$104+ Cheap flights from John F Kennedy Intl, NY (JFK) to Chicago (CHI)
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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
Sep 14 — Sep 211
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 Wednesday and return on a Friday
Cheap flight deals from John F Kennedy Intl to Chicago
Cheapest
Best
Last-minute
One-way
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 August 15, 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 August 15, 2026.
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/102:58 pm -
Nonstop2h 48m
Mon 9/141:35 pm -
Nonstop2h 25m
Deal found 8/10![American Airlines logo]()
$205
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/28:12 am -
1 stop5h 17m
Wed 9/24:30 pm -
Nonstop2h 31m
Deal found 8/11![American Airlines logo]()
$208
This Priceline deal was found by Cheapflights users on 8/10. 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.
Sat 9/121:00 pm -
1 stop6h 23m
Sun 9/137:00 am -
Nonstop2h 27m
Deal found 8/10![Multiple Airlines logo]()
$209
This Super.com deal was found by Cheapflights users on 8/10. 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.
Tue 8/253:40 pm -
Nonstop2h 55m
Wed 9/1610:59 am -
Nonstop2h 21m
Deal found 8/10![JetBlue logo]()
$210
This lol.travel deal was found by Cheapflights users on 8/13. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:50 am -
1 stop7h 55m
Mon 9/147:00 am -
Nonstop2h 27m
Deal found 8/13![JetBlue logo]()
$212
This JetBlue deal was found by Cheapflights users on 8/11. 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.
Thu 10/18:10 am -
Nonstop2h 48m
Mon 10/57:00 am -
Nonstop2h 27m
Deal found 8/11![JetBlue logo]()
$213
This CheapOair deal was found by Cheapflights users on 8/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:00 pm -
1 stop8h 08m
Tue 9/86:00 am -
Nonstop2h 17m
Deal found 8/11![Multiple Airlines logo]()
$214
This Super.com deal was found by Cheapflights users on 8/11. 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.
Sun 8/307:09 am -
Nonstop2h 43m
Mon 9/287:00 am -
Nonstop2h 27m
Deal found 8/11![JetBlue logo]()
$215
This CheapOair deal was found by Cheapflights users on 8/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:00 pm -
1 stop6h 23m
Sun 10/47:00 am -
Nonstop2h 27m
Deal found 8/11![Multiple Airlines logo]()
$216
This Delta deal was found by Cheapflights users on 8/11. 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 9/137:35 am -
Nonstop2h 52m
Wed 9/166:00 am -
Nonstop2h 21m
Deal found 8/11![Delta logo]()
$217
This JetBlue deal was found by Cheapflights users on 8/13. 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.
Wed 9/168:10 am -
Nonstop2h 48m
Mon 9/217:00 am -
Nonstop2h 27m
Deal found 8/13![JetBlue logo]()
$218
This Delta deal was found by Cheapflights users on 8/12. 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 9/121:00 pm -
1 stop4h 57m
Tue 9/151:19 pm -
1 stop5h 50m
Deal found 8/12![Delta logo]()
$293
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 August 15, 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 August 15, 2026.
This Delta deal was found by Cheapflights users on 8/10. 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 9/53:00 pm -
Nonstop3h 06m
Mon 9/146:00 am -
Nonstop2h 21m
Deal found 8/10![Delta logo]()
$237
This JetBlue deal was found by Cheapflights users on 8/14. 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.
Sat 9/58:00 pm -
Nonstop2h 58m
Wed 9/93:00 pm -
1 stop7h 51m
Deal found 8/14![JetBlue logo]()
$250
This Delta deal was found by Cheapflights users on 8/14. 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 9/197:35 am -
Nonstop2h 52m
Thu 10/16:00 am -
Nonstop2h 21m
Deal found 8/14![Delta logo]()
$247
This JetBlue deal was found by Cheapflights users on 8/10. 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 9/306:45 am -
1 stop8h 00m
Mon 10/57:00 am -
Nonstop2h 27m
Deal found 8/10![JetBlue logo]()
$250
This Delta deal was found by Cheapflights users on 8/13. 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.
