Weekend Trip Itinerary in Chicago

Breakfast 8.9

Turu pick

Brunch, Cafe, Coffee Tea

Wildberry Pancakes & Cafe ($$)

130 E Randolph St, chicago

Established in 2004, Wildberry Café continues to delight guests with delicious dishes and welcoming hospitality. Their breakfast and lunch menus are inspired by a blend of traditional homemade recipes prepared to please the patron's taste. They use only fresh, seasonal ingredients that deliver the most delicious flavors and rich goodness.

0.8 MILES
19 minutes
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Attraction 9.5

Turu pick

1.0-2.0 hr stay

Architecture, Skyscraper, Landmark

Willis Tower Skydeck ($$)

233 S Wacker Dr, chicago

Willis tower, formerly the Sears Tower, is a 110-story skyscraper, and this skyscraper is Chicago's most dominant structure and 2nd tallest building in the Western Hemisphere. On a clear day, one can see approximately 40-50 miles (65 - 80 kilometers), allowing one to easily see four states – Illinois, Indiana, Wisconsin, and Michigan. Skydeck has a ledge glass box extending 4.3 feet from the Skydeck, providing a clear view of 1,353 straight down.

0.9 MILES
22 minutes
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Lunch 8.3

Turu pick

Mexican Restaurant, Cafe

Xoco ($$)

449 N Clark St, chicago

Xoco—pronounced "SHO-ko"—is the Aztec word for "little sister." Rick Bayless, who runs the iconic flagship restaurant Frontera, opened the place. But there's nothing little about Xoco's bold Mexican marketplace flavors. This quick-service café from Rick and Deann Bayless is open early and closing late and proffers contemporary expressions of Mexico's most beloved street food and snacks: flaky empanadas, hot-from-the-fryer churros, frothy Mexican hot chocolate, crusty tortas, and meal-in-a-bowl caldos.

0.8 MILES
19 minutes
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Attraction 9.4

Turu pick

1.0-2.0 hr stay

Museum, Historic Place, Landmark

Art Institute of Chicago ($$$)

111 South Michigan Avenue, chicago

Founded in 1879, It is one of the oldest and largest art museums in the United States. The vision of this museum is to acquire arts of all kinds and conduct exhibitions for education. This museum has the third most extensive collection of Arts in the country-consisting of approximately 300,000 works of art in 11 curatorial departments. It is an excellent place to spend time with family and friends. Riverboat cruises depart from here. The iconic ferries are fantastic for a photo op if you are not into riding them. The staff is amiable and offers excellent services. It is a must for Chicago Tourists.

0.2 MILES
5 minutes
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Sightseeing 9.0

Turu pick

1.0-2.0 hr stay

Public Park, Landmark, Sightseeing

Millennium Park & Cloud Gate (Free Entry)

201 East Randolph Street, chicago

Once a space for railways, now a lively, spectacular gathering spot located in the heart of the city and a destination for Chicagoans and visitors alike. The view is super exciting; the park is full of joy, happiness, and cheerfulness. Boeing Gallery in the park exhibits public art. Cloud Gate (The Bean), Crown Fountain, and Lurie Garden are famous places to see and relax in the park. The beautiful BP Bridge connects Millennium Park and Maggie Daley Park (another great attraction). Wrigley Square and Jay Pritzker Pavilion are also additional favorite attractions.

4.4 MILES
106 minutes
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Dinner 8.8

Turu pick

American (traditional), Comfort Food, Vegan Vegetarian Restaurant

Chicago Diner ($$)

3411 N Halsted St, chicago

Chicago Diner has been serving innovative and delicious vegan and vegetarian fare since 1983. True to their signage, "meat free since '83," all of their menus are a take on the classic American diner with a twist. It has earned numerous accolades from various media outlets for its fantastic food. They use local, seasonal ingredients and produce. All their cleaning products are eco-friendly, to-go containers are bio-degradable, and they practice bio-diesel conversion of waste oil.

Breakfast 8.8

Turu pick

American (new), Brunch

Lula Cafe ($$)

2537 N Kedzie Blvd, chicago

Lula cafe at Logan Square is inventive, market-driven, primarily organic food in a casual, funky space, hosting a trendy breakfast/brunch. They specialize in using locally sourced fresh produce and seasonal ingredients, and the patio is lovely on a warm night with the perfect atmosphere.

4.7 MILES
113 minutes
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Sightseeing 9.0

John Hancock Building & 360 Chicago images

Turu pick

0.5-1.0 hr stay

Scenic, Skyscraper, Landmark

John Hancock Building & 360 Chicago ($$)

875 N Michigan Ave, chicago

360 Chicago is an observatory located on the 94th floor of the historic John Hancock Center in the heart of downtown Chicago. It offers breathtaking views of the city and Lake Michigan from over 1,000 feet above the Magnificent Mile. Visitors can also experience "The Tilt" for an additional fee; a series of floor-to-ceiling windows slowly tilt outside the building to 30°. There is also a Bar (CloudBar) to enjoy a drink (or two) while overlooking the view.

2.2 MILES
53 minutes
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Sightseeing 8.8

Turu pick

1.0-2.0 hr stay

Aquarium, Landmark

Shedd Aquarium ($$$)

1200 S DuSable Lake Shore Dr., chicago

Shedd Aquarium, a national historic landmark, has been home to more than 32,000 unique animals since 1930. It welcomes more than 2 million visitors to meet beluga whales and bluegills, rockhopper penguins and rockfish, alligators and an alligator snapping turtle, and so much more from the world's oceans, lakes, rivers, and reefs. Several permanent exhibits at Shedd include Waters of the World, Caribbean Reef, Amazon Rising, Wild Reef, Stingray Touch, Oceanarium, Fantasea, One World, and 4D Theater.

1.3 MILES
31 minutes
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Lunch 8.1

Turu pick

Brunch, American (traditional)

Eggy’s Diner ($$)

333 East Benton Place, chicago

Eggy's, a contemporary diner, is more than just breakfast (though it does have an extensive egg-centric menu). The 60's inspired menu is full of items designed to give a home-cooked feel. Think pancakes, grilled cheese sandwiches, and burgers. But it has made national news for its crunchy French toast, featured on Travel Channel's "Food Paradise" as a can't-miss carby dish.

1.3 MILES
31 minutes
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Attraction 8.9

Turu pick

2.0-3.0 hr stay

Museum, Artsy, Landmark

The Field Museum ($$$)

1400 S DuSable Lake Shore Dr., chicago

Named after Marshall Field, who donated $1 million to build the museum, The natural history museum has nearly 40 million artifacts and specimens, showcasing 4.5+ billion years of history. One cannot see so many artifacts in a day, let alone a few hours, so visitors should devise a plan beforehand on what to cover. There are additional exhibits that cost extra.

4.6 MILES
110 minutes
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Dinner 8.9

Turu pick

Pizzeria

Pequod's Pizza ($$)

2207 N Clybourn Ave, chicago

Pequod's Pizza has gained a cult following for its pan-style deep dish Pizza with a caramelized crust edge. The Pizza gained popularity with word of mouth, and Pequod's became the best-known secret for Pizza in Chicago. Mozzarella cheese is cooked along the edge of a cast-iron pan creating a crust unlike any other hence the name "caramelized crust." Customers get blown away after tasting the pie with the savory sauce and flavorful toppings.