Cheap flights from New York to Chicago from ₹ 8,034
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 15/10. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
29 May — 5 Jun1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from New York to Chicago are usually found in January or February, booked 38 days in advance, depart on a Saturday or Wednesday and return on a Monday
Cheap flight deals from New York to Chicago
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Cheapest flights from New York to Chicago
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 29 April 2026.
Mon 1/620:42
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Thu 4/613:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 26/4₹ 13,611
Wed 27/515:00
LGA
-
ORD
1 stop8h 14m
Spirit Airlines
Wed 3/613:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 29/4₹ 14,746
Wed 10/610:59
LGA
-
ORD
1 stop13h 16m
Spirit Airlines
Fri 12/613:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 28/4₹ 14,840
Thu 7/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 11/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 25/4₹ 15,124
Tue 18/814:45
EWR
-
ORD
Nonstop2h 26m
Spirit Airlines
Thu 20/817:06
ORD
-
EWR
Nonstop2h 22m
Spirit Airlines
Deal found 28/4₹ 15,502
Mon 11/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Thu 14/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 28/4₹ 15,502
Mon 11/517:01
EWR
-
ORD
Nonstop2h 37m
Spirit Airlines
Thu 14/505:05
ORD
-
EWR
1 stop11h 42m
Spirit Airlines
Deal found 28/4₹ 15,880
Sat 24/1006:30
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Tue 27/1016:30
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 25/4₹ 15,974
Tue 18/818:02
LGA
-
ORD
Nonstop2h 37m
Spirit Airlines
Thu 20/813:50
ORD
-
LGA
Nonstop2h 17m
Spirit Airlines
Deal found 28/4₹ 16,447
Fri 14/821:40
EWR
-
ORD
Nonstop2h 36m
United Airlines
Mon 17/821:35
ORD
-
EWR
Nonstop2h 22m
United Airlines
Deal found 27/4₹ 16,731
Wed 12/820:55
LGA
-
ORD
Nonstop2h 48m
Delta
Sat 15/807:00
ORD
-
LGA
Nonstop2h 17m
Delta
Deal found 27/4₹ 16,731
Wed 27/522:29
EWR
-
ORD
1 stop10h 26m
Frontier
Wed 3/613:29
ORD
-
EWR
1 stop10h 49m
Frontier
Deal found 29/4₹ 17,014
Best flights from New York to Chicago
Discover carefully curated flight deals from New York to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 29 April 2026.
Mon 10/821:40
EWR
-
ORD
Nonstop2h 50m
United Airlines
Mon 17/821:35
ORD
-
EWR
Nonstop2h 22m
United Airlines
Deal found 27/4₹ 16,731
Sat 16/510:59
LGA
-
ORD
1 stop13h 16m
Spirit Airlines
Tue 19/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 24/4₹ 17,203
Thu 23/706:00
LGA
-
ORD
Nonstop2h 32m
Delta
Sat 25/707:00
ORD
-
LGA
Nonstop2h 14m
Delta
