearborn
Urban American tavern in Chicago's Block 37
7:00 PM - 8:30 PM
•
$62

Budget breakdown: $1702 In total

Activities & Food:$1667
Transport:$35