Cheap flights from New York State to Chicago from $33
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York State to Chicago departing on 3/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Deals available from 900+ travel sites.
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from New York State to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Delta flights from State of New York to Chicago
Our best Delta deals on State of New York to Chicago flight tickets
JetBlue flights from State of New York to Chicago
Our best JetBlue deals on State of New York to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from State of 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?
The month of September is, on average, the cheapest month to fly to Chicago from State of New York, with most prices found around $177. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from State of New York to Chicago during January average around $180.
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 Wednesday when prices can be found for as low as $293. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from State of New York to Chicago for around $380.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from State of New York to Chicago during this time can be as low as $234. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $344.
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 State of New York when booking 9 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $247 when searching 9 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from State of New York for as low as $215 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.
What is the cheapest airline that flies from New York to Chicago?
Spirit Airlines, Frontier, and Delta are the most popular carriers operating from New York to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from State of New York according to our data. American Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from State of New York to Chicago on average per day?
192 flights are operational daily from State of New York to Chicago as of February 2025. The most popular departure time for this route is 7:00AM, with 47% of flights per day taking off at noon.
How many flights depart from State of New York to Chicago on average per week?
The number of flights available between State of New York and Chicago is 1,344 per week as of February 2025. The most frequent departure day is Thu, with 19% of weekly flights leaving on this day.
Cheap State of New York to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from State of New York to Chicago
When did momondo last update prices for flights from New York to Chicago?
Prices for flights from New York to Chicago were last updated today.
How many operators does momondo search for flights from New York to Chicago?
As of February 2025, there are 7 operators available to choose from for flights from New York to Chicago.
How old do you have to be to fly from New York to Chicago?
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 New York to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from State of New York to Chicago?
momondo data reveals that the most frequently booked plane model on the route from State of New York to Chicago is Boeing 737-800, representing 16.85% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 10.80%, Airbus A319 at 10.02%, and Airbus A320neo at 8.60%.
Best airlines flying from State of New York to Chicago
Compare and see reviews for airlines that fly from State of New York to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $64 | Free Cancellation | Rating 6.3 7,981 reviews | |||
| PriceFrom $68 | Free Cancellation | Rating 8.0 8,147 reviews | |||
| PriceFrom $84 | Free Cancellation | Rating 7.4 3,038 reviews | |||
| PriceFrom $95 | Free Cancellation | Rating 6.0 3,339 reviews | |||
| PriceFrom $138 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $147 | Free Cancellation | Rating 8.1 4,367 reviews | |||
| PriceFrom $148 | Free Cancellation | Rating 7.4 8,732 reviews |
Traveling 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 compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from New York to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from New York to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from New York on momondo can be compared and filtered by various policies on offer, including flexible booking.
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 not ready to book a flight from New York to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.