$149+ Cheap flights from Chicago (CHI) to White Plains (HPN)
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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HPN
Sep 27 — Oct 41
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to White Plains 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
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Cheapest flights from Chicago to White PlainsExplore the most affordable flight options available from Chicago to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 28, 2026.
Explore the most affordable flight options available from Chicago to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 28, 2026.
This Expedia deal was found by Cheapflights users on 8/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/262:42 pm -
1 stop7h 17m
Sat 10/3110:50 am -
1 stop14h 07m
Deal found 8/24![JetBlue logo]()
$375
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/261:44 pm -
Nonstop2h 21m
Sat 10/37:06 am -
Nonstop2h 44m
Deal found 8/27![American Airlines logo]()
$381
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/198:05 am -
Nonstop2h 24m
Wed 9/235:36 pm -
Nonstop2h 54m
Deal found 8/24![American Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/301:44 pm -
Nonstop2h 21m
Sun 10/46:00 am -
Nonstop2h 44m
Deal found 8/24![American Airlines logo]()
$397
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/198:25 am -
1 stop7h 15m
Wed 9/233:10 pm -
1 stop7h 23m
Deal found 8/24![Delta logo]()
$408
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/196:05 am -
1 stop5h 03m
Wed 9/236:40 pm -
1 stop5h 04m
Deal found 8/24![Delta logo]()
$408
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/1911:50 am -
1 stop7h 39m
Tue 9/2210:08 am -
1 stop5h 57m
Deal found 8/24![American Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 8/25. 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 8/291:49 pm -
Nonstop2h 17m
Tue 9/17:12 am -
Nonstop2h 40m
Deal found 8/25![American Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 8/24. 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 12/19:37 am -
1 stop5h 11m
Mon 12/712:38 pm -
1 stop6h 23m
Deal found 8/24![Delta logo]()
$417
This CheapOair deal was found by Cheapflights users on 8/25. 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 10/292:42 pm -
1 stop7h 17m
Sun 11/18:55 pm -
1 stop28h 02m
Deal found 8/25![JetBlue logo]()
$420
This American Airlines deal was found by Cheapflights users on 8/24. 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 12/234:59 pm -
1 stop4h 53m
Sat 12/2612:25 pm -
Nonstop2h 48m
Deal found 8/24![American Airlines logo]()
$421
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/199:29 am -
1 stop5h 16m
Tue 9/226:40 pm -
1 stop5h 04m
Deal found 8/24![Delta logo]()
$430
Best flights from Chicago to White PlainsDiscover carefully curated flight deals from Chicago to White Plains that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 28, 2026.
Discover carefully curated flight deals from Chicago to White Plains that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 28, 2026.
This Delta deal was found by Cheapflights users on 8/24. 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 11/119:59 am -
1 stop5h 35m
Sun 11/153:10 pm -
1 stop5h 29m
Deal found 8/24![Delta logo]()
$417
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/197:34 pm -
Nonstop2h 25m
Mon 9/2110:08 am -
1 stop7h 10m
Deal found 8/27![American Airlines logo]()
$478
This United deal was found by Cheapflights users on 8/27. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:10 am -
2 stops22h 45m
Mon 12/79:26 am -
2 stops14h 03m
Deal found 8/27![Multiple Airlines logo]()
$598
This JetBlue deal was found by Cheapflights users on 8/27. 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 2/62:35 pm -
1 stop6h 55m
Tue 2/91:00 pm -
1 stop11h 44m
Deal found 8/27![JetBlue logo]()
$610
This Delta deal was found by Cheapflights users on 8/24. 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 12/26:00 am -
1 stop7h 28m
Sun 12/66:00 am -
1 stop5h 29m
Deal found 8/24![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 8/24. 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 12/19:37 am -
1 stop5h 11m
Mon 12/712:38 pm -
1 stop6h 23m
Deal found 8/24![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 8/24. 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 11/1110:34 am -
1 stop5h 00m
Sun 11/156:00 am -
2 stops11h 39m
Deal found 8/24![Delta logo]()
$435
This Delta deal was found by Cheapflights users on 8/26. 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 9/296:40 am -
1 stop6h 49m
Mon 10/56:40 pm -
1 stop6h 19m
Deal found 8/26![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 8/27. 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 10/288:05 am -
1 stop5h 24m
Mon 11/26:40 pm -
1 stop6h 17m
Deal found 8/27![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 8/23. 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 1/159:30 am -
1 stop6h 03m
Mon 1/1812:45 pm -
1 stop6h 52m
Deal found 8/23![Delta logo]()
$453
This Delta deal was found by Cheapflights users on 8/23. 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 10/296:20 am -
