Cheap Flights from New York to Chicago Starting at $38

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.

Cheapest one way flight

$38

Spirit Airlines
Spirit Airlines
Direct flight
2h 37m
05/27/2025

The cheapest one-way flight from New York to Chicago departs on 05/27/2025, is operated by Spirit Airlines and costs $38

Cheapest round trip flight

$76

Spirit Airlines
Spirit Airlines
Direct flight
4h 58m
05/31/2025

The cheapest roundtrip flight from New York to Chicago departs on 05/31/2025, is operated by Spirit Airlines and costs $76

The fastest flight

2h 20m

Fastest flight from New York to Chicago takes 2h 20m

Direct flights

Every day

There are direct flights on this route 7 days a week: Su, Mo, Tu, We, Th, Fr, and Sa

Earliest flight

5:30 AM

Latest flight

9:50 PM

Average flight duration

2h 33m

Direct flights count

385

Distance

1144km

Timezone difference

1h

The distance between New York and Chicago is 1144km (709 miles). The average flight duration is 2h 33m. There are 385 direct flights from New York to Chicago. The time difference between New York and Chicago is 1h . Flights from New York begin at 5:30 AM. The latest flight from New York departs at 9:50 PM.

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:
$41
October 2025
Highest price
on average:
$145
  • 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 $38

Starting at $91

Starting at $95

Starting at $108

Starting at $112

Starting at $134

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:

Spirit Airlines

Spirit Airlines

Every day

Starting at $43

United Airlines

United Airlines

Every day

Starting at $149

American Airlines

American Airlines

Every day

Starting at $130

Southwest Airlines

Southwest Airlines

Every day

Starting at $100

JetBlue Airways

JetBlue Airways

Every day

Starting at $72

New York airports overview

LGA
Frontier Airlines
Southwest Airlines
American Airlines
Spirit Airlines
Airlines flying to this airport
$37
Starting at
$78-48%
on average
EWR
United Airlines
Sun Country Airlines
American Airlines
Spirit Airlines
Airlines flying to this airport
$37
Starting at
$100-15%
on average
JFK
Frontier Airlines
American Airlines
JetBlue Airways
Airlines flying to this airport
$78
Starting at
$115
on average

Chicago airports overview

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

AllentownChicagoAtlantic CityChicagoNew HavenChicagoPhiladelphiaChicagoStamfordChicagoNew YorkAppletonNew YorkKalamazooNew YorkChampaignNew YorkFort WayneNew YorkIndianapolisNew YorkLansingNew YorkMilwaukeeNew YorkMuskegonNew YorkSouth Bend