7 days 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.

0.1 MILES
2 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.

0.7 MILES
17 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.

0.6 MILES
14 minutes
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Attraction 8.7

Turu pick

1.0-2.0 hr stay

Architecture, Historic Place, Landmark

Chicago Cultural Center (Free Entry)

78 E Washington St, chicago

The Chicago Cultural Center, which opened in 1897, is a Landmark housing designed to impress and prove that Chicago had grown into a cosmopolitan metropolis. The building currently boasts two magnificent glass strained-glass domes, including the world's largest stained glass Tiffany dome ― 38 feet in diameter with some 30,000 pieces of glass. It also features mosaic walls, free music, dance and theater events, films, lecturers, art exhibitions, and family events.

0.3 MILES
7 minutes
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Sightseeing 8.4

Turu pick

1.0-3.0 hr stay

Public Park, Exhibition, Sightseeing

Grant Park (Free Entry)

331 E Randolph St, chicago

312.98 acres Grant Park, proudly referred to as Chicago's front yard offers many different attractions in its ample open space, including Millennium Park, Maggie Daley Park, Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus. It is home to baseball diamonds, tennis courts, and breathtaking gardens. The park hosts music and food events, including the famous Taste of Chicago event, Grant Park Music Festival, and Lollapalooza, a well-known outdoor music festival.

4.5 MILES
108 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.

3 MILES
72 minutes
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Attraction 8.8

Turu pick

0.5-1.5 hr stay

Architecture, Historic Place, Landmark

Wrigley Field (Price varies)

1060 W Addison St, chicago

The home of the Chicago Cubs, originally known as Weeghman Park, was built in 1914. A unique piece of sports history still stands while most other venues get knocked down and rebuilt, it is the second oldest ballpark. An iconic landmark, it is known for its ivy-covered brick outfield wall and hand-turned scoreboard. Visitors can see this place from the outside for free or buy tour tickets to go inside, and they can also purchase tickets on the game day to get the real experience. The games are fun and exciting, regardless of the outcome.

0.5 MILES
12 minutes
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Lunch 8.0

Turu pick

Cafe, Brunch

Southport Grocery and Cafe ($$)

3552 N Southport Ave Ste 1, chicago

Specialty grocery-cafe fusion place uses local ingredients to create artisanal culinary dishes, lunch boxes, ready-to-cook food, and gift baskets serving breakfast and lunch all day. They showcase numerous local food artisans. Customers come here to experience the from-scratch fare and unique dishes, including the occasional secret supper.

1.6 MILES
38 minutes
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Sightseeing 8.3

Turu pick

1.0-2.0 hr stay

Historic Place, Pub, Live Shows

Green Mill Jazz Club (Free Entry)

4802 N Broadway St, chicago

Known for its jazz and poetry performances, this oldest continuously running jazz club in the U.S. opened in 1907. The bar still has the same sitting as it was 100 years ago. There's plenty of room for dancing to the fantastic live music. the Green Mill has appeared in many films. They have some excellent cocktails, and the live music is always good. The place is filled with lots of mob history in Chicago; Al Capone had a dedicated booth.

3.1 MILES
74 minutes
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Sightseeing 8.7

Turu pick

1.0-2.0 hr stay

Sightseeing, Neighbourhood, Shopping Place

Lincoln Park (Free Entry)

N Lincoln Ave & W Fullerton Pkwy, chicago

Lincoln Park is one of the most affluent and picturesque neighborhoods in Chicago. It's a few stops from the city with many exciting places, including the namesake park (Lincoln Park), beach, restaurants, museums, theatres, shops, and bars. The neighborhood is home to the country's oldest free zoo. Visitors will enjoy the manicured gardens, many lakefront green spaces, and breathtaking city views.

0.8 MILES
19 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.

Breakfast 8.8

Turu pick

American (new), Brunch

Beatrix ($$)

519 N Clark St, chicago

Chef partners Susan Weaver, Rita Dever and John Chiakulas have created a menu inspired by food made in Lettuce's test kitchen. Beatrix is open daily for breakfast, lunch, dinner and late night offerings. All pastries and sweets are baked in house daily. It features Modern, all-day venue combining an American eatery, wine & cocktail bar & a bakery/cafe. They offer the kale juice, mushroom burger, kale salad, steak and eggs and a side of granola, and veggie burger. They also have amazing Caramel pie for dessert. They have a lot of the same vendors as the Kane County flea market, but have some city based vendors as well. The items for sale range from bookshelves to vintage Ferragamo shoes. It is a very entertaining location, great people-watching out the wall of windows. The cocktail menu is refreshing and unique, appetizers are light and flavorful, and their entrees were superbly executed.

