Spirit's Big Front Seats offer 11 inches more legroom, ideal for short flights.
Spirit's self-service bag drop saves time; print boarding pass ahead to avoid fees.
Round-trip from | $120 (Priceline) |
---|---|
One-way from | $67 (Priceline) |
Popular in | December |
Cheapest in | January |
Average price | $191 |
Good round-trip deal | $181 or less |
Good one-way deal | $121 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 8/5
5:38 pm-12:42 am
1 stop6h 04m
New York John F Kennedy Intl
Tue 8/12
9:00 am-4:38 pm
1 stop8h 38m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Thu 9/4
10:42 am-10:11 pm
1 stop10h 29m
New York LaGuardia
Sat 9/6
11:30 am-4:49 pm
1 stop6h 19m
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
Thu 9/25
5:04 pm-12:42 am
1 stop6h 38m
New York John F Kennedy Intl
Mon 9/29
9:00 am-3:58 pm
1 stop7h 58m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 9/12
5:04 pm-11:31 pm
1 stop5h 27m
New York LaGuardia
Mon 9/15
6:30 am-3:58 pm
1 stop10h 28m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 7/16
5:51 am-9:00 am
Nonstop2h 09m
New York LaGuardia
Tue 7/22
6:59 am-3:31 pm
1 stop9h 32m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Sat 8/23
10:22 am-1:39 pm
Nonstop2h 17m
New York LaGuardia
Tue 8/26
6:30 am-1:33 pm
1 stop8h 03m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 9/3
6:00 am-9:00 am
Nonstop2h 00m
New York LaGuardia
Wed 9/3
9:35 pm-10:55 pm
Nonstop2h 20m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Wed 9/3
1:59 pm-5:17 pm
Nonstop2h 18m
New York John F Kennedy Intl
Wed 9/10
11:00 am-12:41 pm
Nonstop2h 41m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Fri 7/18
4:37 pm-12:12 am
1 stop6h 35m
Newark
Mon 7/21
10:00 pm-7:04 am
1 stop10h 04m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Sat 8/2
5:07 pm-12:44 am
1 stop6h 37m
Newark
Wed 8/13
11:04 am-4:04 pm
1 stop6h 00m
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 27 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 $236). Flying from Chicago to New York in July is currently the most expensive (average of $319). 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 38% 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 Wednesday evenings 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 Thursday (195 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (43 on average).
Entertainment
Overall
Crew
Comfort
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Crew
Comfort
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Crew
Comfort
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Crew
Comfort
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Crew
Comfort
Food
Boarding
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Crew
Comfort
Food
Boarding
Reviews
John,May 2025
PVD - BNA
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$61 | Average$135 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$73 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$100 | Average$170 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$104 | Average$330 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$137 | Average$245 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$147 | Average$268 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$149 | Average$276 | FlexibilityNo cancel fee | On-time63% |