$140+ 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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
Dec 2 — Dec 91
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 February, booked 45 days in advance, depart on a Tuesday or Wednesday 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 November 2, 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 November 2, 2026.
This Delta deal was found by Cheapflights users on 10/29. 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 11/197:35 pm -
Nonstop3h 07m
Thu 11/261:35 pm -
Nonstop2h 22m
Deal found 10/29![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 10/29. 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 11/1910:55 am -
Nonstop2h 51m
Mon 11/236:00 pm -
Nonstop2h 29m
Deal found 10/29![Delta logo]()
$260
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/36:30 am -
1 stop7h 29m
Mon 12/72:34 pm -
Nonstop2h 26m
Deal found 10/28![American Airlines logo]()
$269
This JetBlue deal was found by Cheapflights users on 10/29. 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 12/169:30 am -
1 stop8h 12m
Mon 1/112:55 pm -
1 stop5h 53m
Deal found 10/29![JetBlue logo]()
$278
This Delta deal was found by Cheapflights users on 10/30. 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 12/47:36 pm -
Nonstop3h 00m
Sat 12/56:00 am -
Nonstop2h 20m
Deal found 10/30![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 10/29. 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.
Tue 12/17:10 am -
1 stop4h 49m
Tue 12/81:35 pm -
Nonstop2h 30m
Deal found 10/29![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 10/30. 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 11/206:00 am -
1 stop5h 25m
Mon 11/236:00 am -
Nonstop2h 24m
Deal found 10/30![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/27:27 am -
Nonstop3h 15m
Fri 12/44:57 pm -
Nonstop2h 33m
Deal found 10/29![American Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 10/29. 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 11/197:30 am -
Nonstop2h 57m
Sun 11/226:00 am -
Nonstop2h 24m
Deal found 10/29![Delta logo]()
$293
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/18:30 pm -
Nonstop3h 07m
Tue 12/86:44 am -
Nonstop2h 25m
Deal found 11/1![American Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 11/2. 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 12/37:30 am -
Nonstop3h 00m
Mon 12/71:35 pm -
Nonstop2h 30m
Deal found 11/2![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 11/2. 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 12/311:29 am -
1 stop5h 47m
Mon 12/75:30 pm -
1 stop5h 36m
Deal found 11/2![Delta logo]()
$317
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 November 2, 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 November 2, 2026.
This Delta deal was found by Cheapflights users on 10/31. 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 1/2510:50 am -
Nonstop2h 55m
Fri 1/296:00 pm -
Nonstop2h 29m
Deal found 10/31![Delta logo]()
$297
This JetBlue deal was found by Cheapflights users on 10/29. 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 1/216:50 am -
1 stop7h 59m
Sun 1/242:55 pm -
1 stop5h 53m
Deal found 10/29![JetBlue logo]()
$312
This KAYAK deal was found by Cheapflights users on 11/2. 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.
Wed 11/113:17 pm -
1 stop7h 12m
Fri 11/138:29 am -
1 stop4h 41m
Deal found 11/2![American Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 10/30. 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.
Tue 12/17:30 am -
Nonstop3h 00m
Thu 12/36:00 am -
Nonstop2h 20m
Deal found 10/30![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 10/31. 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.
