New York To Chicago Road Trip: The Ultimate Guide

Traveling from New York to Chicago is one of the best journeys you can experience in the USA. The 790 miles of road trip from New York to Chicago takes around 13 hours of driving without stops.

This article includes 27 top tips that turn your Chicago trip into an unforgettable journey. So if you’re looking for the best hotels, restaurants, and places to visit on the road trip from New York to Chicago, take your coffee and keep reading!

9 Best Hotels On The Way From New York To Chicago

On the way from New York to Chicago, you may want to stay at some points on the way. Here are the top nine hotels on the New York – Chicago route!

1. Hotel Mimosa New York: Hotel Mimosa New York is one of the best hotels where you can stay on the road trip from New York to Chicago. Driving from New York to Hotel Mimosa New York might take around 8 mins. Hotel Mimosa New York is ideally located for exploring the city’s main attractions and authentic cultural neighborhoods. The staff is amiable and helpful, and the rooms are clean. Check the Hotel Mimosa New York, one of the best hotels in Chinatown, New York, on TripAdvisor and Booking.com for recent reviews, prices, and availability.
2. Hampton Inn & Suites Stroudsburg Pocono Mountains: Another top hotel where you can choose the stay on the road trip to Chicago from New York is Hampton Inn & Suites Stroudsburg Pocono Mountains. Located in Stroudsburg, Pennsylvania, the hotel is 80.3 miles from New York, and it would take 1 hour and 39 mins to drive. This hotel is conveniently located near ski resorts, outdoor activities, shopping, lively pubs, and popular attractions. You can refresh in the heated indoor pool or whirlpool while enjoying views of the woods through large windows. If you want to learn more about the Hampton Inn & Suites Stroudsburg Pocono Mountains, you can check it on TripAdvisor or Booking.com.
3. The Queen – A Victorian Bed and Breakfast: Didn’t our first two hotel suggestions interest you? So we would like to introduce you to The Queen – A Victorian Bed and Breakfast. The Queen – A Victorian Bed and Breakfast is located in Bellefonte, Pennsylvania, and it’s 226 miles away from New York. You can arrive there in 3 hours and 57 mins of non-stop driving. The common areas for guests include a Victorian parlor with a working Victrola, player piano, and stereopsis viewer. Perfect location for regionally touring, too. Check the TripAdvisor and Booking.com pages of The Queen – A Victorian Bed and Breakfast for more information.
4. Best Western Dubois Hotel & Conference Center: If you are taking the road trip from New York to Chicago, DuBois, Pennsylvania is must have a place you should visit. Best Western Dubois Hotel & Conference Center is one of the best hotels in town. It is Best Western Dubois Hotel & Conference Center, 284 miles from New York, and it would take 4 hours and 53 mins to drive. In addition, the property features a shared lounge and playground, providing guests with a comfortable and enjoyable stay. If you need more info about the price and availability of Best Western Dubois Hotel & Conference Center, check the TripAdvisor and Booking.com pages.
5. Hampton Inn Youngstown-West I-80: Our next hotel is Hampton Inn Youngstown-West I-80, Youngstown, Ohio. It will take 6 hours, and 38 mins of car ride o reach this hotel from New York. This hotel offers a hot daily breakfast, an indoor swimming pool, free Wi-Fi, and pet-friendly accommodations for a fee. It is located within a 10-minute drive of the McKinley Memorial & Library. Check the Hampton Inn Youngstown-West I-80 on TripAdvisor and Booking.com pages of Hampton Inn Youngstown-West I-80 for reviews, prices, and availability.
6. Glidden House: Another hotel you can accommodate on the road trip from New York to Chicago is Glidden House. It’s possible to arrive at this hotel in Cleveland, Ohio, within 7 hours and 50 mins drive from New York. The Glidden House Hotel, located in Cleveland, Ohio, is a beautiful historic mansion built in 1910. A full-service boutique hotel, the Glidden House is conveniently located on the campus of Case Western Reserve University. The hotel offers guests a rare mix of historical luxury, modern convenience, and easy access to all the attractions Cleveland, Ohio, has to offer. Before making the reservation, we suggest you read the latest reviews on TripAdvisor and Booking.com.
7. Hampton Inn & Suites Toledo/Westgate: Another hotel that deserves to be on the list is Hampton Inn & Suites Toledo/Westgate. It’s located in Toledo, Ohio, 565 miles from New York. You can arrive there within 9 hours and 19 mins of car drive. The hotel offers many clean and comfortable accommodations close to many local attractions and transport links. If you need further information, you can check the TripAdvisor and Booking.com pages of Hampton Inn & Suites Toledo/Westgate.
8. Microtel Inn & Suites By Wyndham Elkhart: Located in Elkhart, Indiana, Microtel Inn & Suites By Wyndham Elkhart is another hotel where you can stay on the New York to Chicago road trip. Microtel Inn & Suites By Wyndham Elkhart is 683 miles from New York and will take 11 hours and 11 mins of non-stop driving. This Elkhart hotel is conveniently located just a 20-minute drive from the University of Notre Dame. Each room is tastefully decorated with dark wood furniture and has a built-in window seat, providing guests with a comfortable and relaxing stay. Check the TripAdvisor and Booking.com pages of Microtel Inn & Suites By Wyndham Elkhart for more information.
9. Morris Inn: As we approach the end of our list, another hotel we would like to introduce to you is the Morris Inn hotel. Morris Inn, South Bend, Indiana, is 702 miles from New York, and you can arrive there with 11 hours and 31 mins of non-stop driving. Each room at Morris Inn features spacious bathrooms, elegant amenities, a mini fridge, a safe, and a Keurig coffee maker. Morris Inn is a AAA 4 Diamond property and features Rohr’s, open for breakfast, lunch, and dinner, as well as the Wind Family Fireside Terrace. Check the TripAdvisor and Booking.com pages of Morris Inn for more information about the Morris Inn hotel.