2.1 MILES
50 minutes
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Sightseeing 8.5

Turu pick

1.0-3.0 hr stay

Zoo

Lincoln Park Zoo (Free Entry)

2001 North Clark Street, chicago

This 35-acre, beautifully landscaped zoo is the only privately managed free zoo in the USA. Established in 1868 has one of the best collections of gorillas and chimpanzees in the world. They are home to snow leopards, sea lions, penguins, Stilts, polar bears, snakes, and many more. There are plenty of hands-on exhibits, with displays set up to be informative and engaging.

2.6 MILES
62 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.

2 MILES
48 minutes
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Sightseeing 8.5

Turu pick

0.5-1.0 hr stay

Beach, Hike, Scenic

North Ave Beach (Free Entry)

1600 N Lake Shore Dr., chicago

One of Chicago’s most famous beaches, it features a unique and popular beach house with 22,000 square feet of space that features something for everyone and is permanently docked along this beach. This sleek, ocean liner-inspired building, decked out in a crisp blue and white, boasts one of the best views in the city. The beach house has upper decks and portholes for looking at the magnificent horizon or the multitudes of bikers, runners, walkers, and rollerbladers streaming down the lakefront trail.

1.3 MILES
31 minutes
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Sightseeing 8.9

Turu pick

1.0-3.0 hr stay

Sightseeing, Neighbourhood, Shopping Place

The Magnificent Mile (Free Entry)

Magnificent Mile, chicago

Visitors can see the Blue Man Group or House of Blues show. There is also "The Comedy Bar" for a fun time. The Chicago Cubs' official store is there if you are into sports. Many eateries are either along the Mile or on cross streets. There are some great street performances on the walkways. There are always some special events; check them out at https://www.themagnificentmile.com/things-to-do/events/ before you go. Endlessly high-end brand-name stores like LV, Burberry, Gucci, and more. Public Restrooms are available at 900 North Michigan Shops, Water Tower Place (835 N. Michigan Avenue), and The Shops at North Bridge (520 N. Michigan Avenue).

0.3 MILES
7 minutes
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Dinner 8.7

Turu pick

Tapas, American (new), Mediterranean Food

The Purple Pig ($$)

444 N Michigan Ave, chicago

Jimmy Bannos Jr., a fourth-generation restaurateur, opened this place after graduating from the College of Culinary Arts at Johnson and Wales University and working for other nationally renowned chefs in Italy and New York City (Mario Batali and Joe Bastianich). He also traveled through Italy, Greece, and the United States, cultivating his culinary approach from the region's culture and food. Since opening in 2009, The Purple Pig has received numerous accolades. In 2014, Chef Jimmy received his first James Beard Award for "Rising Star Chef." The Purple Pig has been a Michelin Guide Bib Gourmand recipient since 2011 and has collected numerous culinary and wine awards nationally.

Breakfast 8.5

Turu pick

Brunch, Coffee Tea

Batter & Berries ($$)

2748 N Lincoln Ave, chicago

Established in 2012, Batter and Berries is the result of founders Dr. Tanya & Craig Richardson's desire to add an eclectic world-class restaurant to the vibrant Chicago brunch scene. The idea was simple: offer the freshest food possible with flavors that people would come from all over the world to experience and want to return for more. They partner with local communities and businesses, several local artisans, craftspeople, and purveyors to provide a uniquely Chicago experience.

3.9 MILES
94 minutes
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Sightseeing 8.5

Turu pick

1.0-3.0 hr stay

Piers And Boardwalk, Landmark, Novelty Attraction

Navy Pier (Free Entry)

600 E Grand Ave, chicago

Chicago's lakefront treasure, Navy Pier, is 50 acres of unparalleled attraction space. Nearly nine million people visit Navy Pier annually, making it the most visited attraction in Illinois and the Midwest. There are many indoor and outdoor attractions at Navy Pier, such as Chicago Shakespeare Theater, Chicago Children's Museum, impressively large Centennial Wheel, Carousel, Drop Tower, Navy Pier Beer Garden, and many more. You will also find shops, eateries, and theatres.

3.4 MILES
82 minutes
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Lunch 8.8

Turu pick

British Food

Pleasant House Pub ($$)

2119 S Halsted St, chicago

In 2011, husband and wife Art and Chelsea Jackson opened Pleasant House Bakery, a small pie shop specializing in Royal Pies—their own various handmade, artisanal meat and vegetable savory pies. In 2016, they expanded their signature British-inspired, locally sourced menu in a new location, Pleasant House Pub, which also features a full bar and cafe.