Tue 1/197:05 pm -
1 stop5h 50m
Tue 1/261:41 pm -
1 stop7h 03m
Deal found 10/31![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 10/28. 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 11/237:20 am -
1 stop5h 30m
Wed 12/21:02 pm -
1 stop7h 51m
Deal found 10/28![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 10/28. 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 11/1912:59 pm -
1 stop4h 19m
Mon 11/237:05 am -
1 stop3h 52m
Deal found 10/28![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 10/29. 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 1/295:15 pm -
1 stop7h 40m
Mon 2/16:00 am -
1 stop7h 15m
Deal found 10/29![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 10/29. 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 12/197:20 pm -
Nonstop2h 55m
Fri 1/81:45 pm -
1 stop6h 59m
Deal found 10/29![Delta logo]()
$332
This Delta deal was found by Cheapflights users on 10/30. 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 12/211:29 am -
1 stop6h 37m
Fri 12/43:47 pm -
1 stop7h 19m
Deal found 10/30![Delta logo]()
$332
This Delta deal was found by Cheapflights users on 10/28. 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 2/17:09 am -
1 stop6h 52m
Thu 2/46:00 am -
1 stop7h 15m
Deal found 10/28![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 10/29. 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 12/3111:54 am -
1 stop6h 30m
Mon 1/41:59 pm -
1 stop6h 45m
Deal found 10/29![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 10/28. 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 11/147:20 am -
1 stop5h 30m
Wed 11/185:13 pm -
1 stop6h 46m
Deal found 10/28![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 10/31. 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 3/207:15 am -
1 stop6h 18m
Sat 3/205:35 pm -
1 stop5h 12m
Deal found 10/31![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 10/30. 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 2/202:55 pm -
1 stop8h 15m
Sat 2/275:35 pm -
1 stop5h 12m
Deal found 10/30![Delta logo]()
$347
This KAYAK deal was found by Cheapflights users on 10/29. 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 1/128:30 am -
1 stop5h 57m
Thu 1/149:50 am -
1 stop6h 59m
Deal found 10/29![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 10/29. 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 11/1312:59 pm -
1 stop6h 05m
Mon 11/1610:34 am -
1 stop5h 13m
Deal found 10/29![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 10/30. 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 1/16:00 am -
1 stop6h 13m
Wed 1/65:30 am -
1 stop7h 45m
Deal found 10/30![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 10/30. 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 11/2011:30 am -
1 stop5h 48m
Mon 11/235:29 pm -
1 stop5h 29m
Deal found 10/30![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 10/28. 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 12/177:10 am -
1 stop4h 49m
Mon 1/41:45 pm -
1 stop6h 59m
Deal found 10/28![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 11/1. 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 11/127:30 am -
Nonstop2h 57m
Sun 11/156:00 am -
Nonstop2h 24m
Deal found 11/1![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 11/1. 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.
Tue 12/16:00 am -
1 stop7h 04m
Thu 12/35:12 pm -
1 stop6h 48m
Deal found 11/1![Delta logo]()
$427
This Delta deal was found by Cheapflights users on 11/2. 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 11/156:00 am -
1 stop5h 25m
Tue 11/172:44 pm -
1 stop6h 45m
Deal found 11/2![Delta logo]()
$442
Last-minute flights from John F Kennedy Intl to ChicagoDiscover last-minute flight deals from John F Kennedy Intl to Chicago. Data last updated November 2, 2026 and is based on user searches.
Discover last-minute flight deals from John F Kennedy Intl to Chicago. Data last updated November 2, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 10/30. 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 11/181:00 pm -
1 stop7h 29m
Deal found 10/30![JetBlue logo]()
$304
This Traveloka deal was found by Cheapflights users on 10/29. 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 Traveloka is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:40 am -
1 stop6h 20m
Wed 11/181:00 pm -
1 stop7h 29m
Deal found 10/29![JetBlue logo]()
$302
This JetBlue deal was found by Cheapflights users on 10/30. 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 11/176:40 am -
1 stop6h 20m
Thu 11/1911:00 am -
1 stop7h 30m
Deal found 10/30![JetBlue logo]()
$303
This Delta deal was found by Cheapflights users on 10/29. 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 11/197:35 pm -
Nonstop3h 07m
Thu 11/261:35 pm -
Nonstop2h 22m
Deal found 10/29![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 10/29. 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 11/1910:55 am -
Nonstop2h 51m
Mon 11/236:00 pm -
Nonstop2h 29m
Deal found 10/29![Delta logo]()
$260
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/197:45 am -
Nonstop3h 02m
Mon 11/238:45 am -
1 stop6h 45m
Deal found 10/28![American Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 10/29. 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 11/197:30 am -
Nonstop2h 57m
Sun 11/226:00 am -
Nonstop2h 24m
Deal found 10/29![Delta logo]()
$293
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/196:30 am -
1 stop7h 30m
Fri 11/278:45 am -
1 stop6h 45m
Deal found 10/29![American Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 10/30. 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 11/207:35 pm -
Nonstop3h 07m
Mon 11/236:00 am -
Nonstop2h 24m
Deal found 10/30![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 10/29. 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 11/217:35 pm -
Nonstop3h 07m
Wed 12/22:41 pm -
1 stop6h 16m
Deal found 10/29![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 10/31. 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 11/217:30 am -
Nonstop2h 57m
Mon 11/236:00 pm -
Nonstop2h 29m
Deal found 10/31![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 10/31. 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 11/237:20 am -
1 stop5h 30m
Wed 12/21:02 pm -
1 stop7h 51m
Deal found 10/31![Delta logo]()
$317
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 November 2, 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 November 2, 2026.