In this part, we explained nine different hotels you can stay at on the road trip from New York to Chicago. You can pick one of them that suits your taste. Don’t forget to share your experience by writing a comment to this post. It will help people who will take the same New York to Chicago route.

Now, it’s time to discover the best restaurants from New York to Chicago. We have nine restaurant recommendations worth your attention.

9 Best Restaurants On The Way To Chicago From New York

If dining is a pleasure, some restaurants will please you on your New York to Chicago road trip. This section lists the nine restaurants to dine at on the road trip from New York to Chicago. Stay hungry and enjoy!

1. Olio e Più: We would like to start our restaurant recommendation list on the road trip from New York to Chicago with Olio e Più. Olio e Più is located in New York and is 1.9 miles from New York. Therefore, it would take 12 mins to drive. The service at this restaurant is excellent, and the food is fresh and delicious. The portions are also perfect. We suggest you try their Bolognese or risotto. For more information about Olio e Più, you can visit the TripAdvisor or Google Maps pages of Olio e Più.
2. Thai Orchid, Stroudsburg: Another top restaurant you can choose to eat at on the road trip to Chicago from New York is Thai Orchid, Stroudsburg. Located in Stroudsburg, Pennsylvania, Thai Orchid, Stroudsburg is 76.6 miles from New York and would take 1 hour 35 mins of driving. Head Chef and owner Kanya Nicholas’ restaurant offers authentic Thai cuisine from all four of Thailand’s cultural regions. The menu features a variety of dishes that can be customized to the diner’s preferences, and the authentic flavors make it a good choice for all meals. If you want to learn more about Thai Orchid, Stroudsburg, you can check it on TripAdvisor or Google Maps.
3. The Governor’s Pub: Another restaurant that can be preferred by those who are fond of food is The Governor’s Pub. It will take 3 hours and 58 mins of car drive to take 226 miles from New York to The Governor’s Pub, Bellefonte, Pennsylvania. Eclectic comfort food and warm drinks create a friendly, small-town atmosphere! It’s also lovely to eat out on the deck when the weather is nice. You can check The Governor’s Pub on TripAdvisor or Google Maps for more information.
4. Luigi’s Ristorante & Catering: Luigi’s Ristorante & Catering deserves to be on our list. It is one of the most recommended restaurants in DuBois, Pennsylvania. The moment you step into the restaurant, you can tell that the owners have deep roots in Italian culture and cuisine. The food and drink are excellent, and the service is friendly and affordable. You’ll instantly feel right at home. Luigi’s Ristorante & Catering is 313 miles away from New York, and it would take 5 hours and 33 mins of non-stop car driving. If you want to learn more about Luigi’s Ristorante & Catering, you can check it on TripAdvisor or Google Maps.
5. Station Square Ristorante: If you enjoy dining, Station Square Ristorante would be an excellent choice in Youngstown, Ohio. It’s 390 miles from New York and would take 6 hours and 28 mins of car driving. Known for its upscale dining and wine bar, Station Square features organic ingredients from local markets. The service is quick and friendly, and the food is delicious. If you want to learn more about the Station Square Ristorante, you can check it on TripAdvisor or Google Maps.
