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 | $111 (Kiwi.com) |
---|---|
One-way from | $77 (Mytrip) |
Popular in | December |
Cheapest in | January |
Average price | $218 |
Good round-trip deal | $84 or less |
Good one-way deal | $68 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Tue 10/21
11:13 am-2:08 pm
Nonstop1h 55m
New York LaGuardia
Tue 10/21
3:21 pm-5:05 pm
Nonstop2h 44m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Mon 9/29
11:13 am-2:18 pm
Nonstop2h 05m
New York LaGuardia
Wed 10/1
3:13 pm-4:51 pm
Nonstop2h 38m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Mon 9/22
1:00 pm-4:17 pm
Nonstop2h 17m
New York LaGuardia
Fri 9/26
9:30 pm-11:07 pm
Nonstop2h 37m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Mon 9/29
8:15 pm-11:25 pm
Nonstop2h 10m
New York LaGuardia
Fri 10/3
9:35 pm-11:05 pm
Nonstop2h 30m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Sat 9/6
8:34 am-12:00 pm
Nonstop2h 26m
New York John F Kennedy Intl
Sat 9/6
4:30 pm-6:23 pm
Nonstop2h 53m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Fri 9/5
4:00 pm-7:17 pm
Nonstop2h 17m
New York LaGuardia
Mon 9/8
7:28 am-9:05 am
Nonstop2h 37m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 9/16
6:00 am-9:00 am
Nonstop2h 00m
New York LaGuardia
Tue 9/23
9:00 am-10:25 am
Nonstop2h 25m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 9/16
1:35 pm-4:59 pm
Nonstop2h 24m
New York John F Kennedy Intl
Mon 9/22
7:00 pm-8:49 pm
Nonstop2h 49m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 11/5
6:00 am-9:07 am
Nonstop2h 07m
New York LaGuardia
Wed 11/5
3:15 pm-4:57 pm
Nonstop2h 42m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Wed 10/1
6:00 am-9:00 am
Nonstop2h 00m
New York LaGuardia
Thu 10/2
9:00 am-10:35 am
Nonstop2h 35m
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 $236). Flying from Chicago to New York in June is currently the most expensive (average of $313). 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 (100 on average).
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Food
Entertainment
Overall
Boarding
Comfort
Crew
Reviews
Mike,Aug 2025
OKC - AUS
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$59 | Average$138 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$73 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$78 | Average$225 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$107 | Average$327 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$137 | Average$259 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$147 | Average$282 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$156 | Average$287 | FlexibilityNo cancel fee | On-time63% |