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Find & Book Cheap Flights from New York to Chicago - Deals from USD 203.16

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New York to Chicago

Cheap Flights Insights: Ticket Prices, Best Months & Duration (New York to Chicago)

Cheapest one-way flight

USD 66.73

Cheapest round-trip flight

USD 203.16

Cheapest month to fly

May

Shortest flight duration

2 hr(s), 31 mins

Find Cheap Flight Deals from {originLocation} {originAirport} to {destinationLocation} {destinationAirport}

Spirit Airlines

Saturday, 3 May 2025

New York (LGA) - Chicago (ORD)

USD 66.73

One Way Trip

American Airlines

Tuesday, 20 May 2025

New York (LGA) - Chicago (ORD)

USD 71.93

One Way Trip

Delta Airlines

Sunday, 25 May 2025

New York (LGA) - Chicago (ORD)

USD 72.55

One Way Trip

United Airlines

Sunday, 25 May 2025

New York (LGA) - Chicago (ORD)

USD 102.37

One Way Trip

Southwest Airlines

Thursday, 8 May 2025

New York (LGA) - Chicago (ORD)

USD 113.93

One Way Trip

Air Canada

Wednesday, 14 May 2025

New York (LGA) - Chicago (ORD)

USD 201.19

One Way Trip

When Is the Cheapest Month & Date to Fly from New York to Chicago?

About Chicago

Discover Your Ideal Flight from New York to Chicago

Are you planning a trip from New York to Chicago? Whether it’s for business, leisure, or visiting family, finding the perfect flight ticket is essential. Discover all you need to know about this flight route to ensure a smooth and enjoyable journey.

New York to Chicago Flight Details

Departure Airport: LGA
Arrival Airport: ORD
Cheapest Flight Price: Starting at USD 66.73
Shortest Flight Duration: 2 hours and 31 minutes

Why Choose Flights from New York to Chicago?

Flights from New York to Chicago offer passengers an easy and convenient way to travel between these two vibrant locations. The shortest flight time is just 2 hours and 31 minutes, making it an efficient option for those on a tight schedule.

How to Find the Best Deals

Finding a cheap flight from New York to Chicago is a breeze on Traveloka. Simply enter your travel dates and browse through a wide range of options. Keep an eye out for special deals and discounts that can make your trip even more affordable.

Book Early: Secure the best prices by booking your flight well in advance.
Flexible Dates: If possible, be flexible with your travel dates to take advantage of lower fares on certain days.
Compare Airlines: Browse flights from different carriers to find the best deal that suits your schedule and budget.

What to Expect

Upon arrival at ORD, you’ll be greeted by the rich culture and stunning attractions of Chicago. Whether you’re visiting for the vibrant city life, historical landmarks, or natural beauty, Chicago has something for everyone.

Don’t miss out on our special offers and book your flight from New York to Chicago today. Start planning your journey now and experience the best that both destinations have to offer.

Facts About Chicago

Flight Duration	2 hr(s) 31 mins
Airport in New York	La Guardia (LGA)
Airport in Chicago	Chicago Ohare Intl (ORD)

Frequently Asked Questions

How much is a flight ticket from New York to Chicago?

Planning to take off from New York to Chicago? Grab your ticket on Traveloka with prices starting from USD 89.86, along with additional discounts & promos that can be found on our promo page.

How early should I get to the airport for a domestic & international flight?

For domestic flights, we recommend arriving at the airport at least 2 hours before your scheduled departure time. For international flights, aim to be at the airport at least 3 hours prior to ensure smooth check-in, security checks, and to account for any unexpected delays. It’s better to be early and relaxed than rushing at the last minute right?

When is the best time to buy airline tickets?

Timing is everything when it comes to grabbing airline tickets. Typically, it’s best to book around 4-6 weeks in advance for domestic flights and 2-3 months for international routes. But the prices also depend on the travel demand, seasonality, and major events. You can always monitor the fare trends on Traveloka and set alerts to catch the best deals or promotions!

What is the cheapest day to fly to Chicago?

Looking for the best deals to Chicago? Historically, midweek flights (particularly on Tuesdays and Wednesdays), tend to be cheaper due to lower demand. However, airfares can fluctuate so we recommend keeping an eye on flight prices and being flexible with your travel dates. Booking in advance can be one the hacks to travel to Chicago without breaking the bank!

What information do I need to know when booking a flight?

When booking a flight, every choice sets the tone for your trip. From the preferred flight route – be it direct or with layovers – to the in-flight experience – whether you opt for a standard economy seat or a luxurious first-class journey – and understanding baggage limits, there's a lot to weigh. Other considerations include travel insurance and the airline's booking policies.

How far in advance should I book an international flight?

For international flights, it’s wise to start your search about 5-6 months ahead with the optimal booking window being around 3-4 months before departure. This period often provides a balance between good fares and a reasonable choice of flight times and routes. But please note that several factors such as destination popularity, peak travel season, and regional major events can influence the timeline.

Do I need a passport and visa to fly between New York to Chicago?

Traveling from New York to Chicago typically requires specific documents. For international flights, a passport is almost always necessary. However, for domestic flights, neither a passport nor a visa is usually required, but an official ID will be needed. The necessity of a visa depends on the traveler's citizenship and Chicago's entry regulations. It's crucial to verify visa requirements, as rules can differ between countries.

Why should I book my flight with Traveloka?

Booking flight tickets with Traveloka can feel like diving into an ocean of options! Our platform provides the most comprehensive choices to ensure you find the perfect flight for your adventure. With our smooth booking process, you'll also be provided with a variety of payment methods. Anxious about transacting online? We've got you covered with our top-tier security for each transaction! With Traveloka, your flight booking journey becomes hassle-free!

How long is the flight from New York to Chicago?

The shortest flight from New York to Chicago takes approximately 2 hours and 31 minutes.