New York City and Chicago have always had a rivalry. Some say New York is just Bigger & Badder, while others point out that the Chicago people are just more friendly & laid back!
Me & my girlfriend were having this same dispute…so to settle any arguments we decided to take a road trip be New York City & Chicago and of course head past some great cities on the way!
Then the debate came, shall we rent a car and take a traditional road trip or check out the public transport options?! Here is what we discovered.
How far is Chicago from New York?
There are 795 miles between New York & Chicago. Driving direct it would take you 13hr, 7 mins...but where is the fun in that!
Road Trips are about the journey and the amazing places to stop along the way!
Is it cheaper to fly or drive?
New York to Chicago Road Trip Map
Dive into our interactive map below!
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New York to Chicago Public Transport Comparison
|Car/RV||13hr 8 mins||64 gallons. $100-$140 (depending upon mpg/route)||An independent road trip where you can stop whenever you like!|
|Train||19hr 10 mins||$95-$140||
Lake Shore Limited/Cardinal (Once Daily)
|Bus||17hr 55mins||$50-$120||Greyhound USA|
|Flight||5hr 4 mins||$86-$406||American Airlines/Delta (Daily Flights)|
Which is the best transport option from New York to Chicago?
From the Table above we evaluated which is the best transport option between New York and Chicago. Now this all depends on personal preference.
However, from the data it’s clear that the Bus is the cheapest method of transport between New York and Chicago.
So if your a real Backpacker and don’t want to rent a car then this is a great option for you. However, there are a couple of negatives against taking the Bus.
There is not as much comfort and space as a train and you can’t stop off as many times as you could in a car.
Train Between New York & Chicago:
The Amtrak train takes you up through Connecticut, Massachusetts before traveling along the coast of New York state.
This is a really Scenic train ride and an experience in itself. For more info see: Ultimate Guide to the USA by Amtrak Trains
Road Trip Between New York & Chicago:
Due to the amount of great cities along the way and the pure independence we decided on a classic all american Road Trip between New York & Chicago.
Enroute we stopped at some amazing cities and destinations! See our Itinerary below:
- New York City
- Washington D.C
For our Full Guide check out: New York City to Chicago Road Trip: Itinerary/Map
Why you should Travel to Chicago?
The Windy City, Chicago, Illinois is a large metropolis on the Scenic Lake Michigan. The Skyline is punctuated with vast skyscrapers, such as the Willis Tower (Former Sears Tower) and the Legendary John Hancock Center at over 1,451ft high.
Chicago is also known for Chicago style pizza (Deep dish) , and Chicago hot dogs in addition to Jazz and of course the Notorious 1920s gangster Al Capone.
5 Unique Things to do in Chicago:
1. Millennium Park – FREE!
Millennium Park is not just a public park, its a true expression of the Chicago experience! It is the largest public space inside the 319 acres of Chicagos Grant Park, located downtown. This area includes, gardens, sculptures and attractions.
Cloud Gate (The “Bean”)
A Large public sculpture weighing in at over 110tones and is over 66 feet long and 33 feet high. This is an astonishing sculpture to see and was designed by British Artist Anish Kapoor.
Crown Fountain was designed by Spanish artist Jaume Plensa the fountain is made up of two 50 foot glass block towers which of display rotating images of over 1000 Chicago residents.
The fountain fires water out of the giant mouth and is really popular with kids during the summer months.
Other highlights at Millennium Park include, Lure Garden and Maggie Daley Park. A large 20 acre adventure park which includes rock climbing, slides and mirror walks.
Where is it?
201 E Randolph St, Chicago, IL 60602, United States
2. Willis Tower (“Sears Tower”)
The Willis Tower is a 110-story, 1,450-foot skyscraper in Chicago. When it was completed in 1973, it surpassed the World Trade Center in New York to become the tallest building in the world!
3. Green Mill Lounge – Can you spot Al Capone??
Head back to the 1940s at Chicagos Green Mill Lounge. Here you can find local Jazz Musicians, poets and was once a hangout for the Notorious Gangster Al Capone.
4. Relax at the Lakefront Promenade
As Lake Michigan spans across the entire length of Chicago, you should really take advantage of these glistening waters! Head down to the The Lakefront Trail where you will find 18 miles of biking & walking with scenic lakefront views.
Best Summer Spot:
Beach? If you fancy a beach head to Oak Street Beach, which is on North Lake Shore Drive.
This is a hidden gem popular with the locals during the summer months. Relax on the sands, overlooking glistening lake Michigan, while admiring the Skyscrapers in the distance!
5. Navy Pier
Navy Pier is a 3,300-foot-long pier on the shoreline of Lake Michigan. Here you will find many fairground rides & attractions including a 360 Chicago, (A Premiere observation deck), Centennial Wheel (Observation Wheel) Museum of Contemporary Art, the Childrens Museum, River Cruises and many more!
How much does it cost?
It is FREE to enter Navy Pier, each attractions or show has it’s own admission price.
Where to Stay in Chicago?
For a list of our recommended Hotels & latest deals, check out this link HERE.
Road Trip Tips:
- Make sure you have all your Travel Essentials
- Make sure you have all your Travel Accessories
- Bring a Great Travel Camera to capture some scenic shots.
- Bring some High Quality Hiking boots: See Recommended Hiking Gear
- Avoid gigantic $15,000 Medical Bills see: Why you NEED Travel Insurance in 2020?
- Make sure your Car is serviced, with a spare tire or alternatively rent a fully reliable car.
How to get the best car rental Deals?
Check out: Ultimate Car Rental Travel Hacks!
Would you like to know the 3 secrets to get discounted hotel deals?
Check out: How to find the Best Hotel Deals??