Open interactive map →Cheap flights from Chicago to New York
Planning a trip from Chicago to New York? Current fares start at €103 - a solid entry point for a flight to United States. Several airlines compete on this route, which helps keep fares relatively stable. Direct and one-stop options are both available - use the booking site to filter by preference. Use the price calendar to identify your cheapest month, then click through to compare live seat availability.
For the best prices on this route, aim to book at least 3-4 weeks in advance. Tuesday and Wednesday departures from Chicago tend to be cheaper than Friday or Sunday flights. If €103 is above your budget, try adjusting to a shoulder-season month using the calendar above - fares can drop significantly outside peak periods.
Notify me when prices drop
SkyHopp Recommends
Cheapest month to fly
- October 2026€1031 stopCheapest
Based on tracked fares, October is the cheapest month to fly this route at around €103.
Prices last updated: September 2026
Entry requirements for United States
EU passportESTA required (visa-waiver)
US passportN/A (domestic)
Requirements vary by nationality and change without notice. Check requirements for your nationality →
About New York
New York is the archetypal global city - Manhattan's skyline, Central Park, the museums of the Upper East Side, the Brooklyn waterfront, and five distinct boroughs each with their own character make it one of the world's most layered urban destinations. Three major airports serve the New York metro: JFK, Newark (EWR), and LaGuardia (LGA).
Alternative routes
Other ways to reach New York
Frequently asked questions
How much does a flight from Chicago to New York cost?
The cheapest fare currently available from Chicago to New York is €103. Prices on this route vary by season, day of week, and how far in advance you book. The month-by-month price calendar on this page shows exactly when fares are highest and lowest, so you can pick the most cost-effective window before searching for specific dates. Fares are refreshed regularly as our flight partners publish new availability.
Are there direct flights from Chicago to New York?
SkyHopp tracks both direct and connecting flights from Chicago to New York. Connecting flights are often priced lower but add travel time due to the layover. Whether a non-stop option exists on specific dates depends on airline schedules - use the "Direct only" filter on the interactive map to see non-stop options, or check the booking site for a full breakdown by stop count.
When is the cheapest time to fly from Chicago to New York?
Prices on this route typically dip during shoulder-season months, away from school holidays and public holiday windows. Mid-week departures - particularly Tuesday to Thursday - tend to be cheaper than flights on Fridays and Sundays from Chicago. The month-by-month price calendar above is the fastest way to identify the cheapest window - look for the months with the lowest fares before committing to travel dates. Booking 3-6 weeks in advance generally offers the best balance of price and seat availability on this route.