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 11/215:29 pm -
1 stop5h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$140
This JetBlue deal was found by Cheapflights users on 10/29. 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 11/219:45 am -
1 stop7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![JetBlue logo]()
$145
This Super.com deal was found by Cheapflights users on 10/30. 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.
Fri 11/2012:30 pm -
1 stop5h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![JetBlue logo]()
$148
This Delta deal was found by Cheapflights users on 10/29. 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.
Tue 1/57:56 am -
Nonstop3h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$149
This Jettzy deal was found by Cheapflights users on 11/2. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:30 am -
1 stop8h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![JetBlue logo]()
$151
This JetBlue deal was found by Cheapflights users on 10/30. 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 12/39:30 am -
1 stop8h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![JetBlue logo]()
$155
This Super.com deal was found by Cheapflights users on 10/29. 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.
Fri 1/86:50 am -
1 stop7h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![JetBlue logo]()
$156
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 1/166:30 am -
1 stop5h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$158
This Delta deal was found by Cheapflights users on 10/29. 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 12/212:56 pm -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$159
This Delta deal was found by Cheapflights users on 10/29. 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 11/1912:59 pm -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$160
This Delta deal was found by Cheapflights users on 10/29. 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 12/186:00 am -
1 stop5h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$169
This Delta deal was found by Cheapflights users on 10/30. 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 11/206:00 am -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Delta logo]()
$174
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 November 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $259 (Delta) |
One-way from | $140 (American Airlines) |
Popular in | October |
Cheapest in | January |
Average price | $208 |
Good round-trip deal | $321 or less |
Good one-way deal | $172 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 November 2, 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 12/11
9:30 am-4:42 pm
1 stop8h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Tue 1/5
7:50 pm-9:52 pm
Nonstop3h 02m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Wed 1/27
9:30 am-1:49 pm
1 stop5h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Tue 12/1
7:30 am-9:30 am
Nonstop3h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Fri 11/20
7:35 pm-9:42 pm
Nonstop3h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$150
New YorkChicago
JFK New York John F Kennedy Intl - ORD Chicago O'Hare Intl
JFKORD
New York John F Kennedy Intl
Sat 1/16
9:30 am-1:49 pm
1 stop5h 19m
Chicago O'Hare Intl
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
Wed 12/2
12:56 pm-6:01 pm
1 stop6h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Sat 1/16
5:15 pm-10:17 pm
1 stop6h 02m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Mon 12/7
12:56 pm-6:01 pm
1 stop6h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
New YorkChicago
JFK New York John F Kennedy Intl - MDW Chicago Midway
JFKMDW
New York John F Kennedy Intl
Wed 12/16
7:10 am-1:01 pm
1 stop6h 51m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
Showing 1-10 of 46 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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 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, February 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 October is currently the most expensive (average of $335). 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 November 2, 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 31% 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 November 2, 2026.
The most flights from JFK to CHI are scheduled on a Sunday (44 on average). You will have fewer flight options on Thursday, 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 typical for this route at the moment.
New York John F Kennedy Intl Airport to Chicago flights typically cost between $138 and $308 in November.The cheapest round-trip price found within the last 5 days was $259 on Delta (Nov 19-Nov 23).
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 147 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 66 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 October 31, 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 November 2, 2026.
Read reviews from past customers who have flown Delta,JetBlue, andAmerican Airlines 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
Overall
7.8
Crew
8.5
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Overall
7.8
Crew
8.5
Comfort
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.
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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 November 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$112 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$74 | Average$450 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$139 | Average$270 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$169 | Average$311 | FlexibilityNo cancel fee | On-time71% |