Cheap flights from Chicago to New York from $108
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 11/8. 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 Thursday and return on a Saturday
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 8 July 2025.
Round-trip from | $194 |
---|---|
One-way from | $108 |
Popular in | December |
Cheapest in | January |
Average price | $294 |
Good round-trip deal | $328 or less |
Good one-way deal | $110 or less |
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 8 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 8 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 647,157 searches. Data last updated 8 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
Wed 3/9
07:00-15:40
1 stop7h 40m
New York LaGuardia
Sat 6/9
06:20-13:05
1 stop7h 45m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 10/9
06:30-20:51
1 stop13h 21m
New York LaGuardia
Fri 12/9
15:13-16:51
Nonstop2h 38m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Wed 3/9
07:00-10:23
Nonstop2h 23m
New York John F Kennedy Intl
Tue 9/9
10:50-12:40
Nonstop2h 50m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Thu 21/8
06:15-09:27
Nonstop2h 12m
New York John F Kennedy Intl
Thu 28/8
20:30-22:28
Nonstop2h 58m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Sat 13/9
08:45-11:59
Nonstop2h 14m
Newark
Tue 16/9
10:00-11:39
Nonstop2h 39m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 27/8
09:25-12:40
Nonstop2h 15m
New York LaGuardia
Sat 30/8
17:10-19:14
Nonstop3h 04m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Wed 3/9
08:55-12:14
Nonstop2h 19m
New York LaGuardia
Sun 7/9
07:28-09:05
Nonstop2h 37m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Wed 3/9
09:47-18:00
1 stop7h 13m
Newark
Tue 9/9
09:50-12:45
1 stop3h 55m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Wed 20/8
20:12-15:59
2 stops18h 47m
Newark
Tue 26/8
10:31-19:07
1 stop9h 36m
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Mon 11/8
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.
The best time to book flights from Chicago to New York is 27 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
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 $1,203). Flying from Chicago to New York in December is currently the most expensive (average of $1,944). 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 8 July 2025.
When flying from Chicago to New York, the time of day you fly usually plays a role in the price. Save by searching for a flight at midday, which can drop the price by up to 39% versus a flight in the afternoon.
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 8 July 2025.
The most flights from CHI to NYC are scheduled on a Monday (199 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (114 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 8 July 2025.
Read through reviews of airlines operating flights from Chicago to New York, such as Alaska Airlines, Southwest, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Overall
Crew
Food
Comfort
Entertainment
Reviews
James,Apr 2025
LAX - SFO
Boarding
Overall
Crew
Food
Comfort
Entertainment
Reviews
James,Apr 2025
LAX - SFO
Boarding
Overall
Crew
Food
Comfort
Entertainment
Reviews
James,Apr 2025
LAX - SFO
Boarding
Overall
Crew
Food
Comfort
Entertainment
Reviews
James,Apr 2025
LAX - SFO
Boarding
Overall
Crew
Food
Comfort
Entertainment
Reviews
James,Apr 2025
LAX - SFO
Boarding
Overall
Crew
Food
Comfort
Entertainment
Reviews
James,Apr 2025
LAX - SFO
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.
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Why should you use Cheapflights to find cheap flight tickets from Chicago to New York?
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Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago to New York flexibly with Cheapflights today.
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