Compare cheap outbound and return flights from New York (NYC) to Chicago (CHI)and find the best offer from numerous airlines and travel agencies.
Cheapest roundtrip flight
from€221
Fastest outbound flight
Fastest inbound flight
non-stop flights
1656x / week
Flight distance
1,146 km
Time difference
Airports in New York
John F. Kennedy International Airport, NYJFK
Newark Liberty International Airport, NJEWR
La Guardia Airport, NYLGA
Airports in Chicago
O'Hare International Airport, ILORD
Midway International Airport, ILMDW
Rockford, ILRFD
Most popular airlines
United Airlines
American Airlines
Delta Air Lines
Southwest Airlines
JetBlue Airways
Qantas Airways
Royal Jordanian
Flight schedule from New York (NYC) to Chicago (CHI)
Select a travel date in the flight schedule for the route from New York (NYC) to Chicago (CHI) and compare affordable flight deals.
offers
Active filtersnone
Matching outbound flights143 of 143
fromto
dep.arr.
durationstopovers
September 13 – 19, 2026
September 20 – 26, 2026
Sep 27 – Oct 3, 2026
EWRORD
nonstop
LGAMDW
nonstop
LGAORD
nonstop
LGAORD
nonstop
EWRORD
nonstop
EWRORD
nonstop
LGAORD
nonstop
LGAORD
nonstop
EWRORD
nonstop
EWRORD
nonstop
LGAORD
nonstop
JFKORD
nonstop
LGAORD
nonstop
EWRORD
nonstop
EWRORD
nonstop
Tips and tricks to help you find cheap flights from New York to Chicago
Favorite airline: Spirit Airlines
68 % of flights booked on the route from New York to Chicago are booked with Spirit Airlines, United Airlines and Delta.
Spirit Airlines
36 %
United Airlines
19 %
Delta
13 %
Cheapest weekday: e.g. Wednesday
Flight tickets are cheapest on Tuesday and Wednesday. Flights on these weekdays cost up to 22 % less.
Direct flights are cheaper
Compared to direct flights, flights with a stopover on this route are on average 23 % more expensive.
non stop flight
1 stop
2 stops
02h 48min
08h 46min
19h 13min
$53
$69
$146
The favorite connection is non-stop
Flights from New York to Chicago are most often booked as a direct flight.
Route
bookings
Direct flights
02h 48min, from $53
66 %
1 stopover Minneapolis - St. Paul International Airport, MN
08h 28min, from $233
11 %
1 stopover Hartsfield-Jackson Atlanta International Airport, GA
10h 47min, from $117
8 %
Useful information about the flight from New York to Chicago
Flights from New York to Chicago
With between 52 and 88 flights per day, the route from New York (NYC) to Chicago (CHI) remains a thoroughfare in the United States, both for business and pleasure. The route is well serviced by scheduled, charter and low cost flight providers. The direct flight takes about 2 hours and 40 minutes, covering a distance of 714 miles, although some airlines have boasted a flight time as short as 2 hours and 10 minutes. Flights are provided by American Airlines, United Airlines, Delta, Jetblue, Southwest and Spirit.
Cheap flights from New York to Chicago
The cheapest flights on this route are offered by low-cost airlines such as Jetblue or Spirit. Planning your journey well in advance and traveling with hand luggage will help to reduce the price of an air ticket. Great deals on last minute flights are also available for a refreshingly low price.
Destination Chicago
Passengers can fly into any one of the Chicago airports - Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), West Chicago Du Page (DPA) etc., with O'Hare being the biggest and busiest. O' Hare has been voted best airport in North America for 10 years by two separate sources, no doubt helped by the easy access to and from this world hub. The city can be easily reached using the local trains (CTA) while access by road is also fluid and efficient. Interstate highways I-90 and I-294 can be reached swiftly from the airport as can the Interstate I-190.
Important flight information
Frequently Asked Questions (FAQ)
How long is the flight from New York to Chicago?
A nonstop flight from New York to Chicago typically takes around 2 hours 40 minutes. This makes the nonstop service the fastest and most convenient way to travel between New York and Chicago. It is worth checking flight times when searching, as they can vary by airline and travel date.
Are there nonstop flights from New York to Chicago?
Yes, there are nonstop flights from New York to Chicago, averaging around 237 to 238 flights per day, operated by, among others, United Airlines, American Airlines and Delta. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Which airlines fly from New York to Chicago?
Direct flights from New York to Chicago are operated by, among others, United Airlines, American Airlines and Delta. These flights take you to Chicago nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
On which days are there nonstop flights from New York to Chicago?
Nonstop flights from New York to Chicago operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
How many flights are there per day from New York to Chicago?
From New York to Chicago, there are on average around 237 to 238 flights per day. This usually means you have a good choice of departure times. If you are flexible, you can easily compare times, prices, and airlines.
How many flights per week are there from New York to Chicago?
From New York to Chicago, there are around 1662 to 1663 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
When does the first flight from New York to Chicago depart?
The earliest nonstop flight from New York to Chicago usually departs at 5:23 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Chicago.
When does the last flight from New York to Chicago depart?
The last nonstop flight from New York to Chicago usually departs at 11:30 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.
Which airline is most commonly chosen for flights from New York to Chicago?
For flights from New York to Chicago, offers from American Airlines, Frontier Airlines and NK are chosen most frequently. This reflects which airlines have been particularly popular with users on this route over the past year. Whether an airline works for you also depends on price, flight times, baggage and possible stopovers.
In which months do idealo users most frequently search for flights from New York to Chicago?
Flights from New York to Chicago are most frequently searched for travel in October, February and July. If you are planning to fly in one of these months, it may be worth comparing offers early. Outside the most popular months, you may find more options or cheaper connections.
Which departure days are most popular for flights from New York to Chicago?
For flights from New York to Chicago, departures on Wednesday, Thursday and Friday are particularly in demand. Demand can be higher on popular travel days, so it is worth checking alternative departure days. You may find more suitable flight times or better-priced offers.
How long is the typical stay on trips from New York to Chicago?
For trips from New York to Chicago, stays of 0, 2 and 14 days are most commonly searched. These trip lengths are particularly popular with idealo users on this route.