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7-Day Chicago, Illinois Itinerary

7-Day Chicago, Illinois Itinerary

Verified by: The Guide Team
Last Updated: 09/18/2024
Mlenny / E+ via Getty-Images

Summary and Highlights

Welcome to Chicago, the "Windy City" of the USA! With a population of over 2.7 million, this vibrant city is known for its stunning architecture, deep-dish pizza, and iconic skyline, including the Willis Tower. • Visit Millennium Park, the Art Institute of Chicago, and the Chicago History Museum to experience the city's cultural scene. These sites offer a rich blend of modern and historical art and deep insight into the city's past. • Indulge in Chicago's diverse culinary scene. From the famous Wildberry Pancakes and Cafe to the unique flavors at Girl & The Goat, there's something to satisfy every palate. Don't miss out on local favorites like the baked goods at Goddess and the Baker and the deep-dish pizza at Lou Malnati's • Explore the city's scientific and natural wonders at the Field Museum, Shedd Aquarium, Museum of Science and Industry, and Adler Planetarium. These institutions offer fascinating exhibits and experiences that bring the natural world to life.
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Day 1

2
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Breakfast at Wildberry Pancakes and Cafe
Wildberry Pancakes and Cafe is a popular restaurant known for its delicious breakfast and brunch options. It offers a wide variety of pancakes, waffles, and other breakfast dishes, as well as a selection of lunch items. The restaurant is known for its cozy atmosphere and friendly service, making it a favorite spot for locals and visitors alike.
3
drive minutes
6 min
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walk minutes
6 min
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Explore Millennium Park
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Tours available
Millennium Park is a renowned urban park that offers a variety of activities and attractions for visitors. It is a popular destination for both locals and tourists, featuring iconic landmarks such as the Cloud Gate sculpture, also known as "The Bean," the Jay Pritzker Pavilion, and the Crown Fountain. The park hosts numerous events, concerts, and art installations throughout the year, making it a vibrant and dynamic space for leisure and cultural experiences. Additionally, the park's beautiful landscaping and gardens provide a serene escape from the bustling city surroundings.
4
drive minutes
25 min
|
walk minutes
4 min
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Lunch at The Gage
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The Gage is a renowned restaurant located in a vibrant city. It offers a diverse menu featuring a variety of culinary delights, from classic dishes to innovative creations. The restaurant provides a sophisticated and inviting atmosphere, making it a popular choice for locals and visitors alike. With its exceptional service and delectable cuisine, The Gage is a must-visit destination for food enthusiasts.
5
drive minutes
3 min
|
walk minutes
3 min
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Visit Art Institute of Chicago
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Tours available
The Art Institute of Chicago is a renowned art museum and school located in a major city in the United States. It is home to a vast collection of artworks, including famous pieces from a variety of time periods and cultures. The museum offers visitors the opportunity to explore and appreciate a wide range of artistic styles and movements, making it a must-visit destination for art enthusiasts and cultural explorers alike. Additionally, the institute provides educational programs and resources for those interested in furthering their knowledge and understanding of the arts.
6
drive minutes
16 min
|
walk minutes
29 min
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Dinner at Girl & The Goat
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Girl & The Goat is a popular restaurant known for its innovative and bold flavors. Located in a vibrant city, it offers a unique dining experience with a menu that showcases a variety of creative dishes. The restaurant has gained a strong reputation for its inventive culinary creations and inviting atmosphere, making it a must-visit for food enthusiasts.

