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Not ready to book? to track prices.Find the cheapest flights from New York to Chicago
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American Airlines flights from New York to Chicago
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Sun Country Air flights from New York to Chicago
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How to get the cheapest flight ticket from New York to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
If you don’t want to visit Chicago in September, then you should wait until January to fly from New York, when ticket prices are also cheap, with an average price of $281.
What is the cheapest day to depart on your flight to Chicago?
Our data shows that Monday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $0. Flights from New York to Chicago on a Thursday will generally be more expensive and average around $1,959. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Chicago?
Our data shows that the cheapest New York to Chicago flights are usually those with departure times in the evening. Our users have found flights to Chicago in the evening for as low as $225. Flights in the afternoon are often more expensive, with an average ticket price of $1,536.
What is the cheapest New York to Chicago flight route?
Fly from Newark to Chicago O'Hare Intl for the best New York - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from New York when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $382 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York for as low as $316 on momondo.
What cabin class options are available on New York to Chicago flights?
There are 4 cabin classes available to choose from on New York to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How many flights depart from New York to Chicago on average per day?
The number of flights available between New York and Chicago is 42 per day as of April 2025. The most frequent departure time is 15:00, with 44% of daily flights leaving at midday.
How many flights depart from New York to Chicago on average per week?
The number of flights available between New York and Chicago is 298 per week as of April 2025. The most frequent departure day is Thu, with 18% of weekly flights leaving on this day.
When to book flights from New York to Chicago
Cheap New York to Chicago (NYC to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from New York to Chicago
Is flying the fastest way to get from New York to Chicago?
The quickest way to travel this route is to take a flight from New York to Chicago, doing so can potentially save up to 17h 02m of travel time. While these options may take longer, booking a train from New York to Chicago or a bus from New York to Chicago may suit your needs if travel time is less of a factor in your decision making.
Is flying the cheapest way to get from New York to Chicago?
Planning to book a flight from New York to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a train and a bus are priced higher than the cost of a flight. You can search prices for a train from New York starting at $280 to Chicago or a bus from New York to Chicago starting at $239 if that is your preferred method of transportation.
How far is New York to Chicago by plane?
The straight-line distance from New York to Chicago is 1143.9 km. Typically, this will take 2h 30m by plane in normal conditions.
When did momondo last update prices for flights from New York to Chicago?
Prices for flights from New York to Chicago are refreshed on a daily basis.
How old do you have to be to fly from New York to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New York to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's licence and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from New York to Chicago?
momondo data reveals that the most frequently booked plane model on the route from New York to Chicago is Boeing 737-800, representing 16.47% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 13.17%, Airbus A320neo at 10.44%, and Airbus A319 at 7.10%.
What is the most popular airline from New York to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from New York to Chicago is Spirit Airlines (100% of total bookings).
Why use momondo?
Why should I use momondo to find a flight deal from New York to Chicago?
Finding the right flight to Chicago from New York is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from New York to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for New York to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from New York to Chicago?
Once you have performed a search for New York to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of New York to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.