Chicago Adventure: 5 Days of Food, Culture, and Fun

RaShaad Strong

30 Oct 2023

Embark on a thrilling 5-day journey through the vibrant city of Chicago, exploring its diverse culinary scene, iconic landmarks, and captivating museums.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

$166

$ 15

The Emily Hotel

Depart from your stay 🏨

13 - 16 min

Directions

7:30 AM - 8:30 AM

•

$38

5 - 8 min

Directions

Garfield Park Conservatory - Reservations Required

184-acre park with a swimming pool, fishing lagoon, athletic fields & tennis courts.

9:00 AM - 10:30 AM

•

Free

8 - 10 min

Directions

1:00 PM - 2:30 PM

•

$72

4 - 5 min

Directions

7:00 PM - 8:30 PM

•

$56

Day 2

$235

$ 10

The Emily Hotel

Depart from your stay 🏨

9 - 11 min

Directions

Blends the bold flavors + savory spices found in Puerto Rico, South East Asia, China, Japan and Korea. Comfort foods from the motherland with a twist.

7:30 AM - 8:30 AM

•

$46

5 - 8 min

Directions

103rd floor of the Willis Tower with clear observation boxes & views extending to four states.

9:00 AM - 10:30 AM

•

$63

8 - 11 min

Directions

1:00 PM - 2:30 PM

•

$56

8 - 11 min

Directions

Urban American tavern in Chicago's Block 37

7:00 PM - 8:30 PM

•

$70

10 - 15 min

Directions

Huge building featuring high-end home design & furniture showrooms, plus a lineup of trade shows.

No time set

•

Free

Day 3

$162

$ 10

The Emily Hotel

Depart from your stay 🏨

11 - 14 min

Directions

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

•

$42

10 - 15 min

Directions

57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.

9:00 AM - 12:00 PM

•

Free

12 - 18 min

Directions

Serving traditional Italian food since 1956 with a passion for traditional Italian dishes has created our fine menu of tried and true classics sure to impress anyones pallet.

1:00 PM - 2:30 PM

•

$64

8 - 11 min

Directions

7:00 PM - 8:30 PM

•

$56

Day 4

$156

$ 15

The Emily Hotel

Depart from your stay 🏨

13 - 16 min

Directions

Cupitol is a new all-day lounge that brings together the best elements of a restaurant, a bakery, a cafe and an exclusive bar.

7:30 AM - 8:30 AM

•

$44

10 - 15 min

Directions

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

9:00 AM - 11:00 AM

•

Free

6 - 8 min

Directions

Quick casual restaurant featuring Original Italian Beef, Pizza, Burgers, Hot Dogs, Sandwiches and Salads

1:00 PM - 2:30 PM

•

$58

5 - 8 min

Directions

7:00 PM - 8:30 PM

•

$54

Day 5

$224

$ 10

The Emily Hotel

Depart from your stay 🏨

11 - 14 min

Directions

We have been serving our delicious subs, soups and salads for over 50 Years! We will continue to do so along with a few new additions to the Fontano’s menu. ...

7:30 AM - 8:30 AM

•

$50

4 - 5 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

•

$58

2 - 3 min

Directions

7:00 PM - 8:30 PM

•

$52

Budget breakdown: $1003 In total

Activities & Food:$943

Transport:$60