Cheap flights from Chicago to New York from £51
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/7. Fares are subject to change and may not be available on all flights or dates of travel.
Cheapflights Tip: The best prices from Chicago to New York are usually found in January or September, booked 56 days in advance, depart on a Tuesday or Friday and return on a Tuesday
Cheap flight deals from Chicago to New York
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to New York (NYC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 3 July 2025.
Find flight deals from Chicago to New York
Cheapest flights from Chicago to New YorkExplore the most affordable flight options available from Chicago to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 July 2025.
Explore the most affordable flight options available from Chicago to New York. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 July 2025.
Cheapflights Fare Finder
Customise your flight search to find flights from Chicago to New York that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 3 July 2025.
Use the filters below to find and compare flights from Chicago to New York that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Thu 4/9
11:13-14:18
Nonstop2h 05m
New York LaGuardia
Sat 6/9
15:12-16:50
Nonstop2h 38m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 3/9
06:00-09:10
Nonstop2h 10m
New York LaGuardia
Wed 3/9
18:55-20:47
Nonstop2h 52m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Wed 3/9
07:10-10:28
Nonstop2h 18m
Newark
Sat 6/9
06:00-07:38
Nonstop2h 38m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 26/8
07:00-10:23
Nonstop2h 23m
New York John F Kennedy Intl
Sat 30/8
19:29-21:47
Nonstop3h 18m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Wed 20/8
14:40-00:13
1 stop8h 33m
Newark
Wed 27/8
05:55-13:33
1 stop8h 38m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Thu 14/8
06:15-09:27
Nonstop2h 12m
New York John F Kennedy Intl
Wed 3/9
10:30-12:10
Nonstop2h 40m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Fri 15/8
15:00-18:20
Nonstop2h 20m
New York LaGuardia
Mon 18/8
21:30-23:09
Nonstop2h 39m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Sat 13/9
07:10-12:05
1 stop3h 55m
Newark
Sat 20/9
18:30-21:34
1 stop4h 04m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Mon 18/8
13:30-21:30
1 stop7h 00m
New York LaGuardia
Sat 23/8
14:30-22:00
1 stop8h 30m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Mon 21/7
16:37-00:12
1 stop6h 35m
Best time to book a flight from Chicago to New York
Have a flexible travel schedule? Discover the best time to fly to New York from Chicago with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chicago to New York
How far ahead should I book a flight from Chicago to New York?
Use this chart to determine the optimal time to book a return flight from Chicago to New York. Price data was last updated on 27 June 2025.
To ensure you get the cheapest price possible for a flight from Chicago to New York, you should look to book at least 27 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Chicago to New York?
Currently, January is the cheapest month in which you can book a flight from Chicago to New York (average of £500). Flying from Chicago to New York in December is currently the most expensive (average of £667). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to NYC?
Find hourly flight availability from Chicago to New York. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 3 July 2025.
It’s optimal to fly from Chicago to New York in the evening. By choosing this option you can save up to 70% on the cost of your flight, compared to a flight at midday.
Weekly flight availability from Chicago to New York
Explore weekly flight availability from Chicago to New York. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 3 July 2025.
The most flights from CHI to NYC are scheduled on a Wednesday (194 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (42 on average).
How much does it cost for a return flight from Chicago to New York?
Reviews of airlines servicing New York
Get insights into the airlines that provide service to New York. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to New York. Reviews last updated 3 July 2025.
See what other customers who have flown with Southwest, Delta, andUnited Airlines from Chicago to New York have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Chicago to New York. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Travelling to a place near Chicago?
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Alternative routes for Chicago to New York
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Chicago to New York
Discover the top 2 airlines that operate flights from Chicago to New York. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 3 July 2025.
Fly with Cheapflights
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How does Cheapflights help users find flights from Chicago to New York?
Cheapflights helps you search for flights from Chicago to New York via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from Chicago to New York?
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to New York for you. Better yet — we are completely free to use.
Can Cheapflights find flights from Chicago to New York with no change fees?
Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago to New York flexibly with Cheapflights today.
Can Cheapflights notify me if prices for flights from Chicago to New York become cheaper?
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!