Cheap flights from New York to Chicago from ₹ 5,886
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 22/1. 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 February, booked 30 days in advance, depart on a Monday or Tuesday and return on a Thursday
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 15 January 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 15 January 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 15 January 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 454,620 searches. Data last updated 15 January 2025.
Fly from
Fly to
Route
Depart
Return
Price
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 25/1
06:00-07:42
Nonstop2h 42m
Chicago O'Hare Intl
Sat 25/1
18:00-21:11
Nonstop2h 11m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 18/3
22:59-07:48
1 stop9h 49m
Chicago O'Hare Intl
Sat 29/3
05:55-09:00
Nonstop2h 05m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Mon 27/1
14:20-16:13
Nonstop2h 53m
Chicago O'Hare Intl
Wed 29/1
14:35-17:58
Nonstop2h 23m
NewarkChicago
EWR - ORD
EWRORD
Newark
Thu 6/2
11:32-13:10
Nonstop2h 38m
Chicago O'Hare Intl
Tue 11/2
10:50-14:06
Nonstop2h 16m
NewarkChicago
EWR - ORD
EWRORD
Newark
Wed 26/2
13:00-16:13
1 stop4h 13m
Chicago O'Hare Intl
Tue 4/3
10:30-17:05
1 stop5h 35m
NewarkChicago
EWR - ORD
EWRORD
Newark
Thu 13/2
07:05-08:52
Nonstop2h 47m
Chicago O'Hare Intl
Sun 16/2
18:45-21:57
Nonstop2h 12m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 28/1
21:40-10:45
1 stop14h 05m
Chicago O'Hare Intl
Thu 30/1
07:30-21:45
1 stop13h 15m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Mon 7/4
10:57-18:07
1 stop8h 10m
Chicago O'Hare Intl
Thu 1/5
08:40-15:34
1 stop5h 54m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 18/2
06:00-07:48
Nonstop2h 48m
Chicago O'Hare Intl
Wed 19/2
09:55-16:20
1 stop5h 25m
NewarkChicago
EWR - ORD
EWRORD
Newark
Thu 3/7
11:41-19:11
1 stop8h 30m
Chicago O'Hare Intl
Mon 7/7
20:10-10:42
1 stop13h 32m
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 10 January 2025.
Booking 30 days in advance of your planned departure date is, on average, the best time to get cheap flights from New York to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from New York to Chicago?
Currently, October is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 973). Flying from New York to Chicago in August is currently the most expensive (average of ₹ 1,403). 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 15 January 2025.
It’s optimal to fly from New York to Chicago in the morning. By choosing this option you can save up to 41% on the cost of your flight, compared to a flight in the evening.
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 15 January 2025.
The most flights from NYC to CHI are scheduled on a Monday (169 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 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 15 January 2025.
Get a feel of what it's like to fly with United Airlines, Delta and Alaska Airlines from New York to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
Comfort
Crew
Entertainment
Boarding
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Crew
Entertainment
Boarding
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Crew
Entertainment
Boarding
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Crew
Entertainment
Boarding
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Overall
Comfort
Crew
Entertainment
Boarding
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.