6. Marble Room Steaks & Raw Bar: Another restaurant we recommend you to visit on the road trip from New York to Chicago is Marble Room Steaks & Raw Bar, Cleveland, Ohio. It will take 7 hours and 46 mins of driving to reach Marble Room Steaks & Raw Bar from New York. Marble Room Steakhouse & Raw Bar is located in the heart of downtown Cleveland. The award-winning restaurant features a mix of steak, seafood, and sushi dishes. The historic decor and creative cuisine combine to provide a one-of-a-kind dining experience. The polished service rounds out the perfect meal. For more information about Marble Room Steaks & Raw Bar, you can check the TripAdvisor or Google Maps pages of the restaurant.
7. Tony Packo’s Cafe: Ranked seventh on our list, Tony Packo’s Cafe appeals to those who want to turn their Chicago vacation into a memorable experience. Located in Toledo, Ohio, 558 miles away from New York, and it’ll take 9 hours and 11 mins to drive. Tony Packo’s has been serving authentic Hungarian food in Toledo, Ohio, since 1932. The restaurant offers a delicious selection of Hungarian dishes, from Sweet Hot Pickles to the signature Packo’s Chili Hot Dog. If you want to learn more about Tony Packo’s Cafe, you can check it on TripAdvisor or Google Maps.
8. Chubby Trout: Station Square Ristorante is an excellent restaurant that is 683 miles away from New York. Station Square Ristorante is located in Youngstown, Ohio, and you can reach there after 11 hours and 11 mins of car driving. Our upscale food offerings and casual atmosphere are located in the middle of the motels off 80/90 toll road. From hand-pattied burgers to black Angus sirloin and filet mignon, we have something for everyone. If you want to discover the menu and more information about Chubby Trout, you can check it on TripAdvisor or Google Maps.
9. Cafe Navarre: If you’re looking for a restaurant that takes food seriously, you might want to check out Cafe Navarre in South Bend, Indiana. It’s 702 miles from New York, so it would take around 11 hours and 31 minutes to drive there. One of the most attractive buildings downtown in South Bend, Cafe Navarre, offers a breathtaking view from the inside. The fusion of Old World style architecture with natural light and fine interior furnishings creates an ambiance that is truly one of a kind. The style of food offered by Cafe Navarre includes French, Italian, and Spanish cuisine, which is distinguished by simplicity, full flavor, and healthiness. You can visit the official TripAdvisor and Google Maps pages of Cafe Navarre for detailed information.

This section lists our nine restaurant recommendations for you to eat on your road trip from New York to Chicago. We hope these suggestions will help you turn your 790 miles journey into a feast of taste. Of course, you can choose a suitable restaurant from the list according to your preference. Remember, like you, people planning a Chicago road trip need your opinion. Therefore, we kindly ask you to share your experience with us in the comment field at the end of the blog post.

