Departing from New York (Any)
September is a favorable month to depart from New York City (All Airports) (NYCA) to Chicago O'Hare International Airport (ORD) with moderate demand after Labor Day. Expect high frequencies from JFK, LaGuardia and Newark with early-morning business flights and steady midday options; book early for holiday weekends. Nearby major cities and destinations commonly accessed when departing include Newark, Jersey City, Long Island, Westchester (White Plains) and Stamford; plan ground transfers accordingly and allow extra time during rush hours or special events like the U.S. Open and New York Fashion Week. Use primary keywords such as "flights New York City to Chicago in September" in booking queries and set fare alerts to capture reduced fares mid-month. Call to action: Compare nonstop flights from NYCA to ORD now and lock in September savings.
Departure FAQs
How many daily nonstop flights run from New York City (All Airports) (NYCA) to Chicago O'Hare International Airport (ORD) in September?
In September there are typically multiple nonstop options daily across carriers—early morning, midday and evening flights—totaling roughly 20–40 nonstop departures combined from JFK, LaGuardia and Newark to ORD on a typical weekday. Frequencies increase on weekdays for business travel and dip slightly after Labor Day. Check airline schedules for exact daily departures and consider early-morning flights to reduce delay risk.
What is the average flight time from New York City (All Airports) (NYCA) to Chicago O'Hare International Airport (ORD)?
Nonstop flight time averages about 1 hour 50 minutes in the air, with published block times typically 2 hours to 2 hours 20 minutes to account for taxiing and traffic. Allow extra time for earlier arrival at the airport and potential delays in September due to storm activity or busy holiday travel days like Labor Day weekend.
Are fares from New York City (All Airports) (NYCA) to Chicago O'Hare International Airport (ORD) cheaper in September?
Yes — mid-September, especially the week after Labor Day, is often one of the cheaper windows for New York to Chicago travel, with one-way economy fares commonly ranging from $60 to $150 for nonstop flights depending on carrier and how far in advance you book. Use fare alerts, flexible dates and comparison tools to find the best deals, and book 2–6 weeks ahead for the lowest typical prices in September.
Do airport choice and transfers in New York affect travel times to Chicago in September?
Yes — choosing JFK, LaGuardia, or Newark (all part of New York City (All Airports) (NYCA)) affects your ground travel time and check-in options. Newark may be faster for passengers coming from western New Jersey, while LaGuardia suits Queens and Manhattan commuters; factor in rush-hour traffic, AirTrain or subway connections and security wait times when planning, especially around high-traffic September events like the US Open or Fashion Week.
Are there schedule changes or extra flights around Labor Day weekend in September?
Yes — carriers commonly add seasonal flights or adjust capacity around Labor Day weekend in early September to meet leisure and business demand, which can mean more options but also higher fares during the holiday. Book early for holiday travel, monitor changes, and consider mid-week departures (Tuesday–Thursday) for lower fares and less crowded flights.
What travel documents or COVID-era policies should I check before flying from New York City (All Airports) (NYCA) to Chicago O'Hare International Airport (ORD) in September?
For domestic travel you need a valid government-issued photo ID such as a driver's license or REAL ID-compliant ID; verify airline-specific requirements for boarding. Although COVID-19 restrictions have largely eased, check airline and airport websites for mask policies, vaccination or testing rules (if any), and the latest updates in September as policies can vary by carrier and venue.