Deal found 28/4₹ 17,676
Sat 20/606:10
LGA
-
ORD
Nonstop2h 39m
United Airlines
Thu 25/607:00
ORD
-
LGA
Nonstop2h 17m
United Airlines
Deal found 27/4₹ 16,731
Thu 23/706:00
LGA
-
ORD
Nonstop2h 32m
Delta
Mon 27/706:00
ORD
-
LGA
Nonstop2h 09m
Delta
Deal found 25/4₹ 18,621
Wed 8/706:00
LGA
-
ORD
1 stop4h 36m
United Airlines
Sat 11/718:00
ORD
-
LGA
Nonstop2h 25m
United Airlines
Deal found 26/4₹ 17,676
Mon 14/906:00
LGA
-
ORD
Nonstop2h 36m
Delta
Fri 18/919:00
ORD
-
LGA
Nonstop2h 20m
Delta
Deal found 26/4₹ 18,621
Tue 28/707:10
LGA
-
ORD
Nonstop2h 39m
United Airlines
Tue 11/818:18
ORD
-
LGA
1 stop4h 09m
United Airlines
Deal found 25/4₹ 17,676
Wed 10/609:39
EWR
-
ORD
1 stop4h 25m
Delta
Sat 13/617:22
ORD
-
EWR
1 stop5h 07m
Delta
Deal found 27/4₹ 19,566
Thu 17/921:40
EWR
-
ORD
Nonstop2h 36m
United Airlines
Mon 21/921:35
ORD
-
EWR
Nonstop2h 22m
United Airlines
Deal found 25/4₹ 18,621
Fri 15/520:45
LGA
-
ORD
Nonstop2h 51m
Delta
Sat 23/517:45
ORD
-
LGA
Nonstop2h 19m
Delta
Deal found 28/4₹ 19,566
Fri 10/721:40
EWR
-
ORD
Nonstop2h 50m
United Airlines
Mon 13/721:30
ORD
-
EWR
Nonstop2h 23m
United Airlines
Deal found 28/4₹ 18,999
Fri 29/515:28
EWR
-
ORD
1 stop5h 58m
Delta
Tue 2/617:41
ORD
-
EWR
1 stop5h 08m
Delta
Deal found 25/4₹ 20,039
Fri 19/620:25
LGA
-
ORD
Nonstop2h 47m
United Airlines
Tue 23/619:40
ORD
-
LGA
Nonstop2h 30m
United Airlines
Deal found 26/4₹ 19,283
Sun 7/606:00
EWR
-
ORD
1 stop5h 50m
Delta
Tue 9/617:22
ORD
-
EWR
1 stop5h 07m
Delta
Deal found 26/4₹ 20,511
Mon 18/521:50
EWR
-
ORD
Nonstop2h 47m
United Airlines
Tue 19/522:10
ORD
-
EWR
Nonstop2h 20m
United Airlines
Deal found 24/4₹ 20,511
Wed 13/507:30
EWR
-
ORD
Nonstop2h 44m
United Airlines
Wed 13/522:10
ORD
-
EWR
Nonstop2h 20m
United Airlines
Deal found 24/4₹ 20,511
Mon 11/508:05
LGA
-
ORD
Nonstop2h 39m
United Airlines
Mon 11/520:00
ORD
-
LGA
Nonstop2h 23m
United Airlines
Deal found 27/4₹ 20,511
Wed 13/506:10
LGA
-
ORD
Nonstop2h 39m
United Airlines
Sat 16/518:30
ORD
-
LGA
Nonstop2h 23m
United Airlines
Deal found 27/4₹ 20,511
Thu 21/507:59
EWR
-
ORD
Nonstop2h 44m
United Airlines
Tue 26/505:00
ORD
-
EWR
Nonstop2h 13m
United Airlines
Deal found 24/4₹ 23,253
Thu 21/507:59
EWR
-
ORD
Nonstop2h 44m
United Airlines
Sun 24/507:10
ORD
-
EWR
Nonstop2h 20m
United Airlines
Deal found 28/4₹ 23,725
Tue 25/813:10
EWR
-
ORD
Nonstop2h 37m
United Airlines
Wed 26/805:00
ORD
-
EWR
Nonstop2h 12m
United Airlines
Deal found 28/4₹ 24,198
Sun 6/910:25
EWR
-
ORD
Nonstop2h 43m
United Airlines
Tue 8/921:35
ORD
-
EWR
Nonstop2h 22m
United Airlines
Deal found 26/4₹ 24,292
Direct flights from New York to Chicago
Explore direct flight options from New York to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 29 April 2026.
