Cheap flights from New York to Chicago from ₹ 5,247
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 to Chicago departing on 3/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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United Airlines 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?
In general, September is the cheapest month to fly from New York to Chicago. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around ₹ 15,138. The month of January is another great option to travel to Chicago, with average flight prices from New York averaging around ₹ 15,396.
What is the cheapest day to depart on your flight to Chicago?
According to our data, Wednesday is the cheapest day to fly to Chicago from New York. The lowest ticket price found for a Wednesday departure recently was ₹ 16,995. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Chicago is Monday, with ticket prices averaging around ₹ 29,418.
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 ₹ 17,043. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. Flights to Chicago are more costly in the afternoon, with an average ticket price of ₹ 29,418. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.
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 ₹ 20,937 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 ₹ 17,288 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?
104 flights are operational daily from New York to Chicago as of April 2025. The most popular departure time for this route is 15:00, with 45% of flights per day taking off at midday.
How many flights depart from New York to Chicago on average per week?
728 flights are operational weekly from New York to Chicago as of April 2025. The most popular departure day for this route is Tue, with 18% 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?
To save time, the fastest way to travel is by flight from New York to Chicago on American Airlines. Expect the length of time you’ll spend onboard American Airlines to be about 2h 30m compared to taking a train from New York to Chicago or a bus from New York to Chicago which have been found to be slower alternatives.
Is flying the cheapest way to get from New York to Chicago?
A flight from New York to Chicago from ₹ 10,665 can save you up to 29% on the cost of your trip compared to booking a train from New York to Chicago or a bus from New York to Chicago.
How far is New York to Chicago by plane?
Chicago is 1143.9 km away from New York. Flights usually cover this in 2h 30m, 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 are updated daily.
How many operators does momondo search for flights from New York to Chicago?
There are 2 operators available for flights from New York to Chicago as of April 2025.
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 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?
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 (16.47% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (13.17%), Airbus A320neo (10.44%), and Airbus A319 (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 (68% of total bookings). The next most popular airline is American Airlines (32%).
Best airlines flying from New York to Chicago
Compare and see reviews for airlines that fly from New York to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom ₹ 10,585 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom ₹ 20,307 | Free Cancellation | Rating 7.4 8,658 reviews |
United Airlines Flights From New York to Chicago
United Airlines operates around 117 flights from New York to Chicago every week. The average price of these flights found in the last 72 hours has been ₹ 310, but momondo users have found United Airlines deals from New York to Chicago from as low as ₹ 236 round-trip. United Airlines has been scored 7.4/10 in 8,656 reviews.
American Airlines Flights From New York to Chicago
American Airlines (7.2/10 from 10,000 reviews) operates around 94 flights from New York to Chicago in any given week. The average American Airlines airfare for this route is around ₹ 204, with deals from around ₹ 123 rare but found on momondo. Referenced prices are for round-trip New York to Chicago flight searches in the last 72 hours.
Travelling to a place near Chicago?
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Why should I use momondo to find a flight deal from New York to Chicago?
It is quick and easy to find New York to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from New York to Chicago with flexible booking policies on momondo?
All flight searches from New York to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from New York to Chicago?
momondo helps you find the best flight between New York and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from New York are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.