Road trip from Chicago to New York
All Category
Nature & Parks
Shopping
Fun & Games
Concerts & Shows
Nightlife
Sights & Landmarks
Zoos & Aquariums
Show more (4+)
All Category
Nature & Parks
Shopping
Fun & Games
Concerts & Shows
Nightlife
Sights & Landmarks
Zoos & Aquariums
Museums
Water & Amusement Parks
Food & Drink
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ITINERARY
15h 3m795 miles24 stops
1
Shedd Aquarium
Get ready for unforgettable encounters with belugas and bluegills, stingrays and sturgeons, sea stars and sea otters — and so many more animals from aquatic environments around the world! See penguins fly through chilly waters, spot sleek sharks cruising overhead and count the suckers on an octopus’ legs. At Shedd, you can look nature in the eye, investigate and discover. Get ready for beauty that surprises, mesmerizes, inspires and moves you!
2
Wrigley Field
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
3
Allen County War Memorial Coliseum
4
Lakeside Park & Rose Garden
5
Sprucewood Shores Estate Winery
The Sprucewood Family warmly welcomes you to sample handcrafted 100% Ontario VQA wines at Ontario's only beachfront destination vineyard, winery and tasting room. We are situated on 45 Acres with access to gardens, a sandy beach, and picnic tables. Enjoy a glass of wine with a picnic basket and explore our grounds year round. Tasting room open 7 days a week 11am - 5pm (we occasionally close early due to special events. Please check our social media for daily updates @sprucewoodshores)
6
Cedar Point
More than just an amusement park, Cedar Point features hotels, restaurants, beautiful grounds along with an impressive variety of thrill-rides.
7
Great Northern Mall
Great Northern Mall near Cleveland hosts shopping, Macy's and JCPenney department stores, Dick's Sporting Goods store, and over 120 more shops and restaurants. The mall is twelve miles southwest of Cleveland on I-480. Find convenient family parking near the H&M and Dillard's mall entrances.
8
SouthPark Mall
For shopping near Cleveland, the SouthPark Mall is a favored destination. The mall hosts Dillard's and Macy's department stores, over 175 restaurants and shops and a Cinemark movie theater in Strongsville, OH. Find the shopping center at Royalton and Howe, just west of I-71.
9
Rock & Roll Hall of Fame
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
10
Federal Reserve Bank of Cleveland: Education and Learning Center
Ever wonder how money works or what the Federal Reserve Bank of Cleveland does as part of the central bank of the US? Visit our Education and Learning Center featuring more than 25 fun, hands-on exhibits that answer these questions and more! We have interactive games, visual exhibits, creative stations, and illuminating films that explain everything about money you can think of, from how we use it, to why it looks the way it looks. Come see our historic lobby, take pictures with our money tree, trade coconuts on Barter Island, identify counterfeit bills, and even make your own money! All this in the heart of Cleveland, just steps away from downtown attractions. Admission is free and photos are welcome.
11
Lock 3
12
Gorge Metro Park
13
Wexford General Store Antiques
14
Venango Museum of Art, Science and Industry
15
Double Diamond Deer Ranch
16
Rec Hall
17
Lehigh Gorge Scenic Railway
Lehigh Gorge trains, a trademark of the Reading and Northern Railroad, take a 70 minute round-trip tour following the Lehigh River over bridges, through Glen Onoko, into the Lehigh Gorge State Park. High-rising cliffs and mountain scenery surround the train along the route to Old Penn Haven. You will see hikers, rafters, mountain bikers, and wildlife along the railroad. You will learn about railroad lore, wildlife, the history of the anthracite coal region, and the people who launched America into the Industrial Age. Seasonal days and hours apply throughout the year. Call for more information or visit our website for current schedules.
