Cheap flights from New York (NYC) to Chicago (CHI) from $69

This is the cheapest one-way flight price, found on 6/4. Prices may vary by date and flight preferences.
NYC — CHI
Jun 10 — Jun 171

The best prices from New York to Chicago are usually found in February or January, booked 31 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

How to find the cheapest flight from New York (NYC) to Chicago (CHI)

All the information you need to plan the best NYC to CHI flight in 2023: compare New York to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

June

Cheapest in

February

Round-trip from

$206

One-way from

$83
High demand for flights, 11% potential price rise
Best time to find cheap flights, 19% potential price drop
From New York (NYC) to Chicago (CHI)
One-way flight from New York (NYC) to Chicago (CHI)

NYC - CHI

Price

$206 - $368

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Cheap flights from New York to Chicago in June, July 2023

The best prices found for NYC to CHI flights for June, July
Scroll through some of the best deals on flights from New York to Chicago in 2023. For more flight deals, be sure to check back very soon.

New York to Chicago 2023 flight deals

Cheap flights to Chicago from New York found for this year
Scroll through some of the best deals on flights from New York to Chicago in 2023. For more flight deals, be sure to check back very soon.

Cheap Frontier flights from New York to Chicago

Take a peek at the cheapest Frontier flights we've detected traveling from New York to Chicago. Make sure to double check the flight details before booking.
  • One of the most popular airlines traveling from New York to Chicago is Frontier. Flights from Frontier traveling this route typically cost $352.81 RT. This price is typically 56% cheaper than other airlines that offer New York to Chicago flights. When booking this route, the cheapest RT price found was $144. New York John F Kennedy Intl Airport is the most common New York airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from New York to Chicago, Frontier flights are 8% more popular than any other airline flying that same route.

Cheap American Airlines flights from New York to Chicago

Some of the lowest-priced American Airlines flights we've found at this time heading from New York to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
  • If you’re traveling from New York to Chicago, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $492.46 RT. This price is typically 34% more expensive than other airlines that offer New York to Chicago flights. When booking this route, the cheapest RT price found was $107. The most popular departure airport in New York when flying to Chicago is New York John F Kennedy Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from New York to Chicago, American Airlines flights are 7% more popular than any other airline flying that same route.

Non-stop flights to Chicago from New York

Save time with New York to Chicago direct flight deals
Consider booking one of these non-stop flights heading from New York to Chicago. Search for alternative flights from New York to Chicago by utilizing the search form above.

Last minute flights from New York to Chicago

Late deals on return flights to Chicago from New York, departing today and this week
Have a look at some of the last-minute flights available departing from New York to Chicago. It's wise to confirm all flight details are correct before booking.

One-way flights to Chicago from New York

The cheapest one-way flights from New York to Chicago
Users traveling one-way from New York to Chicago can select one of these great deals. Those seeking round-trip flights from New York to Chicago should utilize the search form at the the top of the page.

Find flights from New York to Chicago within your budget

Use the slider to find flights from New York to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$148 - $196

Route

Depart

Return

Price

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Fri 9/8

1 stop20h 01m

Chicago O'Hare Intl

Sat 9/9

Nonstop2h 20m

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Tue 6/20

1 stop6h 54m

Chicago O'Hare Intl

Wed 6/21

1 stop10h 56m

NewarkChicago Midway

EWR - MDW

EWRMDW

Newark

Wed 6/21

1 stop11h 03m

Chicago Midway

Tue 7/18

1 stop11h 59m

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Tue 6/20

1 stop6h 54m

Chicago O'Hare Intl

Wed 6/21

1 stop10h 56m

NewarkChicago O'Hare Intl

EWR - ORD

EWRORD

Newark

Tue 7/4

Nonstop2h 35m

Chicago O'Hare Intl

Tue 7/4

1 stop18h 23m

New York John F Kennedy IntlChicago O'Hare Intl

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 8/23

Nonstop2h 45m

Chicago O'Hare Intl

Wed 8/30

Nonstop2h 29m

New York John F Kennedy IntlChicago O'Hare Intl

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 8/26

Nonstop2h 55m

Chicago O'Hare Intl

Sat 9/2

Nonstop2h 24m

New York John F Kennedy IntlChicago O'Hare Intl

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 8/1

Nonstop2h 38m

Chicago O'Hare Intl

Tue 8/8

Nonstop2h 16m

New York LaGuardiaChicago Midway

LGA - MDW

LGAMDW

New York LaGuardia

Wed 8/23

1 stop13h 45m

Chicago Midway

Tue 8/29

1 stop15h 14m

Flights are sorted by cheapest first

Deals found on 6/5

Reviews of Airlines Servicing Chicago

Get a feel of what it's like to fly with Frontier, American Airlines and United Airlines from New York to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
2,391 reviews

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Deplaning to the tarmac worked but were the weather poor it could have been a big deal. Added at least 1/4 mile of walking to an already long walk. Not a Delta problem but still is part of the flying experience.

Delta
8.0
Very good
2,391 reviews
Delta
8.0
Very good
2,391 reviews

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Deplaning to the tarmac worked but were the weather poor it could have been a big deal. Added at least 1/4 mile of walking to an already long walk. Not a Delta problem but still is part of the flying experience.

Southwest
7.6
Good
1,147 reviews
Delta
8.0
Very good
2,391 reviews

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Deplaning to the tarmac worked but were the weather poor it could have been a big deal. Added at least 1/4 mile of walking to an already long walk. Not a Delta problem but still is part of the flying experience.

United Airlines
7.6
Good
1,558 reviews
Delta
8.0
Very good
2,391 reviews

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Deplaning to the tarmac worked but were the weather poor it could have been a big deal. Added at least 1/4 mile of walking to an already long walk. Not a Delta problem but still is part of the flying experience.

Allegiant Air
7.6
Good
101 reviews
Delta
8.0
Very good
2,391 reviews

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Deplaning to the tarmac worked but were the weather poor it could have been a big deal. Added at least 1/4 mile of walking to an already long walk. Not a Delta problem but still is part of the flying experience.

JetBlue
7.5
Good
616 reviews
Delta
8.0
Very good
2,391 reviews

Overall

8.0

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 10

Deplaning to the tarmac worked but were the weather poor it could have been a big deal. Added at least 1/4 mile of walking to an already long walk. Not a Delta problem but still is part of the flying experience.

Related info for your journey

Useful info, stats and facts about New York to Chicago flights.

Top 6 airlines flying from New York to Chicago

The chart below displays the airlines Cheapflights users traveling from New York to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Spirit AirlinesCheapest$85Average$196FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
JetBlueCheapest$86Average$325FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search JetBlue flights
DeltaCheapest$107Average$492FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
United AirlinesCheapest$107Average$263FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$143Average$288FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
Alaska AirlinesCheapest$144Average$353FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights

Hourly flight availability from New York to Chicago

See what time of day planes typically take off from New York to Chicago
11%of flight departuresEarly morningMidnight to 6 am
36%of flight departuresMorning6 am to noon
39%of flight departuresAfternoonNoon to 6 pm
14%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from New York to Chicago

See how many times per day planes take to the skies headed from New York to Chicago
Sunday147daily flights
Monday209daily flights
Tuesday191daily flights
Wednesday193daily flights
Thursday187daily flights
Friday204daily flights
Saturday101daily flights
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