Cheap Flights from New York to Chicago Starting at $47

Helping travelers to find the best flight offers

Cheapest flights from New York to Chicago

Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from New York to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.

Airfare from New York to Chicago by month

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from New York to Chicago

June 2025
Lowest price
on average:
$44
October 2025
Highest price
on average:
$158
  • Avg Price

Airlines operating on route

Below you will find a list of airlines operating flights on the New York — Chicago route and the starting prices for flights of each specific airline on it.

Starting at $42

Starting at $98

Starting at $103

Starting at $118

Starting at $122

Starting at $145

Direct Flights from New York to Chicago

A direct flight is the most convenient and comfortable way to fly from New York to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.

Schedule of direct flights from New York to Chicago

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from New York to Chicago:

New York airports overview

LGA
Frontier Airlines
Southwest Airlines
American Airlines
Spirit Airlines
Airlines flying to this airport
$40
Starting at
$85-48%
on average
EWR
United Airlines
Sun Country Airlines
American Airlines
Spirit Airlines
Airlines flying to this airport
$40
Starting at
$109-15%
on average
JFK
Frontier Airlines
American Airlines
JetBlue Airways
Airlines flying to this airport
$84
Starting at
$125
on average

Chicago airports overview

ORD
+2
American Airlines
JetBlue Airways
Spirit Airlines
Airlines flying to this airport
$27
Starting at
$79-15%
on average
MDW
Southwest Airlines
Airlines flying to this airport
$55
Starting at
$92
on average

Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

Special offers and sales on air tickets from New York to Chicago

We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.

Alternative routes