Cheap Flights from Chicago to New York

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Find the cheapest month or even day of the year to fly to New York

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Flight deals from Chicago to New York

Looking for a cheap last-minute deal or the best return flight from Chicago to New York? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to New York

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to New York flights are currently cheapest in July.

Direct flights from Chicago to New York

Alternative Chicago to New York routes

Looking for the cheapest, fastest or easiest route from Chicago to New York? You could fly into the following airports instead.

Chicago to New York: Flight information

The things to know before you go.
Cheapest flight foundR 775
Cheapest month to flyJuly
Average flight time2 hrs, 13 mins
Most popular airlineAmerican Airlines
Average flights per week1,725

Finding cheap flights from Chicago to New York: Frequently asked questions

There are 6 airports in New York: New York LaGuardia, New York Newark, New York John F. Kennedy, Westchester County, Islip, and Stewart International.
The best price we found for a return flight from Chicago to New York is R 1,831. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 12 minutes is the average flight time from Chicago to New York.
American Airlines, Alaska Airlines and United fly direct from Chicago to New York.
As of June 2025, there are 1,725 flights per week flying from Chicago to New York.
The cheapest month to fly from Chicago to New York is usually June 2025.
If you're flying from Chicago, the cheapest airport near New York is New York Newark – which is 14.1 km away from the centre of New York. We've found flights into this airport from R 1,831.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to New York on Tuesday, 1 July 2025.
Yes – the average flight time is 2 hours and 12 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to New York but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to New York is around 40 days in advance, so don’t leave your flight to the last minute.
In June, the average temperature is usually around 20°C. July is typically the warmest month in New York, when it usually averages around 27°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -4°C. The rainiest month is August.
The cheapest airline that flies to New York is Spirit Airlines .

Travelling from Chicago to New York: what you need to know

  • Kick off your travels at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to New York departing from either of these.

  • When it comes to arriving in New York, John F. Kennedy International Airport (JFK) is a primary hub. Newark Liberty International Airport (EWR) is another.

  • The average time for a direct Chicago to New York flight is 2 hours 15 minutes.

  • New York is one hour ahead of Chicago and is in the UTC-4 timezone.

  • With 220 flights a week between the two airports, O'Hare International Airport (ORD) to LaGuardia Airport (LGA) is the most popular route. Board the first flight from Chicago to New York with American Airlines at 06:00. If you'd like to make the most of your day before you fly, the last flight from ORD to LGA is with Delta Air Lines at 20:25.

  • To ensure you make your Chicago to New York flight, leave plenty of time for things like check-in and baggage drop. Turning up two hours before international departures and an hour before domestic flights is the general rule.

  • Flying during a peak time like August? Popular periods (like Thanksgiving, Christmas and spring break) can easily add an hour at check-in and security. Be extra cautious and arrive up to four hours ahead of an international flight and two hours before domestic departures.

How to find the cheapest flights from Chicago to New York

  • The lowest price we've seen for a one-way ticket from Chicago to New York is R 769. For a return flight on this route, the best price is R 1,831. Depending on when you book and the availability, these fares may change.

  • Get cheap Chicago to New York flights by booking two months ahead. According to our research, that's the ideal time frame for landing a bargain.

  • May is the best month for nabbing a fantastic deal on a plane ticket from Chicago to New York. If you want to travel at a different time of year, the 'Whole month' tool will give you the lowest prices for each month.

  • You don't need to check every day to find out if prices have dropped when you set up a Price Alert. We'll update you when a better deal is available on cheap flights from Chicago to New York.

  • Select your preferred departure and arrival times, airlines and number of stops by using the filters. Or sort your Chicago to New York flight results by 'Best,' 'Fastest' or 'Cheapest.'

Flying from Chicago

O'Hare International Airport (ORD)

  • You can book a direct flight from Chicago to New York leaving from O'Hare International Airport (ORD). Begin your trip at ORD and then come in for landing at one of these New York airports:

    • John F. Kennedy International Airport (JFK)

    • Newark Liberty International Airport (EWR)

    • LaGuardia Airport (LGA)

  • Direct Chicago to New York plane tickets are available from a range of airlines at ORD. Get on board with any of these:

  • ORD is around 26 kilometres from central Chicago. If you're driving, ride-sharing or catching a cab from the centre, it'll take you 35 minutes or so to get there, depending on traffic. If you're planning to take public transport, expect the trip time to be around 55 minutes.

  • After a relaxed start to your journey? Stay near O'Hare International Airport. Whether you're boarding an early flight from Chicago to New York or just don't like being rushed, these hotels are the answer:

  • When it comes to O'Hare International Airport's on-time performance, data shows 74.85% of flights meet their scheduled arrival time.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Rather fly from Chicago Midway International Airport (MDW)? This popular hub offers direct flights from Chicago to New York, seamlessly connecting you to LaGuardia Airport (LGA).

