Background
Trip Planner Logo

Discover the Vibrant Charm of Chicago: A 4-Day Itinerary

rebeca gamon

rebeca gamon

10 Oct 2023

Embark on an unforgettable journey through the Windy City with this 4-day itinerary to Chicago. Explore iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich cultural heritage of this vibrant city.

Day 1
+

$64

·

$ 8

Garfield Park Conservatory - Reservations Required
184-acre park with a swimming pool, fishing lagoon, athletic fields & tennis courts.
8:00 AM - 9:30 AM
Free
17 - 21 min

~

Directions

National Museum of Mexican Art
Some 18,000 paintings, photographs, sculptures & more are housed at this art museum.
10:00 AM - 11:30 AM
Free
11 - 14 min

~

Directions

United Center
The U.S.' largest arena hosts over 200 events annually, from Bulls & Hawks games to musical acts.
12:00 PM - 12:30 PM
Free
17 - 21 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.
1:00 PM - 2:30 PM
$36
3 - 4 min

~

Directions

Holy Name Cathedral
An 1800s Catholic church with a vaulted ceiling & colorful stained glass, offering guided tours.
2:30 PM - 3:30 PM
Free
4 - 5 min

~

Directions

True Food Kitchen
Chef-driven restaurant & scratch bar featuring a seasonal lineup of creative, crave-able dishes & handcrafted cocktails - with a healthy twist. True Food's menu emphasizes wholesome, nutrient-dense ingredients with thoughtful preparations to highlight the natural health benefits & flavors.
7:00 PM - 8:30 PM
$28
Day 2
+

$63

·

$ 5

Bahá'í House of Worship
Baha'i temple, one of 8 in the world, featuring a 135-ft white-stone dome completed in 1953.
8:00 AM - 9:30 AM
Free
36 - 44 min

~

Directions

Lincoln Park Conservatory
Thousands of exotic plants in an 1890 glass structure, plus outdoor gardens & fountains.
10:00 AM - 11:00 AM
Free
5 - 8 min

~

Directions

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
11:30 AM - 1:30 PM
Free
15 - 18 min

~

Directions

The Purple Pig
2:00 PM - 3:30 PM
$28
3 - 4 min

~

Directions

The Wrigley Building
Beloved 1924 addition to the city skyline, whose clock tower stands 425 ft above street level.
3:30 PM - 4:30 PM
Free
4 - 5 min

~

Directions

Shaw's Crab House
Shaw’s is two restaurants in one – a jazzy, sophisticated, seafood restaurant and a carefree, lively oyster bar. Both serve top-grade fish and shellfish, several varieties of just-shucked oysters, and inventive sushi and sashimi combinations, made with the freshest fish in town.
7:00 PM - 8:30 PM
$35
Day 3
+

$110

·

$ 8

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
28 - 34 min

~

Directions

Jackson (Andrew) Park
540-plus-acre city park featuring a beach, gardens & indoor/outdoor fitness facilities.
11:30 AM - 1:30 PM
Free
8 - 10 min

~

Directions

Plein Air Cafe & Eatery
2:00 PM - 3:30 PM
$32
5 - 6 min

~

Directions

The Promontory
7:00 PM - 8:30 PM
$28
Day 4
+

$56

·

$ 5

Ping Tom Memorial Park
Chinatown park on the Chicago River with Chinese-style landscaping, a playground & kayak rentals.
8:00 AM - 9:30 AM
Free
8 - 10 min

~

Directions

Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
10:00 AM - 12:00 PM
Free
4 - 5 min

~

Directions

Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
12:30 PM - 1:30 PM
Free
12 - 17 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.
2:00 PM - 3:30 PM
$29
5 - 6 min

~

Directions

Lou Malnati's Pizzeria
Full-service restaurant.
7:00 PM - 8:30 PM
$27

Budget breakdown: $318 In total

Activities & Food:$293
Transport:$25