2 stops8h 28m
Sun 11/112:53 pm -
1 stop7h 18m
Deal found 8/23![Delta logo]()
$471
This Delta deal was found by Cheapflights users on 8/24. 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 9/76:59 am -
1 stop3h 57m
Thu 9/103:10 pm -
1 stop7h 23m
Deal found 8/24![Delta logo]()
$479
This Delta deal was found by Cheapflights users on 8/23. 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 9/135:30 am -
1 stop5h 33m
Sun 9/203:10 pm -
1 stop7h 23m
Deal found 8/23![Delta logo]()
$479
This Delta deal was found by Cheapflights users on 8/24. 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 9/95:30 am -
2 stops9h 15m
Thu 9/106:40 pm -
1 stop6h 19m
Deal found 8/24![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 8/24. 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 11/117:05 am -
1 stop3h 44m
Fri 11/1312:30 pm -
2 stops8h 09m
Deal found 8/24![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 8/23. 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 9/208:25 am -
1 stop7h 15m
Tue 9/2912:40 pm -
2 stops9h 16m
Deal found 8/23![Delta logo]()
$614
This Delta deal was found by Cheapflights users on 8/23. 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 10/296:04 am -
2 stops8h 44m
Sun 11/16:00 am -
2 stops7h 47m
Deal found 8/23![Delta logo]()
$669
This Delta deal was found by Cheapflights users on 8/26. 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 10/89:29 am -
1 stop5h 19m
Tue 10/1312:30 pm -
2 stops11h 03m
Deal found 8/26![Delta logo]()
$694
This Delta deal was found by Cheapflights users on 8/26. 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 11/199:30 am -
1 stop5h 17m
Sun 11/2212:30 pm -
1 stop6h 34m
Deal found 8/26![Delta logo]()
$709
This KAYAK deal was found by Cheapflights users on 8/27. 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.
Sun 9/139:59 am -
1 stop5h 41m
Thu 9/1712:40 pm -
1 stop6h 53m
Deal found 8/27![Delta logo]()
$830
This Delta deal was found by Cheapflights users on 8/23. 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 9/256:05 am -
1 stop4h 58m
Fri 9/256:40 pm -
1 stop5h 04m
Deal found 8/23![Delta logo]()
$849
Last-minute flights from Chicago to White PlainsDiscover last-minute flight deals from Chicago to White Plains. Data last updated August 28, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to White Plains. Data last updated August 28, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/23. 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 8/286:05 am -
1 stop4h 58m
Sun 8/3010:29 am -
1 stop6h 46m
Deal found 8/23![Delta logo]()
$479
This American Airlines deal was found by Cheapflights users on 8/25. 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 8/291:49 pm -
Nonstop2h 17m
Tue 9/17:12 am -
Nonstop2h 40m
Deal found 8/25![American Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 8/23. 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 8/299:24 am -
1 stop5h 24m
Sun 8/3010:29 am -
1 stop6h 46m
Deal found 8/23![Delta logo]()
$456
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/198:05 am -
Nonstop2h 24m
Wed 9/235:36 pm -
Nonstop2h 54m
Deal found 8/24![American Airlines logo]()
$391
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/198:25 am -
1 stop7h 15m
Wed 9/233:10 pm -
1 stop7h 23m
Deal found 8/24![Delta logo]()
$408
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/196:05 am -
1 stop5h 03m
Wed 9/236:40 pm -
1 stop5h 04m
Deal found 8/24![Delta logo]()
$408
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/1911:50 am -
1 stop7h 39m
Tue 9/2210:08 am -
1 stop5h 57m
Deal found 8/24![American Airlines logo]()
$411
This KAYAK deal was found by Cheapflights users on 8/24. 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 9/199:29 am -
1 stop5h 16m
Tue 9/226:40 pm -
1 stop5h 04m
Deal found 8/24![Delta logo]()
$430
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Sun 9/208:05 am -
Nonstop2h 24m
Tue 9/295:36 pm -
Nonstop2h 54m
Deal found 8/25![American Airlines logo]()
$422
This Delta deal was found by Cheapflights users on 8/25. 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 9/246:05 am -
1 stop4h 58m
Thu 10/16:00 am -
1 stop6h 54m
Deal found 8/25![Delta logo]()
$453
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/261:44 pm -
Nonstop2h 21m
Sat 10/37:06 am -
Nonstop2h 44m
Deal found 8/27![American Airlines logo]()
$381
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/301:44 pm -
Nonstop2h 21m
Sun 10/46:00 am -
Nonstop2h 44m
Deal found 8/24![American Airlines logo]()
$397
One-way flights from Chicago to White PlainsSearch for one-way flight options from Chicago to White Plains. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
Search for one-way flight options from Chicago to White Plains. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/233:50 pm -
2 stops28h 10m
Deal found 8/26![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:11 pm -
2 stops14h 16m
Deal found 8/27![Multiple Airlines logo]()
$150
This CheapOair deal was found by Cheapflights users on 8/25. 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.
