Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from New York City to Chicago

Flexible with dates? We find the best price for the week of the day you select *Prices may vary after you search.

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week: May 5 - May 11

Flights from just $98

$98

$107

$157

$172

$159

$305

$231

$222

$197

$211

$229

MayJuneJuly

Route information

Exchange rate

1 CAD = 0.73 USD

1 USD = 1.39 CAD

Last checked on Sat, 04-26

Distance: 1154 kms

New York City airports

John F Kennedy Intl Airport (JFK)How far from city centre: 23 kms

La Guardia (LGA)How far from city centre: 8 kms

Chicago airports

O'hare International Airport (ORD)How far from city centre: 22 kms

Midway Airport (MDW)How far from city centre: 6 kms

Are you planning to travel to Chicago for holidays, business or family visits? Count on eDreams to supply you with the cheapest flights and best offers from all New York City airports. With our fast search engine you will get a large selection of air tickets from standard and low cost airlines and easily make your reservation for this route. If you are flexible we help you find the cheapest day to fly to Chicago and if you need to travel soon you can check our top last minute deals. Read all the information you need to know about your next destination and proceed with the booking, indicating your travel dates and completing your reservation with hotels and car rental!

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