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Driving New York To Chicago

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Reviewed by

Carrie Adkins

, VP of Content

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Though only hours away, the cities of the Northeast and Midwest feel worlds apart because of their unique attitudes and cultures. This route trip takes you through some of the highlights, travelling from New York through Pennsylvania and Ohio before catastrophe up in Chicago, Illinois.

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Set to hit the road? Permit'south go started in New York, New York.

Fundamental trip details

Road trip route from New York to Chicago

Distance: 877 miles

Driving fourth dimension: 14 hours and 16 minutes

Suggested length of trip: seven to 10 days

Though you can brand the drive in two days (or ane very long day), we recommend taking your time and then you can become the most of each city. You likewise could add time to each city on the way dorsum.

Itinerary

  • New York Metropolis, NY— 2 to 3 days

  • Philadelphia, PA—1 to ii days

  • Pittsburgh, PA—1 half to two days

  • Cleveland, OH—1 half to 2 days

  • Chicago, IL—2 to 3 days

Start in New York City

In the city that never sleeps, it is easy to go overwhelmed with things to do, sights to run across, and food to eat. Y'all'll desire to program a few days in the Big Apple before y'all prepare out on your journey.

Where to stay

  • Archer Hotel: Near Midtown—but away from the anarchy of Times Square—the Archer Hotel is trendy and offers some of the best views of the Empire State Building. It's piece of cake to get around the city from this location. Cost per nighttime: from $251

  • James New York: If Downtown is more than your vibe, check out the James New York in SoHo. It'due south right in the eye of the hip downtown neighborhood, is only blocks away from some of the best shopping and dining in the city. Toll per night: from $300

Where to eat

  • Katz'south Deli ($$-$$$): Prominently featured in the classic film When Harry Met Sally, Katz'south Delicatessen, located in the Lower Due east Side, has been serving some of the best pastrami and corned beef since 1888. In addition to their heaven-high sandwiches, they serve typical deli nutrient including knishes, bagels, and matzo ball soup.

  • Famous Joe's Pizza ($): We'd be remiss to non include a pizza identify on our list of NYC restaurants. The Greenwich Village institution, Famous Joe's Pizza, is every bit classic as it gets. Come up hither for a cheap slice of greasy, cheesy goodness.

  • Juniors ($$-$$$): If you're hanging around Midtown later seeing a Broadway show, Juniors is the identify to get a slice of classic New York Cheesecake. The menu is all-encompassing—with deli and diner classics—but the dense, creamy cheesecakes topped with strawberry sauce are what put this restaurant on the map.

What to practice

Wooden posts stick out of the water at Chelsea Piers, New York City. The sunset reflects an orange glow.

  • The Metropolitan Museum of Art ($$): The Met is one of the leading art institutions in the world. Y'all can easily spend several days roaming the halls of the museum, which is located on 5th Avenue along the eastern edge of Central Park. We recommend you start with the Egyptian art, but the impressionist galleries are also not to be missed.

  • The ix/xi Memorial & Museum ($$): The ix/11 Memorial and Museum, located at the site of the original Twin Towers, is a sobering tribute to the lives lost and the heroes of September xi, 2001. The museum beautifully tells stories of those who experienced the events of 9/11 start-mitt while as well examining the impact of that fateful twenty-four hour period.

  • Broadway Shows and TKTS tickets ($$-$$$$): Broadway is the chirapsia heart of New York City. Score a seat to a hot-ticket show, like Hamilton or Wicket, or endeavor your luck with the TKTS booth—located in Times Square—to get a twenty-four hour period-of ticket to some tiptop-quality entertainment.

  • The High Line (Free): For those who want to spend some time outdoors in the big urban center, take a walk along the Loftier Line, an elevated freight railway turned park in Chelsea. Information technology sits in a higher place the Chelsea Market so you tin can grab a seize with teeth or become some shopping done while you lot're there.

  • Chelsea Piers ($$-$$$): Subsequently The Loftier Line, check out Chelsea Piers for a chance to hitting golf balls along the Hudson River. The recreational center has a driving range, climbing wall, ice rink, and more—fun for the whole family!

New York to Philadelphia

95 miles, one.five hours

Leave the hustle and bustle of New York City for its smaller neighbor. Philadelphia is the birthplace of the American Constitution and is brimming with history. Bated from the landmarks of American history, Philadelphia has a top-notch art and culinary scene.

To get to Philly, have the Holland Tunnell to I-95 Southward through New Bailiwick of jersey.