Thu 9/107:35 am -
Nonstop2h 52m
Mon 9/146:00 pm -
Nonstop2h 43m
Deal found 8/13![Delta logo]()
$248
This JetBlue deal was found by Cheapflights users on 8/14. 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.
Thu 9/174:30 pm -
1 stop7h 38m
Sat 9/266:00 am -
1 stop7h 07m
Deal found 8/14![JetBlue logo]()
$253
This JetBlue deal was found by Cheapflights users on 8/12. 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.
Wed 9/26:55 am -
Nonstop2h 48m
Tue 9/88:20 pm -
1 stop9h 07m
Deal found 8/12![JetBlue logo]()
$265
This Delta deal was found by Cheapflights users on 8/10. 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 9/137:35 am -
Nonstop2h 52m
Tue 9/157:05 am -
1 stop3h 55m
Deal found 8/10![Delta logo]()
$272
This JetBlue deal was found by Cheapflights users on 8/12. 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.
Tue 9/81:20 pm -
1 stop7h 05m
Thu 9/106:00 am -
1 stop7h 07m
Deal found 8/12![JetBlue logo]()
$270
This Delta deal was found by Cheapflights users on 8/11. 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 9/191:00 pm -
1 stop4h 14m
Mon 9/216:00 am -
Nonstop2h 21m
Deal found 8/11![Delta logo]()
$275
This JetBlue deal was found by Cheapflights users on 8/14. 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.
Mon 9/141:00 pm -
1 stop7h 01m
Tue 10/63:00 pm -
1 stop7h 51m
Deal found 8/14![JetBlue logo]()
$270
This Delta deal was found by Cheapflights users on 8/12. 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 9/2610:40 am -
Nonstop2h 45m
Sun 9/276:00 am -
Nonstop2h 21m
Deal found 8/12![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 8/12. 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 9/267:10 am -
1 stop7h 10m
Tue 9/291:19 pm -
1 stop5h 50m
Deal found 8/12![Delta logo]()
$293
This Delta deal was found by Cheapflights users on 8/10. 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 10/16:00 am -
1 stop4h 07m
Mon 10/55:10 pm -
1 stop6h 49m
Deal found 8/10![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 8/14. 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.
Thu 9/108:35 am -
1 stop7h 49m
Wed 9/161:00 pm -
1 stop8h 02m
Deal found 8/14![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 8/12. 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 9/191:00 pm -
1 stop6h 22m
Mon 9/211:19 pm -
1 stop5h 50m
Deal found 8/12![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 8/10. 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 10/16:00 am -
1 stop4h 07m
Thu 10/86:04 am -
1 stop4h 56m
Deal found 8/10![Delta logo]()
$397
This Delta deal was found by Cheapflights users on 8/14. 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 10/1012:57 pm -
1 stop6h 03m
Tue 10/136:44 pm -
2 stops11h 41m
Deal found 8/14![Delta logo]()
$405
This Delta deal was found by Cheapflights users on 8/14. 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.
Thu 9/171:00 pm -
1 stop6h 33m
Mon 9/211:19 pm -
1 stop5h 50m
Deal found 8/14![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 8/14. 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.
Thu 9/171:00 pm -
1 stop6h 33m
Fri 9/251:19 pm -
1 stop5h 50m
Deal found 8/14![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 8/13. 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.
Sat 10/177:10 am -
1 stop6h 37m
Sun 10/186:04 am -
1 stop4h 56m
Deal found 8/13![Delta logo]()
$412
This Delta deal was found by Cheapflights users on 8/13. 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 10/21:00 pm -
1 stop6h 33m
Mon 10/51:19 pm -
1 stop5h 50m
Deal found 8/13![Delta logo]()
$412
This Delta deal was found by Cheapflights users on 8/10. 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 8/215:40 pm -
1 stop5h 56m
Mon 8/241:25 pm -
1 stop5h 44m
Deal found 8/10![Delta logo]()
$431
Last-minute flights from John F Kennedy Intl to ChicagoDiscover last-minute flight deals from John F Kennedy Intl to Chicago. Data last updated August 15, 2026 and is based on user searches.
