Cheap flights from New York to Chicago (CHI)
How far in advance should I book a flight from State of New York to Chicago?
To save on the cost of your flight from State of New York to Chicago, book at least 26 days before your planned departure. Booking around this time can save you about 21% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $256 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $300.
What is the cheapest month to fly from State of New York to Chicago?
Flights from State of New York to Chicago lean towards being more expensive in August. Prices are generally better when you fly from State of New York to Chicago in January, with the cheapest ticket starting at $117.
When is the cheapest time to fly from State of New York to Chicago (NY - CHI)?
When flying from State of New York to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Cheap flights from New York to Chicago in August, September 2022
The best prices found for New York to CHI flights for August, September
Newark
Chicago O'Hare Intl
1 stop
9h 11mChicago O'Hare Intl
Newark
1 stop
9h 55mSpirit Airlines
Newark
Chicago Midway
1 stop
5h 34mChicago Midway
Newark
1 stop
13h 48mMultiple Airlines
Newark
Chicago Midway
1 stop
7h 02mChicago Midway
Newark
1 stop
7h 18mMultiple Airlines
New York to Chicago 2022 flight deals
Cheap flights to Chicago from New York found for this year
Newark
Chicago O'Hare Intl
1 stop
9h 11mChicago O'Hare Intl
Newark
1 stop
9h 55mSpirit Airlines
Newark
Chicago Midway
1 stop
5h 38mChicago Midway
Newark
1 stop
7h 28mMultiple Airlines
Newark
Chicago Midway
1 stop
5h 34mChicago Midway
Newark
1 stop
13h 48mMultiple Airlines
Cheap United Airlines flights from New York to Chicago
Rochester Greater Rochester Intl
Chicago O'Hare Intl
Nonstop
1h 56mChicago O'Hare Intl
Rochester Greater Rochester Intl
Nonstop
1h 43mUnited Airlines
White Plains Westchester County
Chicago O'Hare Intl
Nonstop
2h 37mChicago O'Hare Intl
White Plains Westchester County
Nonstop
2h 11mUnited Airlines
White Plains Westchester County
Chicago O'Hare Intl
Nonstop
2h 37mChicago O'Hare Intl
White Plains Westchester County
Nonstop
2h 06mUnited Airlines
Cheap Spirit Airlines flights from New York to Chicago
Newark
Chicago O'Hare Intl
1 stop
9h 11mChicago O'Hare Intl
Newark
1 stop
9h 55mSpirit Airlines
Newark
Chicago O'Hare Intl
1 stop
19h 00mChicago O'Hare Intl
Newark
1 stop
9h 55mSpirit Airlines
Newark
Chicago O'Hare Intl
2 stops
18h 58mChicago O'Hare Intl
Newark
1 stop
9h 55mSpirit Airlines
Non-stop flights to Chicago from New York
Save time with New York to Chicago direct flight deals
New York LaGuardia
Chicago O'Hare Intl
Nonstop
2h 35mChicago O'Hare Intl
New York LaGuardia
Nonstop
2h 25mUnited Airlines
Newark
Chicago O'Hare Intl
Nonstop
2h 33mChicago O'Hare Intl
Newark
Nonstop
2h 02mAmerican Airlines
New York LaGuardia
Chicago O'Hare Intl
Nonstop
2h 45mChicago O'Hare Intl
New York LaGuardia
Nonstop
2h 02mJetBlue
Last minute flights from New York to Chicago
Late deals on return flights to Chicago from New York, departing today and this week
New York LaGuardia
Chicago Midway
1 stop
8h 53mChicago Midway
New York LaGuardia
1 stop
6h 19mFrontier
New York LaGuardia
Chicago O'Hare Intl
Nonstop
2h 46mChicago O'Hare Intl
New York LaGuardia
1 stop
18h 23mAmerican Airlines
Newark
Chicago O'Hare Intl
1 stop
23h 35mChicago O'Hare Intl
Newark
1 stop
9h 55mSpirit Airlines
One-way flights to Chicago from New York
The cheapest one-way flights from New York to Chicago
New Windsor Stewart
Chicago O'Hare Intl
1 stop
17h 32mMultiple Airlines
Newark
Chicago O'Hare Intl
2 stops
18h 58mSpirit Airlines
Newark
Chicago O'Hare Intl
1 stop
9h 11mSpirit Airlines
Related info for your journey
Useful info, stats and facts about New York to Chicago flights.
Which airlines flying from New York to Chicago have flexible cancellations due to COVID-19?
Some of our airline partners flying from New York to Chicago have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and JetBlue are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.
Can I find flights from State of New York to Chicago for under $100 on Cheapflights?
Yes, there are multiple flights from State of New York to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $95, but on average you can expect to pay $114.
Are there nonstop flights from State of New York to Chicago for under $200 on Cheapflights?
Cheapflights has at least 20 direct flights from State of New York to Chicago under $200. A good price for a nonstop flight from State of New York to Chicago is less than $178.
Are there last-minute flights available from State of New York to Chicago for under $200?
There are currently 20+ open flights from State of New York to Chicago within the next 7 days for less than $200.
What days are nonstop flights available from State of New York to Chicago?
Nonstop flights are available for this route on the following days: Tuesday, Saturday.
How many flights depart from State of New York to Chicago on average per day?
On average, you can expect to see 4 flights from State of New York to Chicago a day.
Morning (6am - Noon) - 50% of flight departures
Afternoon (Noon - 6pm) - 50% of flight departures
How long is the flight from State of New York to Chicago?
A quick flight from State of New York to Chicago can take about 9h 11m. Spirit Airlines provides one of the quickest options available for as low as $95. State of New York and Chicago are separated by a distance of 742 mi. This flight may include one or multiple stops.
What are the most popular routes from State of New York to Chicago?
Most travelers choose Newark - Chicago O'Hare Intl, New York LaGuardia - Chicago O'Hare Intl or New York John F Kennedy Intl - Chicago O'Hare Intl when deciding on the best route from State of New York to Chicago.
What are the most popular airlines that fly from State of New York to Chicago?
American Airlines, Alaska Airlines and JetBlue are the most popular airlines when flying from State of New York to Chicago.
What are the most reliable airlines from State of New York to Chicago?
The top 3 most reliable airlines when flying from State of New York to Chicago are LATAM Airlines (81%), Gulf Air (79%) and China Airlines (79%).
What are the cheapest flights from State of New York to Chicago?
Looking at all options, your cheapest flight can be booked for $18. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for $95 on average our data indicates $342 when flying from State of New York to Chicago.
Flights to Chicago from New York
Departure points for flights from New York to Chicago
Select to see more specific information for flights to Chicago from all departure points in New York
Top 8 airlines flying from New York to Chicago
The chart below displays the airlines Cheapflights users traveling from New York to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Hourly flight availability from New York to Chicago
See what time of day planes typically take off from New York to Chicago
| 15%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 34%of flight departures | Morning6 am to noon |
| 41%of flight departures | AfternoonNoon to 6 pm |
| 10%of flight departures | Evening6 pm to midnight |