18
Pocono Environmental Education Center
Pocono Environmental Education Center (PEEC) is a private, 501(c)(3) non-profit organization and the education partner of the National Park Service in the Delaware Water Gap National Recreation Area. For over 50 years, PEEC has successfully cultivated an appreciation and love of nature in the tens of thousands of annual visitors, which include school groups, informal learning groups, families, adult learners, professionals, and the general public. PEEC’s residential environmental education campus is located in Dingmans Ferry, Pike County, PA, within the heart of the Delaware Water Gap National Recreation Area. PEEC is an exceptional place for customized field trips and retreats for schools, groups, and families. PEEC is also open to the public; our program calendar has something for everyone and our hiking trails are free and available year-round.
19
Duke Island Park
20
The Shops at Riverside
A beautiful and sophisticated retail destination for world-class luxury shopping, dining and entertainment, The Shops at Riverside® is conveniently located only minutes from Manhattan in the affluent suburban area of Bergen County, New Jersey. Spanning two levels, The Shops at Riverside® is anchored by Bloomingdale’s, Barnes & Noble, an AMC Dine-in Theatre, and a full-service day spa. Shoppers will experience an unrivaled collection of luxury shops including Louis Vuitton, Tiffany & Co., Bottega Veneta, Jimmy Choo, Ferragamo and other top brands as well as “New Jersey’s own Restaurant Row,” with nine full-service restaurants. The mall is closed on Sundays, however the restaurants, spa, AMC Theatres, Life Time, and Barnes & Noble are open for business.
21
BrainXcape
22
Precision NY Chauffeur & Airport Transportation Services
Here at Precision NY Chauffeur & Airport Transportation Service, we offer limousine service and point to point transportation NYC. You can always depend on us for reliable transportation New York, New Jersey, Westchester, Connecticut, Washington DC, Pennsylvania, and Boston. Along with equitable rates and attentive service, we offer transfer services anywhere within the country. For your convenience, you may reserve any vehicle from our fleet vehicles up to 24 hours in advance, including the Lincoln MKT, Lincoln Town Car and Cadillac XTS. For larger parties or a more comfortable ride, we have Cadillac™ Escalades, Lincoln™ Navigators, and Chevy™ Suburbans. We also carry New 2023 and 2024 Mercedes S560s.
23
The Blue Bar, Algonquin Hotel
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
24
Daniel Roy's Parlour Of Deceptions
Join magician Daniel Roy at the exclusive Salmagundi Club of New York City for an evening of sleight-of-hand, misdirection, and magic. Limited to just 40 guests, this is an intimate experience of wonder. While this is not a kids show and the magic is geared towards adults, the performance is entirely “clean” and appropriate for audience members age 13 years and older.
Customize this Trip
OVERVIEW
Chicago to New York
1
Start:Shedd Aquarium
Chicago, Illinois·
4.0
(9907) review
Get ready for unforgettable encounters with belugas and bluegills, stingrays and sturgeons, sea stars and sea otters — and so many more animals from aquatic environments around the world! See penguins fly through chilly waters, spot sleek sharks cruising overhead and count the suckers on an octopus’ legs. At Shedd, you can look nature in the eye, investigate and discover. Get ready for beauty that surprises, mesmerizes, inspires and moves you!
2
Start:Wrigley Field
Chicago, Illinois·
4.5
(9954) review
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
3
Start:Allen County War Memorial Coliseum
Fort Wayne, Indiana·
4.0
(99) review
4000 Parnell Ave, Fort Wayne, IN 46805-1414
4
Start:Lakeside Park & Rose Garden
Fort Wayne, Indiana·
4.5
(96) review
1401 Lake Ave, Fort Wayne, IN 46805
5
Start:Sprucewood Shores Estate Winery
Harrow, Essex, Ontario·
4.5
(97) review
The Sprucewood Family warmly welcomes you to sample handcrafted 100% Ontario VQA wines at Ontario's only beachfront destination vineyard, winery and tasting room. We are situated on 45 Acres with access to gardens, a sandy beach, and picnic tables. Enjoy a glass of wine with a picnic basket and explore our grounds year round. Tasting room open 7 days a week 11am - 5pm (we occasionally close early due to special events. Please check our social media for daily updates @sprucewoodshores)
6
Start:Cedar Point
Sandusky, Ohio·
4.5
(9258) review
More than just an amusement park, Cedar Point features hotels, restaurants, beautiful grounds along with an impressive variety of thrill-rides.