Discover last-minute flight deals from John F Kennedy Intl to Chicago. Data last updated August 15, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 8/10. 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 8/246:55 am -
Nonstop2h 48m
Sat 9/197:00 am -
Nonstop2h 27m
Deal found 8/10![JetBlue logo]()
$213
This Super.com deal was found by Cheapflights users on 8/10. 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.
Tue 8/253:40 pm -
Nonstop2h 55m
Wed 9/1610:59 am -
Nonstop2h 21m
Deal found 8/10![JetBlue logo]()
$210
This Super.com deal was found by Cheapflights users on 8/11. 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.
Sun 8/307:09 am -
Nonstop2h 43m
Mon 9/287:00 am -
Nonstop2h 27m
Deal found 8/11![JetBlue logo]()
$215
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/28:12 am -
1 stop5h 17m
Wed 9/24:30 pm -
Nonstop2h 31m
Deal found 8/11![American Airlines logo]()
$208
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:40 pm -
Nonstop2h 55m
Thu 9/36:00 am -
Nonstop2h 17m
Deal found 8/12![JetBlue logo]()
$216
This CheapOair deal was found by Cheapflights users on 8/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:00 pm -
1 stop8h 08m
Tue 9/86:00 am -
Nonstop2h 17m
Deal found 8/11![Multiple Airlines logo]()
$214
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/102:58 pm -
Nonstop2h 48m
Mon 9/141:35 pm -
Nonstop2h 25m
Deal found 8/10![American Airlines logo]()
$205
This lol.travel deal was found by Cheapflights users on 8/13. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:50 am -
1 stop7h 55m
Mon 9/147:00 am -
Nonstop2h 27m
Deal found 8/13![JetBlue logo]()
$212
This Priceline deal was found by Cheapflights users on 8/10. 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.
Sat 9/121:00 pm -
1 stop6h 23m
Sun 9/137:00 am -
Nonstop2h 27m
Deal found 8/10![Multiple Airlines logo]()
$209
This Delta deal was found by Cheapflights users on 8/12. 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 9/121:00 pm -
1 stop4h 57m
Tue 9/151:19 pm -
1 stop5h 50m
Deal found 8/12![Delta logo]()
$293
This Delta deal was found by Cheapflights users on 8/11. 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 9/137:35 am -
Nonstop2h 52m
Wed 9/166:00 am -
Nonstop2h 21m
Deal found 8/11![Delta logo]()
$217
This JetBlue deal was found by Cheapflights users on 8/13. 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.
Wed 9/168:10 am -
Nonstop2h 48m
Mon 9/217:00 am -
Nonstop2h 27m
Deal found 8/13![JetBlue logo]()
$218
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 August 15, 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 August 15, 2026.
This American Airlines deal was found by Cheapflights users on 8/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:55 am -
Nonstop2h 53m
Deal found 8/12![American Airlines logo]()
$104
This KAYAK deal was found by Cheapflights users on 8/11. 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.
Tue 9/1510:40 am -
Nonstop2h 45m
Deal found 8/11![Delta logo]()
$105
This Jetabroad deal was found by Cheapflights users on 8/13. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:05 pm -
Nonstop2h 53m
Deal found 8/13![JetBlue logo]()
$106
This Jetabroad deal was found by Cheapflights users on 8/14. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:00 pm -
1 stop7h 01m
Deal found 8/14![JetBlue logo]()
$107
This Super.com deal was found by Cheapflights users on 8/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:00 pm -
1 stop7h 01m
Deal found 8/14![JetBlue logo]()
$108
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:00 pm -
1 stop6h 23m
Deal found 8/14![Frontier logo]()
$109
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:00 pm -
1 stop5h 51m
Deal found 8/14![Frontier logo]()
$109
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:00 pm -
1 stop8h 08m
Deal found 8/14![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 8/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:00 pm -
1 stop5h 51m
Deal found 8/15![Frontier logo]()
$110
This Jetabroad deal was found by Cheapflights users on 8/14. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:30 am -
1 stop6h 24m
Deal found 8/14![JetBlue logo]()
$111
This Super.com deal was found by Cheapflights users on 8/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:59 pm -
1 stop7h 02m
Deal found 8/13![JetBlue logo]()
$113
This KAYAK deal was found by Cheapflights users on 8/10. 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.
