Question 1

What are the cheapest airlines flying from New York to Chicago round-trip?

Accepted Answer

According to our current data, Spirit Airlines (£108), Frontier (£110), and American Airlines (£111) offers the cheapest pricing from New York to Chicago. Spirit Airlines is priced at 40% lower than the current average price of a flight leaving 3 months from now.

Question 2

What are the cheapest airlines to fly from New York to Chicago one-way?

Accepted Answer

£58 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from £59 and £62, respectively.

Question 3

How far ahead should I book a flight from New York to Chicago?

Accepted Answer

To ensure you get the cheapest price possible for a flight from New York to Chicago, you should look to book at least 30 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Question 4

What is the cheapest month to book a flight from New York to Chicago?

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from New York to Chicago (average of £598). Flying from New York to Chicago in July is currently the most expensive (average of £774). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Question 5

What is the cheapest day to fly from New York to Chicago?

Accepted Answer

Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Question 6

Weekly flight availability from New York to Chicago

Accepted Answer

The most flights from NYC to CHI are scheduled on a Thursday (179 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (68 on average).

Question 7

E

Accepted Answer

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Question 8

E

Accepted Answer

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Question 9

What are the most popular routes from New York to Chicago?

Accepted Answer

Most travelers choose New York John F Kennedy Intl - Chicago O'Hare Intl, Newark - Chicago O'Hare Intl or New York LaGuardia - Chicago O'Hare Intl when deciding on the best route from New York to Chicago.

Question 10

What are the cheapest flights from New York to Chicago?

Accepted Answer

The cheapest flight price from New York to Chicago is £62. On average you can expect to pay £110. The most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl), can usually be booked for £116.

Question 11

What are the most reliable airlines from New York to Chicago?

Accepted Answer

No one likes to see their flight delayed. When booking a flight from New York to Chicago consider choosing Malaysia Airlines (96%), China Airlines (95%) or SkyWest Airlines (95%) as they are the most reliable in getting you off to your destination on time.

Question 12

What is the cheapest day to fly round-trip from New York to Chicago?

Accepted Answer

Users have found that flying from New York to Chicago on a Sunday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

Question 13

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

Accepted Answer

Users have found that booking a flight from New York to Chicago at least 31 days early can save you up to 92% on average compared to booking a flight this week. If booking 31 days before your flight isn’t an option for you, users have found flights from New York to Chicago for as little as £167 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as £287 for flights departing within the next 3 days.

Question 14

What is the cheapest month to fly from New York to Chicago?

Accepted Answer

Flights from New York to Chicago lean towards being more expensive in December. Prices are generally better when you fly from New York to Chicago in September, with the cheapest ticket starting at £59.

Question 15

What is the cheapest time of day to fly from NYC to CHI?

Accepted Answer

It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 38% on the cost of your flight, compared to a flight at midday.

Question 16

Can I find deals for flights from New York to Chicago that include hotel bookings?

Accepted Answer

Yes. In addition to deals on New York to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

Question 17

How can I find direct flights from New York to Chicago?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Chicago.

Question 18

Can I find deals for business class flights from New York to Chicago?

Accepted Answer

Yes. Cheapflights offers flight deals from New York to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Question 19

How does Cheapflights help users find flights from New York to Chicago?

Accepted Answer

Cheapflights makes it easy to find New York to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Question 20

Why should you use Cheapflights to find cheap flight tickets from New York to Chicago?

Accepted Answer

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from New York to Chicago.

Question 21

Can Cheapflights find flights from New York to Chicago with no change fees?

Accepted Answer

Certainly. Search results for flights to Chicago from New York shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Question 22

Can Cheapflights notify me if prices for flights from New York to Chicago become cheaper?

Accepted Answer

Of course! You can now track prices for flights from New York to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

Round-trip from	£102
One-way from	£58
Popular in	December
Cheapest in	September

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest£54	Average£108	FlexibilityNo cancel fee	On-time62%	Search JetBlue flights
American Airlines	Cheapest£100	Average£172	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights

Cheap flights from New York to Chicago from £58

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/12. Fares are subject to change and may not be available on all flights or dates of travel.

The best prices from New York to Chicago are usually found in September or January, booked 30 days in advance, depart on a Saturday or Wednesday and return on a Saturday

Cheap flight deals from New York to Chicago

Round-trip from

One-way from

Popular in

Cheapest in

Find flight deals from New York to Chicago

Cheapest flights from New York to ChicagoExplore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 November 2024.

Explore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 November 2024.

Find flights from New York to Chicago within your budget

Best time to book a flight from New York to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from New York with our price prediction graph.

Travel insights for flights from New York to Chicago

Get recent, data-driven insights about flights from New York to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from New York to Chicago?

Use this chart to determine the optimal time to book a return flight from New York to Chicago. Price data was last updated on 15 November 2024.

What is the cheapest month to book a flight from New York to Chicago?

What is the cheapest time of day to fly from NYC to CHI?

Find hourly flight availability from New York to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 22 November 2024.

Weekly flight availability from New York to Chicago

Explore weekly flight availability from New York to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 22 November 2024.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from New York to Chicago, such as Frontier, American Airlines and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from New York to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines flying from New York to Chicago round-trip?

What are the cheapest airlines to fly from New York to Chicago one-way?

What are the most popular routes from New York to Chicago?

What are the most reliable airlines from New York to Chicago?

What are the cheapest flights from New York to Chicago?

Can I find deals for flights from New York to Chicago that include hotel bookings?

How can I find direct flights from New York to Chicago?

Can I find deals for business class flights from New York to Chicago?

What is the cheapest month to book a flight from New York to Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for New York to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from New York to Chicago

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from New York to Chicago?

Why should you use Cheapflights to find cheap flight tickets from New York to Chicago?

Can Cheapflights find flights from New York to Chicago with no change fees?

Can Cheapflights notify me if prices for flights from New York to Chicago become cheaper?

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from New York to Chicago
Explore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 November 2024.