Question 1

What is the cheapest Chicago to New York flight route?

Accepted Answer

Fly from Chicago Midway to Newark for the best Chicago - New York flight prices

Question 2

How many flights depart from Chicago to New York on average per week?

Accepted Answer

As of January 2026, 689 flights take off from Chicago and land in New York each week. The most common flight departure day for this route is Tue, with 25% of weekly flights taking off on this day.

Question 3

What cabin class options are available on Chicago to New York flights?

Accepted Answer

There are 4 cabin classes available to choose from on Chicago to New York flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Question 4

What is the most punctual flight time for Chicago to New York flights?

Accepted Answer

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Question 5

How have Chicago to New York flight prices changed over time?

Accepted Answer

As of January 2026, prices for Chicago to New York flights are approximately 13% cheaper when compared to flights at the same time last year.

Question 6

What is the cheapest month to fly to New York?

Accepted Answer

The cheapest month to fly to New York from Chicago is in January. Flight prices, which tend to average around $148, are often lower during this time because this is during the off-season. The month of February is another great option to travel to New York, with average flight prices from Chicago averaging around $184.

Question 7

How many flights depart from Chicago to New York on average per day?

Accepted Answer

98 flights are operational daily from Chicago to New York as of January 2026. The most popular departure time for this route is 6:00PM, with 42% of flights per day taking off at noon.

Question 8

What day of the week experiences the fewest flight delays on this route?

Accepted Answer

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Question 9

How often are flights from Chicago to New York delayed?

Accepted Answer

Historically, on average around 20% of flights between Chicago and New York have experienced a delay on any given week. The average delay length over the past 12 months has been 141 minutes.

Question 10

Which airline has the best punctuality record on Chicago to New York flights?

Accepted Answer

According to our data, JetBlue have had the least number of delays on this route over the last 12 months; with about 12% of their flights experiencing any sort of delay.

Question 11

What is the cheapest day to depart on your flight to New York?

Accepted Answer

The cheapest day to depart from Chicago to New York is on a Thursday when prices can be found for as low as $259. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $369.

Question 12

What airlines fly to New York?

Accepted Answer

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to New York from Chicago according to our data. United Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to New York. Keep in mind that there are 7 different airlines that fly to New York on a routine basis, so you have a few additional options to choose from.

Question 13

Can stopping save me money on Chicago to New York flights?

Accepted Answer

No. A direct flight is the cheapest option for a flight between Chicago to New York.

Question 14

How far in advance should I book a flight to New York?

Accepted Answer

You are more likely to see cheaper flights to New York from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to New York for around $218 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to New York from Chicago for as low as $146 on momondo.

Question 15

What is the typical price of a round-trip flight between Chicago and New York?

Accepted Answer

Prices are currently low for flights on this route.Typical prices usually range from $100 to $221.
The lowest price recently found on this route was $78.

Question 16

What is the cheapest time of day to depart on your flight to New York?

Accepted Answer

Our most recent data shows that the best time of day to fly to New York is in the evening. Flights from Chicago to New York during this time can be as low as $228. Flights to New York are more costly at noon, with an average ticket price of $371. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

Question 17

What is the cheapest airline that flies from Chicago to New York?

Accepted Answer

Spirit Airlines, United Airlines, and Southwest are the most popular carriers operating from Chicago to New York

Question 18

Is flying the fastest way to get from Chicago to New York?

Accepted Answer

We’ve found that taking a flight from Chicago to New York with Frontier is more time-efficient when based simply on travel duration. A train from Chicago to New York or a bus from Chicago to New York can take you longer than a 2h 00m flight.

Question 19

Is flying the cheapest way to get from Chicago to New York?

Accepted Answer

Expect a flight to be one of the cheapest options available to you for travel. Currently, a flight has deals available from $78. While they may not be the most cost-effective options currently available a train from Chicago to New York or a bus from Chicago to New York can also be options worth looking into if other factors outside of cost are a higher priority.

Question 20

When did momondo last update prices for flights from Chicago to New York?

Accepted Answer

Prices for flights from Chicago to New York are refreshed on a daily basis.

Question 21

How many operators does momondo search for flights from Chicago to New York?

Accepted Answer

As of January 2026, there are 7 operators available to choose from for flights from Chicago to New York.

Question 22

How old do you have to be to fly from Chicago to New York?

Accepted Answer

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to New York.

Question 23

What documentation or ID do you need to fly to New York?

Accepted Answer

The required travel and health documents for your New York trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at New York. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best Price Found	$96
Fastest flight time	2h 00m
Direct flights	Every day
Airports in New York	3 airports

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $42	Free Cancellation	Rating 6.3 8,274 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $43	Free Cancellation	Rating 5.7 3,064 reviews	Search Frontier flights
JetBlue	PriceFrom $92	Free Cancellation	Rating 7.2 2,898 reviews	Search JetBlue flights
Delta	PriceFrom $103	Free Cancellation	Rating 7.9 8,017 reviews	Search Delta flights
United Airlines	PriceFrom $143	Free Cancellation	Rating 7.4 9,134 reviews	Search United Airlines flights
American Airlines	PriceFrom $148	Free Cancellation	Rating 7.2 11,083 reviews	Search American Airlines flights
Southwest	PriceFrom $157	Free Cancellation	Rating 8.0 4,247 reviews	Search Southwest flights

Cheap flights from Chicago to New York from $52

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to New York departing on 1/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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How to get the cheapest flight ticket from Chicago to New York

What is the typical price of a round-trip flight between Chicago and New York?

What is the cheapest month to fly to New York?

What is the cheapest day to depart on your flight to New York?

What is the cheapest time of day to depart on your flight to New York?

What is the cheapest Chicago to New York flight route?

Fly from Chicago Midway to Newark for the best Chicago - New York flight prices

How far in advance should I book a flight to New York?

What cabin class options are available on Chicago to New York flights?

There are 4 cabin classes available to choose from on Chicago to New York flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to New York flights?

No. A direct flight is the cheapest option for a flight between Chicago to New York.

How have Chicago to New York flight prices changed over time?

As of January 2026, prices for Chicago to New York flights are approximately 13% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to New York?

Spirit Airlines, United Airlines, and Southwest are the most popular carriers operating from Chicago to New York

What airlines fly to New York?

How often are flights from Chicago to New York delayed?

Historically, on average around 20% of flights between Chicago and New York have experienced a delay on any given week. The average delay length over the past 12 months has been 141 minutes.

What is the most punctual flight time for Chicago to New York flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to New York flights?

According to our data, JetBlue have had the least number of delays on this route over the last 12 months; with about 12% of their flights experiencing any sort of delay.

How many flights depart from Chicago to New York on average per day?

98 flights are operational daily from Chicago to New York as of January 2026. The most popular departure time for this route is 6:00PM, with 42% of flights per day taking off at noon.

How many flights depart from Chicago to New York on average per week?

As of January 2026, 689 flights take off from Chicago and land in New York each week. The most common flight departure day for this route is Tue, with 25% of weekly flights taking off on this day.

When to book flights from Chicago to New York

Cheap Chicago to New York (CHI to NYC) flight deals and tips

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Is flying the fastest way to get from Chicago to New York?

Is flying the cheapest way to get from Chicago to New York?

How far is Chicago to New York by plane?

When did momondo last update prices for flights from Chicago to New York?

How many operators does momondo search for flights from Chicago to New York?

How old do you have to be to fly from Chicago to New York?

What documentation or ID do you need to fly to New York?

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What is the most popular airline from Chicago to New York?

Best airlines flying from Chicago to New York

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