2.6 MILES
62 minutes
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Sightseeing 9.1

Turu pick

0.75-2.0 hr stay

Scenic, Hike, Outdoor Activities

Chicago Lakefront Trail (Free Entry)

Lakefront Trl, chicago

Chicago's 18-mile-long scenic Lakefront Trail is an 18-mile-long stretch that extends from Ardmore Street on the North Side to 71st Street on the South, connecting to great neighborhoods, parks, and beaches. The trail passes through Edgewater, Uptown, Lakeview, Lincoln Park, South Loop, and Hyde Park neighborhoods. Each neighborhood offers its own unique experiences and a lot of things to do. Visitors and locals enjoy walking, running, biking, and rollerblading on the trail. Popular places on the route include south park shore, Jackson park, promontory point, 31st street harbor, northerly island, grant park, Maggie Daley park, Ohio Street beach, North Ave beach, Lincoln Park zoo, Belmont harbor, Montrose beach, and Foster Beach.

0.3 MILES
7 minutes
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Sightseeing 8.3

Turu pick

0.5-2.0 hr stay

Public Park, Scenic, Outdoor Activities

Maggie Daley Park (Free Entry)

337 E Randolph St, chicago

Maggie Daley Park is a 20-acre magnificent recreation park offering a children's playground, a climbing wall, mini golf, picnic groves, a skating ribbon, tennis courts, roller blades, Micro Scooters & Bungee, and a formal garden. It also hosts a popular summer day camp. The park is named in honor of Maggie C. Daley (1943 – 2011), Chicago's longtime first lady, who was deeply committed to improving the lives of children and making the city culturally rich for all its citizens.

0.6 MILES
14 minutes
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Dinner 8.3

Turu pick

American (new), Burgers

The Marq ($$)

60 W Adams St, chicago

The Marq offers an ever-evolving, globally inspired menu of seasonal fare with a delicious, upscale, and easily approachable experience paired with handcrafted cocktails, a moderately craft-focused beer list, and a dynamic wine list. Named for its historic home, the Loop's Marquette Building, with its hard-to-miss central bar and beautiful views, attracts locals and tourists. It features breakfast, lunch, and Dinner in a beautiful setting.

Breakfast 8.5

Turu pick

American (new), Brunch, Cafe

Yolk ($$)

1120 S Michigan Ave, chicago

Yolk started in 2006 in the south loop of Chicago before it became a national family-friendly chain. It has been voted the best breakfast in Chicago and is Zagat's top-rated place. Yolk has an innovative yet familiar family-friendly classic menu. Their menu is enormous, with many offerings sure to satisfy everyone, including many healthy options.

0.6 MILES
14 minutes
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Attraction 8.7

Turu pick

0.5-1.0 hr stay

Landmark, Scenic

Buckingham Fountain (Free Entry)

301 S. Columbus Dr., chicago

Buckingham fountain, one of the largest in the world, runs daily from early May through mid-October. Visitors can enjoy a major water display for 20 minutes every hour when the water goes 150 feet in the air. It is considered one of the finest ornamental fountains in America.

0.9 MILES
22 minutes
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Sightseeing 8.6

Turu pick

0.5-1.5 hr stay

Scenic, Architecture, Hike

Chicago Riverwalk (Free Entry)

Riverwalk, chicago

The 1.25-mile path from the lakefront to Lake Street, Chicago Riverwalk, is an open, pedestrian waterfront located on the Chicago River in downtown Chicago. It connects four distinct districts; The Confluence, The Arcade, The Civic, and the Esplanade, with many places to stop and relax, various tours, and food vendors. The riverwalk offers glamorous architectural views of the city and refuge from the city's hustle and bustle.

0.5 MILES
12 minutes
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Lunch 8.6

Turu pick

American (traditional), Seafood Restaurant

The Dearborn ($$)

145 N Dearborn St, chicago

The Dearborn was opened by two sisters in 2016, Amy and Clodagh Lawless, with 40-plus years of hospitality experience and a passion for heartfelt service from their Irish roots. Executive Chef Aaron Cuschieri creates dishes that lean into Midwestern seasonality with unfussy but rooted classical techniques. They also serve creative cocktails and deliciously nostalgic desserts with a modern twist. Chicago's past inspires the restaurant's murals, leather booths, and other details.

0.7 MILES
17 minutes
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Sightseeing 8.3

Starbucks Reserve Chicago Roastery images

Turu pick

0.5-1.0 hr stay

Sightseeing, Architecture, Shopping Place

Starbucks Reserve Chicago Roastery (Free Entry)

646 N Michigan Ave, chicago

The world's largest Starbucks Reserve Roastery in Chicago offers a selection of the rarest, most extraordinary coffees Starbucks has to offer. It's where Starbucks pushes its craft boundaries, developing a unique roast for each individual lot before experimenting with coffee as an art form—brewing, aging, infusing, and blending it into imaginative and often surprising creations. Starbucks shares these discoveries and the enjoyment of exceptional coffee with the world in the roastery.

