$118+ Cheap flights from John F Kennedy Intl, NY (JFK) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from John F Kennedy Intl to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from New York John F Kennedy Intl to Chicago are usually found in January or December, booked 45 days in advance, depart on a Saturday or Tuesday and return on a Friday
Cheap flight deals from John F Kennedy Intl to Chicago
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Cheapest flights from John F Kennedy Intl to ChicagoExplore the most affordable flight options available from John F Kennedy Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from John F Kennedy Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:30 am -
1 stop4h 37m
Thu 10/224:26 pm -
Nonstop2h 34m
Deal found 9/14![American Airlines logo]()
$232
This KAYAK deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:15 pm -
Nonstop2h 53m
Tue 10/136:10 am -
Nonstop2h 20m
Deal found 9/15![JetBlue logo]()
$234
This JetBlue deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:00 pm -
1 stop7h 03m
Fri 10/96:10 am -
Nonstop2h 20m
Deal found 9/17![JetBlue logo]()
$235
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:30 am -
Nonstop2h 54m
Tue 10/271:00 pm -
1 stop5h 59m
Deal found 9/14![JetBlue logo]()
$236
This KAYAK deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:15 pm -
Nonstop2h 53m
Wed 10/710:59 am -
Nonstop2h 21m
Deal found 9/16![JetBlue logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:15 pm -
Nonstop2h 53m
Wed 10/1412:38 pm -
Nonstop2h 22m
Deal found 9/16![JetBlue logo]()
$238
This Super.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:15 pm -
Nonstop2h 55m
Wed 10/1412:38 pm -
Nonstop2h 22m
Deal found 9/15![JetBlue logo]()
$239
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:01 pm -
Nonstop2h 58m
Wed 10/146:10 am -
Nonstop2h 17m
Deal found 9/15![Delta logo]()
$240
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:29 am -
1 stop6h 11m
Sat 10/176:10 am -
Nonstop2h 20m
Deal found 9/16![Delta logo]()
$241
This JetBlue deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:00 pm -
1 stop7h 14m
Tue 10/209:38 am -
1 stop6h 51m
Deal found 9/17![JetBlue logo]()
$242
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:24 pm -
Nonstop2h 56m
Mon 10/266:10 am -
Nonstop2h 17m
Deal found 9/16![Delta logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:15 pm -
Nonstop2h 53m
Mon 10/57:00 am -
Nonstop2h 27m
Deal found 9/16![JetBlue logo]()
$244
Best flights from John F Kennedy Intl to ChicagoDiscover carefully curated flight deals from John F Kennedy Intl to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from John F Kennedy Intl to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:15 am -
1 stop8h 41m
Mon 10/56:00 pm -
Nonstop2h 43m
Deal found 9/15![Delta logo]()
$263
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/141:00 pm -
1 stop7h 14m
Wed 10/219:38 am -
1 stop6h 51m
Deal found 9/14![JetBlue logo]()
$276
This JetBlue deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:00 pm -
1 stop7h 14m
Mon 10/196:10 am -
Nonstop2h 20m
Deal found 9/12![JetBlue logo]()
$287
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1210:55 am -
Nonstop2h 55m
Wed 12/1610:15 am -
Nonstop2h 25m
Deal found 9/14![Delta logo]()
$287
This JetBlue deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/91:26 pm -
1 stop6h 51m
Wed 11/111:00 pm -
1 stop5h 59m
Deal found 9/13![JetBlue logo]()
$287
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:30 am -
Nonstop2h 57m
Wed 11/253:59 pm -
1 stop4h 57m
Deal found 9/16![Delta logo]()
$297
This JetBlue deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:59 pm -
1 stop7h 02m
Tue 9/2910:59 am -
Nonstop2h 21m
Deal found 9/13![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:40 am -
Nonstop2h 45m
Tue 10/66:10 am -
Nonstop2h 17m
Deal found 9/17![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:35 am -
Nonstop2h 52m
Tue 10/65:27 am -
1 stop5h 33m
Deal found 9/14![Delta logo]()
$302
This JetBlue deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/301:00 pm -
1 stop7h 01m
Sat 10/37:00 am -
Nonstop2h 27m
Deal found 9/15![JetBlue logo]()
$304
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:57 pm -
1 stop4h 35m
Sun 11/15:29 pm -
1 stop4h 38m
Deal found 9/15![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:10 am -
1 stop6h 41m
Sun 11/156:00 am -
1 stop5h 17m
Deal found 9/15![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:34 pm -
1 stop6h 10m
Sat 10/39:29 am -
1 stop7h 01m
Deal found 9/15![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/284:34 pm -
1 stop4h 56m
Tue 9/291:29 pm -
Nonstop2h 31m
Deal found 9/15![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1311:30 am -
1 stop5h 48m
Sun 11/156:00 am -
1 stop5h 17m
Deal found 9/17![Delta logo]()
$332
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/211:00 pm -
1 stop6h 33m
Mon 9/281:19 pm -
1 stop5h 50m
Deal found 9/15![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:15 am -
1 stop6h 24m
Mon 9/211:19 pm -
1 stop5h 50m
Deal found 9/12![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:15 am -
1 stop6h 24m
Tue 9/221:19 pm -
1 stop5h 50m
Deal found 9/13![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:57 pm -
1 stop6h 03m
Sun 11/86:04 am -
1 stop4h 57m
Deal found 9/12![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
1 stop6h 59m
Sun 11/156:00 am -
1 stop5h 17m
Deal found 9/12![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:30 pm -