Mon 1/620:42
LGA
-
ORD
Nonstop2h 38m
Spirit Airlines
Thu 4/613:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 26/4₹ 13,611
Tue 18/814:45
EWR
-
ORD
Nonstop2h 26m
Spirit Airlines
Thu 20/817:06
ORD
-
EWR
Nonstop2h 22m
Spirit Airlines
Deal found 28/4₹ 15,502
Mon 11/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Thu 14/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 28/4₹ 15,502
Sat 24/1006:30
LGA
-
ORD
Nonstop2h 31m
Spirit Airlines
Tue 27/1016:30
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 25/4₹ 15,974
Wed 27/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Wed 3/613:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 29/4₹ 16,352
Tue 18/818:02
LGA
-
ORD
Nonstop2h 37m
Spirit Airlines
Thu 20/813:50
ORD
-
LGA
Nonstop2h 17m
Spirit Airlines
Deal found 28/4₹ 16,447
Fri 14/821:40
EWR
-
ORD
Nonstop2h 36m
United Airlines
Mon 17/821:35
ORD
-
EWR
Nonstop2h 22m
United Airlines
Deal found 27/4₹ 16,731
Wed 12/820:55
LGA
-
ORD
Nonstop2h 48m
Delta
Sat 15/807:00
ORD
-
LGA
Nonstop2h 17m
Delta
Deal found 27/4₹ 16,731
Thu 11/617:01
EWR
-
ORD
Nonstop2h 37m
Spirit Airlines
Mon 15/612:59
ORD
-
EWR
Nonstop2h 07m
Spirit Airlines
Deal found 24/4₹ 17,392
Wed 10/608:00
EWR
-
ORD
Nonstop2h 44m
United Airlines
Tue 16/605:00
ORD
-
EWR
Nonstop2h 13m
United Airlines
Deal found 27/4₹ 17,676
Mon 29/618:50
LGA
-
ORD
Nonstop2h 55m
Delta
Tue 14/711:30
ORD
-
LGA
Nonstop2h 30m
Delta
Deal found 28/4₹ 17,676
Sat 23/519:12
EWR
-
ORD
Nonstop2h 48m
United Airlines
Thu 28/505:00
ORD
-
EWR
Nonstop2h 13m
United Airlines
Deal found 28/4₹ 18,148
Last-minute flights from New York to Chicago
Discover last-minute flight deals from New York to Chicago. Data last updated 29 April 2026 and is based on user searches.
Thu 7/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Mon 11/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 25/4₹ 15,124
Mon 11/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Thu 14/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 28/4₹ 15,502
Mon 11/517:01
EWR
-
ORD
Nonstop2h 37m
Spirit Airlines
Thu 14/505:05
ORD
-
EWR
1 stop11h 42m
Spirit Airlines
Deal found 28/4₹ 15,880
Sat 16/510:59
LGA
-
ORD
1 stop13h 16m
Spirit Airlines
Tue 19/513:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 24/4₹ 17,203
Sat 23/520:19
EWR
-
ORD
Nonstop2h 48m
United Airlines
Sun 24/506:00
ORD
-
EWR
Nonstop2h 12m
United Airlines
Deal found 28/4₹ 18,148
Sat 23/518:40
LGA
-
ORD
Nonstop2h 46m
United Airlines
Thu 28/514:00
ORD
-
LGA
Nonstop2h 22m
United Airlines
Deal found 28/4₹ 18,148
Sat 23/519:12
EWR
-
ORD
Nonstop2h 48m
United Airlines
Tue 26/505:00
ORD
-
EWR
Nonstop2h 13m
United Airlines
Deal found 28/4₹ 18,621
Sun 24/506:00
EWR
-
ORD
Nonstop2h 42m
United Airlines
Thu 28/521:34
ORD
-
EWR
Nonstop2h 23m
United Airlines
Deal found 28/4₹ 17,676
Sun 24/507:30
LGA
-
ORD
Nonstop2h 41m
Delta
Thu 28/506:00
ORD
-
LGA
Nonstop2h 12m
Delta
Deal found 24/4₹ 17,676
Wed 27/515:00
LGA
-
ORD
1 stop8h 14m
Spirit Airlines
Wed 3/613:49
ORD
-
LGA
Nonstop2h 11m
Spirit Airlines
Deal found 29/4₹ 14,746
Wed 27/522:29
EWR
-
ORD
1 stop10h 26m
Frontier
Wed 3/613:29
ORD
-
EWR
1 stop10h 49m
Frontier
Deal found 29/4₹ 17,014
Wed 27/522:00
LGA
-
ORD
1 stop10h 55m
Frontier
Wed 3/613:29
ORD
-
LGA
1 stop8h 45m
Frontier
Deal found 29/4₹ 17,014
One-way flights from New York to Chicago
Search for one-way flight options from New York to Chicago. Find affordable one-way fares based on user searches. Data last updated 29 April 2026.
