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Not ready to book? to track prices.Find the cheapest 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?
The cheapest month to fly to Chicago from New York is in September. Flight prices, which tend to average around €163, are often lower during this time because this is during the off-season. 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 €167.
What is the cheapest day to depart on your flight to Chicago?
On average, the least expensive day to fly to Chicago from New York is on a Monday. momondo users have found tickets for Monday departures for as low as €0. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Tuesday is €571.
What is the cheapest time of day to depart on your flight to Chicago?
At midday is the cheapest time of day to fly from New York to Chicago when you can find flight prices for as low as €0. Flying to Chicago at midday is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are €267 on average. Flights to Chicago from New York in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.
What is the cheapest New York to Chicago flight route?
Fly from New York LaGuardia to Chicago Midway 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 €229 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 €195 on momondo.
What cabin class options are available on New York to Chicago flights?
There are 1 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?
89 flights are operational daily from New York to Chicago as of March 2025. The most popular departure time for this route is 15:00, with 43% of flights per day taking off at midday.
How many flights depart from New York to Chicago on average per week?
624 flights are operational weekly from New York to Chicago as of March 2025. The most popular departure day for this route is Thu, with 28% of flights per week taking off 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?
We’ve found that taking a train from New York to Chicago with Amtrak is more time-efficient when based simply on travel duration. A flight from New York to Chicago or a bus from New York to Chicago can take you longer than a 1h 52m train.
Is flying the cheapest way to get from New York to Chicago?
A flight from New York to Chicago is currently going to be the least expensive option currently available. You can also find deals for a train from New York to Chicago starting at €110, or consider a bus from New York to Chicago starting at €143. Both of these alternative options are worth considering when looking to reach your destination.
How far is New York to Chicago by plane?
Chicago is 1143.9 km away from New York. Flights usually cover this in 2h 25m, depending on flying conditions and air traffic around both airports.
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 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 stopovers. 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 required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from New York to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from New York to Chicago is Boeing 737-800 (16.21% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (13.17%), Airbus A320neo (10.46%), and Airbus A319 (7.37%).
Why 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?
momondo does allow users to show only those flights to Chicago from New York which offer a flexible booking policy as well as other useful filters and features.
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.