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Not ready to book? to track prices.Find the cheapest flights from New York to Chicago
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United Airlines flights from New York to Chicago
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Delta 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 typical price of a round-trip flight between New York and Chicago?
What is the cheapest month to fly to Chicago?
The month of January is another great option to travel to Chicago, with average flight prices from New York averaging around C$ 246.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as C$ 322. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Wednesday because tickets tend to average around C$ 552. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.
What is the cheapest time of day to depart on your flight to Chicago?
In the evening is the cheapest time of day to fly from New York to Chicago when you can find flight prices for as low as C$ 253. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 462 per ticket.
What is the cheapest New York to Chicago flight route?
Fly from New York LaGuardia 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 C$ 329 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 C$ 273 on momondo.
What cabin class options are available on New York to Chicago flights?
There are 3 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.
Can stopping save me money on New York to Chicago flights?
No. A direct flight is the cheapest option for a flight between New York to Chicago.
How have New York to Chicago flight prices changed over time?
As of June 2025, prices for New York to Chicago flights are approximately 51% cheaper when compared to flights at the same time last year.
How many flights depart from New York to Chicago on average per day?
The number of flights available between New York and Chicago is 93 per day as of June 2025. The most frequent departure time is 2:00p.m., with 41% of daily flights leaving at noon.
How many flights depart from New York to Chicago on average per week?
The number of flights available between New York and Chicago is 652 per week as of June 2025. The most frequent departure day is Thu, with 20% 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?
Based on just travel duration our users have found a flight from New York to Chicago to be the fastest option to their destination at just 2h 32m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from New York to Chicago or a bus from New York to Chicago.
Is flying the cheapest way to get from New York to Chicago?
Expect a flight to be one of the cheapest options available to you for travel. Currently, a flight has deals available from C$ 133. While they may not be the most cost-effective options currently available a train from New York to Chicago or a bus from New York to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.
How far is New York to Chicago by plane?
There are 1143.9 km between New York and Chicago. Typically, this will take 2h 32m 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?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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 license 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 19.81% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 14.04%, Airbus A321neo at 8.02%, and Boeing 737-900 at 7.34%.
What is the most popular airline from New York to Chicago?
momondo data reveals that the most frequently booked airline on the route from New York to Chicago is Spirit Airlines, representing 100% of all bookings.
Travelling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from New York to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from New York to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from New York to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from New York with this policy.
How can momondo help me find flights from New York to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.
I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from New York and alert you when they change.