Flight USAFlight ChicagoFlight New York - Chicago

Today’s flight suggestion for New York - Chicago

Outbound December 5, 2026 · Inbound December 6, 2026

Today’s suggestion
Frontier Airlines
10:26 PM
EWR
7:20 AM +1
ORD
Frontier Airlines
9h 54m
1 stop
Frontier Airlines
5:02 PM
MDW
12:29 AM +1
EWR
Frontier Airlines
6h 27m
1 stop
From $255
Frontier Airlines
9:15 AM
LGA
2:30 PM
ORD
Frontier Airlines
6h 15m
1 stop
Frontier Airlines
10:29 PM
ORD
10:48 AM +1
EWR
Frontier Airlines
11h 19m
1 stop
From $260
Frontier Airlines
6:00 AM
EWR
11:33 AM
MDW
Frontier Airlines
6h 33m
1 stop
Frontier Airlines
5:02 PM
MDW
12:29 AM +1
EWR
Frontier Airlines
6h 27m
1 stop
From $270

Cheapest flight tickets

$154

Price observed over the last 3 months for a round trip.

Average price of a round trip

$275

Average flight ticket price recorded over the last 3 months for a round trip.

Flight duration

2h41

A flight from New York to Chicago takes on average 2h41.

Best time

December

According to user searches, the ideal month to go to Chicago is December.

Tips for finding a cheap flight from New York to Chicago

Check out our tips for booking your flight to Chicago (USA) from New York (USA) at the cheapest possible price.

Usually, the cheapest month to pick up a ticket on this route is August, with an average flight ticket price of $87 (calculation over the last two years). The most touristic season corresponds to the months of November, October and September.
For the cheapest flights, it is advisable to buy your ticket at least 21 days before the departure date.

The airline offering the cheapest flight tickets is Frontier Airlines. A ticket from the airline Frontier Airlines to Chicago costs on average $259.
The airlines that offer the most flights are American Airlines, JetBlue and United Airlines.

Price of flight tickets from New York to Chicago

Here is some information and tips to know before booking your flight:

  • Flight ticket prices range from $154 to $406
  • The average price of a flight ticket is about $275
  • Prices are lowest for stays in the month of August
  • The month in which booking a ticket is cheaper is: November
info departure city :
New York, USA
airports :
John F. Kennedy International Airport (JFK)
West 30th St. Heliport (JRA)
LaGuardia Airport (LGA)
Skyports Spb. (QNY)
East 34th St. Heliport (TSS)
Downtown Manhattan Heliport (JRB)
Teterboro Airport (TEB)
local time :

New York is a city in the country USA, the time zone is [[timezone]]. In New York, it is currently {fromLocalTime}, the temperature is on average 12°C, with a minimum of 9°C and a maximum of 16°C.

The city of New York (NYC) has 7 airport(s): John F. Kennedy, West 30th St. Heliport, LaGuardia, Skyports Spb., East 34th St. Heliport, Downtown Manhattan Heliport and Teterboro

destination info :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :

Chicago is in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {toLocalTime}, the temperature is on average 9°C, with a minimum of 8°C and a maximum of 13°C.

The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare

Useful info about Chicago

If you want to visit Chicago during the least touristic period, choose the month of December.

In Chicago, the most popular month is November. It is during this period that the prices offered by airlines are also the highest.

According to our data, it is recommended to book your flight 21 days before your departure. If you book your flight ticket 4 weeks before your departure, you may find a price below average. You can also choose morning flights that are 100% cheaper than afternoon and evening flights. The cheapest day to book a flight from New York to Chicago is Thursday.

When you leave, you can leave from John F. Kennedy or LaGuardia, and you will arrive at Chicago-Midway, Chicago-O'Hare or Greater Rockford.

The airport John F. Kennedy is located 24 km, West 30th St. Heliport is located 4 km, LaGuardia is located 15 km, Skyports Spb. is located 4 km, East 34th St. Heliport is located 5 km, Downtown Manhattan Heliport is located 1 km or Teterboro is located 15 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.

The journey from New York to Chicago can also be done by train or bus. Search on Liligo to compare the different means of transportation.

In summer, the average temperature is 22°C in Chicago and 24°C in New York. The average rainfall in summer is 145 mm in Chicago and 134 mm in New York. In summer, it is warmer in New York and it rains less in New York. In winter, it is colder in New York and it rains more in New York.

Prepare your stay in Chicago

Discover other cheap flight deals