Recent route coverage suggests flights from New York, NY to Chicago, IL can price from $129. Approximate nonstop flying time is 1h 59m.Fares from $129 one way, typically $196, from 35 fares we recorded on this route between Aug 13, 2026 and Oct 1, 2026.
Choose your dates, then compare available prices, baggage and fare rules.
Recorded one-way fares from New York, NY (JFK) to Chicago, IL (ORD) start from $129 USD, with a median of $196 across 35 fares we recorded. Fares move with dates, demand and seasonality, so search your own dates for the price you can book.
The great-circle distance from New York, NY to Chicago, IL implies roughly 1h 59m of nonstop flying time. Itineraries with a connection take longer.
Carriers in the fares we recorded for New York, NY to Chicago, IL include American Airlines, Frontier Airlines, Sun Country Airlines. Baggage allowances and fare rules differ by carrier and fare, so compare the whole fare rather than the headline price.
Recorded one-way fares ranged from $129 to $303 across 35 observations, depending on dates, carrier and fare.
Based on 35 fares Fly2Any recorded on this route. Confirm the final price live.
Origin airport
John F. Kennedy International
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Destination airport
O'Hare International
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Corridor hub
Open the north america corridor
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Looking for cheap flights from New York, NY (JFK) to Chicago, IL (ORD)? Compare available flights with Fly2Any. Search your travel dates to check current fares, airlines, baggage options, and connections for this route.
The great-circle distance from New York, NY (JFK) to Chicago, IL (ORD) is about 738 miles, which suggests a nonstop flight time around 1h 59m. Actual schedules, elapsed travel time, and connection patterns must be validated in live search before booking.
Planning guidance computed by Fly2Any Travel Research from airport coordinates and time zones. Confirm live schedules and elapsed travel time in search before booking.
No booking window or weekday guarantees the lowest fare. Compare dates that work for your trip, and check the complete price and fare conditions before choosing an itinerary.
Fares we recorded for New York, NY (JFK) to Chicago, IL (ORD) came from:
Fares from $129 one way, typically $196, from 35 fares we recorded on this route between Aug 13, 2026 and Oct 1, 2026. The highest fare we recorded was $303. Prices move with dates, airline and fare type, so search your dates for the current price.
In the 35 fares Fly2Any recorded for New York, NY (JFK) to Chicago, IL (ORD), the airlines were American Airlines, Frontier Airlines and Sun Country Airlines. Which airlines appear depends on your dates, and some of these fares connect through another airport.
The two airports are about 738 miles apart, which works out to roughly 1h 59m of nonstop flying time. Itineraries with a connection take longer; search shows the actual total travel time of each itinerary.
Nonstop service changes by season and day of the week. Search your dates and choose the nonstop (direct) filter: if a nonstop is offered it appears there, and if not, sorting by Fastest shows the shortest connections first.
As general planning guidance, fares on routes like this are often lower in January, February and September. Domestic routes often price lower outside school holidays and the summer peak. This is not a fare guarantee: compare flexible dates in search, or set a price alert for the route.
No single booking window guarantees the lowest fare on JFK to ORD. Start watching once your dates are firm, compare nearby dates, and check the total with bags and fare rules before you pay.
It depends on the airline and the fare. Basic and light fares often include only a personal item, while standard fares add a carry-on or a checked bag. Each fare in Fly2Any search shows what is included, and you can add bags before you pay.
Compare similar routes. Prices shown are the lowest fares we recorded; search your dates for the current price.
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