7
Start:Great Northern Mall
North Olmsted, Ohio·
4.0
(93) review
Great Northern Mall near Cleveland hosts shopping, Macy's and JCPenney department stores, Dick's Sporting Goods store, and over 120 more shops and restaurants. The mall is twelve miles southwest of Cleveland on I-480. Find convenient family parking near the H&M and Dillard's mall entrances.
8
Start:SouthPark Mall
Strongsville, Ohio·
4.0
(94) review
For shopping near Cleveland, the SouthPark Mall is a favored destination. The mall hosts Dillard's and Macy's department stores, over 175 restaurants and shops and a Cinemark movie theater in Strongsville, OH. Find the shopping center at Royalton and Howe, just west of I-71.
9
Start:Rock & Roll Hall of Fame
Cleveland, Ohio·
4.5
(9964) review
Headquartered in a boldly designed building on Lake Erie's shore, The Rock and Roll Hall of Fame is a 150,000-square-foot museum featuring ever-changing exhibits documenting the history of rock and roll, from Elvis to our days. You’ll see hundreds of original artifacts, from Jimi Hendrix outfits to The Beatles’ handwritten lyrics. Experience the excitement of a Rock Hall induction night at the Power of Rock Experience or have your very own jam session at the Garage. You can also watch a concert while you're here, so check out the Rock Hall’s schedule and plan ahead. – Tripadvisor
10
Start:Federal Reserve Bank of Cleveland: Education and Learning Center
Cleveland, Ohio·
4.5
(95) review
Ever wonder how money works or what the Federal Reserve Bank of Cleveland does as part of the central bank of the US? Visit our Education and Learning Center featuring more than 25 fun, hands-on exhibits that answer these questions and more! We have interactive games, visual exhibits, creative stations, and illuminating films that explain everything about money you can think of, from how we use it, to why it looks the way it looks. Come see our historic lobby, take pictures with our money tree, trade coconuts on Barter Island, identify counterfeit bills, and even make your own money! All this in the heart of Cleveland, just steps away from downtown attractions. Admission is free and photos are welcome.
11
Start:Lock 3
Akron, Ohio·
4.5
(98) review
200 S Main St, Akron, OH 44308-1315
12
Start:Gorge Metro Park
Cuyahoga Falls, Ohio·
4.5
(99) review
1160 Front St., Cuyahoga Falls, OH
13
Start:Wexford General Store Antiques
Wexford, Pennsylvania·
4.5
(8) review
150 Church Rd, Wexford, PA 15090-8346
14
Start:Venango Museum of Art, Science and Industry
Oil City, Pennsylvania·
4.5
(9) review
270 Seneca St, Oil City, PA 16301-1304
15
Start:Double Diamond Deer Ranch
Clarington, Pennsylvania·
4.5
(7) review
12211 Route 36, Clarington, PA 15828-1831
16
Start:Rec Hall
State College, Pennsylvania·
5.0
(9) review
Rec Hall, State College, PA 16802
17
Start:Lehigh Gorge Scenic Railway
Jim Thorpe, Pocono Mountains Region, Pennsylvania·
4.0
(955) review
Lehigh Gorge trains, a trademark of the Reading and Northern Railroad, take a 70 minute round-trip tour following the Lehigh River over bridges, through Glen Onoko, into the Lehigh Gorge State Park. High-rising cliffs and mountain scenery surround the train along the route to Old Penn Haven. You will see hikers, rafters, mountain bikers, and wildlife along the railroad. You will learn about railroad lore, wildlife, the history of the anthracite coal region, and the people who launched America into the Industrial Age. Seasonal days and hours apply throughout the year. Call for more information or visit our website for current schedules.
