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.
Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $91 (Booking.com) |
One-way from | $55 (Cheapflightsfares) |
Popular in | December |
Cheapest in | September |
Average price | $241 |
Good round-trip deal | $168 or less |
Good one-way deal | $89 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Sun 5/11
5:51 am-9:00 am
Nonstop2h 09m
New York LaGuardia
Sun 5/18
7:55 pm-8:50 am
1 stop13h 55m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Sat 4/26
6:36 pm-9:59 pm
Nonstop2h 23m
Newark
Tue 4/29
8:59 pm-9:24 am
1 stop13h 25m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 5/6
8:45 am-4:27 pm
1 stop6h 42m
New York John F Kennedy Intl
Tue 5/6
8:00 pm-9:54 pm
Nonstop2h 54m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Sat 5/24
6:15 pm-9:25 pm
Nonstop2h 10m
New York LaGuardia
Tue 5/27
6:10 am-7:30 am
Nonstop2h 20m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Thu 4/17
6:00 am-9:11 am
Nonstop2h 11m
New York LaGuardia
Sun 4/20
7:00 am-8:41 am
Nonstop2h 41m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Tue 5/6
12:11 pm-3:17 pm
Nonstop2h 06m
New York LaGuardia
Tue 5/6
6:00 pm-7:40 pm
Nonstop2h 40m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 4/29
7:10 am-10:29 am
Nonstop2h 19m
New York John F Kennedy Intl
Tue 4/29
7:20 pm-9:25 pm
Nonstop3h 05m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Thu 5/8
6:00 am-9:10 am
Nonstop2h 10m
New York LaGuardia
Tue 5/13
6:05 am-7:42 am
Nonstop2h 37m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 5/6
11:45 am-2:58 pm
Nonstop2h 13m
New York John F Kennedy Intl
Wed 5/14
3:55 pm-5:34 pm
Nonstop2h 39m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Thu 5/1
7:00 am-8:10 pm
1 stop12h 10m
New York LaGuardia
Tue 5/6
7:40 am-4:45 pm
1 stop10h 05m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy- | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy- | Trust Score*3 stars | |
Price Accuracy3 stars | 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 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 June is currently the most expensive (average of $351). 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 30% 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 Thursday afternoons 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 (193 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 on average).
In terms of precipitation, rainfall in New York ranges from 2.8 - 4.5 inches per month. July is typically the wettest month, when rainfall can reach 4.5 in. February is typically the driest time to visit New York when rainfall is around 2.8 in.
If weather is an important factor for your trip to New York, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Comfort
Food
Entertainment
Overall
Crew
Reviews
Ila,Mar 2025
HOU - DAL
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$58 | Average$138 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$63 | Average$314 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$73 | Average$208 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$137 | Average$245 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$147 | Average$285 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$148 | Average$272 | FlexibilityNo cancel fee | On-time63% |