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 15/2. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CHI
14 Nov — 21 Nov1
Return
1 adult
Economy
Return
1 adult, Economy
Cheapflights Tip: The best prices from New York to Chicago are usually found in January or February, booked 64 days in advance, depart on a Tuesday or Monday 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 15 October 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 October 2025.
Tue 28/1011:59LGA - ORD
1 stop14h 04mSpirit Airlines
Thu 30/1011:55ORD - LGA
1 stop10h 30mSpirit Airlines
Deal found 14/10£89
Sat 1/1108:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Sat 1/1111:55ORD - LGA
1 stop10h 30mSpirit Airlines
Deal found 13/10£91
Thu 13/1111:00JFK - ORD
Nonstop2h 45mFrontier
Sun 16/1105:25ORD - JFK
1 stop28h 04mFrontier
Deal found 13/10£92
Wed 29/1011:59LGA - ORD
1 stop14h 04mSpirit Airlines
Thu 30/1005:05ORD - LGA
1 stop9h 54mSpirit Airlines
Deal found 13/10£93
Thu 6/1116:59LGA - ORD
Nonstop2h 35mSpirit Airlines
Mon 10/1115:26ORD - LGA
1 stop17h 34mSpirit Airlines
Deal found 14/10£95
Fri 14/1110:59LGA - ORD
1 stop10h 28mSpirit Airlines
Mon 17/1119:34ORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 13/10£98
Sat 15/1108:59LGA - ORD
Nonstop2h 31mSpirit Airlines
Sun 16/1119:34ORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 14/10£99
Sat 1/1111:00JFK - ORD
Nonstop2h 45mFrontier
Sat 1/1117:45ORD - JFK
1 stop5h 48mFrontier
Deal found 12/10£100
Fri 31/1009:59LGA - ORD
1 stop12h 34mSpirit Airlines
Mon 3/1105:10ORD - LGA
1 stop12h 50mSpirit Airlines
Deal found 14/10£101
Wed 22/1015:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Sat 25/1011:12ORD - LGA
Nonstop1h 55mSpirit Airlines
Deal found 13/10£102
Sat 1/1118:45JFK - ORD
Nonstop2h 52mJetBlue
Mon 3/1106:45ORD - JFK
Nonstop2h 14mJetBlue
Deal found 13/10£103
Sat 1/1116:30LGA - ORD
Nonstop2h 42mUnited Airlines
Tue 4/1118:30ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 14/10£103
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 15 October 2025.
Thu 13/1116:59LGA - ORD
Nonstop2h 35mSpirit Airlines
Sun 16/1119:34ORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 13/10£89
Tue 11/1106:15LGA - ORD
Nonstop2h 42mUnited Airlines
Tue 18/1114:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 12/10£103
Tue 16/1208:01JFK - ORD
Nonstop2h 55mDelta
Tue 16/1218:30ORD - JFK
Nonstop2h 34mDelta
Deal found 12/10£118
Sun 15/219:40JFK - ORD
Nonstop2h 53mJetBlue
Fri 20/207:00ORD - JFK
Nonstop2h 23mJetBlue
Deal found 14/10£122
Sat 1/1108:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Sat 1/1111:55ORD - LGA
1 stop10h 30mSpirit Airlines
Deal found 13/10£91
Fri 21/1107:15LGA - ORD
Nonstop2h 42mUnited Airlines
Mon 24/1118:30ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 14/10£104
Sat 25/1008:25LGA - ORD
Nonstop2h 37mUnited Airlines
Tue 28/1014:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 14/10£104
Thu 4/1220:00JFK - ORD
Nonstop2h 52mJetBlue
Sun 7/1207:00ORD - JFK
Nonstop2h 17mJetBlue
Deal found 12/10£124
Mon 24/1108:00JFK - ORD
Nonstop2h 55mDelta
Thu 27/1110:35ORD - JFK
Nonstop2h 20mDelta
Deal found 14/10£124
Wed 19/1121:15LGA - ORD
Nonstop2h 42mUnited Airlines
Fri 28/1120:00ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 14/10£104
Sat 8/1119:35JFK - ORD
Nonstop3h 04mDelta
Mon 10/1118:33ORD - JFK
Nonstop2h 32mDelta
Deal found 14/10£125
Thu 11/1209:15LGA - ORD
Nonstop2h 42mUnited Airlines
Sun 14/1207:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 13/10£104
Sat 22/1120:30JFK - ORD
Nonstop2h 51mJetBlue
Sat 6/1211:25ORD - JFK
1 stop4h 32mJetBlue
