A stunning view of Chicago's skyline and river with prominent skyscrapers and bridges on a cloudy day. — flights from New York to Chicago
New York, USAChicago

Flights from New York to Chicago

Nonstop flights from New York (JFK) to Chicago (ORD) take about 1h 59m (1,188 km). American Airlines and jetBlue fly it. Lowest fare seen: $103 one-way, nonstop (12 Oct 2026).

All flights from New York →All flights to Chicago →

Photo of Chicago: Mik Dominguez on Pexels.

When you land in Chicago

The airport transfer and the few things worth sorting before you fly.

A stunning view of Chicago's skyline and river with prominent skyscrapers and bridges on a cloudy day. — arriving in Chicago

Airport transfer

ORD → Chicago, booked before you fly

A private driver meets you in arrivals at a price agreed when you book. Book with Welcome Pickups.

See transfer prices
Aircraft waiting on JFK airport apron with New York City skyline in the background. — lounges at JFK AirportJFK Airport · 8 lounges
Before you flyAirport lounges at JFK →
Trains, buses and taxi faresORD to Chicago: getting into town →Early arrival or late flightLuggage storage in Chicago →11 drop-off points, from $4.90

Things to book in Chicago

All 59 things to do in Chicago →
Skyline view of Chicago's iconic skyscrapers including the John Hancock Center.from €24.10
John Hancock Center 4.5 · 3,029 Tiqets reviews
The historic Tribune Tower in Chicago, featuring its gothic architecture and American flag.from €26.78
Tribune Tower 4.6 · 2,764 Tiqets reviews
View of the historic Wrigley Building in downtown Chicago, showcasing its classic architecture.from €13.38
The Wrigley Building 4.6 · 2,762 Tiqets reviews
Silhouette of visitors walking through a tunnel at Museum Campus, leading outdoors.from €26.78
Museum Campus 4.6 · 2,641 Tiqets reviews

Find hotels in Chicago

Hotels, hostels & more · Trip.com

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Airlines flying New York to Chicago

Carriers on JFK–ORD according to our route data and nonstop fares seen as of 12 Oct 2026. Not a complete list.

✈ American Airlinesnonstop fare seen✈ jetBluenonstop fare seen

New York to Chicago fares by month

Cheapest month seen for a nonstop flight: Nov 2026, from $100 one-way. With stops: Nov 2026, from $95. Lowest one-way fares seen for departures in each month, read 22 Oct 2026.

DepartingNonstop fromCheaper with stops
Oct 2026$15226 Oct 2026 · American Airlines$133 · 1 stop28 Oct 2026
Nov 2026$10011 Nov 2026 · American Airlines$95 · 1 stop18 Nov 2026
Dec 2026$10130 Dec 2026 · American Airlines—
Jan 2027$11215 Jan 2027—
Feb 2027$1315 Feb 2027—
Mar 2027$1151 Mar 2027—
Apr 2027$1663 Apr 2027—
May 2027$16629 May 2027—
Jul 2027$17716 Jul 2027 · American Airlines—

When to go for the lowest fare

Fares were close across the months we saw: $95 for November 2026, $101 at best after that.

Nonstop or with a stop

A connection undercut nonstop in 2 of 2 months with both fares.

From Travelpayouts flight-search data, city to city (New York to Chicago, any airport), USD, read 22 Oct 2026. These are fares that were on sale, not a guarantee of today's price; an airline is named only where we know it flies this route.

More for this trip

Frequently asked questions — New York to Chicago flights

How long is the flight from New York to Chicago?
A nonstop flight from New York (JFK) to Chicago (ORD) takes about 1h 59m, covering 1,188 km. That is an estimate from the distance — actual time varies with the airline, aircraft and winds, and connecting itineraries take longer.
How far is New York from Chicago by air?
The great-circle distance between John F. Kennedy International Airport and Chicago O'Hare International Airport is 1,188 km (738 miles), a short-haul route.
Which airlines fly from New York to Chicago?
Airlines with flights or nonstop fares on the JFK–ORD route include American Airlines and jetBlue. This is not a complete list — schedules change by season, so check the current options before booking.
How much does a flight from New York to Chicago cost?
The lowest one-way fare seen recently on JFK–ORD was $103 USD with American Airlines (nonstop), departing 17 Nov 2026, found in fare searches as of 12 Oct 2026. Fares change constantly and depend on the date, so check the current price before booking.
What is the cheapest month to fly from New York to Chicago?
In fares seen on 22 Oct 2026, departures in November 2026 were cheapest, from $95 one-way, against $177 for July 2027, the dearest month. Fares change daily, so check your own dates.
Is it cheaper to fly nonstop or with a stop from New York to Chicago?
In the fares we saw (12 Oct 2026), connecting was cheaper: from $91 with one stop against $103 nonstop, a saving of $12. Nonstop saves the connection time.
Do I need a visa to travel from USA to Chicago?
It depends on your passport. Some nationalities can enter Chicago visa-free or get a visa on arrival; others must apply in advance. Use AirConnect's Visa Checker to see the rules for your passport.

Sources: fares from Travelpayouts flight-search data, seen 12 Oct 2026; airlines from each carrier's published network and nonstop fares on sale; distance from OurAirports coordinates; flight time estimated from distance. Fares change daily.

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