Price observed over the last 3 months for a round trip.
Compare all flight tickets and find cheap flights from Chicago to New York
The cheapest flights right now
Chicago – New York
Outbound – Dec 20, 2026
direct
2h 5m Return – Dec 27, 2026
direct
2h 30m $339
today
Chicago – New York
Outbound – Dec 20, 2026
direct
2h 5m Return – Dec 27, 2026
direct
2h 30m $367
today
Chicago – New York
Outbound – Dec 21, 2026
direct
2h 5m Return – Dec 27, 2026
direct
2h 30m $360
today
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Today’s flight suggestion for Chicago - New York
Outbound December 4, 2026 · Inbound December 6, 2026
Today’s suggestion
5:24 PM
ORD 9:29 PM +1
EWR27h 5m
1 stop
10:26 PM
EWR 7:20 AM +1
ORD9h 54m
1 stop
From $289
3:36 PM
MDW 9:29 PM +1
EWR28h 53m
1 stop
10:26 PM
EWR 7:20 AM +1
ORD9h 54m
1 stop
From $290
5:02 PM
MDW 12:29 AM +1
EWR6h 27m
1 stop
10:26 PM
EWR 7:20 AM +1
ORD9h 54m
1 stop
From $295
Cheapest flight tickets
$135
Average price of a round trip
$286
Average flight ticket price recorded over the last 3 months for a round trip.
Flight duration
2h17
A flight from Chicago to New York takes on average 2h17.
Best time
November
According to user searches, the ideal month to go to New York is November.
What is the cheapest month for this flight?
Monthly price data (Table View)
November
Nov
$119
December
Dec
$248
January
Jan
February
Feb
March
Mar
April
Apr
$188
May
May
$345
June
Jun
$227
July
Jul
$142
August
Aug
$110
September
Sep
$105
October
Oct
$98
* The prices shown are an average per month of the prices found by Liligo users during the last 30 days.
Tips for finding a cheap flight from Chicago to New York
Check out our tips for booking your flight to New York (USA) from Chicago (USA) at the cheapest possible price.
Usually, the cheapest month to pick up a ticket on this route is October, with an average flight ticket price of $99 (calculation over the last two years). The most touristic season corresponds to the months of November, October and June.
For the cheapest flights, it is advisable to buy your ticket at least 19 days before the departure date.
The airline offering the cheapest flight tickets is American Airlines. A ticket from the airline American Airlines to New York costs on average $293.
The airlines that offer the most flights are American Airlines, JetBlue and United Airlines.
Price of flight tickets from Chicago to New York
Here is some information and tips to know before booking your flight:
- Flight ticket prices range from $135 to $468
- The average price of a flight ticket is about $286
- Prices are lowest for stays in the month of October
- The month in which booking a ticket is cheaper is: October
info departure city :
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 a city in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {fromLocalTime}, the temperature is on average 4°C, with a minimum of 3°C and a maximum of 6°C.
The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare
destination info :
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 in the country USA, the time zone is [[timezone]]. In New York, it is currently {toLocalTime}, the temperature is on average 6°C, with a minimum of 4°C and a maximum of 10°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
Useful info about New York
What is the least touristic period to go to New York?
If you want to visit New York during the least touristic period, choose the month of November.
What is the most popular time to travel to New York?
In New York, the most popular month is November. It is during this period that the prices offered by airlines are also the highest.
When should I book my flight from Chicago to New York?
According to our data, it is recommended to book your flight 19 days before your departure. If you book your flight ticket 3 weeks before your departure, you may find a price below average. You can also choose morning flights that are 18% cheaper than afternoon and evening flights. The cheapest day to book a flight from Chicago to New York is Monday.
What are the arrival and destination airports when traveling between Chicago and New York?
When you leave, you can leave from Chicago-Midway or Chicago-O'Hare, and you will arrive at Newark Liberty, John F. Kennedy, LaGuardia or Stewart.
How to reach Chicago airport from the city centre?
The airport Chicago-Merrill C. Meigs Field is located 4 km, Chicago FSS is located 29 km, Chicago-Midway is located 12 km or Chicago-O'Hare is located 29 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.
Are there other means of transportation to go from Chicago to New York?
The journey from Chicago to New York can also be done by train or bus. Search on Liligo to compare the different means of transportation.
Are there big differences in weather between Chicago and New York?
In summer, the average temperature is 24°C in New York and 22°C in Chicago. The average rainfall in summer is 134 mm in New York and 145 mm in Chicago. 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.