Sat 22/814:57
LGA
-
ORD
Nonstop2h 35m
Spirit Airlines
Deal found 28/4₹ 8,034
Tue 12/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Deal found 28/4₹ 8,129
Tue 5/518:29
LGA
-
ORD
Nonstop2h 42m
Spirit Airlines
Deal found 24/4₹ 8,318
Fri 19/621:40
EWR
-
ORD
Nonstop2h 50m
United Airlines
Deal found 28/4₹ 8,413
Tue 30/621:25
LGA
-
ORD
Nonstop2h 33m
United Airlines
Deal found 28/4₹ 8,413
Mon 18/517:01
EWR
-
ORD
Nonstop2h 37m
Spirit Airlines
Deal found 28/4₹ 8,507
Wed 27/521:40
EWR
-
ORD
Nonstop2h 50m
United Airlines
Deal found 28/4₹ 8,885
Wed 27/516:05
LGA
-
ORD
Nonstop3h 02m
Delta
Deal found 28/4₹ 8,885
Tue 12/522:29
EWR
-
ORD
1 stop10h 26m
Frontier
Deal found 28/4₹ 9,074
Tue 12/522:00
LGA
-
ORD
1 stop10h 55m
Frontier
Deal found 28/4₹ 9,074
Wed 2/913:29
EWR
-
ORD
1 stop6h 10m
Delta
Deal found 25/4₹ 9,263
Thu 11/613:00
EWR
-
ORD
1 stop6h 29m
Delta
Deal found 27/4₹ 9,358
Find 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 29 April 2026.
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 29 April 2026.
Use the filters below to find and compare flights from New York to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Cheapest return flight
NewarkChicago
EWR - ORD
EWRORD
Newark
Mon 10/8
21:40-23:30
Nonstop2h 50m
Chicago O'Hare Intl
Mon 17/8
21:35-00:57
Nonstop2h 22m
₹ 16,731
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 20/6
06:10-07:49
Nonstop2h 39m
Chicago O'Hare Intl
Thu 25/6
07:00-10:17
Nonstop2h 17m
₹ 16,731
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 16/5
10:59-23:15
1 stop13h 16m
Chicago O'Hare Intl
Tue 19/5
13:49-17:00
Nonstop2h 11m
₹ 17,203
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 23/7
06:00-07:32
Nonstop2h 32m
Chicago O'Hare Intl
Sat 25/7
07:00-10:14
Nonstop2h 14m
₹ 17,676
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Wed 8/7
06:00-09:36
1 stop4h 36m
Chicago O'Hare Intl
Sat 11/7
18:00-21:25
Nonstop2h 25m
₹ 17,676
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 28/7
07:10-08:49
Nonstop2h 39m
Chicago O'Hare Intl
Tue 11/8
18:18-23:27
1 stop4h 09m
₹ 17,676
Fastest return journey
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 23/7
06:00-07:32
Nonstop2h 32m
Chicago O'Hare Intl
Mon 27/7
06:00-09:09
Nonstop2h 09m
₹ 18,621
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Mon 14/9
06:00-07:36
Nonstop2h 36m
Chicago O'Hare Intl
Fri 18/9
19:00-22:20
Nonstop2h 20m
₹ 18,621
NewarkChicago
EWR - ORD
EWRORD
Newark
Thu 17/9
21:40-23:16
Nonstop2h 36m
Chicago O'Hare Intl
Mon 21/9
21:35-00:57
Nonstop2h 22m
₹ 18,621
NewarkChicago
EWR - ORD
EWRORD
Newark
Fri 10/7
21:40-23:30
Nonstop2h 50m
Chicago O'Hare Intl
Mon 13/7
21:30-00:53
Nonstop2h 23m
₹ 18,999
Flights are sorted by cheapest return flights first.
