Chicago Adventure: A 4-Day Itinerary

ARTURO FERNANDEZ

19 Oct 2023

Embark on an unforgettable journey through the vibrant city of Chicago. Discover iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich culture of the Windy City.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

$363

$ 10

Hilton Garden Inn Chicago Downtown South Loop

Depart from your stay 🏨

12 - 15 min

Directions

Hilton Garden Inn Chicago Downtown South Loop

Casual hotel featuring laid-back rooms, some with lake views, plus a restaurant & a gym.

7:30 AM - 7:30 AM

•

Free

2 - 3 min

Directions

7:30 AM - 8:30 AM

•

$68

3 - 4 min

Directions

French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.

9:00 AM - 11:00 AM

•

$75

4 - 5 min

Directions

Fisk & Co blends the vibe of Belgium’s lively bistros with the spirit of Chicago’s historic restaurant industry.

1:00 PM - 2:30 PM

•

$102

Catch 35 delivers ocean FRESH seafood to Chicagoland with offerings like Alaskan Halibut, Block Island Swordfish, Chilean Sea Bass & Prime bone-in Ribeyes.

7:00 PM - 8:30 PM

•

$118

Casual hotel featuring laid-back rooms, some with lake views, plus a restaurant & a gym.

7:30 AM - 7:30 AM

•

Free

Day 2

$377

$ 15

Hilton Garden Inn Chicago Downtown South Loop

Depart from your stay 🏨

13 - 16 min

Directions

Casual hotel featuring laid-back rooms, some with lake views, plus a restaurant & a gym.

7:30 AM - 7:30 AM

•

Free

8 - 10 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

•

$76

8 - 11 min

Directions

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

9:00 AM - 11:00 AM

•

$63

4 - 5 min

Directions

Revel in contemporary American cuisine with a French twist with our 360° panoramic views of the Chicago Skyline and Navy Pier atop Lake Point Tower.

1:00 PM - 2:30 PM

•

$128

7:00 PM - 8:30 PM

•

$110

Casual hotel featuring laid-back rooms, some with lake views, plus a restaurant & a gym.

7:30 AM - 7:30 AM

•

Free

Day 3

$266

$ 10

Hilton Garden Inn Chicago Downtown South Loop

Depart from your stay 🏨

12 - 15 min

Directions

Casual hotel featuring laid-back rooms, some with lake views, plus a restaurant & a gym.

7:30 AM - 7:30 AM

•

Free

7 - 10 min

Directions

Whether you’re looking for a dozen oysters fresh from the sea, a hearty weekend brunch buffet to enjoy with the kids or an elegant dinner starting with housemade pasta and ending with a slice of indulgent chocolate layered cake, we have you covered at Filini. We hope you’ve come hungry…

7:30 AM - 8:30 AM

•

$56

4 - 6 min

Directions

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

9:00 AM - 11:00 AM

•

Free

5 - 8 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...

1:00 PM - 2:30 PM

•

$114