starting at $60
starting at $66
starting at $68
starting at $70
starting at $82
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to New York. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Chicago to New York, despite the fact that sometimes flights with transfers can cost significantly less.
Of the 6 airlines serving Chicago — New York, only a handful fly every day — United Airlines and American Airlines. Spirit Airlines, Southwest Airlines, and JetBlue Airways fly every day except Thursday. Frontier Airlines only flies on Sunday, Monday, and Saturday.
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
The route Chicago — New York is served by many carriers — 5 in total, including JetBlue Airways, Southwest Airlines, United Airlines, American Airlines, and Frontier Airlines. This gives passengers wide opportunities: from finding the lowest fare (from $60) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.
starting at $60
starting at $66
starting at $68
starting at $70
starting at $82
Chicago — New York
08/27/2026
Departure
Direct flight
B61206
starting at $60
Chicago — New York
08/26/2026
Departure
Direct flight
B61206
starting at $61
Chicago — New York
08/29/2026
Departure
Direct flight
WN4198
starting at $66
Chicago — New York
08/20/2026
Departure
Direct flight
B6906
starting at $66
Chicago — New York
08/19/2026
Departure
Direct flight
B6906
starting at $66
Chicago — New York
09/01/2026
Departure
Direct flight
B61206
starting at $67
Chicago — New York
10/29/2026
Departure
Direct flight
B61006
starting at $68
Chicago — New York
09/10/2026
Departure
Direct flight
UA2189
starting at $68
Chicago — New York
10/10/2026
Departure
Direct flight
UA511
starting at $68
Chicago — New York
08/25/2026
Departure
Direct flight
UA669
starting at $69
The cheapest one-way flight from Chicago to New York departs on 08/27/2026, is operated by JetBlue Airways and costs $60
The cheapest roundtrip flight from Chicago to New York departs on 08/24/2026, is operated by Southwest Airlines and costs $137
Fastest flight from Chicago to New York takes
United Airlines
Every day
starting at $135
Spirit Airlines
Su, Mo, Tu, We, Fr, and Sa
starting at $49
American Airlines
Every day
starting at $145
Southwest Airlines
Su, Mo, Tu, We, Fr, and Sa
starting at $111
Frontier Airlines
Su, Mo, and Sa
starting at $141
JetBlue Airways
Su, Mo, Tu, We, Fr, and Sa
starting at $87
There are direct flights on this route 4 days a week: Tu, We, Th, and Sa
The distance between Chicago and New York is 1144km (709 miles). The average flight duration is 2h 22m. There are 429 direct flights from Chicago to New York. The time difference between Chicago and New York is 1h. Flights from Chicago begin at 5:00 AM. The latest flight from Chicago departs at 9:30 PM
Chicago is served by two main airports: O’Hare International (ORD) and Midway (MDW). O’Hare is the city’s primary international hub and usually handles the bulk of long-haul and premium carrier flights, as well as many domestic connections; fares here can be mid-to-high depending on season and carrier. It sits about 17 miles northwest of downtown; travelers can reach the Loop by CTA Blue Line in roughly 45–60 minutes or by taxi/ride-share in 30–60 minutes depending on traffic, with transit fares low and road transfers typically costing more. Pros: extensive route network and amenities; cons: busy terminals and occasional long transfers. Midway is typically oriented toward domestic and low-cost carriers and can offer more budget-friendly options on many routes. Located roughly 10 miles southwest of downtown, Midway connects via the CTA Orange Line in about 25–35 minutes, taxi/ride-share in 20–40 minutes, and often has simpler, quicker passenger flows. Pros: compact layout and easier transfers; cons: fewer international services and limited late-night options.
The cheapest flight ticket from Chicago to New York according to data for the last 48 hours costs $60
Often the best time to buy tickets from Chicago to New York is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to New York can be found flying in these months: August, July, October.
The fastest flights from Chicago to New York start from 2 hours in the air.
The following airlines operate direct flights on the route Chicago — New York: JetBlue Airways, Southwest Airlines, United Airlines
In different months, ticket prices from Chicago to New York vary: minimum — $83 (August 2026), maximum — $1,858 (June 2026). Typically, the flight costs $199–$360.
Ticket prices for Chicago — New York are higher at the start and end of the period but lowest in the middle. This creates a convenient window for booking at a reduced price.
Prices fall from June 2026 to August 2026 (96%), then rise from October 2026 to May 2027 (+145%). The best period is July 2026–August 2026 ($84), the most expensive is June 2026–July 2026 ($972).
The best time to buy is July 2026–August 2026, when prices are at their lowest. This can save you up to 91% compared to the expensive months (June 2026–July 2026).
Monthly price variation is 170.4%. On this route, your departure date noticeably affects the cost, and choosing wisely can lead to real savings.
We couldn't find any special offers for flights from Chicago to New York
John F. Kennedy International (JFK) is New York’s primary international gateway and a major hub for full-service carriers, handling long-haul and transatlantic flights as well as many premium airline alliances. It’s located about 15 miles (24 km) southeast of Midtown Manhattan; typical options to the city include the AirTrain-plus-subway (around 50–70 minutes, moderate fare), express buses and taxis or rideshares (35–60 minutes depending on traffic, fares vary), and private shuttles. Travelers often find a wide range of amenities and lounge access, though peak-time congestion and longer transfer times can be downsides. Prices for flights can be mid-to-high depending on season and carrier.