Day 2

7
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Meal at Yolk - Streeterville
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Yolk - Streeterville is a popular restaurant known for its delicious breakfast and brunch options. Located in a vibrant area, it offers a welcoming atmosphere and a diverse menu featuring classic American breakfast dishes with a modern twist. The restaurant is known for its friendly service and is a favorite spot for locals and visitors alike.
8
drive minutes
8 min
|
walk minutes
13 min
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Visit Navy Pier
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Tours available
Navy Pier is a popular tourist destination located on the shoreline of a major city. It offers a wide range of activities and attractions, including amusement park rides, restaurants, shops, and cultural exhibits. Visitors can enjoy scenic views of the waterfront and participate in various events and entertainment options.
9
drive minutes
17 min
|
walk minutes
41 min
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Lunch at Flo & Santos
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Flo & Santos is a popular restaurant known for its delicious Polish and Italian cuisine. The restaurant offers a cozy and inviting atmosphere, making it a great place to enjoy a meal with friends and family. With a menu featuring a variety of pierogis, pizzas, and other comfort foods, Flo & Santos is a go-to spot for those craving hearty and flavorful dishes. The restaurant's fusion of Polish and Italian flavors creates a unique dining experience that keeps customers coming back for more.
10
drive minutes
7 min
|
walk minutes
14 min
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Visit Field Museum
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Tours available
The Field Museum is a renowned natural history museum that offers a wide range of exhibits and educational programs. It is home to a vast collection of artifacts and specimens, including Sue, the largest and most complete Tyrannosaurus rex fossil ever discovered. Visitors can explore exhibits on topics such as ancient civilizations, biodiversity, and the natural world, making it an engaging and informative activity for people of all ages.
11
drive minutes
8 min
|
walk minutes
21 min
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Dinner at Tapas Valencia
Tapas Valencia is a restaurant that offers a traditional Spanish dining experience with a focus on small plates, known as tapas. The restaurant provides a cozy and inviting atmosphere where guests can enjoy a variety of Spanish dishes, including paella, chorizo, patatas bravas, and an extensive selection of Spanish wines and cocktails. The menu is designed for sharing and encourages a social dining experience, making it a popular choice for both intimate dinners and group gatherings.

Day 3

12
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Meal at Dash of Salt and Pepper Diner
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Dash of Salt and Pepper Diner is a popular restaurant known for its delicious and diverse menu offerings. The diner provides a cozy and welcoming atmosphere for patrons to enjoy their meals. With a focus on using high-quality ingredients and providing excellent customer service, Dash of Salt and Pepper Diner has become a go-to spot for locals and visitors alike. Whether you're in the mood for classic comfort food or innovative culinary creations, this diner has something to satisfy every palate.
13
drive minutes
7 min
|
walk minutes
11 min
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Visit Lincoln Park Zoo
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Lincoln Park Zoo is a renowned zoological park located in a vibrant urban setting. It offers visitors the opportunity to observe a diverse array of animal species in naturalistic habitats. The zoo is committed to conservation, education, and providing a memorable experience for all ages. With its beautiful surroundings and engaging exhibits, Lincoln Park Zoo is a popular destination for families, animal enthusiasts, and anyone looking to connect with wildlife.
14
drive minutes
8 min
|
walk minutes
13 min
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Meal at Nookies on Wells
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Nookies on Wells is a popular restaurant located in a vibrant city. It offers a diverse menu with a variety of delicious dishes to choose from. The restaurant provides a cozy and inviting atmosphere, making it a great place to enjoy a meal with friends or family. Whether you're in the mood for breakfast, brunch, or lunch, Nookies on Wells has something to satisfy your cravings.
15
drive minutes
4 min
|
walk minutes
6 min
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Explore Chicago History Museum
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Tours available
The Chicago History Museum is a renowned institution that offers visitors a comprehensive look into the city's rich and diverse history. Located in the heart of the city, the museum features a wide range of exhibits, artifacts, and interactive displays that showcase the cultural, political, and social evolution of Chicago. From its early days as a small trading post to its current status as a global metropolis, the museum provides a fascinating journey through the city's past, making it a must-visit for history enthusiasts and curious visitors alike.
16
drive minutes
5 min
|
walk minutes
13 min
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Dinner at R.J. Grunts
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R.J. Grunts is a well-known restaurant located in a bustling city. It is a popular dining establishment offering a diverse menu and a casual, welcoming atmosphere. The restaurant is known for its delicious food, friendly service, and vibrant ambiance, making it a favorite spot for locals and visitors alike.

