$27 Cheap flight deals from Chicago (CHI) to New York (NYC)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to New York

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $27 One Way, $53 Round Trip from Chicago to New York

Prices starting at $53 for return flights and $27 for one-way flights to New York were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

New York economy flight packages

NobleDEN Hotel
Lotte New York Palace
Hotel St. James
Don't see what you're looking for?
See all available trips from Chicago to New York
View all trips
Prices and availability subject to change. Additional terms may apply.

More About Flying To New York from Chicago

Route Information for Flights from Chicago to New York

Origin Airport IATA Code
CHI
Destination Airport IATA Code
NYC
Distance
737 mi
Direct Flight Airlines
Delta Air Lines, Gol, El Al, Iberia, Korean Air, WestJet, Singapore Airlines, American Airlines, Qatar Airways, KLM, Air Europa, Air France, Kenya Airways, China Airlines, Aerolineas Argentinas, Alaska Airlines, Etihad Airways, JetBlue, LATAM Airlines, Finnair, Royal Jordanian, ITA Airways, TAP Air Portugal, Virgin Atlantic, British Airways
Earliest Flight Arrival
3:07PM UTC
Latest Flight Arrival
2:00AM UTC

Orbitz offers great options on cheap Chicago to New York flights. With a huge range of bargain flights, you always know you're getting the best deal.

Depart from Chicago O'Hare International Airport (ORD), the second busiest airport in the world, for flights from Chicago to New York. This airport offers a Kiss 'n' Fly service to allow passengers to escape the airport traffic, so get dropped off on Bessie Coleman Drive for your Chicago to New York flights and catch the Airport Transit System to reach the terminals. Another way to reach ORD is Go Airport Express's shuttle service, which leaves downtown Chicago every 5 to 10 minutes and costs about $25.If you prefer to take a taxi to catch your flights from Chicago to New York, they cost about $35 to $40 from downtown.

Chicago to New York flights will likely arrive at John F. Kennedy International Airport (JFK), the busiest international passenger airport in the country. Direct flights from Chicago to New York take around2 hours and 10 minutes. Lower Manhattan is just 12 miles southeast of the JFK airport, accessible by subway, buses and the Long Island Railroad through the free AirTrain. The subway to Manhattan costs between $3 and $13, takes about 60 minutes. Taxis from the airport have a flat fare of $45 with surcharges for peak times. If you like the freedom of car rental, take the AirTrain to the Federal Circle Station to rent a car from a variety of options.

Frequently asked questions

Are there non-stop flights from Chicago to New York?
Fasten your seat belt and enjoy a relaxing flight aboard one of the 3 airlines that fly directly from ORD to LaGuardia Airport (LGA). We’ve come up with a list of reputable carriers to choose from:

  • Delta
  • American Airlines
  • United Airlines

What is the shortest flight from Chicago to New York?
It can take just 2 hours and 3 minutes to jet from O’Hare Intl. Airport (ORD) to New York, NY (LGA-LaGuardia). Take a seat and enjoy the journey, because you’ll be walking through arrivals in a heartbeat.
What airlines fly from Chicago to New York most frequently?
There are a few airlines offering the most frequent flights from O’Hare Intl. Airport (ORD) to LaGuardia Airport (LGA), including Delta (DL). A top pick for many travelers, it operates 269 flights on this route every month. If you want to broaden your options, take a look at the price of tickets with American Airlines (AA), which operates 234 flights from Chicago to New York each month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.