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Flights from Chicago to New York from $50

Book your flight from Chicago (ORD) to New York (JFK) at the best prices. Fares start from $279.
Chicago

ORD

β†’

New York

JFK

10/27/2025 – 11/03/2025

Cheap flight deals from Chicago to New York

Average price start from:
i

$100

Round-trip flights from Chicago to New York starting at $100. Book now for the best deals!

One-way from:
i

$50

One-way flights from Chicago to New York starting at $50. Great for flexible travel!

Cheapest day:
i

Wednesday

Wednesday is the cheapest day to fly from Chicago to New York. Save more by booking on this day!

Cheapest In:
i

$59

Apr 2025

Apr 2025 is the cheapest month to fly from Chicago to New York with prices starting at $59.

Find flight deals from Chicago to New York

Cheapest flights from Chicago to New York

ONEWAY FLIGHTS

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Explore the cheapest oneway flights from Chicago to New York spotted daily.

ORD

Chicago

ORD - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$50

Non-stop β€’ 60 min

MKE

Chicago

MKE - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$65

Non-stop β€’ 60 min

ORD

Chicago

ORD - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$74

Non-stop β€’ 60 min

ORD

Chicago

ORD - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$88

Non-stop β€’ 60 min

MSP

Chicago

MSP - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$98

Non-stop β€’ 60 min

ATW

Chicago

ATW - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$105

Non-stop β€’ 60 min

GRB

Chicago

GRB - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$105

Non-stop β€’ 60 min

ORD

Chicago

ORD - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$109

Non-stop β€’ 60 min

GRB

Chicago

GRB - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$109

Non-stop β€’ 60 min

MKE

Chicago

MKE - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$109

Non-stop β€’ 60 min

MSP

Chicago

MSP - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$115

Non-stop β€’ 60 min

ATW

Chicago

ATW - Chicago β€’ 2025-10-27 β€’ 09:00

Unknown

60 min

JFK

Unknown City

$119

Non-stop β€’ 60 min

Price Trends & Analysis

Weekly Price Trends

Save money by choosing Wednesday flights to New York.

Monthly Price Trends

Save the most on flights from Chicago to New York in April.

Weather & Climate Information

Temperature

New York experiences a humid continental climate, with winter temperatures averaging between 20Β°F to 40Β°F and summer temperatures ranging from 70Β°F to 85Β°F. The best times for comfortable travel are during spring (April to June) and fall (September to November), when temperatures are mild and the weather is generally pleasant.

Rainfall

The best time to visit New York is during late spring (April to June) or early autumn (September to October) when the weather is mild and pleasant. These seasons also feature vibrant local events, fewer crowds compared to summer, and stunning fall foliage or blooming flowers, enhancing your overall experience.

Airlines at New York

Discover excellent flight options from Chicago to New York with top airlines including Frontier Airlines, Jetblue Airways, Delta Air Lines, American Airlines. These carriers offer reliable service and comfortable connections between these popular destinations. The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Chicago to New York, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.

Places to Visit in New York

New York City, a vibrant tapestry of cultures, pulses with energy and endless possibilities, where the iconic skyline kisses the clouds and every street tells a story. Wander through the artistic haven of SoHo, absorb the historical weight of the Statue of Liberty, and lose yourself in the enchantment of Central Park's sprawling beauty. Visitors can expect a whirlwind of experiences, from world-class museums and Broadway shows to tantalizing culinary delights that reflect the city's diverse heritage, making every moment in the Big Apple an unforgettable adventure.

About New York

Discover the beauty of New York when flying from Chicago. This captivating city combines rich heritage with contemporary charm, offering something special for every traveler. Plan your visit during off-peak periods for optimal savings and a more relaxed experience.

Airlines Flying from Chicago to New York

Discover excellent flight options from Chicago to New York with top airlines including Frontier Airlines, Jetblue Airways, Delta Air Lines, American Airlines. These carriers offer reliable service and comfortable connections between these popular destinations. The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Chicago to New York, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.

Hotels in New York

When staying in New York, look for hotels with easy access to JFK Airport. Most properties provide shuttle services for seamless airport transfers.

About New York

Discover the beauty of New York when flying from Chicago. This captivating city combines rich heritage with contemporary charm, offering something special for every traveler. Plan your visit during off-peak periods for optimal savings and a more relaxed experience.

Places to Visit in New York

New York City, a vibrant tapestry of cultures, pulses with energy and endless possibilities, where the iconic skyline kisses the clouds and every street tells a story. Wander through the artistic haven of SoHo, absorb the historical weight of the Statue of Liberty, and lose yourself in the enchantment of Central Park's sprawling beauty. Visitors can expect a whirlwind of experiences, from world-class museums and Broadway shows to tantalizing culinary delights that reflect the city's diverse heritage, making every moment in the Big Apple an unforgettable adventure.

Hotels in New York

When staying in New York, look for hotels with easy access to JFK Airport. Most properties provide shuttle services for seamless airport transfers.

Airlines Flying from Chicago to New York

Discover excellent flight options from Chicago to New York with top airlines including Frontier Airlines, Jetblue Airways, Delta Air Lines, American Airlines. These carriers offer reliable service and comfortable connections between these popular destinations. The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Chicago to New York, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.

Frequently Asked Questions

What's the lowest price for flights from Chicago to New York?

You can find flights starting from $50. For better deals, book during April and choose Wednesday departures.

How long is the journey from Chicago to New York?

The average flight time is about 10-15 hours, with most routes including one stopover for better pricing and comfort.

What airlines operate flights on this route?

Several airlines serve this route including Frontier Airlines, Jetblue Airways, Delta Air Lines. Research current schedules and compare prices for the best deal.

How far in advance should I book?

For the best prices, book 2-3 months ahead and consider traveling during April when prices are typically lower.

What accommodation options are near JFK Airport?

JFK Airport has several nearby hotels with shuttle services, making it convenient for travelers with early or late flights.

What attractions can I visit in New York?

New York features a wonderful combination of historical sites and modern attractions. The best time to visit is during pleasant weather months for optimal sightseeing.

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