Day 4

17
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Breakfast at Pancake Café Wrigleyville | Breakfast, Brunch, & Lunch
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Pancake Café Wrigleyville is a restaurant that specializes in serving breakfast, brunch, and lunch. Located in the Wrigleyville area, it offers a variety of delicious pancake dishes and other breakfast and brunch options. The café provides a cozy and inviting atmosphere for patrons to enjoy a satisfying meal with friends and family.
18
drive minutes
4 min
|
walk minutes
9 min
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Free Time
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Time to wonder, chill, or take a nap. Click this card for recommendations on what to do.
19
drive minutes
25 min
|
walk minutes
1 h 33 min
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Lunch at The Dearborn
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The Dearborn is a restaurant located in a vibrant city. It offers a diverse menu featuring modern American cuisine with a focus on locally sourced ingredients. The restaurant provides a warm and inviting atmosphere, making it a popular choice for both locals and visitors looking for a memorable dining experience.
20
drive minutes
6 min
|
walk minutes
9 min
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Explore Chicago Riverwalk
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The Chicago Riverwalk is a scenic pedestrian path along the Chicago River, offering a variety of activities such as walking, dining, and enjoying the beautiful views of the city's architecture. It provides a relaxing and picturesque environment for locals and tourists to explore and appreciate the urban landscape from a unique perspective.
21
drive minutes
6 min
|
walk minutes
7 min
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Dinner at Volare Ristorante Italiano
Volare Ristorante Italiano is a charming restaurant that offers a delightful Italian dining experience. With a warm and inviting ambiance, it is a popular destination for those seeking authentic Italian cuisine. The restaurant is known for its delectable pasta dishes, flavorful sauces, and a variety of traditional Italian specialties. Whether you're looking for a romantic dinner or a casual meal with friends, Volare Ristorante Italiano provides a welcoming atmosphere and delicious food that will transport you to the heart of Italy.

Day 5

22
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Meal at Eleven City Diner
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Eleven City Diner is a popular restaurant known for its classic American diner fare with a modern twist. The restaurant offers a cozy and nostalgic atmosphere, complete with retro decor and a menu featuring traditional deli sandwiches, hearty breakfast options, and classic comfort food favorites. With its friendly service and welcoming ambiance, Eleven City Diner is a go-to spot for locals and visitors alike looking for a taste of timeless American cuisine.
23
drive minutes
11 min
|
walk minutes
16 min
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Visit Shedd Aquarium
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Shedd Aquarium is a popular attraction that offers a fascinating and educational experience for visitors of all ages. It is home to a diverse range of aquatic animals, including fish, marine mammals, and reptiles. The aquarium provides interactive exhibits and engaging presentations that highlight the importance of conservation and the wonders of the underwater world. Visitors can explore different habitats, learn about marine life, and even participate in behind-the-scenes tours to gain a deeper understanding of the aquarium's mission and work.
24
drive minutes
16 min
|
walk minutes
1 h 53 min
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Lunch at Medici On 57th
Medici On 57th is a popular restaurant located in a vibrant urban setting. Known for its diverse menu and inviting atmosphere, it offers a wide range of culinary delights to satisfy various tastes. Whether you're looking for a casual dining experience or a place to gather with friends and family, Medici On 57th provides a welcoming environment to enjoy delicious food and good company.
25
drive minutes
14 min
|
walk minutes
1 h 55 min
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Explore Museum of Science and Industry
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The Museum of Science and Industry is a renowned institution that offers a wide range of interactive and educational exhibits focused on science, technology, engineering, and innovation. Visitors can explore hands-on displays, interactive demonstrations, and immersive experiences that showcase the wonders of scientific discovery and technological advancements. The museum provides a stimulating and engaging environment for visitors of all ages to learn about the world around them and the latest developments in science and industry.
26
drive minutes
8 min
|
walk minutes
19 min
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Dinner at Mesler Kitchen | Bar | Lounge
Mesler Kitchen | Bar | Lounge is a vibrant restaurant offering a diverse menu and a stylish ambiance. Located in a bustling city, it provides a unique dining experience with a combination of delicious cuisine, crafted cocktails, and a comfortable lounge area. Whether you're looking for a casual meal, a lively bar scene, or a relaxing lounge atmosphere, Mesler Kitchen | Bar | Lounge has something to offer for everyone.