In the next section, we list the destinations worth seeing along the route from New York to Chicago. Keep reading.

9 Places To Visit On The Way From New York To Chicago

A unique experience awaits you in Chicago. However, on your road trip, there are also some unique destinations like Chinatown and New York. We want to explain the top nine destinations we recommend on the Chicago route.

• Top of the Rock: Top of the Rock will be the first destination we recommend you to stop by on your New York to Chicago road trip. Located in New York, Top of the Rock is 5.9 miles away from New York, and it would take 21 mins to drive. The Top of the Rock offers unique views of Central Park & uptown, and the Empire State. The elevator has a see-through roof, which is an exciting feature. In addition, the Top of the Rock is uniquely positioned to see all the most famous and famously tall skyscrapers in the New York skyline. If you want to learn more about the Top of the Rock, you can check it on TripAdvisor or the official website.
• Quiet Valley Living Historical Farm: Quiet Valley Living Historical Farm, Stroudsburg, Pennsylvania, is one of the destinations we recommend you to stop by on the New York to Chicago route. It’s 79.8 miles from New York, and it’ll take about 1 hour and 40 mins to drive. Since 1963, Quiet Valley has been dedicated to preserving the rich history of America’s early farming families through educational programs, special events, and summer tours. Some of the activities that can be enjoyed at Quiet Valley include farming, animal care, gardening, heritage crafts, hearth cooking, one-room school, and wagon rides. If you want to learn more about Quiet Valley Living Historical Farm, you can check it on TripAdvisor or their website.
• Talleyrand Park: One of the stops you should not neglect to stop by when you take the road trip from New York to Chicago is Bellefonte, Pennsylvania. And if you visit Bellefonte, Pennsylvania, we suggest you visit Talleyrand Park. You can arrive at Talleyrand Park after 3 hours and 59 mins of driving. Talleyrand Park is one of the most visited parks in the region, covering 3.5 acres. The park is notable for its creek, walking bridges, and shady trees. You can visit TripAdvisor and the official site of Talleyrand Park for more information.
• Hockman Candy: Do you also like to travel and experience new things? Then, it would be best to visit Hockman Candy, DuBois, Pennsylvania, on the road trip from New York to Chicago. Hockman Candy is 285 miles from New York, and you can arrive there after the 4 hours and 54 mins of drive. The store provides a unique and nostalgic experience by selling handmade candy. The chocolates are especially noteworthy for their rich flavor. In addition, you should check TripAdvisor and the official website of Hockman Candy before going there.
• Fellows Riverside Gardens: Located in Youngstown, Ohio, Fellows Riverside Gardens ranks fifth in our list of tourist destinations on the Chicago road trip. You must take 6 hours and 36 mins of driving to arrive at Fellows Riverside Gardens. Fellows Riverside Gardens is a free public garden located at the northern end of Mill Creek Park. This twelve-acre display garden features a wide variety of landscapes, plant displays, roses, seasonal displays of annuals, perennials, flowering bulbs, and scenic vistas. If you want to learn more about Fellows Riverside Gardens, you can check it on TripAdvisor or the official website.
• Rock & Roll Hall of Fame: Another attraction you can visit on the road trip from New York to Chicago is the Rock & Roll Hall of Fame, Cleveland, Ohio. Rock & Roll Hall of Fame is 461 miles from New York, and it would take 7 hours and 46 mins to drive. The Rock and Roll Hall of Fame is a museum dedicated to the history of rock music. Visitors can explore the exhibits at their own pace, spending as little or as much time as they like. You can check their TripAdvisor page or official website for more information about the Rock & Roll Hall of Fame.
• Toledo Museum of Art: You can visit many New York to Chicago destinations. One of these destinations is the Toledo Museum of Art in Toledo, Ohio. You can arrive at the Toledo Museum of Art after 9 hours and 14 mins of driving. If you enjoy art, Toledo is worth a visit for that reason alone. However, upon closer inspection, you’ll find that the city also boasts a wealth of cultural treasures. These include paintings by Renoir, sculptures by Alexander Calder, and an impressive glass collection. If you want to read the reviews of previous visitors to the Toledo Museum of Art, you can visit the Toledo Museum of Art’s TripAdvisor page or their website.
• Linton’s Enchanted Gardens: As we near the end of our list of the top 9 best places to visit on the road trip from New York to Chicago, it would be unfair not to mention Linton’s Enchanted Gardens. Linton’s Enchanted Gardens locates in Elkhart, Indiana, 680 miles from New York, and it takes 11 hours, and 12 mins drive from New York to get there. Linton’s Enchanted Gardens is the largest facility in Indiana, with over 50,000 square feet of indoor shopping space and over 9 acres of outdoor displays. The creative displays inside will spark your imagination, making it the perfect place to find unique gifts for any occasion. If you want to learn more about Linton’s Enchanted Gardens, you can check it on TripAdvisor or the official website.
• Basilica of the Sacred Heart: Now, we would like to introduce you to another vibrant restaurant on the Chicago trip. Located in South Bend, Indiana, the Basilica of the Sacred Heart is 700 miles from New York, and it would take 11 hours and 28 mins to drive. The Basilica of Sacred Heart is a magnificent cathedral with a beautiful pipe organ. The paintings and stained glass are breathtaking. The Basilica museum is open to the public and just past the Sacristy on the west side of the church. If you want to learn more about the Basilica of the Sacred Heart, you can check it on TripAdvisor or the official website.