18
Start:Pocono Environmental Education Center
Dingmans Ferry, Pocono Mountains Region, Pennsylvania·
4.5
(97) review
Pocono Environmental Education Center (PEEC) is a private, 501(c)(3) non-profit organization and the education partner of the National Park Service in the Delaware Water Gap National Recreation Area. For over 50 years, PEEC has successfully cultivated an appreciation and love of nature in the tens of thousands of annual visitors, which include school groups, informal learning groups, families, adult learners, professionals, and the general public. PEEC’s residential environmental education campus is located in Dingmans Ferry, Pike County, PA, within the heart of the Delaware Water Gap National Recreation Area. PEEC is an exceptional place for customized field trips and retreats for schools, groups, and families. PEEC is also open to the public; our program calendar has something for everyone and our hiking trails are free and available year-round.
19
Start:Duke Island Park
Bridgewater, New Jersey·
4.5
(99) review
Old York Road, Bridgewater, NJ
20
Start:The Shops at Riverside
Hackensack, New Jersey·
4.0
(99) review
A beautiful and sophisticated retail destination for world-class luxury shopping, dining and entertainment, The Shops at Riverside® is conveniently located only minutes from Manhattan in the affluent suburban area of Bergen County, New Jersey. Spanning two levels, The Shops at Riverside® is anchored by Bloomingdale’s, Barnes & Noble, an AMC Dine-in Theatre, and a full-service day spa. Shoppers will experience an unrivaled collection of luxury shops including Louis Vuitton, Tiffany & Co., Bottega Veneta, Jimmy Choo, Ferragamo and other top brands as well as “New Jersey’s own Restaurant Row,” with nine full-service restaurants. The mall is closed on Sundays, however the restaurants, spa, AMC Theatres, Life Time, and Barnes & Noble are open for business.
21
Start:BrainXcape
New York City, New York·
5.0
(99) review
160 Broadway 3rd Fl, New York City, NY 10038
22
Start:Precision NY Chauffeur & Airport Transportation Services
New York City, New York·
5.0
(99) review
Here at Precision NY Chauffeur & Airport Transportation Service, we offer limousine service and point to point transportation NYC. You can always depend on us for reliable transportation New York, New Jersey, Westchester, Connecticut, Washington DC, Pennsylvania, and Boston. Along with equitable rates and attentive service, we offer transfer services anywhere within the country. For your convenience, you may reserve any vehicle from our fleet vehicles up to 24 hours in advance, including the Lincoln MKT, Lincoln Town Car and Cadillac XTS. For larger parties or a more comfortable ride, we have Cadillac™ Escalades, Lincoln™ Navigators, and Chevy™ Suburbans. We also carry New 2023 and 2024 Mercedes S560s.
23
Start:The Blue Bar, Algonquin Hotel
New York City, New York·
4.0
(99) review
Comfortable and classic, the lounge of the Algonquin Hotel is a New York landmark.
24
Start:Daniel Roy's Parlour Of Deceptions
New York City, New York·
5.0
(99) review
Join magician Daniel Roy at the exclusive Salmagundi Club of New York City for an evening of sleight-of-hand, misdirection, and magic. Limited to just 40 guests, this is an intimate experience of wonder. While this is not a kids show and the magic is geared towards adults, the performance is entirely “clean” and appropriate for audience members age 13 years and older.
CHECKLIST
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Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and New York?
The distance is 795 miles
What's the travel time between Chicago and New York?
The driving time can vary depending on traffic conditions, but it is typically 15h 3m mins in normal traffic
What are some of the best cities to visit between Chicago and New York?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to New York?
There are plenty! Here are some stops you shouldn’t miss on your way to New York
What’s the weather like in New York?
The weather in New York is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in New York in January
Weather in New York in February
Weather in New York in March
Weather in New York in April
Weather in New York in May
Weather in New York in June
Weather in New York in July
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Weather in New York in October
Weather in New York in November
Weather in New York in December
Interested in a detailed plan for your time in New York?
Plan your dream New York trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in New York
A 2-day itinerary in New York
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Where else can I travel to if I'm starting my trip in Chicago?
We have a lot of great trip options for Chicago! See the links below for all the itineraries we created for you