Tue 9/88:00 pm -
Nonstop2h 58m
Deal found 8/10![JetBlue logo]()
$114
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 August 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (American Airlines) |
One-way from | $104 (American Airlines) |
Popular in | August |
Cheapest in | January |
Average price | $311 |
Good round-trip deal | $264 or less |
Good one-way deal | $178 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 2,558,603 searches. Data last updated August 15, 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
Sat 9/5
3:00 pm-5:06 pm
Nonstop3h 06m
Chicago O'Hare Intl
Mon 9/14
6:00 am-9:21 am
Nonstop2h 21m
$237
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Sat 9/19
7:35 am-9:27 am
Nonstop2h 52m
Chicago O'Hare Intl
Thu 10/1
6:00 am-9:21 am
Nonstop2h 21m
$247
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Thu 9/10
7:35 am-9:27 am
Nonstop2h 52m
Chicago O'Hare Intl
Mon 9/14
6:00 pm-9:43 pm
Nonstop2h 43m
$248
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Sat 9/5
8:00 pm-9:58 pm
Nonstop2h 58m
Chicago O'Hare Intl
Wed 9/9
3:00 pm-11:51 pm
1 stop7h 51m
$250
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Wed 9/30
6:45 am-1:45 pm
1 stop8h 00m
Chicago O'Hare Intl
Mon 10/5
7:00 am-10:27 am
Nonstop2h 27m
$250
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Thu 9/17
4:30 pm-11:08 pm
1 stop7h 38m
Chicago O'Hare Intl
Sat 9/26
6:00 am-2:07 pm
1 stop7h 07m
$253
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Wed 9/2
6:55 am-8:43 am
Nonstop2h 48m
Chicago O'Hare Intl
Tue 9/8
8:20 pm-6:27 am
1 stop9h 07m
$265
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Tue 9/8
1:20 pm-7:25 pm
1 stop7h 05m
Chicago O'Hare Intl
Thu 9/10
6:00 am-2:07 pm
1 stop7h 07m
$270
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Mon 9/14
1:00 pm-7:01 pm
1 stop7h 01m
Chicago O'Hare Intl
Tue 10/6
3:00 pm-11:51 pm
1 stop7h 51m
$270
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Sun 9/13
7:35 am-9:27 am
Nonstop2h 52m
Chicago O'Hare Intl
Tue 9/15
7:05 am-12:00 pm
1 stop3h 55m
$272
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 August.
| 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 Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- 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 $167). Flying from New York John F Kennedy Intl Airport to Chicago in June is currently the most expensive (average of $311). 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 August 15, 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 evening could potentially save you up to 30% 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 August 15, 2026.
The most flights from JFK to CHI are scheduled on a Friday (51 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (28 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 $221 and $413 in September.The cheapest round-trip price found within the last 5 days was $205 on American Airlines (Sep 10-Sep 14).
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 13% of flights being delayed.
How far ahead should I book a flight from New York John F Kennedy Intl Airport to Chicago?
Booking 47 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 August 15, 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 August 15, 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.
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Boarding
8.1
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?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from John F Kennedy Intl
Popular flights
Alternative routes for John F Kennedy Intl to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 15, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from John F Kennedy Intl to Chicago by cabin class
Find flights from John F Kennedy Intl to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
John F Kennedy Intl and Chicago flights
Browse other John F Kennedy Intl and Chicago flight options. Last updated on August 15, 2026.
Other flights from John F Kennedy Intl
Browse through other flights departing from John F Kennedy Intl. Flights are based on user searches made on Cheapflights and were last updated on August 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 2,558,603 searches. Data last updated August 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$44 | Average$117 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$74 | Average$446 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$122 | Average$252 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$157 | Average$293 | FlexibilityNo cancel fee | On-time71% |