Deal found 12/10£129
Fri 14/1121:15LGA - ORD
Nonstop2h 42mUnited Airlines
Sun 16/1106:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 14/10£104
Thu 4/1215:50JFK - ORD
Nonstop2h 56mDelta
Sun 7/1207:00ORD - JFK
Nonstop2h 23mDelta
Deal found 12/10£127
Sun 30/1120:40JFK - ORD
Nonstop2h 51mJetBlue
Tue 2/1211:25ORD - JFK
1 stop4h 32mJetBlue
Deal found 13/10£129
Thu 11/1219:40JFK - ORD
Nonstop2h 59mDelta
Sun 14/1218:30ORD - JFK
Nonstop2h 34mDelta
Deal found 12/10£127
Sun 2/1105:15LGA - ORD
Nonstop2h 42mUnited Airlines
Sun 9/1106:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 13/10£111
Sun 7/1208:01JFK - ORD
Nonstop2h 55mDelta
Thu 11/1207:00ORD - JFK
Nonstop2h 23mDelta
Deal found 13/10£127
Sat 25/1009:15EWR - ORD
Nonstop2h 38mUnited Airlines
Sun 26/1006:02ORD - EWR
Nonstop2h 07mUnited Airlines
Deal found 14/10£114
Wed 19/1112:50EWR - ORD
1 stop4h 34mDelta
Sat 22/1117:42ORD - EWR
1 stop4h 59mDelta
Deal found 14/10£141
Sat 14/219:45EWR - ORD
Nonstop2h 49mUnited Airlines
Mon 16/221:23ORD - EWR
Nonstop2h 05mUnited Airlines
Deal found 13/10£122
Sat 1/1117:56EWR - ORD
1 stop7h 02mDelta
Tue 4/1111:23ORD - EWR
1 stop5h 45mDelta
Deal found 13/10£148
Thu 20/1106:00EWR - ORD
1 stop5h 01mDelta
Sat 22/1117:42ORD - EWR
1 stop4h 59mDelta
Deal found 14/10£148
Thu 27/1110:00EWR - ORD
Nonstop2h 45mUnited Airlines
Sun 30/1123:59ORD - EWR
Nonstop2h 05mUnited Airlines
Deal found 13/10£138
Sun 28/1221:58EWR - ORD
Nonstop2h 37mUnited Airlines
Sat 3/121:10ORD - EWR
Nonstop2h 16mUnited Airlines
Deal found 12/10£140
Tue 10/317:30EWR - ORD
1 stop7h 24mDelta
Wed 11/317:55ORD - EWR
1 stop6h 04mDelta
Deal found 13/10£156
Tue 17/314:07EWR - ORD
Nonstop2h 43mUnited Airlines
Wed 18/306:05ORD - EWR
Nonstop2h 07mUnited Airlines
Deal found 14/10£140
Sun 14/1208:00EWR - ORD
Nonstop2h 48mUnited Airlines
Sat 3/121:10ORD - EWR
Nonstop2h 16mUnited Airlines
Deal found 13/10£146
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 15 October 2025.
Thu 13/1116:59LGA - ORD
Nonstop2h 35mSpirit Airlines
Sun 16/1119:34ORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 13/10£89
Sat 15/1108:59LGA - ORD
Nonstop2h 31mSpirit Airlines
Sun 16/1119:34ORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 14/10£99
Sat 1/1118:45JFK - ORD
Nonstop2h 52mJetBlue
Mon 3/1106:45ORD - JFK
Nonstop2h 14mJetBlue
Deal found 13/10£103
Sat 1/1116:30LGA - ORD
Nonstop2h 42mUnited Airlines
Tue 4/1118:30ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 14/10£103
Sat 25/1016:30JFK - ORD
Nonstop2h 55mJetBlue
Tue 28/1007:00ORD - JFK
Nonstop2h 15mJetBlue
Deal found 14/10£104
Sun 2/1105:15LGA - ORD
Nonstop2h 42mUnited Airlines
Wed 5/1108:55ORD - LGA
Nonstop2h 15mUnited Airlines
Deal found 14/10£104
Wed 18/219:40JFK - ORD
Nonstop2h 53mJetBlue
Fri 20/207:00ORD - JFK
Nonstop2h 23mJetBlue
Deal found 14/10£104
Sat 25/1007:28LGA - ORD
Nonstop2h 37mUnited Airlines
Sat 25/1017:00ORD - LGA
Nonstop2h 17mUnited Airlines
Deal found 14/10£104
Mon 3/1120:15LGA - ORD
Nonstop2h 42mUnited Airlines
Sun 9/1106:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 14/10£107
Sat 8/1107:15LGA - ORD
Nonstop2h 42mUnited Airlines
Tue 11/1106:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 14/10£109
Sat 8/1107:15LGA - ORD
Nonstop2h 42mUnited Airlines
Sun 9/1106:00ORD - LGA
Nonstop2h 07mUnited Airlines
Deal found 14/10£110
Thu 15/112:42EWR - ORD
Nonstop2h 46mUnited Airlines
Mon 19/121:29ORD - EWR
Nonstop2h 16mUnited Airlines
Deal found 14/10£110
Last-minute flights from New York to Chicago
Discover last-minute flight deals from New York to Chicago. Data last updated 15 October 2025 and is based on user searches.