2.9 MILES
70 minutes
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Sightseeing 8.7

Turu pick

0.75-2.0 hr stay

Sightseeing, Neighbourhood, Historic Place

Chinatown (Free Entry)

2206 S Wentworth Ave, chicago

Chicago's century-old Chinatown is one of the oldest Chinese-American communities in the nation. As soon as you set foot in this historic neighborhood, you're in for the rich culture, regional Chinese cuisines, karaoke bars, and unique architecture. Stroll through elaborately adorned streets filled with traditional specialty shops, ornate architecture, storefronts packed with colorful wares and souvenirs, and family-owned restaurants with dishes you'll be craving long after home.

4.6 MILES
110 minutes
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Dinner 8.0

Turu pick

American (traditional)

Summer House Santa Monica ($$$)

1954 N Halsted St, chicago

Summer house offers a vibrant, light, airy, and summer vibe to its guest in terms of food, ambiance, and everything they do. A large atrium with a beautiful setting and all-weather spaces would surely delight everyone. They serve dishes from modern American Cuisine and a few internationally inspired dishes.

Breakfast 8.4

Turu pick

American (new), Brunch

Bongo Room ($$)

1470 N Milwaukee Ave, chicago

Established July 5, 1993, the first The Bongo Room was located off Damen Avenue and now calls the Milwaukee Ave location home. Their original concept was simple and remains the same: to serve fresh, uniquely seasonal Breakfast and Brunch food. A few of the original items are still being served today – the Breakfast Burrito, Croissant Sandwich, and Vegetarian Croissant Sandwich are as famous as they were then.

2.7 MILES
65 minutes
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Sightseeing 8.2

Turu pick

0.75-1.5 hr stay

Conservatory, Scenic, Botanical Garden

Garfield Park Conservatory (Free Entry)

300 N Central Park Ave, chicago

One of the largest and most stunning conservatories was designed by renowned landscape architect Jens Jensen and was opened to the public in April 1908. This two-acre "Landscape art under glass" occupies contains many permanent plant exhibits incorporating specimens from around the world. The beautiful glass building is separated by theme and temperature/ humidity. There is a room for desert plants, one for food-producing plants, and a treehouse room for kids. Beautiful specimen plants, exquisitely well maintained. There are also ten-acre outdoor gardens.

4 MILES
96 minutes
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Lunch 8.2

Turu pick

Fast Food

Honey Butter Fried Chicken ($$)

3361 N Elston Ave, chicago

True to its name, Honey Butter Fried Chicken serves the great tasting deboned fried chicken with honey butter. This industrial design place is filled with artsy stuff. They use fresh and local ingredients, including humanely raised, cage-free, and antibiotic-free chicken (never processed or frozen). This place has been featured in various TV and Media outlets for its famous poultry dishes.

2.2 MILES
53 minutes
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Sightseeing 8.5

Turu pick

0.5-1.0 hr stay

Trail, Scenic, Hike

The 606 (Free Entry)

1805 N Ridgeway Ave, chicago

The 606 is a former elevated rail line, the Bloomingdale Line, converted into a combination walking, jogging, and biking path from Ashland Avenue to North Ridgeway Avenue. The trail connects to ground-level neighborhood parks, an observatory, art installations, and other amenities. There is a lot to see architecturally, lovely plantings along the way, with many entrances and exits along the route.

2.2 MILES
53 minutes
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Sightseeing 8.7

Turu pick

1.0-2.0 hr stay

Sightseeing, Neighbourhood, Shopping Place

Wicker Park (Free Entry)

N Damen Ave & N Milwaukee Ave, chicago

Wicker park is famous for being an artsy neighborhood that always has something cool going on. There is something for everyone, including unique shopping places, trendy restaurants, coffee houses, and bars. The neighborhood is home to the historic victorian style homes built between 1873 and 1903.

3.8 MILES
91 minutes
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Dinner 8.8

Turu pick

Barbeque, Southern Food

Smoque Bbq ($$)

3800 N Pulaski Rd, chicago

Since opening in Chicago's Old Irving Park neighborhood in late 2006, Smoque has garnered a large and loyal following of locals and visitors alike, BBQ devotees. They have been consistently ranked among Chicago's best restaurants and the nation's best BBQ spots, winning many awards along the way.