Cheap Flights from New York to Chicago

The displayed fares were last found on: Thu | 20 February 12:22 AM(EST) . Fares are round trip.

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.

A Quick Look at the Seasons in Chicago


“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.


“February, July, August”

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.


“March, November”

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.


“December to January”

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.

New York to Chicago: Cheapest Months

NY to CHI Airfares by Month

  • Airfare (USD)

Cheapest months: January, March, April, June and September

Expensive months: November, December, (late booking also triggers ticket cost)

Average month: February, May, August

Data Reference (1)

New York to Chicago: Cheapest Day

NY to CHI Airfares by Day

  • Airfare (USD)

Cheapest Day: Tuesday, Wednesday, Saturday

Expensive Day: Monday, Friday, Sunday, Thursday

Data Reference (2)

New York to Chicago: Cheapest Time of the Day

NY to CHI Fares by Time of the Day

  • Airfare (USD)

Cheapest time: From 6 in the morning until midnight

Expensive time: From midnight to 6 in the morning

Data Reference (3)

New York to Chicago: Cheapest Airline

NY to CHI Airfares by Carrier

  • Airfare (USD)

Cheapest Airline: JetBlue, American

Expensive Airline: Spirit

Data Reference (4)

Airlines Operating Direct Flights from New York to Chicago

Flight Routes Airlines
JFK to ORD JetBlue, American, Alitalia, Delta Air Lines, Virgin Atlantic
LGA to ORD Spirit, American
LGA to MDW No airlines
JFK to MDW No airlines
EWR to ORD American

Note: Alitalia and Virgin Atlantic are operated by Delta Air Lines

Airports in New York City

1. John F. Kennedy International Airport

John F. Kennedy International Airport (IATA: JFK, ICAO: KJFK) is the primary international airport serving New York City. Popularly, the airport is referred to as Kennedy Airport, JFK Airport, New York-JFK, or simply JFK or Kennedy. The airport is part of New York City borough of Queens and is 16 miles (30 km) southeast of Midtown Manhattan.

  • Airlines operating departure flights to Chicago from JFK

  1. Jetblue Airways
  2. Alaska Airlines
  3. American Airlines

These airlines operate flights individually or with the help of the members present in their alliance. Hence, you can see aircrafts of Singapore Airlines, Virgin Atlantic, Qantas Airways, Korean Air, KLM Royal Dutch Airlines, Jet Airways,  Japan Airlines, Delta Air Lines, British Airways and TAP Portugal operational on the route. Cheapfaremart may help you to get cheap flights from New York to Chicago with your favorite carrier.

2. LaGuardia Airport

LaGuardia Airport (IATA: LGA, ICAO: KLGA) is the nearest airport from the center of New York City. The airport is located in the northern part of the New York City borough of Queens in the United States.

The airport ranks as the third busiest airport in New York City after John F. Kennedy International Airport and Newark Liberty International Airport. LaGuardia Airport covers 680 acres (280 ha). The airport has got 4 terminals – A, B, C and D.

  • Airlines operating departure flights to Chicago from LGA

  1. American Airlines
  2. AeroMexico
  3. Delta Air Lines
  4. WestJet Airlines

Airports in Chicago

1. O’Hare International Airport

O’Hare International Airport (IATA: ORD, ICAO: KORD, FAA LID: ORD) typically referred to as O’Hare Airport, Chicago O’Hare, or simply O’Hare, is an international airport located on the far Northwest Side of Chicago, Illinois, 14 miles (23 km) northwest of the Loop business district, operated by the Chicago Department of Aviation.

O’Hare connects with 218 destinations in North America, South America, Europe, Africa, Asia and Oceania with nonstop flights operated by budget and full-service airlines.

2. Chicago Midway International Airport

Chicago Midway International Airport (IATA: MDW, ICAO: KMDW, FAA LID: MDW) is a major commercial airport on the southwest side of Chicago, Illinois, located eight miles (13 km) from the Loop. Established in 1927, Midway served as Chicago’s primary airport until the opening of O’Hare International Airport in 1955. Today, Midway is the second-largest airport in Chicago metropolitan area and the state of Illinois, serving 22,221,499 passengers in 2015. Traffic is currently dominated by low-cost carrier Southwest Airlines; Chicago is Southwest’s largest focus city.

Chicago from New York: 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.

New York to Chicago: Tips on Securing the Lowest Fare

Be flexible with season

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.

Data References

1. Departure date: Last Wednesday every month, fares found on Nov 05, Carrier: American Airlines, Fare Type: Economy. Fares for 11 months because the airline has only 331 days of advance reservation window. October’s fare is an average of the previous two months.
2. Departure date: Week considered: September 21 to 27, 2020. Fares found on November 05. Carrier: American Airlines. Fare Type: Economy.
3. Departure date: Departure Date: September 21, 2020. Fares found on Nov 05. Carrier: American Airlines. Fare Type: Economy.
4. Departure date: Week considered: September 21 to 27, 2020. Fares found on Nov 05. Carrier: American Airlines. Fare Type: Economy.