  • Southwest Airlines offers direct Chicago to New York plane tickets from MDW. Book your preferred window seat and reach your destination in one go.

  • You can reach MDW from the centre of Chicago in about 20 minutes by car (depending on traffic). The ride by public transport takes roughly 45 minutes to cover the 14 kilometres or so.

  • Get your holiday started early with an additional night away from home. Before your flight from Chicago to New York, take it easy in one of these hotels close to Chicago Midway International Airport:

  • 77.88% of all departures from Chicago Midway International Airport arrive according to schedule.

  • MDW is located at 5700 South Cicero.

Arriving in New York

John F. Kennedy International Airport (JFK)

  • John F. Kennedy International Airport (JFK) to central New York takes around 50 minutes to reach by car. The centre is roughly 19 kilometres away.

  • It typically takes 1 hour 20 minutes to get there when travelling by public transport.

  • If you're arriving on a late flight from Chicago to New York, few things beat the convenience of staying close to the terminal. Grab your suitcases from the carousel and then be showered and snoozing soon after at one of these hotels near JFK:

  • Pick up a John F. Kennedy International Airport rental car and explore New York and beyond with your own wheels. Budget, Dollar and Sixt are popular providers to choose from here.

  • To get the lowest price, reserve your ride from John F. Kennedy International Airport around two weeks in advance of your Chicago to New York flight.

  • You'll find JFK at JFK Airport.

Newark Liberty International Airport (EWR)

  • Central New York is about 14 kilometres from Newark Liberty International Airport (EWR). As soon as your flight from Chicago to New York has hit the runway and you've made your way to arrivals, expect a drive of around 30 minutes.

  • If you travel by public transport, the journey will take you 1 hour 10 minutes or so.

  • After your flight from Chicago to New York, tuck yourself in at a hotel close to EWR. These are some comfortable accommodation options that'll help you sink into relaxation mode:

  • Dollar, Budget and Thrifty make picking up a Newark Liberty International Airport rental car simple. These reliable suppliers are located around or in the terminal and will have you ready to go in a flash.

  • Don't pay more than you need to. Reserving your ride three weeks ahead of your arrival at EWR can land you a better rate.

  • The address for Newark Liberty International Airport is Building 1, Conrad Road.

LaGuardia Airport (LGA)

  • Hop off your flight from Chicago to New York and head directly to your hotel or jump right into exploring. The centre of New York is around 13 kilometres from LaGuardia Airport (LGA) and typically takes 25 minutes to reach driving.

  • If you're travelling on public transport, the journey takes about 1 hour.

  • If you don't want to make the trip to the centre, find a hotel close to LGA. Make yourself comfy at one of these options after your Chicago to New York flight:

  • Whether you're searching for an economy for solo travel or a spacious SUV to fit everyone and their gear, you'll find the perfect LaGuardia Airport rental car for you. Check out wheels available here from companies such as Dollar, Ace Rent a Car and Thrifty.

  • About two weeks before your flight from Chicago to New York is the ideal time to book your ride from LGA. You're more likely to get a better rate or catch some early booking discounts.

  • LaGuardia Airport is located at Hangar 7 Centre.

Best time to go to New York

  • It's time to figure out your travel dates for your flight from Chicago to New York. July is the most popular month to visit New York. If you want a quieter atmosphere, go in May.

  • When booking your Chicago to New York tickets, think about the kind of weather forecast you're hoping for. July is the warmest month in New York, with temperatures ranging from 18ºC (64ºF) to 30ºC (86ºF).

  • January has average temperatures of between -6ºC (21ºF) and 8ºC (46ºF). Look for cheap flights from Chicago to New York around that time if you like travelling in cooler conditions.

More about New York

  • When it comes to looking for somewhere to rest your head, you'll find the top stays in New York right here. Explore these options once you've locked in your flight from Chicago to New York:

  • Statue of Liberty and Central Park are just the start of the top attractions to put on your New York must-do list. Keep the sightseeing going at Empire State Building.

Explore more of United States

  • You've visited New York, now it's time to discover other corners of United States. Journey around 129 kilometres south-west to Philadelphia to tick off its top attractions. From Liberty Bell to Independence Hall and Philadelphia Museum of Art, your itinerary will be busy.

  • Around 306 kilometres north-east of New York, Boston is another favourite stop in United States. Get a taste of what this destination has to offer at Freedom Trail, Museum of Fine Arts Boston and Boston Tea Party Ships & Museum.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.