FAQ of the Road Trip From New York to Chicago

Here we are answering the frequently asked questions about the New York to Chicago drive.

How Long Is The Road Trip From New York To Chicago?

• With ideal traffic and weather conditions, the road trip takes approximately 13 hours and 0 mins to drive. The distance between New York to Chicago is 790 miles.
• If you want to make the New York to Chicago road trip by bike, the time you spend on the road will be three days and 9 hours.
• If you are crazy enough and plan to walk the New York-Chicago route, then you will have to walk for eleven days.

Where Do You Stop On Driving From New York To Chicago?

There are many beautiful pit stops along the way to Chicago. Here we list nine of them. For more information about the best places on the New York to Chicago journey, you can check the 9 Best Places To Visit On The Way From New York To Chicago part.

1. Top of the Rock: 5.9 miles / 21 mins to drive from New York | 792 miles / 13 hours and 12 mins of driving to Chicago.
2. Quiet Valley Living Historical Farm: 79.8 miles / 1 hour 40 mins to drive from New York | 716 miles / 11 hours and 32 mins of driving to Chicago.
3. Talleyrand Park: 226 miles / 3 hours and 59 mins to drive from New York | 570 miles / 9 hours and 16 mins of driving to Chicago.
4. Hockman Candy: 285 miles / 4 hours and 54 mins to drive from New York | 508 miles / 8 hours and 20 mins of driving to Chicago.
5. Fellows Riverside Gardens: 395 miles / 6 hours and 36 mins to drive from New York | 401 miles / 6 hours and 35 mins of driving to Chicago.
6. Rock & Roll Hall of Fame: 461 miles / 7 hours and 46 mins to drive from New York | 347 miles / 5 hours and 46 mins of driving to Chicago.
7. Toledo Museum of Art: 562 miles / 9 hours and 14 mins to drive from New York | 245 miles / 4 hours and 8 mins of driving to Chicago.
8. Linton’s Enchanted Gardens: 680 miles / 11 hours and 12 mins to drive from New York | 116 miles / 2 hours and 6 mins of driving to Chicago.
9. Basilica of the Sacred Heart: 700 miles / 11 hours and 28 mins to drive from New York | 94.2 miles / 1 hour 44 mins of driving to Chicago.

Where Should You Stay On The Road Trip From New York To Chicago?

There are many excellent hotels during your New York to Chicago road trip. We have selected nine hotels for you. These hotels are listed below. Remember, you can find detailed information about these hotels in the 9 Best Hotels On The Way To Chicago From New York section.

