Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Popular in | December |
Cheapest in | September |
Round-trip from | $63 (Cheapflightsfares) |
One-way from | $37 (Cheapflightsfares) |
Fly from
Fly to
Route
Depart
Return
Price
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
Thu 1/9
11:02 am-12:11 pm
1 stop26h 09m
Chicago Midway
Mon 1/13
11:33 am-1:59 pm
1 stop25h 26m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Wed 12/4
5:59 pm-8:24 am
1 stop15h 25m
Chicago O'Hare Intl
Wed 1/8
11:12 am-2:24 pm
Nonstop2h 12m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 12/17
8:36 am-10:17 am
Nonstop2h 41m
Chicago O'Hare Intl
Tue 12/24
4:45 pm-8:00 pm
Nonstop2h 15m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Wed 12/11
3:00 pm-8:24 am
1 stop18h 24m
Chicago O'Hare Intl
Mon 12/16
6:07 pm-1:59 pm
1 stop18h 52m
NewarkChicago
EWR - ORD
EWRORD
Newark
Wed 12/4
10:55 pm-12:34 am
Nonstop2h 39m
Chicago O'Hare Intl
Thu 1/9
5:05 am-9:03 am
Nonstop2h 58m
New YorkChicago
LGA - MDW
LGAMDW
New York LaGuardia
Tue 1/28
10:59 am-4:16 pm
1 stop6h 17m
Chicago Midway
Fri 1/31
3:37 pm-4:00 pm
1 stop23h 23m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 12/5
5:59 pm-9:54 am
1 stop16h 55m
Chicago O'Hare Intl
Mon 12/9
10:59 am-5:00 pm
1 stop29h 01m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Mon 1/13
3:28 pm-5:18 pm
Nonstop2h 50m
Chicago O'Hare Intl
Sun 1/19
5:05 pm-8:31 pm
Nonstop2h 26m
NewarkChicago
EWR - ORD
EWRORD
Newark
Sat 1/11
7:00 am-8:46 am
Nonstop2h 46m
Chicago O'Hare Intl
Tue 1/14
6:20 pm-9:32 pm
Nonstop2h 12m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Mon 1/13
8:25 pm-10:06 pm
Nonstop2h 41m
Chicago O'Hare Intl
Thu 1/16
9:00 am-12:12 pm
Nonstop2h 12m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Expedia | Price Accuracy1 star | Trust Score*3 stars |
FlightHub | Price Accuracy3 stars | Trust Score*3 stars |
eDreams | Price Accuracy3 stars | Trust Score*3 stars |
Cheapflightsfares | Price Accuracy3 stars | Trust Score*1 star |
CheapOair | Price Accuracy2 stars | Trust Score*3 stars |
Priceline | Price Accuracy1 star | Trust Score*3 stars |
FareScan | Price Accuracy3 stars | Trust Score*1 star |
Kiwi.com | Price Accuracy3 stars | Trust Score*3 stars |
Mytrip | Price Accuracy3 stars | Trust Score*3 stars |
AranGrant | Price Accuracy3 stars | Trust Score*3 stars |
To ensure you get the cheapest price possible for a flight from New York to Chicago, you should look to book at least 30 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, September is the cheapest month in which you can book a flight from New York to Chicago (average of $232). Flying from New York to Chicago in June is currently the most expensive (average of $308). 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.
It’s typically best to fly out from New York to Chicago in the evening. Doing so could potentially save you 20% on the flight price compared to flying at noon, which is usually more expensive.
Travelers seeking maximum savings on their New York to Chicago flight should consider departing on Saturday 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 NYC to CHI are scheduled on a Monday (180 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (104 on average).
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
Great service throughout our flight. Easy boarding with early bird check in
Chicago, with its dramatic location along the shores of Lake Michigan, is the professional, business, educational and cultural hub of the Midwest. When in Chicago, you have a wealth of choices, whether you prefer to tour architectural masterpieces, take in the top comedy improv groups in the country, attend a Chicago Cubs game at Wrigley Field, or just get some business done. Not surprisingly, it's easy to find flights between the first and third-largest cities in the United States: New York City and Chicago.
Whether you're traveling for business or vacation, Chicago is a friendly, welcoming town that combines high-end urban style with Midwestern hospitality. Take a cruise down the Chicago River to marvel at the architecture of this city's startling skyscrapers, or head to the suburbs to explore some of Frank Lloyd Wright's greatest designs. The Art Institute of Chicago is home to some of the greatest Impressionist paintings in the world, and the Magnificent Mile along Michigan Avenue satisfies even the most demanding shopper. Finish a day in Chicago with uproarious laughter at one of the many improv performances around town.
Your visit to Chicago can combine business and fun seamlessly. Just remember to bundle up against the wind that sweeps off Lake Michigan during all seasons. To find a cheap flight to Chicago from NYC at the perfect time of day, use our smart search engine.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Spirit Airlines | Cheapest$68 | Average$144 | FlexibilityNo cancel fee | On-time65% |
JetBlue | Cheapest$87 | Average$242 | FlexibilityNo cancel fee | On-time62% |
Delta | Cheapest$105 | Average$312 | FlexibilityNo cancel fee | On-timeN/A |
American Airlines | Cheapest$137 | Average$271 | FlexibilityNo cancel fee | On-time71% |
United Airlines | Cheapest$142 | Average$282 | FlexibilityNo cancel fee | On-time69% |
Southwest | Cheapest$147 | Average$258 | FlexibilityNo cancel fee | On-time63% |