1 stop8h 14m
Wed 10/79:29 am -
2 stops10h 01m
Deal found 9/13![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:15 am -
1 stop6h 24m
Fri 10/21:19 pm -
1 stop5h 50m
Deal found 9/13![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:00 pm -
1 stop6h 33m
Sun 10/46:05 am -
1 stop6h 13m
Deal found 9/17![Delta logo]()
$371
Last-minute flights from John F Kennedy Intl to ChicagoDiscover last-minute flight deals from John F Kennedy Intl to Chicago. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from John F Kennedy Intl to Chicago. Data last updated September 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:01 pm -
Nonstop2h 58m
Wed 10/146:10 am -
Nonstop2h 17m
Deal found 9/15![Delta logo]()
$240
This KAYAK deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:15 pm -
Nonstop2h 53m
Tue 10/136:10 am -
Nonstop2h 20m
Deal found 9/15![JetBlue logo]()
$234
This KAYAK deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:15 pm -
Nonstop2h 53m
Wed 10/710:59 am -
Nonstop2h 21m
Deal found 9/16![JetBlue logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:15 pm -
Nonstop2h 53m
Wed 10/1412:38 pm -
Nonstop2h 22m
Deal found 9/16![JetBlue logo]()
$238
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:15 pm -
Nonstop2h 53m
Mon 10/57:00 am -
Nonstop2h 27m
Deal found 9/16![JetBlue logo]()
$244
This JetBlue deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:00 pm -
1 stop7h 03m
Fri 10/96:10 am -
Nonstop2h 20m
Deal found 9/17![JetBlue logo]()
$235
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:29 am -
1 stop6h 11m
Sat 10/176:10 am -
Nonstop2h 20m
Deal found 9/16![Delta logo]()
$241
This Super.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:15 pm -
Nonstop2h 55m
Wed 10/1412:38 pm -
Nonstop2h 22m
Deal found 9/15![JetBlue logo]()
$239
This JetBlue deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:00 pm -
1 stop7h 14m
Tue 10/209:38 am -
1 stop6h 51m
Deal found 9/17![JetBlue logo]()
$242
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:30 am -
1 stop4h 37m
Thu 10/224:26 pm -
Nonstop2h 34m
Deal found 9/14![American Airlines logo]()
$232
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:30 am -
Nonstop2h 54m
Sat 10/311:00 pm -
1 stop5h 59m
Deal found 9/14![JetBlue logo]()
$236
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:24 pm -
Nonstop2h 56m
Mon 10/266:10 am -
Nonstop2h 17m
Deal found 9/16![Delta logo]()
$243
One-way flights from John F Kennedy Intl to ChicagoSearch for one-way flight options from John F Kennedy Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from John F Kennedy Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/131:26 pm -
1 stop6h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![JetBlue logo]()
$118
This Super.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:15 pm -
Nonstop2h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![JetBlue logo]()
$120
This Jetabroad deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:00 pm -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![JetBlue logo]()
$121
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:00 pm -
1 stop7h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![JetBlue logo]()
$122
This Frontier deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:00 pm -
1 stop6h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$124
This Priceline deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:00 pm -
1 stop5h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$124
This JetBlue deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:00 pm -
1 stop7h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![JetBlue logo]()
$125
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:30 am -
1 stop4h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$127
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:30 am -
1 stop4h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$128
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:29 am -
1 stop5h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$129
This JetBlue deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:40 am -
1 stop6h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![JetBlue logo]()
$131
This SmartFares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:35 pm -
Nonstop3h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$132
Find flight deals from John F Kennedy Intl to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from John F Kennedy Intl (JFK) 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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $232 (American Airlines) |
One-way from | $118 (JetBlue) |
Popular in | May |
Cheapest in | January |
Average price | $267 |
Good round-trip deal | $273 or less |
Good one-way deal | $153 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from John F Kennedy Intl 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 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from New York John F Kennedy Intl Airport to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Fri 12/4
3:21 pm-5:19 pm
Nonstop2h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$136
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Sun 11/8
6:40 am-11:59 am
1 stop6h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$144
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Sun 12/13
7:30 am-9:30 am
Nonstop3h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$144