Deals found on 26/4
Showing 1-10 of 45 resultsSorted by cheapest first
1
2
3
...
5
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.
NYC-CHI
LGA-ORD
EWR-ORD
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from New York to Chicago
NYC-CHI
LGA-ORD
EWR-ORD
How far ahead should I book a flight from New York to Chicago?
Booking 37 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, January is the cheapest month in which you can book a flight from New York to Chicago (average of ₹ 18,810). Flying from New York to Chicago in June is currently the most expensive (average of ₹ 28,640). 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 29 April 2026.
It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 43% on the cost of your flight, compared to a flight at midday.
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 25 April 2026.
Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Tuesday mornings when fares are most often at their lowest. Tuesday at midday 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 29 April 2026.
The most flights from NYC to CHI are scheduled on a Tuesday (177 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (37 on average).
How much does it cost for a return flight from New York to Chicago?
How often are flights from New York to Chicago delayed?
About 19% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 158 minutes.
What is the most punctual flight time for New York to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on New York to Chicago flights?
Over the past year, United Airlines have had the lowest number of delays on this route, with just 14% of flights being delayed.
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 29 April 2026.
Check out reviews from past customers who have flown with Spirit Airlines from New York to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Flight was delayed for several hours after boarding plane. Seems like maybe they could’ve thrown in a drink or something. On the way there my flight was delayed over two hours… And again over two hours delayed on the return flight. Haven’t flown spirit in a while. Makes me rethink if you have to be somewhere on time, it may not be the right airline
Flight was delayed for several hours after boarding plane. Seems like maybe they could’ve thrown in a drink or something. On the way there my flight was delayed over two hours… And again over two hours delayed on the return flight. Haven’t flown spirit in a while. Makes me rethink if you have to be somewhere on time, it may not be the right airline
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.
How long is the flight from New York to Chicago?
For as low as ₹ 17,676, United Airlines can have you in Chicago from New York in 2h 32m. There are 1176 km between New York and Chicago. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What are the cheapest airlines flying from New York to Chicago round-trip?
Currently priced at ₹ 6,526, Spirit Airlines will fly you from New York to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and United Airlines - these airlines can fly you to your destination from ₹ 8,357 and ₹ 9,784, respectively. Spirit Airlines is 71% cheaper than the average price of flights available within the next 90 days to this destination.
What are the most reliable airlines from New York to Chicago?
The top 3 most reliable airlines when flying from New York to Chicago are Malaysia Airlines (100%), Gulf Air (80%) and Hawaiian Airlines (76%).
What are the cheapest flights from New York to Chicago?
Looking at all options, your cheapest flight can be booked for ₹ 8,326. While the most popular route (Newark - Chicago O'Hare Intl) can be booked for ₹ 20,700 on average, our data indicates ₹ 11,968 when flying from New York to Chicago.
Can I find deals for business class flights from New York to Chicago?
Yes. Cheapflights offers flight deals from New York to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
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 ₹ 18,810). Flying from New York to Chicago in June is currently the most expensive (average of ₹ 28,640). 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.
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 29 April 2026.
Discover the top 3 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 454,620 searches. Data last updated 29 April 2026.
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
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?
Need flexible booking options for your flight to Chicago from New York? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
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.
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