A Week in Chicago: Exploring the Windy City

Raul limon

19 Nov 2023

Join me on a thrilling 7-day adventure in Chicago, where we'll discover iconic landmarks, indulge in delicious cuisine, and immerse ourselves in the vibrant culture of the Windy City.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

$274

$ 10

Sofitel Chicago Magnificent Mile

Depart from your stay 🏨

10 - 12 min

Directions

Take a culinary tour of Barcelona right on Michigan Avenue at Mercat a la Planxa, a Chicago Tapas Restaurant by Iron Chef Jose Garces!

7:30 AM - 8:30 AM

•

$68

8 - 12 min

Directions

Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.

9:00 AM - 10:00 AM

•

Free

4 - 5 min

Directions

312-acre centerpiece of Downtown housing some of the city's busiest attractions.

10:30 AM - 12:30 PM

•

Free

12 - 18 min

Directions

1:00 PM - 2:30 PM

•

$102

4 - 5 min

Directions

Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.

2:30 PM - 3:30 PM

•

Free

4 - 6 min

Directions

7:00 PM - 8:30 PM

•

$104

Day 2

$641

$ 10

Sofitel Chicago Magnificent Mile

Depart from your stay 🏨

20 - 24 min

Directions

Vibrant spot serving classic Mexican meals & margaritas in colorful environs with a roomy patio.

7:30 AM - 8:30 AM

•

$76

14 - 21 min

Directions

Ivy-clad walls & manual scoreboard add retro charm to the 2nd oldest baseball stadium in the majors.

9:00 AM - 12:00 PM

•

$264

13 - 16 min

Directions

12:30 PM - 2:00 PM

•

$128

3 - 4 min

Directions

Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.

2:00 PM - 3:30 PM

•

$63

3 - 4 min

Directions

7:00 PM - 8:30 PM

•

$110

Day 3

$266

$ 15

Sofitel Chicago Magnificent Mile

Depart from your stay 🏨

12 - 17 min

Directions

Come explore our urban oasis, HotHouse. This new restaurant, bar, and market space at DoubleTree by Hilton Hotel Chicago - Magnificent Mile invites guests to a communal environment, where you can relax over cocktails, enjoy sweet and savory plates meant for sharing, or grab a quick meal to take o...

7:30 AM - 8:30 AM

•

$56

7 - 9 min

Directions

Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.

9:00 AM - 11:00 AM

•

Free

14 - 17 min

Directions

Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.

11:30 AM - 1:30 PM

•

Free

4 - 6 min

Directions

Ocean Prime is an award winning modern American restaurant and lounge from renowned restaurateur Cameron Mitchell. With stunning settings, a vibrant energy, an impressive menu of seafood and steaks and truly exceptional service, Ocean Prime is an ideal place to socialize, talk business, celebrate...

2:00 PM - 3:30 PM

•

$114

5 - 8 min

Directions

7:00 PM - 8:30 PM

•

$96

Day 4

$369

$ 20

Sofitel Chicago Magnificent Mile

Depart from your stay 🏨

20 - 24 min

Directions

7:30 AM - 8:30 AM

•

$78

5 - 8 min

Directions

Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.

9:00 AM - 1:00 PM

•

$75

10 - 12 min

Directions

1:30 PM - 3:00 PM

•

$116

14 - 17 min

Directions

7:00 PM - 8:30 PM

•

$100

Day 5

$386

$ 15

Sofitel Chicago Magnificent Mile

Depart from your stay 🏨

13 - 16 min

Directions

7:30 AM - 8:30 AM

•

$80

15 - 22 min

Directions

State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.

9:00 AM - 12:00 PM

•

$100

12 - 15 min

Directions

12:30 PM - 2:00 PM

•

$102

4 - 5 min

Directions

24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.

2:00 PM - 4:00 PM

•

Free

4 - 6 min

Directions

7:00 PM - 8:30 PM

•

$104

Day 6

$417

$ 15

Sofitel Chicago Magnificent Mile

Depart from your stay 🏨

11 - 14 min

Directions

7:30 AM - 8:30 AM

•

$76

12 - 18 min

Directions

State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.

9:00 AM - 12:00 PM

•

$63

10 - 12 min

Directions

Located in the bustling Loop on the 2nd floor of the JW Marriott Chicago, The Florentine showcases modern, seasonal Italian cuisine, in a warm, inviting environment. Characterized by elegant simplicity and paramount ingredients, the chef-driven menu boasts an extensive selection of classic antip...

12:30 PM - 2:00 PM

•

$96

4 - 5 min

Directions

Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.

2:00 PM - 4:00 PM

•

$63

6 - 9 min

Directions

Bringing a rooftop oasis to the Chicago skyline, we invite you to enjoy a night filled with refreshing cocktails, food with a Peruvian flair and live music.

7:00 PM - 8:30 PM

•

$120

Day 7

$376

$ 10

Sofitel Chicago Magnificent Mile

Depart from your stay 🏨

13 - 16 min

Directions

Lockwood Executive Chef Greg Elliott has put forth the ultimate dining experience for patrons with his locally and seasonally driven menu, inspired by the Napa Valley region of California. Matched with an equally impressive wine program, Lockwood is an idyllic downtown dining destination for both...

7:30 AM - 8:30 AM

•

$88

4 - 6 min

Directions

Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.

9:00 AM - 12:00 PM

•

$64

4 - 5 min

Directions

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

•

$120

2 - 3 min

Directions

7:00 PM - 8:30 PM

•

$104

Budget breakdown: $2824 In total

Activities & Food:$2729

Transport:$95