• Hotel Mimosa New York: 1.0 miles / 8 mins to drive from New York | 790 miles / 13 hours and 3 mins of driving to Chicago.
• Hampton Inn & Suites Stroudsburg Pocono Mountains: 80.3 miles / 1 hour 39 mins to drive from New York | 711 miles / 11 hours and 28 mins of driving to Chicago.
• The Queen – A Victorian Bed and Breakfast: 226 miles / 3 hours and 57 mins to drive from New York | 570 miles / 9 hours and 15 mins of driving to Chicago.
• Best Western Dubois Hotel & Conference Center: 284 miles / 4 hours and 53 mins to drive from New York | 508 miles / 8 hours and 19 mins of driving to Chicago.
• Hampton Inn Youngstown-West I-80: 396 miles / 6 hours and 38 mins to drive from New York | 395 miles / 6 hours and 29 mins of driving to Chicago.
• Glidden House: 454 miles / 7 hours and 50 mins to drive from New York | 348 miles / 5 hours and 53 mins of driving to Chicago.
• Hampton Inn & Suites Toledo/Westgate: 565 miles / 9 hours and 19 mins to drive from New York | 241 miles / 4 hours and 10 mins of driving to Chicago.
• Microtel Inn & Suites By Wyndham Elkhart: 683 miles / 11 hours and 11 mins to drive from New York | 108 miles / 1 hour 56 mins of driving to Chicago.
• Morris Inn: 702 miles / 11 hours and 31 mins to drive from New York | 95.4 miles / 1 hour 47 mins of driving to Chicago.

Where To Eat Between New York to Chicago?

If you are thinking of taking a break and having a nice meal on your New York to Chicago journey, you can consider the nine restaurants we have chosen. In addition, you can read detailed information about the restaurants in the section titled 9 Best Restaurants On The Way From New York To Chicago.

1. Olio e Più: 1.9 miles / 12 mins to drive from New York | 790 miles / 12 hours and 59 mins of driving to Chicago.
2. Thai Orchid, Stroudsburg: 76.6 miles / 1 hour 35 mins to drive from New York | 714 miles / 11 hours and 30 mins of driving to Chicago.
3. The Governor’s Pub: 226 miles / 3 hours and 58 mins to drive from New York | 570 miles / 9 hours and 16 mins of driving to Chicago.
4. Luigi’s Ristorante & Catering: 313 miles / 5 hours and 33 mins to drive from New York | 510 miles / 8 hours and 42 mins of driving to Chicago.
5. Station Square Ristorante: 390 miles / 6 hours and 28 mins to drive from New York | 401 miles / 6 hours and 36 mins of driving to Chicago.
6. Marble Room Steaks & Raw Bar: 459 miles / 7 hours and 46 mins to drive from New York | 345 miles / 5 hours and 46 mins of driving to Chicago.
7. Tony Packo’s Cafe: 558 miles / 9 hours and 11 mins to drive from New York | 246 miles / 4 hours and 12 mins of driving to Chicago.
8. Chubby Trout: 683 miles / 11 hours and 11 mins to drive from New York | 108 miles / 1 hour 56 mins of driving to Chicago.
9. Cafe Navarre: 702 miles / 11 hours and 31 mins to drive from New York | 95.7 miles / 1 hour 48 mins of driving to Chicago.

Conclusion

So, there you have it- a complete guide to planning a road trip from New York to Chicago. We have listed nine hotels, nine restaurants, and nine places to visit on the way. We have also given you detailed information about each place so that you can make an informed choice about where to stay, eat, and what to see. We hope this guide has helped make your road trip from New York to Chicago as enjoyable as possible.

Share Your Thoughts

Have you ever taken a road trip from New York to Chicago? So, it would be perfect if you shared your experience with other travelers who want the same experience. You can share your thoughts about the road trip from New York to Chicago and your recommendations about this route by using the comment field below.