Submit feedbackComplete travel information for your November journey
November travel from Chicago (All Airports) (CHIA) to New York (All Airports) (NYCA) mixes regular business demand with holiday surges around Thanksgiving. Early November typically offers lower fares and good seat availability, while the last week before Thanksgiving sees the highest prices and busiest flights. Recommended booking window is 3–6 weeks before travel for best value; for Thanksgiving week, book 8+ weeks ahead. Monitor weather forecasts for Chicago — early snow or lake-effect systems can cause delays. Nearby major cities and destinations commonly accessed when departing from Chicago include Milwaukee, Indianapolis, Detroit, Madison, and St. Louis; consider alternate pickup or drop-off options if planning multi-city travel. For best results, set fare alerts, search flexible dates, and be flexible about which New York-area airport you fly into (JFK, LGA, EWR) to find the most competitive fares. Book now for early November or lock in your Thanksgiving travel early to avoid steep price spikes.
Typical nonstop flight time between Chicago (All Airports) (CHIA) and New York (All Airports) (NYCA) is about 1 hour 45 minutes to 2 hours 30 minutes depending on airport pair (O'Hare–JFK, Midway–LGA, etc.), routing, and winds. Expect slightly longer block times during November when airlines pad schedules for holiday traffic and potential early winter weather. Check real-time schedules and allow extra time for connections and airport transfers.
Yes — nonstop flights operate frequently year-round between Chicago (All Airports) (CHIA) and New York (All Airports) (NYCA) on legacy carriers and low-cost airlines. Frequency increases on peak travel days around Thanksgiving; book early for nonstop seats. If nonstop fares are high, consider one-stop options through hubs like Philadelphia or Washington D.C. for savings.
To find cheap November fares, search flexible dates around early November and avoid the Thanksgiving travel window (midweek to weekend). Use fare alerts, compare American, United, Delta, and JetBlue, and check midweek departures (Tuesday–Thursday) for lower prices. Book 3–6 weeks in advance for domestic November travel and consider flights to any NYC airport (JFK, LGA, EWR) to expand low-cost options.
November in Chicago can bring cold temperatures, rain, and early snow, especially late in the month; this increases the risk of weather-related delays and de-icing operations. Allow extra time at Chicago O'Hare and Midway, monitor airport alerts, and sign up for airline disruption notifications. Pack layers and check connecting time recommendations for winter operations.
For O'Hare, use the CTA Blue Line, rideshare, airport shuttle, or Metra to nearby stations; for Midway choose the CTA Orange Line or rideshare/parking. In November, plan for longer road travel times during peak commute hours and holiday events. Book airport parking or offsite shuttles in advance and allow extra commute time if forecasted weather is poor.
Yes, airlines and credit card partners sometimes offer flash sales or promo codes in early November, but fares spike in the week of Thanksgiving. Look for mid-November sales and use flexible dates tools; subscribe to airline newsletters and follow social channels for fare drops. For the best deals, be ready to book quickly and consider alternative NYC airports to maximize savings.
Arriving in New York (All Airports) (NYCA) from Chicago (All Airports) (CHIA) in November means balancing convenience with holiday crowds. Anticipate heavier traffic and increased taxi/rideshare demand during the Macy's Thanksgiving Day Parade and the weekend that follows. For the fastest transit into Midtown Manhattan, consider AirTrain + LIRR from JFK, or NJ Transit from Newark Liberty; LaGuardia travelers should plan bus or rideshare transfers due to limited rail connectivity. Nearby major destinations include Manhattan, Brooklyn, Queens, Jersey City, Hoboken, Long Island, and Westchester; confirm schedules for MTA buses and regional rail before travel. If you’re arriving for specific November events, pre-book ground transport and check for special service advisories to ensure a smooth arrival.
The best airport depends on your final destination: JFK serves international connections and many long-haul options, LaGuardia (LGA) is closest to Midtown Manhattan, and Newark Liberty (EWR) is convenient for Jersey City, Hoboken, and parts of western Manhattan. In November, factor in traffic for holiday events — if you need fast access to Midtown for the Macy's Parade or holiday shopping, LaGuardia or JFK with a reliable car service may be preferable. Compare fares and transfer times to choose the most convenient NYC airport.
From JFK, options include AirTrain + LIRR for a fast Midtown arrival, rideshare, or taxis. From LaGuardia, use MTA buses, shuttle services, or rideshare; LaGuardia lacks direct rail but has frequent buses. From Newark Liberty, take AirTrain + NJ Transit trains or a rideshare to reach Manhattan; plan for longer taxi times when roads are congested during Thanksgiving weekend and major parades. Purchase MetroCards or verify LIRR/NJ Transit schedules in advance to avoid delays.
November features several high-impact events that affect CHIA→NYCA flights. In New York, the Macy's Thanksgiving Day Parade (late November) and occasionally the NYC Marathon (early November) drive high inbound passenger volumes, longer ground transfers, and premium fares. Chicago hosts the Magnificent Mile Lights Festival and early holiday markets that increase outbound travel demand. These events cause airlines to add capacity and can drive up prices for both nonstop and connecting flights. If you plan to attend these events, book flights and accommodations early, allow extra transfer time, and consider arriving a day early to avoid same-day disruptions. CTA: Check event dates now and reserve flights early to secure seats for November festivities.
