United's Economy Plus offers extra legroom, ideal for comfort on short flights.
United's MileagePlus allows pooling miles, beneficial for frequent travelers.

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $77 (Kiwi.com) |
One-way from | $47 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $236 |
Good round-trip deal | $66 or less |
Good one-way deal | $59 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Thu 1/8
4:38 pm-7:46 pm
Nonstop2h 08m
Newark
Sun 1/11
9:05 pm-10:42 pm
Nonstop2h 37m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Mon 1/5
9:34 am-12:50 pm
Nonstop2h 16m
Newark
Thu 1/8
9:05 pm-10:42 pm
Nonstop2h 37m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Fri 2/20
5:58 pm-8:59 pm
Nonstop2h 01m
New York LaGuardia
Sun 2/22
7:40 am-9:22 am
Nonstop2h 42m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 5/27
5:15 am-7:00 pm
1 stop12h 45m
New York LaGuardia
Sat 5/30
8:00 am-7:48 pm
1 stop12h 48m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Fri 1/30
10:48 am-5:58 pm
1 stop6h 10m
New York LaGuardia
Fri 1/30
8:39 pm-8:18 am
1 stop12h 39m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Fri 1/30
7:10 am-10:41 am
Nonstop2h 31m
New York LaGuardia
Mon 2/2
6:50 pm-8:47 pm
Nonstop2h 57m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 2/25
8:00 am-11:09 am
Nonstop2h 09m
New York LaGuardia
Sat 2/28
6:10 am-7:55 am
Nonstop2h 45m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Mon 2/2
5:55 pm-9:00 pm
Nonstop2h 05m
New York LaGuardia
Thu 2/5
6:30 pm-8:15 pm
Nonstop2h 45m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 2/20
8:15 pm-11:15 pm
Nonstop2h 00m
New York LaGuardia
Mon 2/23
6:30 pm-8:15 pm
Nonstop2h 45m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Sat 1/17
2:30 pm-6:04 pm
Nonstop2h 34m
New York John F Kennedy Intl
Wed 1/21
11:20 am-1:14 pm
Nonstop2h 54m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
The price you pay for your flight from Chicago to New York may vary depending on when you book. For the best chance of a lower fare, look to book 56 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, January is the cheapest month in which you can book a flight from Chicago to New York (average of $37). Flying from Chicago to New York in July is currently the most expensive (average of $104). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Unlike at noon, when flights are generally more expensive, you can save up to 39% on flights from Chicago to New York by exploring options for tickets in the evening.
Travelers seeking maximum savings on their Chicago to New York flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to NYC are scheduled on a Monday (170 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (73 on average).
About 20% of weekly flights between Chicago and New York have experienced delays in the past year, with the average delay time being 141 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Saturday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.
Over the last year, JetBlue have had the lowest number of delays on this route, with just 12% of flights being delayed.
Overall
Crew
Entertainment
Comfort
Food
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Crew
Entertainment
Comfort
Food
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Crew
Entertainment
Comfort
Food
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Crew
Entertainment
Comfort
Food
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Crew
Entertainment
Comfort
Food
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Overall
Crew
Entertainment
Comfort
Food
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
One of the most important entertainment and commerce capitals of the world, New York City is a popular spot for both tourists and business travelers. From the lights of Broadway to the majestic Statue of Liberty, this busy city is packed with iconic sights and exciting activities. Flights from Chicago to New York City are plentiful, so you can travel to the Big Apple any time of the day.
Chicago and New York City are two of the biggest cities in the United States, but each has a distinct energy. In Chicago, you can experience traditional Midwestern friendliness, and in New York, the go-go-go energy is palpable. While Chicago is known for its wind and distinct seasons, the weather in New York City ranges from hot and humid to cold and snowy; check the weather report before you go. New York City offers an endless variety of things to do. Enjoy world-class people-watching in Times Square, take in the views of Manhattan with a walk across the Brooklyn Bridge or give your credit card a workout on Fifth Avenue. Year-round, explore the quiet outdoor spaces in Central Park, and check out the Statue of Liberty from the legendary Staten Island Ferry. If you're visiting during the holidays, don't miss the Macy's Thanksgiving Day Parade and the towering Christmas tree in Rockefeller Plaza.
Check out the smart, Cheapflights search engine to find the best prices on flights from Chicago to New York any time of the year.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$41 | Average$169 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$42 | Average$145 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$92 | Average$212 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$103 | Average$305 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$142 | Average$279 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$147 | Average$259 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$301 | FlexibilityNo cancel fee | On-time63% |