Flights from New York City to Chicago, United States

Did you mean flights from Chicago to New York City?

New York City to Chicago Last modified: Jan 22, 2024 8:39 -05:00

We've scanned 115,678,683 round trip itineraries and found the cheapest flights to Chicago. Multiple Airlines & Spirit frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

Multiple Airlines
NYCCHI
Sat 1/27
nonstop
CHINYC
Tue 1/30
nonstop
Spirit
NYCCHI
Sat 2/3
nonstop
CHINYC
Sun 2/4
nonstop
Major Airlines
NYCCHI
Thu 2/22
nonstop
CHINYC
Mon 2/26
nonstop
$105
American
NYCCHI
Tue 2/13
nonstop
CHINYC
Sun 2/18
nonstop
$116
United
NYCCHI
Wed 2/14
nonstop
CHINYC
Sun 2/18
nonstop
$116
JetBlue
NYCCHI
Sat 2/10
nonstop
CHINYC
Tue 2/13
nonstop
$127

Where To Buy Cheap Flights from New York City to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from New York City to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from New York City to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from New York City to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $147 $170
7-14 days $107 $128
14-21 days $99 $112
21-30 days $99 $108
30-60 days $99 $108
60-90 days $99 $126
90+ days $99 $136

Compare Flight Prices from New York City to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for New York City to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
January New York City Chicago Spirit 1/27/24 1/29/24 0 $99
February New York City Chicago Spirit 2/1/24 2/2/24 0 $99
March New York City Chicago Spirit 3/1/24 3/2/24 0 $99
April New York City Chicago Spirit 4/3/24 4/5/24 0 $99
May New York City Chicago Spirit 5/1/24 5/4/24 0 $99
June New York City Chicago Spirit 6/7/24 6/10/24 0 $99
July New York City Chicago Spirit 7/1/24 7/5/24 0 $99
August New York City Chicago JetBlue 8/2/24 8/13/24 1 $167

Cheap Last Minute Flights from New York City to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from New York City to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
7 8 9 10 11 12 13
$177
14 15 16 17 18 19 20
$177 $107
21 22 23 24 25 26 27
$107 $99
28 29 30 31 1 2 3
$99 $99
4 5 6 7 8 9 10
$99 $99
11 12 13 14 15 16 17
$99

Connecting Flights vs Direct Flights from New York City to Chicago

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from New York City to Chicago is $222.

The average price for direct flights from New York City to Chicago is $170.

The chart below shows up to date information regarding non-stop flights from New York City to Chicago.

Weekly Direct Flights from New York City to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 18 18 18 18 18 9 16 01:30 16:30
Major Airlines 20 20 20 20 20 9 14 01:10 16:00
United 15 15 15 15 15 9 12 01:00 15:00

One Way Flights vs Round Trip Flights from New York City to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from New York City to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from New York City to Chicago is $69.

The average price for round trip flights from New York City to Chicago is $197.

New York City to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from New York City to Chicago?
Answer: The average New York City to Chicago flight time is 2 hours and 44 minutes.
Question: How far is Chicago from New York City?
Answer: The distance from New York City to Chicago is 731 miles (1,176 kilometers).
Question: How common are direct flights from New York City to Chicago?
Answer: There are 334 direct flights from New York City to Chicago.
Question: What are the most popular New York City airlines for direct flights from New York City to Chicago?
Answer: Major Airlines provides 36% of the non-stop flights between New York City and Chicago.

New York City to Chicago Airports

These are the major commercial airports we're currently monitoring in New York City and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap International Flights from New York - NYC Last modified: Jan 22, 2024 8:39 -05:00

Cheap Flights from New York City to Chicago