Day 6

27
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Meal at Little Branch Cafe
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Little Branch Cafe is a charming restaurant known for its cozy atmosphere and delicious food. Located in a bustling city, it offers a diverse menu with options for breakfast, lunch, and dinner. The cafe is popular for its friendly service and inviting ambiance, making it a favorite spot for locals and visitors alike.
28
drive minutes
10 min
|
walk minutes
20 min
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Visit Adler Planetarium
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The Adler Planetarium is a popular destination for those interested in astronomy and space exploration. It offers engaging exhibits, immersive shows in its domed theaters, and interactive displays that cater to visitors of all ages. The planetarium also houses a significant collection of historical astronomical instruments and artifacts, making it a must-visit for anyone with a curiosity about the cosmos.
29
drive minutes
15 min
|
walk minutes
36 min
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Lunch at Remington's
Remington's is a popular restaurant known for its classic American cuisine and upscale dining experience. Located in a vibrant city, it offers a sophisticated atmosphere and a diverse menu featuring a variety of dishes prepared with high-quality ingredients. Whether you're looking for a fine dining experience or a casual meal, Remington's provides a welcoming environment for patrons to enjoy delicious food and excellent service.
30
drive minutes
8 min
|
walk minutes
22 min
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Explore Grant Park
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Grant Park is a sprawling urban park located in a vibrant city. It offers a variety of activities and attractions, including beautiful gardens, iconic sculptures, and recreational facilities. Visitors can enjoy leisurely strolls, picnics, and outdoor events while taking in the scenic views and the lively atmosphere.
31
drive minutes
8 min
|
walk minutes
16 min
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Dinner at AO Hawaiian Hideout
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AO Hawaiian Hideout is a vibrant and inviting restaurant that brings the flavors and atmosphere of Hawaii to its guests. The establishment offers a diverse menu featuring traditional Hawaiian dishes, as well as modern interpretations of island cuisine. With its tropical decor and laid-back ambiance, AO Hawaiian Hideout provides a delightful dining experience that transports patrons to the beautiful shores of Hawaii.

Day 7

32
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Meal at Goddess and the Baker, 181 W Madison
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Goddess and the Baker is a popular restaurant located at 181 W Madison. It is known for its delicious and creative menu offerings, including a variety of baked goods, sandwiches, salads, and coffee. The restaurant has a vibrant and inviting atmosphere, making it a great spot for a casual meal or a quick coffee break. With its convenient location, it's a favorite among locals and visitors alike.
33
drive minutes
4 min
|
walk minutes
6 min
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Visit Willis Tower Skydeck
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The Willis Tower Skydeck is an iconic attraction located in Chicago, Illinois. It offers visitors the opportunity to experience breathtaking views of the city from the 103rd floor of the Willis Tower, which is one of the tallest buildings in the Western Hemisphere. The Skydeck features glass balconies known as "The Ledge," where visitors can step out and look straight down to the streets below, providing a thrilling and unforgettable experience. Additionally, the Skydeck offers interactive exhibits and informational displays about the history and architecture of the Willis Tower and Chicago skyline. It is a must-visit activity for anyone looking to take in panoramic views of the city and enjoy a unique perspective from high above the ground.
34
drive minutes
13 min
|
walk minutes
30 min
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Lunch at Beatrix
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Beatrix is a popular restaurant known for its inviting atmosphere and delicious, healthful food. With a diverse menu featuring fresh ingredients and a variety of options for breakfast, lunch, and dinner, Beatrix offers a welcoming dining experience for all. The restaurant's modern yet comfortable ambiance makes it a great choice for casual meals or special occasions.
35
drive minutes
3 min
|
walk minutes
2 min
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Visit Magnificent Mile
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The Magnificent Mile is a renowned shopping district located in a bustling urban area. It offers a wide array of high-end retail stores, luxury boutiques, and popular department stores, making it a prime destination for shopping enthusiasts. In addition to its shopping opportunities, the area also features a variety of dining options, entertainment venues, and architectural landmarks, making it a vibrant and dynamic location for visitors to explore.
36
drive minutes
5 min
|
walk minutes
7 min
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Meal at Lou Malnati's Pizzeria
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Lou Malnati's Pizzeria is a renowned restaurant known for its delicious deep-dish pizza. With a commitment to using the finest and freshest ingredients, the pizzeria offers a menu that includes a variety of toppings and specialty pizzas. The restaurant provides a cozy and inviting atmosphere for patrons to enjoy their meal, making it a popular dining destination for locals and visitors alike.