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Discover the Best of Chicago in 3 Days

HERVEY REYES

HERVEY REYES

4 Oct 2023

Experience the vibrant city of Chicago with this exciting 3-day itinerary. Explore iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich culture of the Windy City.

Day 1
+

$197

·

$ 15

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Depart from your stay 🏨

8 - 11 min

~

Directions

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Modern lodging featuring a chic lobby bar & a 24/7 fitness room, plus river views & free breakfast.
7:30 AM - 7:30 AM
Free
11 - 14 min

~

Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
8:00 AM - 10:00 AM
Free
7 - 9 min

~

Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
10:30 AM - 12:30 PM
$63
4 - 5 min

~

Directions

Cafecito
1:00 PM - 2:30 PM
$72
8 - 11 min

~

Directions

360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
2:30 PM - 4:00 PM
$63
Holy Name Cathedral
An 1800s Catholic church with a vaulted ceiling & colorful stained glass, offering guided tours.
4:30 PM - 5:30 PM
Free
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Modern lodging featuring a chic lobby bar & a 24/7 fitness room, plus river views & free breakfast.
7:30 AM - 7:30 AM
Free
Day 2
+

$181

·

$ 10

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Depart from your stay 🏨

7 - 9 min

~

Directions

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Modern lodging featuring a chic lobby bar & a 24/7 fitness room, plus river views & free breakfast.
7:30 AM - 7:30 AM
Free
1 - 2 min

~

Directions

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
8:00 AM - 10:00 AM
$63
4 - 5 min

~

Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
10:30 AM - 12:00 PM
$63
7 - 10 min

~

Directions

Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
12:30 PM - 1:30 PM
Free
5 - 8 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
2:00 PM - 3:30 PM
$56
3 - 4 min

~

Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
3:30 PM - 5:30 PM
Free
DuSable Bridge
Long-standing drawbridge honoring a founder of Chicago & decorated with sculptures & plaques.
6:00 PM - 7:00 PM
Free
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Modern lodging featuring a chic lobby bar & a 24/7 fitness room, plus river views & free breakfast.
7:30 AM - 7:30 AM
Free
Day 3
+

$302

·

$ 10

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Depart from your stay 🏨

12 - 15 min

~

Directions

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Modern lodging featuring a chic lobby bar & a 24/7 fitness room, plus river views & free breakfast.
7:30 AM - 7:30 AM
Free
5 - 8 min

~

Directions

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
8:00 AM - 11:00 AM
$100
9 - 11 min

~

Directions

Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
11:30 AM - 2:30 PM
$63
4 - 5 min

~

Directions

The Dearborn
Urban American tavern in Chicago's Block 37
3:00 PM - 4:30 PM
$64
The Chicago Theatre
French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.
4:30 PM - 6:30 PM
$75
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Modern lodging featuring a chic lobby bar & a 24/7 fitness room, plus river views & free breakfast.
7:30 AM - 7:30 AM
Free

Budget breakdown: $715 In total

Activities & Food:$680
Transport:$35