The best time to fly from Chicago (All Airports) (CHIA) to New York (All Airports) (NYCA) in November is early in the month on weekdays (Tuesday–Thursday) when fares are lower and airports are less crowded. Avoid travel the day before Thanksgiving and the Sunday after the holiday to sidestep the busiest and most expensive travel period. Morning flights generally offer better on-time performance, while late-night or red-eye flights can be cheaper but carry a higher risk of cancellation or missed connections. For Thanksgiving travel specifically, book at least 8 weeks ahead and consider flexible fares or refundable tickets for peace of mind. CTA: Compare midweek November dates now and lock in the best time to fly.
Nonstop flights between Chicago (All Airports) (CHIA) and New York (All Airports) (NYCA) are typically faster (about 1h45m–2h30m) and reduce the risk of missed connections during November weather disruptions. They are often pricier, especially around Thanksgiving, but offer the convenience of fewer touchpoints. Connecting flights can produce savings and more schedule options — useful if you’re flexible — but they increase the chance of disruption if storms or de-icing cause delays. In November, lean toward nonstop flights for holiday travel; for budget-savvy travelers, choose connections on reliable hubs with short minimum connection times and consider travel insurance or flexible fares. CTA: Compare nonstop and one-stop itineraries now to decide which fits your November travel priorities.
Major carriers on the Chicago (All Airports) (CHIA) to New York (All Airports) (NYCA) corridor in November include American Airlines, United Airlines, Delta Air Lines, and JetBlue. American and United offer high frequency from O'Hare to JFK and Newark, with robust schedule options for the Thanksgiving peak; Delta provides strong connectivity to LaGuardia and JFK with competitive upgrade and comfort options. JetBlue often competes on price and seat comfort for trans-CHI–NYC flights and may offer more legroom in economy on select aircraft. Baggage fees vary by fare class; basic economy fares are cheapest but come with more restrictions. Loyalty perks (priority boarding, free checked bags on some elite statuses) can offset higher fares — check each airline's November promotions and loyalty offers before booking. CTA: Compare fares and baggage policies now to pick the best airline for your November trip.
Pack layers and a compact umbrella for November travel between Chicago (All Airports) (CHIA) and New York (All Airports) (NYCA); temperatures are cool to cold and weather can change quickly. Allow extra time for airport arrival (arrive 90–120 minutes for domestic flights during holiday periods), check real-time flight status, and enroll in airline notifications. Carry essential documents and consider travel protection for Thanksgiving travel due to higher disruption risk. Use airport lounges or priority security lanes where available to cut wait times, and download transit apps (MTA, NJ Transit, LIRR, CTA) to plan ground travel. CTA: Prepare your packing list and set flight alerts today to travel smart this November.
Average nonstop flight time from Chicago (All Airports) (CHIA) to New York (All Airports) (NYCA) in November is roughly 1 hour 45 minutes to 2 hours 30 minutes depending on airport pair and winds. Typical daily schedules feature frequent early-morning departures (6:00–9:00), midday flights (11:00–14:00), and evening red-eyes. During November, airlines add extra flights or larger aircraft on peak days around Thanksgiving; schedule padding is common to account for potential weather delays. For best on-time performance, book early morning flights which are less likely impacted by day's accumulated delays. CTA: Check airline schedules and choose flights with buffer time for connections, especially during holiday travel windows.
To find cheap flights from Chicago (All Airports) (CHIA) to New York (All Airports) (NYCA) in November, start by searching flexible dates and scanning the full month — early November weekdays (Tuesdays through Thursdays) typically offer the lowest fares. Avoid the Thanksgiving travel window (Wednesday–Sunday around the holiday) when fares spike. Use price-alert tools, set notifications for flash sales from American, United, Delta, and JetBlue, and expand your search to include all New York airports (JFK, LGA, EWR) and both Chicago airports. Consider red-eye or early-morning flights which are often cheaper and less likely to be delayed by daytime weather. For transactional savings, book 3–6 weeks out for regular November travel and earlier for peak holiday dates. CTA: Set a price alert now and compare multi-airport options to capture the best November deal.
Starting from $54
Book your economy class flight from Chicago (Any) to New York (Any)and save money on your travel. Compare all flight options to find the best deal for your november trip.
Planning a trip from Chicago (Any) to New York (Any) in november? SlickTrip helps you find the cheapest economy class flights with our comprehensive flight comparison tool. Whether you prefer direct flights for convenience or multi-stop flights for savings, we have options for every budget and schedule.
Yes, New York airports and ground transportation are significantly busier during Thanksgiving week and the days immediately following. Expect longer security lines, fuller flights, and higher ground transportation demand, especially for arrivals timed around Macy's Thanksgiving Day Parade and evening holiday events. Book onward transportation in advance and allow extra time to exit the airport and reach your final destination.
November in New York can be cool with occasional rain and early cold snaps; major snow is less common than in December but possible. Arrival delays are more likely if storms affect Midwest or Northeast airspace, or if high winds impact LaGuardia and JFK approaches. Monitor flight status, and airlines will often reroute or hold flights in severe conditions; sign up for airline alerts for real-time updates.
Travelers arriving at New York (All Airports) (NYCA) commonly head to Manhattan (Midtown and Lower Manhattan), Brooklyn, Queens, Jersey City, Hoboken, Long Island, Westchester, and Philadelphia for onward connections. Consider the best airport-to-city transfer options when booking your flight — EWR is ideal for Hudson-side destinations, JFK is best for Queens/Long Island travelers, and LGA is convenient for close-in Manhattan access.