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Wed 11/4
1:26 pm-7:29 pm
1 stop7h 03m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$144
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Sat 11/21
7:35 pm-9:42 pm
Nonstop3h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$144
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Wed 10/7
4:30 pm-8:30 pm
1 stop5h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$146
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Mon 11/9
11:30 am-4:18 pm
1 stop5h 48m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$150
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Tue 10/13
12:57 pm-6:00 pm
1 stop6h 03m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$150
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Mon 10/5
1:00 pm-6:33 pm
1 stop6h 33m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$150
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Fri 11/13
12:59 pm-6:04 pm
1 stop6h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$154
Showing 1-10 of 44 resultsSorted by cheapest first
Compare providers for flights from John F Kennedy Intl to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from John F Kennedy Intl to Chicago in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star |
- Most accurate provider: When it comes to deals on New York John F Kennedy Intl Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New York John F Kennedy Intl Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New York John F Kennedy Intl Airport-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New York John F Kennedy Intl Airport-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New York John F Kennedy Intl Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from John F Kennedy Intl to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from John F Kennedy Intl with our price prediction graph.
JFK-CHI
JFK-ORD
JFK-MDW
Estimated round-trip 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 John F Kennedy Intl Airport to Chicago
JFK-CHI
JFK-ORD
JFK-MDW
What is the cheapest month to book a flight from New York John F Kennedy Intl Airport to Chicago?
Currently, January is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of $169). Flying from New York John F Kennedy Intl Airport to Chicago in June is currently the most expensive (average of $316). 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 JFK to CHI?
Find hourly flight availability from John F Kennedy Intl 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 September 17, 2026.
One of the essential ways to save on airfare from New York John F Kennedy Intl Airport to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 27% on airfare.
Weekly flight availability from New York John F Kennedy Intl Airport to Chicago
Explore weekly flight availability from John F Kennedy Intl 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 September 17, 2026.
The most flights from JFK to CHI are scheduled on a Wednesday (46 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (30 on average).
How much does it cost to fly round-trip from New York John F Kennedy Intl Airport to Chicago?
Airfare is below average for this route at the moment.
New York John F Kennedy Intl Airport to Chicago flights typically cost between $240 and $377 in October.The cheapest round-trip price found within the last 5 days was $232 on American Airlines (Oct 21-Oct 22).
How often are flights from New York to Chicago delayed?
About 24% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 150 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 in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Thursday 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 last year, American Airlines have had the lowest number of delays on this route, with just 14% of flights being delayed.
How far ahead should I book a flight from New York John F Kennedy Intl Airport to Chicago?
Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from New York John F Kennedy Intl Airport 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 day to fly from New York John F Kennedy Intl Airport to Chicago?
Use this chart to determine the cheapest time to fly round-trip from John F Kennedy Intl to Chicago. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their New York John F Kennedy Intl Airport to Chicago flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 September 17, 2026.
Read reviews from past customers who have flown Delta,American Airlines, andJetBlue from New York John F Kennedy Intl Airport to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Related info for your journey
Find useful and relevant information for your journey from John F Kennedy Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
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John F Kennedy Intl and Chicago flights
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Other flights from John F Kennedy Intl
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Top 4 airlines flying from John F Kennedy Intl to Chicago
Discover the top 4 airlines that operate flights from John F Kennedy Intl 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$44 | Average$114 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$74 | Average$445 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$122 | Average$260 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$157 | Average$295 | FlexibilityNo cancel fee | On-time71% |