Cheap Flights from Chicago (CHI) to New York (NYC)
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Flight deals from Chicago to New York
Looking for a cheap last-minute deal or the best round-trip flight from Chicago to New York? Find the lowest prices on one-way and round-trip tickets right here.Don’t miss a great deal
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Find the cheapest month to fly from Chicago to New York
We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to New York flights are currently cheapest in June.Alternative Chicago to New York routes
Looking for the cheapest, fastest or easiest route from Chicago to New York? You could fly into the following airports instead.Finding cheap flights from Chicago to New York: Frequently asked questions
Top tips for finding a cheap flight from Chicago to New York
Finding cheap tickets from Chicago to New York is easy with a little flexibility. Use our Whole Month search feature to scan through the calendar for the cheapest dates. You can also set up a Price Alert for your route and let us monitor the fares for you, sending notifications when prices change. If you’d rather skip layovers, select the Direct Flights search to view non-stop options that’ll save you time.
Booking your tickets early often leads to savings, but we can also find you some last-minute deals. In general, January is the best time to schedule your trip from Chicago to New York, with the lowest average fares across the board. Keep these strategies in mind to find the best itinerary.
Handy information about Chicago airport
Chicago caters to a broad range of air travel needs through its diverse array of airports. Chicago O'Hare International Airport, one of the world's largest airports, boasts four terminals, providing numerous ground transport options including the CTA "L" train, connecting passengers to virtually anywhere in the city. It serves a wide range of domestic and international destinations, with a dedicated terminal for international travelers.
Complementing O'Hare, Chicago Midway International Airport operates from one terminal with three concourses and ensures connectivity with various ground transportation modes, focusing primarily on domestic flights and a few international routes. For more personalized travel, both Chicago Executive and DuPage Airports offer a terminal each for private and corporate aircraft, alongside convenient transport services. Lastly, Chicago Rockford, despite its single terminal structure, supports domestic travel, particularly catering to budget-conscious passengers. Each airport, strategically located, makes accessible the vast metropolitan landscape and aligns with different travel preferences, maintaining Chicago's reputation as a significant transportation hub.
New York airport: good to know
New York hosts a selection of airports, each serving a variety of destinations and offering multiple transportation options to ensure your transit to and from the city is as smooth as possible. LaGuardia Airport features four terminals, with Terminals A and B handling mainly domestic flights and Terminal D catering to both international and domestic routes. Transportation from LaGuardia includes a range of options from taxis and buses to the subway connecting M60 SBS bus.
John F. Kennedy International Airport, the city's conduit for extensive international travel, comprises six terminals where Terminal 1 and Terminal 4 are focal points for international carriers, while Terminals 5 and 8 accommodate both domestic and international flights. To navigate to the city or connecting flights, JFK offers the AirTrain service along with buses and taxis. Newark Liberty International Airport, serving both domestic and international flights across three terminals, provides the convenience of AirTrain Newark and NJ Transit trains, aside from the usual car services and taxis. For a more low-key departure or arrival, Stewart International Airport, with its single terminal, offers primarily domestic flights with a few international routes seasonally, accessible via car services and taxis. For a stress-free start to your trip when flying from Chicago to New York, find out what the airports have to offer before you arrive.
Best time to fly from Chicago to New York
The best time to fly from Chicago to New York is during the transitional seasons of spring and fall. To enjoy moderate temperatures and the city in full bloom, plan your trip between March and May when the weather ranges from 45°F to 68°F. Alternatively, for an equally pleasant climate with fall foliage, September to November is ideal, with temperatures spanning from 48°F to 72°F. During these months, you’ll escape the extreme heat and humidity of summer, as well as the chilly winters, making it perfect for exploring the city comfortably.
Reasons to visit New York
When planning your trip to New York, check out these activities and attractions the city has to offer. Witness the iconic Times Square Ball Drop, a celebrated New Year's Eve tradition, drawing visitors from around the globe. Explore the Statue of Liberty, a symbol of freedom that dominates the harbor and offers insight into American history. Stroll through Central Park, an expansive green space providing a serene escape from the city bustle. Discover the neon-lit spectacle of Times Square, where entertainment and commercial allure create a pulsing heart at the city's core. These experiences encapsulate the dynamic spirit of New York.
Add hotel bookings and car hire to your Chicago to New York flight
Planning your trip to New York is easy and convenient with Skyscanner. Choose from many car rental options like Dollar, Avis or Sixt to navigate the city at your own pace. Stay at top-rated hotels such as The New Yorker, A Wyndham Hotel, for its iconic history; Yotel New York Times Square for modern, tech-friendly rooms; or the New York Marriott Marquis, where comfort meets the excitement of Times Square. All your travel needs are within easy reach on our platform.
Plan the rest of your trip from Chicago to New York
Prices shown on this page are estimated lowest prices only. Found in the last 45 days.