The table above lists New York to Chicago flights for a round-trip flight. The fares are based on a recent trend (date and time mentioned). The cost of plane tickets available with NYC to Chicago flights is inclusive of the base fare, fuel surcharges, airline/airport taxes, and our service fee.
New York to Chicago Flight Information
Departure Airport in NY (Option 1) Location:
The airport sits in Queens, New York, U.S.
American Airlines and Delta Air Lines
Quick Facts About LGA:
Third busiest airport serving the New York City, and 20th in the US.
On Time Performance Ranking in the US Departure:
27 | Arrival: 29
This is the best departure airport for your flight to Chicago because it has nonstop flights with Spirit, American and United Airlines. This is the busiest and highly competitive route.
Departure Airport Nearby NY (Option 2)
- Newark International Airport
Newark Liberty International Airport
The airport straddles the boundary between the cities of Newark and Elizabeth in Essex County and Union County, New Jersey, and the distance from the city center is 23 miles/37 km.
Quick Facts About Newark Airport:
The airport serves as the focus city for Frontier Airlines (Low Cost) and is a hub for United Airlines.
On Time Performance Ranking Departure:
29 | Arrival: 30
Departure Airport in NY (Option 3)
- New York International Airport
New York Logan International Airport
New York International Airport sits mostly in East New York and partially in Winthrop, Massachusetts, United States
Quick Facts About New York Airport:
The airport serves as the focus city for JetBlue Airways (Low Cost) and American Airlines (Flagship Major airline).
On Time Performance Ranking Departure:
20 | Arrival: 27
| Airlines || Flights by Stop || Departure Airport || Arrival Airport || Connection Airport |
| Spirit Airlines (NK) || Nonstop || LGA || ORD || Not required |
| United Airlines (UA) || Nonstop || LGA || ORD || Not required |
| United Airlines (UA) || Nonstop || EWR || ORD || Not required |
| American Airlines (AA) || Nonstop || LGA || ORD || Not required |
| American Airlines (AA) || Nonstop || EWR || ORD || Not required |
| American Airlines (AA) || 1-Stop || JFK || ORD || Charlotte (CLT) |
| United Airlines (UA) || 1-Stop || EWR || ORD || Fort Lauderdale (FLL) |
Mind the transfer time and connecting airport while booking a connecting flight as the decision has an impact on the travel experience.
Flight Distance and Time
| Flight || Flight Distance || Flight Time |
| Flight from JFK to ORD || 740 miles/1191 km || 2 hours 00 minutes |
| Flight from LGA to MDW || 2,580 miles/4152 km || 5 hours, 40 minutes |
| Flights from JFK to MDW || 2,569 miles/4134 km || 5 hours 46 minutes |
| Flight from LGA to ORD || 2,569 miles/4134 km || 5 hours 38 minutes |
Note: The flight time and distance might differ from airlines to airlines based on speed of their airplanes and the route they take. Moreover, the time is only the time spent in air. It excludes the time spent during take-off and landing to the right terminal. Connecting flights have their layover too. So, keep all aspects in mind when you plan your travel.
Tourism Seasons in Chicago
| High || Low || Shoulder || Worst |
“April to May, September to October”
Chicago witnesses a warm and pleasant weather in April and May. Average low temperature floats around 41.7°F. September to October mark autumn and is the driest part of the year.
Majority of the nights in February register temperature below 20°F (-6.7°C). July and August are the hottest months. But it’s not the temperature, rather humidity that plays the foul.
Weather becomes warmer. Mercury leaves the freezing point. The lower limit averages the lows of 30s and 40°F. The number of snowfall days per month stays around 3 to 4.
The number of rainfall days range from 10 to 11 days and snowfall days 6 to 8 per month. The duo make it difficult for visitors to explore the outdoor things. January is the coldest month.
Tips on Securing the Lowest Fare
February, July and August make up the low season. Expect the lowest or at least below-average fares during the months, provided your travel dates do not clash with any popular event or festival.
- Be flexible with month of travel
November marks the costliest month. In the rest of the months, you can expect a cheaper fare.
- Be flexible with your day of travel
If you are traveling on a Monday, Friday or a Sunday be ready to pay more. The reason is obvious as this is a domestic flight route and people have intention to use their weekend for leisure and make the most of their working days.
- Be flexible with your departure hour
It makes sense to avoid the crowd in the general day hours. If you sacrifice your sleep a bit, you are in for a good savings. Take note of the fare difference between the fare before 6 in the morning and after 6
- Be flexible with your carrier
The selection of carrier can make a difference to. Spirit is a low-cost airlines, but its fare is opposed to that characteristic. It’s better to fly with the major airline like American and JetBlue.