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A Week in Chicago: Exploring the Windy City's Best Attractions

DANIEL HERNANDEZ

DANIEL HERNANDEZ

3 Oct 2023

Join me on an exciting 8-day journey through Chicago, where we'll visit iconic landmarks like Navy Pier, Millennium Park, and the Art Institute of Chicago. Indulge in delicious breakfasts at Wildberry Pancakes & Cafe and discover the city's vibrant cultural scene. Get ready for an unforgettable adventure in the heart of the United States!

Trip to Chicago

Day 1
+

$326

·

$ 40

Best Western River North Hotel

Depart from your stay 🏨

7 - 9 min

~

Directions

Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
7 - 10 min

~

Directions

Doc B's Fresh Kitchen
7:30 AM - 8:30 AM
•
$32
9 - 11 min

~

Directions

360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
9:00 AM - 10:30 AM
•
$125
7 - 9 min

~

Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
11:00 AM - 1:00 PM
•
$125
6 - 9 min

~

Directions

Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
1:30 PM - 2:30 PM
•
Free
Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
•
$44
Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
Day 2
+

$286

·

$ 30

Best Western River North Hotel

Depart from your stay 🏨

26 - 32 min

~

Directions

Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
8 - 11 min

~

Directions

B'Gabs
Raw, vegan, gluten-free, soy-free, peanut-free, smoothie bar, juice bar, herbs, tea, essential oils
7:30 AM - 8:30 AM
•
$60
5 - 6 min

~

Directions

Museum of Science and Industry, Chicago
Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.
9:00 AM - 1:00 PM
•
$150
Plein Air Cafe & Eatery
7:00 PM - 8:30 PM
•
$76
Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
Day 3
+

$205

·

$ 20

Best Western River North Hotel

Depart from your stay 🏨

11 - 14 min

~

Directions

Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
4 - 6 min

~

Directions

Just Salad
7:30 AM - 8:30 AM
•
$28
9 - 14 min

~

Directions

The Art Institute of Chicago
Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.
9:00 AM - 12:00 PM
•
$125
7 - 10 min

~

Directions

Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
12:30 PM - 2:30 PM
•
Free
Grant Park Bistro
7:00 PM - 8:30 PM
•
$52
Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
Day 4
+

$100

·

$ 20

Best Western River North Hotel

Depart from your stay 🏨

11 - 14 min

~

Directions

Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
10 - 15 min

~

Directions

Yolk
YOLK, created by founder Taki Kastanis in 2006, has evolved into Chicago's #1 breakfast hot spot. Follow us on Twitter and Instagram @EatYolk #EatYolk
7:30 AM - 8:30 AM
•
$48
12 - 17 min

~

Directions

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
9:00 AM - 12:00 PM
•
Free
10 - 15 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
Grant Park Bistro
7:00 PM - 8:30 PM
•
$52
Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
Day 5
+

$209

·

$ 30

Best Western River North Hotel

Depart from your stay 🏨

14 - 17 min

~

Directions

Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
10 - 15 min

~

Directions

Dmk
7:30 AM - 8:30 AM
•
$40
8 - 10 min

~

Directions

Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
9:00 AM - 12:00 PM
•
$125
5 - 8 min

~

Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
12:30 PM - 2:30 PM
•
Free
Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
•
$44
Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
Day 6
+

$290

·

$ 10

Best Western River North Hotel

Depart from your stay 🏨

8 - 10 min

~

Directions

Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
4 - 5 min

~

Directions

Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
•
$44
7 - 10 min

~

Directions

Jay Pritzker Pavilion
Designed by architect Frank Gehry, this bandshell in Millennium Park hosts various musical events.
9:00 AM - 10:00 AM
•
Free
4 - 5 min

~

Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
10:30 AM - 11:30 AM
•
Free
5 - 8 min

~

Directions

Chicago Cultural Center
Free art & shows in an 1897 Beaux-Arts building with vaulted lobby, mosaics & 2 stained-glass domes.
12:00 PM - 1:00 PM
•
Free
4 - 5 min

~

Directions

The Chicago Theatre
French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.
1:30 PM - 3:30 PM
•
$150
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
7:00 PM - 8:30 PM
•
$96
Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
Day 7
+

$249

·

$ 30

Best Western River North Hotel

Depart from your stay 🏨

9 - 11 min

~

Directions

Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
7 - 10 min

~

Directions

Lou Mitchell's Restaurant & Bakery
Lou Mitchell’s is not only a classic Chicago icon, but our food is recognized both nationally and internationally with endless accolades. Among the list are USA Today, American Way, newspapers, magazines, food critics, television. It’s a must see place.
7:30 AM - 8:30 AM
•
$36
5 - 8 min

~

Directions

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
9:00 AM - 11:00 AM
•
$125
21 - 26 min

~

Directions

Civic Opera House
North America's 2nd-largest opera venue has over 3,500 seats & houses the Lyric Opera of Chicago.
11:30 AM - 1:00 PM
•
Free
7 - 10 min

~

Directions

Lincoln Park Conservatory
Thousands of exotic plants in an 1890 glass structure, plus outdoor gardens & fountains.
1:30 PM - 2:30 PM
•
Free
Chicago Pizza & Oven Grinder
7:00 PM - 8:30 PM
•
$88
Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
Day 8
+

$273

·

$ 30

Best Western River North Hotel

Depart from your stay 🏨

11 - 14 min

~

Directions

Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free
7 - 10 min

~

Directions

Intelligentsia Coffee
7:30 AM - 8:30 AM
•
$60
14 - 17 min

~

Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
9:00 AM - 10:30 AM
•
$125
6 - 9 min

~

Directions

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
11:00 AM - 1:00 PM
•
Free
Chicago Pizza & Oven Grinder
7:00 PM - 8:30 PM
•
$88
Best Western River North Hotel
Modern quarters in a sleek hotel featuring a pizzeria, a heated indoor pool & a rooftop deck.
7:30 AM - 7:30 AM
•
Free

Budget breakdown: $2148 In total

Activities & Food:$1938
Transport:$210