Where to stay

  • Kimpton Hotel Monaco Philadelphia: With a prime number location correct most Independence Celebrated Park the Kimpton Hotel Monaco is a great place to spend the night. Price per nighttime: from $200

Where to eat

  • Sabrina'due south Buffet - Art Museum ($$): A perfect place for breakfast as you arrive in Philadelphia before heading to the nearby fine art museum, Sabrina's has a menu complete with breakfast classics and local specialties. For a truly decadent meal, effort the Cannoli French Toast—if savory is more you're thing, locals beloved the Shrimp and Grits.

  • Jim'southward South Street ($): If there'south one food that'due south synonymous with Philadelphia, it has to be the cheesesteak—and nothing beats Jim'due south South Street—conveniently situated only downwards the street from the Freedom Bell. You can stick with classic meat, cheese, peppers, and onions, or you can inquire for a sandwich "whiz wit" for a hoagie with cheese whiz and fried onions.

  • Zahav ($$$): For those staying overnight in Philadelphia, Zahav is the place to get for a nice meal. The Israeli eating place helped put the Philly food scene on the map. Guests are treated to a fixed menu featuring the restaurant'south famous hummus and Chef Michael Solomonov'south signature lamb shoulder. You'll need to book this ane in advance. Reservations are released 60 days in advance and they go fast.

What to exercise

A horse-drawn carriage carries tourists past the brick facade of Independence Hall, Philadelphia.

  • Independence National Historic Park: America's but UNESCO Earth Heritage Site. Volume a complimentary ticket to bout Independence Hall, then swing by the Liberty Bell to get a peek at a symbol of American history. Other sites in the park include Carpenter'south Hall and the Benjamin Franklin Museum. Budget xxx minutes for each location.

  • Philadelphia Museum of Art ($$): A earth-class museum, the Philadelphia Museum of Fine art houses pieces from primary artists such as Mary Cassatt, Frank Gehry, and Rembrandt, amid others. Every bit y'all climb upwards the steps to the museum, exist sure to have a movie with the famous Rocky statue.

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Philadelphia to Pittsburgh

305 miles, 5 hours

The route on I-75 W from Philadelphia to Pittsburgh takes you through the heart of Pennsylvania. With an industrial background, Pittsburgh is a city of is one of artistic and scientific excellence.

Where to stay

  • Pittsburgh Marriott City Center: Conveniently located in the middle of the metropolis, the Pittsburgh Marriott City Center is a comfortable place to stay at an affordable cost. Cost per night: from $330 a night

Where to eat

A mural featuring caricatures of famous Pennsylvania figures in Primanti Bros, Pittsburgh.

  • 2 Sisters 2 Sons ($$-$$$): Pittsburgh restauranteurs Denise Josephs and Marlene Siddo opened up two Sisters 2 Sons with their sons. This takeout-merely spot virtually the Allegheny River serves accurate Caribbean area and Jamaican dishes like jerk craven, whole red snapper, oxtail, and sweet plantains. The dishes are affordable with big portions, and you won't notice many of them anywhere else in Pittsburgh.

  • Primanti Bros ($-$$): The Primanti Bros website proudly boasts that they're the Earth Sandwich Headquarters—and we tin can't say they're wrong. The Primanti Bros chain was founded in Pittsburgh in 1933 and has been serving heaven-high sandwiches ever since. While sandwiches are what they are known for, the wings, with a choice of 11 sauces, are non to exist missed.

What to exercise

  • The Carnegie Museums ($$): The Carnegie Museum isn't just one museum, but four museums—with something bound to entertain the entire family. Visit the Carnegie Museum of Natural History, Carnegie Museum of Science, or the Carnegie Museum of Fine art to get a glimpse into the history of the early 20th-century industrial capital.

  • The Andy Warhol Museum ($$): The 4th museum in the Carnegie Museum family is dedicated to another son of Pittsburgh. The Andy Warhol Museum has the largest collection of Warhol'due south piece of work and archival materials.

  • Phipps Conservatory and Botanical Gardens ($$): Visit one of America'due south oldest conservatories. Take a twenty-four hours wandering through the gardens and visit the 14-room greenhouse, featuring manufacture-leading sustainable technologies and green practices.

Pittsburgh to Cleveland

135 miles, 2.five hours

Located between river banks and the southern shore of Lake Erie, Cleveland has been a manufacturing hub in the Midwest for many years. The city as well has a vibrant cultural scene with world-class art institutions.

To go to Cleveland, take I-76 West to I-80 W.

