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Cheap flights from Chicago to New York

Chicago to New York

  • $174 was the cheapest return price from Chicago to New York last month
  • New York is served by 3 airports. These are New York Newark, New York John F. Kennedy, New York La Guardia.
  • The average flight time from Chicago to New York is 1h 55min
  • The most popular airline flying from Chicago to New York last month was American Airlines
  • There are 631 flights a week from Chicago to New York
  • 7 airlines fly direct from Chicago to New York
  • Chicago to New York is 731 miles

Find the cheapest month to travel from Chicago to New York

From the Windy City to the Big Apple. If you’re in the mood to trade one iconic American city for another, hopping on a quick flight is your best bet. The flight time from Chicagoto New York is under two and a half hours and the total distance between the cities is about 800 miles.

American, Delta, Unitedand Spirit Airlines all offer multiple non-stop flights from Chicago O’Hare (ORD) to LaGuardia Airport, while American, Delta, and JetBlue offer direct flights from O’Hare to JFK. Direct flights can also be found from ORD to Newark. You can also fly Southwest non-stop to LaGuardia when you’re flying out of Chicago Midway Airport (MDW).

Making your way to Chicago’s airports

Chicago O’Hare (ORD) is the city’s biggest and busiest airport: in fact, it is consistently one of the busiest airports in the world. Its 17 miles northwest of downtown Chicago. There is a direct train connection to the airport which costs only $2.50 and can be faster than a taxi during rush hour. The CTA Blue Line runs between the Loop and O'Hare every 15 minutes, 24/7, and the trip takes about 35 minutes. ORD consists of 4 numbered passenger terminals (1, 2, 3, and 5).

Chicago Midway Airport (MDW) is much smaller and closer to downtown, making it a convenient and often cheaper choice. Midway is a single-terminal airport split into three concourses, so it’s quick and easy to get around. The CTA Orange Line makes the trip between the Loop and MDW in around 25 minutes. Once you get to the airport stop, you’ll have a 10 to 15 minute walk through a tunnel to the main terminal building.

Both airports offer free WiFi, but only a few selected sites are available on the free service.

Arriving in New York

Summing up the Big Apple in a couple of paragraphs is an impossibility. The city is stuffed with so many historical, artistic, cultural and literal riches that you’d really need a lifetime to do it justice. If you’ve never been to NYC before, there’s something to be said for falling into the tourist groove and indulging yourself with a sampling of all the most iconic sights and classic experiences.

Failing that, you could dedicate yourself to one pursuit. Museums for example. If you had unlimited weekends you could easily spend several just in the Met, MoMa, or the Museum of Natural History.

To ensure that you get the very best ticket prices for your trip from Chicago to New York, be sure to use Skyscanner’sfree airfare comparison tool. We’ll find you the best deal in seconds.

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