Compare airlines, prices, and flight durations for your trip
Cheapest flights from Chicago to New York
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.
Remember that on average the ideal time to book flights is 2 months before departure!
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.
Schedule of direct flights from Chicago to New York
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.
Chicago airports overview
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New York airports overview
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Frequently asked questions (FAQ)
Answers to questions about the route that travelers are most interested in.
Special offers and sales on air tickets from Chicago to New York
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.
Alternative routes
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Cheapest one way flight
$85
Southwest Airlines
Direct flight
2 hours
08/04/2026
The cheapest one-way flight from Chicago to New York departs on 08/04/2026, is operated by Southwest Airlines and costs $85
Cheapest round trip flight
$122
Southwest Airlines
1 layover
8h 20m
06/10/2026
The cheapest roundtrip flight from Chicago to New York departs on 06/10/2026, is operated by Southwest Airlines and costs $122
The fastest flight
2 hours
Fastest flight from Chicago to New York takes 2 hours
Direct flights
Several times a week
There are direct flights on this route 5 days a week: Tu, We, Th, Fr, and Sa
Earliest flight
5:00 AM
Latest flight
10:10 PM
Average flight duration
2h 15m
Direct flights count
435
Distance
1144km
Timezone difference
1h
The distance between Chicago and New York is 1144km (709 miles). The average flight duration is 2h 15m. There are 435 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 10:10 PM
The route Chicago — New York is served by many carriers — 5 in total, including Southwest Airlines, JetBlue Airways, American Airlines, United Airlines, and Frontier Airlines. This gives passengers wide opportunities: from finding the lowest fare (from $85) 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.
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.
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.
Flights from Chicago to New York from $85 – Compare Airfares | Flaut.Travel
What is the cheapest price for flights from Chicago to New York?
The cheapest flight ticket from Chicago to New York according to data for the last 48 hours costs $85
When is the best time to buy air tickets on the route Chicago — New York?
Often the best time to buy tickets from Chicago to New York is 2 months before departure.
When is the cheapest time of year to fly from Chicago to New York?
Based on statistics over the past years, the lowest prices for flights from Chicago to New York can be found flying in these months: June, July, August.
How long does it take to fly from Chicago to New York?
The fastest flights from Chicago to New York start from 2 hours in the air.
Which airline can fly direct from Chicago to New York?
The following airlines operate direct flights on the route Chicago — New York: Southwest Airlines, JetBlue Airways, American Airlines
In different months, ticket prices from Chicago to New York vary: minimum — $86 (June 2026), maximum — $461 (May 2027). Typically, the flight costs $135–$197.
Price dynamics
Tickets from Chicago to New York are getting more expensive each month. From June 2026 to May 2027, the increase reached 438%, with prices now at $461. It's unlikely to get cheaper than the current level.
Cheaper and more expensive periods
The most significant price increase was from June 2026 to May 2027 — up 438%. The best time to fly is June 2026–July 2026, when the average price is $86. In April 2027–May 2027, tickets cost around $285.
Best time to buy
Given the rising prices, it's best not to delay your purchase. Flying in June 2026–July 2026 can save you up to 70% compared to the most expensive months.
Price predictability
Price variation across months on this route is 85.5%. Your choice of departure month significantly affects the total flight cost.
