Cheap flights from New York to Chicago from £46
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 18/3. Fares are subject to change and may not be available on all flights or dates of travel.
The best prices from New York to Chicago are usually found in September or January, booked 61 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday
Cheap flight deals from New York to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) to Chicago (CHI). 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 13 March 2025.
Find flight deals from New York to Chicago
Cheapest flights from New York to ChicagoExplore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 March 2025.
Explore the most affordable flight options available from New York to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 March 2025.
Find flights from New York to Chicago within your budget
Customise your flight search to find flights from New York to Chicago 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 13 March 2025.
Fly from
Fly to
Route
Depart
Return
Price
NewarkChicago
EWR - ORD
EWRORD
Newark
Tue 1/4
22:10-09:45
1 stop12h 35m
Chicago O'Hare Intl
Tue 8/4
17:22-20:39
Nonstop2h 17m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 1/4
11:56-08:44
1 stop21h 48m
Chicago O'Hare Intl
Tue 8/4
19:21-10:02
1 stop13h 41m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Sat 26/4
10:38-12:21
Nonstop2h 43m
Chicago O'Hare Intl
Sat 3/5
13:13-16:30
Nonstop2h 17m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Sat 19/4
15:48-17:55
Nonstop3h 07m
Chicago O'Hare Intl
Fri 2/5
13:50-17:22
Nonstop2h 32m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sun 20/4
06:05-07:42
Nonstop2h 37m
Chicago O'Hare Intl
Thu 24/4
06:00-09:12
Nonstop2h 12m
NewarkChicago
EWR - ORD
EWRORD
Newark
Sat 24/5
20:30-22:12
Nonstop2h 42m
Chicago O'Hare Intl
Tue 27/5
07:10-10:28
Nonstop2h 18m
NewarkChicago
EWR - ORD
EWRORD
Newark
Wed 2/4
13:00-20:44
1 stop8h 44m
Chicago O'Hare Intl
Mon 7/4
10:25-08:41
1 stop21h 16m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 30/5
21:30-23:09
Nonstop2h 39m
Chicago O'Hare Intl
Sat 31/5
18:03-21:23
Nonstop2h 20m
NewarkChicago
EWR - ORD
EWRORD
Newark
Fri 29/8
17:41-19:18
Nonstop2h 37m
Chicago O'Hare Intl
Sat 13/9
16:45-19:54
Nonstop2h 09m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 29/8
06:00-07:30
Nonstop2h 30m
Chicago O'Hare Intl
Sat 13/9
06:00-09:03
Nonstop2h 03m
Best time to book a flight from New York to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from New York with our price prediction graph.
Travel insights for flights from New York to Chicago
Get recent, data-driven insights about flights from New York to Chicago including ideal travel times, pricing trends, and more.
How far ahead should I book a flight from New York to Chicago?
Use this chart to determine the optimal time to book a return flight from New York to Chicago. Price data was last updated on 7 March 2025.
To ensure you get the cheapest price possible for a flight from New York to Chicago, you should look to book at least 61 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 New York to Chicago?
Currently, January is the cheapest month in which you can book a flight from New York to Chicago (average of £595). Flying from New York to Chicago in July is currently the most expensive (average of £843). 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 NYC to CHI?
Find hourly flight availability from New York to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 13 March 2025.
It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 45% on the cost of your flight, compared to a flight in the afternoon.
What is the cheapest day to fly from New York to Chicago?
Use this chart to determine the cheapest time to fly return from New York to Chicago. Price data was last updated on 9 March 2025.
Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from New York to Chicago
Explore weekly flight availability from New York to Chicago. 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 13 March 2025.
The most flights from NYC to CHI are scheduled on a Wednesday (181 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (50 on average).
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 13 March 2025.
Read through reviews of airlines operating flights from New York to Chicago, such as Southwest, Alaska Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Related info for your journey
Find useful and relevant information for your journey from New York to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for New York to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from New York to Chicago
Discover the top 2 airlines that operate flights from New York to Chicago. 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 13 March 2025.
Fly with Cheapflights
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How does Cheapflights help users find flights from New York to Chicago?
Cheapflights makes it easy to find New York to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from New York to Chicago?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from New York to Chicago.
Can Cheapflights find flights from New York to Chicago with no change fees?
Certainly. Search results for flights to Chicago from New York shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Can Cheapflights notify me if prices for flights from New York to Chicago become cheaper?
Of course! You can now track prices for flights from New York to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.