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  1. Home
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  3. Chicago to New York

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Book Cheap Chicago to New York Flights

Route Overview: Chicago to New York

One of the most popular corridors in American aviation, with lots of traffic and movement, is the Chicago (CHI) to New York (NYC) route. The flight connects America's largest commercial/logistics airport with the country's financial and cultural center. Whether you're going to New York for a business trip to Wall Street or the weekend to Broadway shows, you'll find it very convenient because there are more than 40 flights to choose from in a day. The two cities are about 740 air miles apart, and travel takes about 2-2 hours 30 minutes versus 12+ hours in your own car. Due to fierce competition on the corridor, fares fluctuate greatly depending on the way you choose to fly. 

Important Information

  • Flight time: about 2 hours 15 minutes
  • Departing from: O'Hare International Airport (ORD)
  • Arriving at: John F. Kennedy International Airport (JFK)
  • Popular airlines: American Airlines, United Airlines, Delta Air Lines, JetBlue, Southwest Airlines, and Spirit Airlines.

How to Save Money Booking Flights from Chicago (CHI) to New York (NYC)

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There is fierce competition among both the major airlines and budget airlines flying this route, making it a good deal for the traveler.

  • Search all airlines together. Comparison site CompareMost allows you to find hidden budget deals from budget airlines Spirit or Southwest buried under the high prices of legacy airlines.
  • Travel mid-week. Tuesday and Wednesday flights are usually 10-20% cheaper than Thursday, Friday, and Sunday flights because of the heavy traffic of business travelers using this route, who try to fly away just before the weekend or after.
  • Check the Chicago airport you book. If you use Chicago Midway, then chances are higher that you will be offered cheaper rates by Southwest Airlines than those at O’Hare Airport.
  • Check your airport in New York. LaGuardia is always cheaper than Kennedy Airport for domestic routes, while Newark Airport gives great discounts if your final destination is in New Jersey or the lower Manhattan area.
  • Purchase your ticket 3-6 weeks in advance for the best balance between cost and availability: As this is a high-volume route with many flights each day, there is not much premium in last-minute pricing, although pre-planning gives you the lowest prices.

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Seasonal Pricing

Seasonal variations for this route do not depend as much on weather factors and are influenced more by business travel and events, conventions, and holidays since both cities are large business hubs.

January

High fares continue for the first part of January because of New Year's travel returns, after which they become significantly lower as regular business travel begins. This is usually one of the cheaper months of the year.

February-March

Prices become higher because of an increase in trade shows, conventions, and corporate travel to both cities. There are some spikes in prices due to Presidents' Day and spring break.

April-May

An excellent time for bargain hunters. The demand is fairly solid, but not overly impressive, and the decent weather conditions in both cities do not lead to leisure trips driving prices up like in summertime. May is often mentioned as the cheapest month to travel this route.

June-August

Summer is the busiest time for this route with high demand related to holiday travel, sightseeing trips to New York, and ongoing business travel. The period of June-early August is the most expensive in terms of average price, with some room for saving even with early morning and overnight flights.

September-October

The fall season is considered the best time for traveling between Chicago and New York due to the combination of good weather conditions and reduced demand because of the end of vacation time in schools.

November

The period of November is characterized by sharp price increases in the middle of this month, which is associated with Thanksgiving. This month is one of the busiest times for traveling along this route because of numerous trips of residents of both cities to their relatives.

December

The most expensive month of the year. Holiday travel, company year-end meeting travel, and New Year’s Eve travel to New York cause prices to reach an annual peak, especially during the last two weeks of December.

Most Popular routes

  • list IconBoston to New York
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  • list IconChicago to Los Angeles
  • list IconDallas to Los Angeles
  • list IconPhoenix to Las Vegas
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  • list IconDenver to Las Vegas
  • list IconAtlanta to Charlotte
  • list IconAtlanta to Fort Lauderdale
  • list IconLos Angeles to San Francisco
  • list IconNew York to Los Angeles
  • list IconDenver to Phoenix
  • list IconLas Vegas to Los Angeles
  • list IconSeattle to Los Angeles
  • list IconAtlanta to Orlando

  • list IconBoston to New York
  • list IconAtlanta to Washington
  • list IconChicago to Los Angeles
  • list IconDallas to Los Angeles
  • list IconPhoenix to Las Vegas
  • list IconMiami to Atlanta
  • list IconDenver to Las Vegas
  • list IconAtlanta to Charlotte
  • list IconAtlanta to Fort Lauderdale
  • list IconLos Angeles to San Francisco
  • list IconNew York to Los Angeles
  • list IconDenver to Phoenix
  • list IconLas Vegas to Los Angeles
  • list IconSeattle to Los Angeles
  • list IconAtlanta to Orlando

  • list IconHouston
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  • list IconSan Antonio
  • list IconSan Diego
  • list IconLas Vegas
  • list IconDenver
  • list IconAtlanta
  • list IconChicago
  • list IconFort Lauderdale
  • list IconTampa
  • list IconSan Francisco
  • list IconNew York
  • list IconLos Angeles
  • list IconMiami

  • list IconAmerican Airline
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  • list IconUnited Airlines
  • list IconAir Canada
  • list IconJetblue Airways
  • list IconSouthwest Airline
  • list IconSpirit Airline
  • list IconTurkish Airline
  • list IconAvianca Airlines
  • list IconKLM Royal Dutch Airlines
  • list IconAlaska Airlines
  • list IconAeroméxico Airline
  • list IconAir France
  • list IconPhilippine Airlines
  • list IconLufthansa Airlines

Frequently Asked Questions

May and September provide the lowest average prices, while October comes right after. Shoulder seasons are characterized by comfortable temperatures and lower passenger flows.

Yes. It is one of the busiest domestic routes in the USA, where non-stop flights are offered from both Chicago airports to all three New York airports.

It depends on your destination. LaGuardia is the nearest to Manhattan and also provides the cheapest domestic routes. JFK Airport has a wide range of international connections, and Newark may suit you if you are traveling to the Lower part of Manhattan or New Jersey.

Very rarely, given that there are over 20 nonstop flights each day operated by several different airlines.

It is recommended to book at least 6-8 weeks in advance because this is the time period when airfares for this route reach their peak.

Yes, but rarely because of the number of flights and competitive environment among the carriers operating on this route.
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