Wed 22/1015:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Sat 25/1011:12ORD - LGA
Nonstop1h 55mSpirit Airlines
Deal found 13/10£102
Tue 28/1011:59LGA - ORD
1 stop14h 04mSpirit Airlines
Thu 30/1011:55ORD - LGA
1 stop10h 30mSpirit Airlines
Deal found 14/10£89
Wed 29/1011:59LGA - ORD
1 stop14h 04mSpirit Airlines
Thu 30/1005:05ORD - LGA
1 stop9h 54mSpirit Airlines
Deal found 13/10£93
Fri 31/1009:59LGA - ORD
1 stop12h 34mSpirit Airlines
Mon 3/1105:10ORD - LGA
1 stop12h 50mSpirit Airlines
Deal found 14/10£101
Sat 1/1108:29LGA - ORD
Nonstop2h 44mSpirit Airlines
Sat 1/1111:55ORD - LGA
1 stop10h 30mSpirit Airlines
Deal found 13/10£91
Sat 1/1111:00JFK - ORD
Nonstop2h 45mFrontier
Sat 1/1117:45ORD - JFK
1 stop5h 48mFrontier
Deal found 12/10£100
Sat 1/1118:45JFK - ORD
Nonstop2h 52mJetBlue
Mon 3/1106:45ORD - JFK
Nonstop2h 14mJetBlue
Deal found 13/10£103
Sat 1/1116:30LGA - ORD
Nonstop2h 42mUnited Airlines
Tue 4/1118:30ORD - LGA
Nonstop2h 16mUnited Airlines
Deal found 14/10£103
Thu 6/1116:59LGA - ORD
Nonstop2h 35mSpirit Airlines
Mon 10/1115:26ORD - LGA
1 stop17h 34mSpirit Airlines
Deal found 14/10£95
Thu 13/1111:00JFK - ORD
Nonstop2h 45mFrontier
Sun 16/1105:25ORD - JFK
1 stop28h 04mFrontier
Deal found 13/10£92
Fri 14/1110:59LGA - ORD
1 stop10h 28mSpirit Airlines
Mon 17/1119:34ORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 13/10£98
Sat 15/1108:59LGA - ORD
Nonstop2h 31mSpirit Airlines
Sun 16/1119:34ORD - LGA
Nonstop2h 08mSpirit Airlines
Deal found 14/10£99
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 15 October 2025.
Sun 15/209:00JFK - ORD
Nonstop2h 46mAmerican Airlines
Deal found 14/10£52
Thu 30/1007:15LGA - ORD
Nonstop2h 42mUnited Airlines
Deal found 13/10£52
Tue 24/212:30JFK - ORD
Nonstop2h 56mAmerican Airlines
Deal found 14/10£53
Fri 24/1017:19LGA - ORD
Nonstop2h 36mUnited Airlines
Deal found 14/10£53
Mon 3/1120:15LGA - ORD
Nonstop2h 42mUnited Airlines
Deal found 14/10£55
Thu 5/311:00JFK - ORD
Nonstop2h 57mFrontier
Deal found 14/10£56
Sat 8/1107:15LGA - ORD
Nonstop2h 42mUnited Airlines
Deal found 12/10£56
Thu 22/112:26LGA - ORD
1 stop9h 57mSpirit Airlines
Deal found 14/10£59
Sat 10/115:40JFK - ORD
Nonstop2h 57mDelta
Deal found 14/10£59
Sat 25/1005:54EWR - ORD
1 stop6h 41mFrontier
Deal found 14/10£59
Tue 18/1116:29LGA - ORD
Nonstop2h 51mDelta
Deal found 13/10£59
Wed 22/1011:26EWR - ORD
1 stop6h 14mFrontier
Deal found 13/10£60
Cheapflights Fare Finder
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 15 October 2025.
Use the filters below to find and compare flights from New York to Chicago that are best for you.