Where to stay

  • Westin Cleveland Downtown: In the heart of Downtown Cleveland, the Westin has dandy views and an even improve location. With suite-fashion rooms bachelor, it's a comfortable family stop. Cost per night: from $179

Where to eat

  • Larder ($$-$$$): With a focus on foraging, fermentation, and fresh ingredients, Larder is a deli in a category of its own. The team made information technology a goal to only source ingredients from local Ohio vendors and farmers—as a result, Larder has an innovative carte du jour that changes seasonally. Information technology's conveniently located simply five minutes from the Rock and Roll Hall of Fame.

  • Hola ($-$$): Inspired past the taco stands in Los Angeles, Hola serves some great tacos—in three locations throughout Cleveland. The famous birria tacos put them on the map with their perfectly braised beef and salty consomme dipping sauce. Their fusion dishes—birria pizza and Mexican ramen—wonderfully blend cuisines for a truly unique food feel. For a refreshing end to your meal, try a bootleg paleta (Mexican ice pop).

What to exercise

The white-tiled Rock and Roll Hall of Fame building stands near the water in Cleveland, Ohio.

  • Stone and Whorl Hall of Fame ($$): *Perhaps the most well-known museum in Cleveland, the Rock and Roll Hall of Fame chronicles the history of rock and gyre in seven stories of exhibits. Budget one-half a twenty-four hour period to visit Rock Hall to see all of the highlights, including rotating exhibits, memorabilia, and the hall of fame itself.

  • Christmas Story House ($$): Located just south of Downtown, movie buffs can take a bout of Ralphie's house in the Christmas Story House and Museum. The house has memorabilia from the film—including the famous leg lamp. For die-hard fans, at that place is even the option to stay the night!

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Cleveland to Chicago

344 miles, five.v hours

Your concluding stop is the Windy City. Chicago is the biggest city in the Midwest and is known for its skyline full of skyscrapers, baseball game, one-act, and hot dogs. Equally in New York, you lot can spend weeks experiencing all that Chicago has to offer.

To get to Chicago, take I-90 W forth the southern border of Lake Erie. On the drive, you lot'll pass through Indiana and Southern Michigan, if you'd like to make an extra terminate.

Where to stay

  • Sofitel Chicago: Conveniently situated on the Magnificent Mile, the Sofitel Chicago is a warm and welcoming hotel. The diverse clientele adds to the cosmopolitan temper and the buzzy hotel bar is great to come home to after a long mean solar day on the town. Cost per night: from $287

  • Hotel Lincoln: Hotel Lincoln is located in the trendy neighborhood of Lincoln Park and is close to attractions similar the Lincoln Park Zoo. With views of Lake Michigan, this hotel is a prime location for a great value. Cost per night: from $141

Where to eat

  • Pequod's Pizza ($$):* While you may hear the classic battle between Lou Malnati's and Giordano's, we think the real deep dish champion is Pequod'southward in Lincoln Park. Known for its caramelized chaff, this cheesy, love apple-y pie is one of the best in the metropolis. Depending on your preference, add meat for a carnivore'due south delight or top with veggies and pretend it's a salad.

  • Greek Islands ($$): Chicago's Greektown is i of the all-time neighborhoods for food in the country, let alone the city, and Greek Islands is a local hotspot. Start your meal with the flaming saganaki, a flambéed cheese specialty, before diving into the many Mediterranean options. We recommend the moussaka, leg of lamb, or chicken souvlaki for a traditional meal.

What to exercise

The Cloud Gate sculpture reflects Chicago buildings in Millennium Park on a sunny day.

  • Millenium Park (Free): No trip to Chicago is complete without a finish at Millennium Park. Situated correct to a higher place The Art Institute of Chicago—another Chicago must-come across—Millennium Park has incredible art, compages, and landscaping. Don't forget to snap your moving picture in "The Bean"!

  • The Magnificent Mile: For the best high-end shopping in the urban center, take a spin on Miracle Mile. The stretch of shops in the Michigan Avenue District has some of the best restaurants and stores in the city.

  • See a Cubs game ($$$): If yous're passing through Chicago in the summertime, in that location is no improve way to spend an evening than with a Chicago Dog at Wrigley Field.

  • Have some laughs at The Second Metropolis ($$): Chicago is home to some of the country'south height one-act groups, and so be sure to see a show at The 2nd Urban center, where many SNL favorites got their start.

The best time of yr to drive from New York City to Chicago

Both the Northeast and Midwest are known for farthermost weather condition. To avert getting stuck in winter storms and to trounce the heat and humidity of summer, plan a route trip from NY to Chicago in the late spring or early on summer.

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Finding cheap car insurance

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Driving New York To Chicago,

Source: https://getjerry.com/advice/road-trip-ny-to-chicago

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