Fly from
New York
Fly to
Chicago
Route
Depart
Return
Price
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 13/11
16:59-18:34
Nonstop2h 35m
Chicago O'Hare Intl
Sun 16/11
19:34-22:42
Nonstop2h 08m
£89
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 1/11
08:29-10:13
Nonstop2h 44m
Chicago O'Hare Intl
Sat 1/11
11:55-23:25
1 stop10h 30m
£91
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 11/11
06:15-07:57
Nonstop2h 42m
Chicago O'Hare Intl
Tue 18/11
14:00-17:07
Nonstop2h 07m
£103
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 21/11
07:15-08:57
Nonstop2h 42m
Chicago O'Hare Intl
Mon 24/11
18:30-21:46
Nonstop2h 16m
£104
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 25/10
08:25-10:02
Nonstop2h 37m
Chicago O'Hare Intl
Tue 28/10
14:00-17:07
Nonstop2h 07m
£104
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Wed 19/11
21:15-22:57
Nonstop2h 42m
Chicago O'Hare Intl
Fri 28/11
20:00-23:16
Nonstop2h 16m
£104
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 11/12
09:15-10:57
Nonstop2h 42m
Chicago O'Hare Intl
Sun 14/12
07:00-10:07
Nonstop2h 07m
£104
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Fri 14/11
21:15-22:57
Nonstop2h 42m
Chicago O'Hare Intl
Sun 16/11
06:00-09:07
Nonstop2h 07m
£104
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sun 2/11
05:15-06:57
Nonstop2h 42m
Chicago O'Hare Intl
Sun 9/11
06:00-09:07
Nonstop2h 07m
£111
NewarkChicago
EWR - ORD
EWRORD
Newark
Sat 25/10
09:15-10:53
Nonstop2h 38m
Chicago O'Hare Intl
Sun 26/10
06:02-09:09
Nonstop2h 07m
£114
Flights are sorted by cheapest return flights first.
Deals found on 14/10
Showing 1-10 of 59 results
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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.
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
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 October 2025.
To ensure you get the cheapest price possible for a flight from New York to Chicago, you should look to book at least 64 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, May is the cheapest month in which you can book a flight from New York to Chicago (average of £41). Flying from New York to Chicago in July is currently the most expensive (average of £95). 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 October 2025.
It’s optimal to fly from New York to Chicago in the evening. By choosing this option you can save up to 34% 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 12 October 2025.
Travellers seeking maximum savings on their New York to Chicago flight should consider departing on Monday at midday when fares are most often at their lowest. Sunday 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 15 October 2025.
The most flights from NYC to CHI are scheduled on a Monday (187 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (86 on average).
How much does it cost for a return flight from New York to Chicago?
What’s the top stopover airport for flights from New York to Chicago?
Share of one-stop return flights from New York to Chicago chosen by Cheapflights users in the past 12 months, using the same stopover each way.
Atlanta (ATL) – chosen by Cheapflights users on 67% of one-stop itineraries from New York to Chicago on Cheapflights.
What’s the cheapest stopover airport for flights from New York to Chicago?
Average return fare for one-stop flights from New York to Chicago, chosen by Cheapflights users in the past 12 months, with the same stopover each way.
Tampa (TPA) is the most affordable one-stop option, with an average return flight price of £95.
What’s the fastest stopover option from New York to Chicago?
Shortest average travel time for one-stop one-way flights from New York to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.
Flights via Atlanta (ATL) have the shortest average one-way travel time for one-stop routes: 5h 49m.
Which airport typically offers the quickest stopover for flights from New York to Chicago?
Average stopover duration for one-stop one-way flights from New York to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Atlanta (ATL) offer the fastest connection on this route, with an average stopover time of 2h 40m.
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 October 2025.
Read through reviews of airlines operating flights from New York to Chicago, such as Southwest, Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
AC was not adequate, even on a night flight. WiFi subpar even for the airlines
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?
Departing from New York to Chicago will take you 2h 35m. New York and Chicago are separated by a distance of 731 mi. Generally, flights for this route are direct.
What is the cheapest airline to fly from New York to Chicago round-trip?
According to our current data, Spirit Airlines (£86), offers the cheapest pricing from New York to Chicago. Spirit Airlines is priced at 52% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest airlines to fly from New York to Chicago one-way?
£52 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on United Airlines and Spirit Airlines, with prices starting from £52 and £61, respectively.
What are the most popular routes from New York to Chicago?
Most travelers choose New York John F Kennedy Intl - Chicago O'Hare Intl, New York LaGuardia - Chicago O'Hare Intl or Newark - Chicago O'Hare Intl when deciding on the best route from New York to Chicago.
What are the most reliable airlines from New York to Chicago?
No one likes to see their flight delayed. When booking a flight from New York to Chicago consider choosing Hawaiian Airlines (96%), LATAM Airlines (94%) or China Airlines (92%) as they are the most reliable in getting you off to your destination on time.
What are the cheapest flights from New York to Chicago?
The cheapest flight price from New York to Chicago is £59. On average you can expect to pay £151. The most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl), can usually be booked for £74.
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, May is the cheapest month in which you can book a flight from New York to Chicago (average of £41). Flying from New York to Chicago in July is currently the most expensive (average of £95). 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 15 October 2025.
Browse through other flights departing from New York. Flights are based on user searches made on Cheapflights and were last updated on 15 October 2025.
Discover the top airline 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 15 October 2025.
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?
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.
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