Tue 10/272:42 pm -
1 stop7h 17m
Deal found 8/25![JetBlue logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:50 pm -
2 stops24h 37m
Deal found 8/24![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:50 pm -
2 stops18h 37m
Deal found 8/26![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:11 am -
2 stops36h 49m
Deal found 8/24![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:46 pm -
2 stops25h 14m
Deal found 8/26![Multiple Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:16 am -
2 stops13h 44m
Deal found 8/23![Multiple Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:25 am -
2 stops13h 35m
Deal found 8/26![Multiple Airlines logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
2 stops13h 35m
Deal found 8/27![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:15 am -
2 stops13h 45m
Deal found 8/23![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:15 am -
2 stops13h 45m
Deal found 8/25![Multiple Airlines logo]()
$198
Find flight deals from Chicago to White Plains
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to White Plains (HPN). 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 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $375 (Expedia) |
One-way from | $149 (Kiwi.com) |
Popular in | May |
Cheapest in | August |
Average price | $397 |
Good round-trip deal | $397 or less |
Good one-way deal | $438 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to White Plains 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 August 28, 2026.
Use the filters below to find and compare flights from Chicago to White Plains that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Wed 11/11
9:59 am-4:34 pm
1 stop5h 35m
White Plains Westchester County
Sun 11/15
3:10 pm-7:39 pm
1 stop5h 29m
$417
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Wed 12/2
6:00 am-2:28 pm
1 stop7h 28m
White Plains Westchester County
Sun 12/6
6:00 am-10:29 am
1 stop5h 29m
$417
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Tue 12/1
9:37 am-3:48 pm
1 stop5h 11m
White Plains Westchester County
Mon 12/7
12:38 pm-6:01 pm
1 stop6h 23m
$417
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Wed 11/11
10:34 am-4:34 pm
1 stop5h 00m
White Plains Westchester County
Sun 11/15
6:00 am-4:39 pm
2 stops11h 39m
$435
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Tue 9/29
6:40 am-2:29 pm
1 stop6h 49m
White Plains Westchester County
Mon 10/5
6:40 pm-11:59 pm
1 stop6h 19m
$437
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Wed 10/28
8:05 am-2:29 pm
1 stop5h 24m
White Plains Westchester County
Mon 11/2
6:40 pm-11:57 pm
1 stop6h 17m
$437
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Fri 1/15
9:30 am-4:33 pm
1 stop6h 03m
White Plains Westchester County
Mon 1/18
12:45 pm-6:37 pm
1 stop6h 52m
$453
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Thu 10/29
6:20 am-3:48 pm
2 stops8h 28m
White Plains Westchester County
Sun 11/1
12:53 pm-7:11 pm
1 stop7h 18m
$471
Quickest round-trip
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Sat 9/19
7:34 pm-10:59 pm
Nonstop2h 25m
White Plains Westchester County
Mon 9/21
10:08 am-4:18 pm
1 stop7h 10m
$478
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Mon 9/7
6:59 am-11:56 am
1 stop3h 57m
White Plains Westchester County
Thu 9/10
3:10 pm-9:33 pm
1 stop7h 23m
$479
Showing 1-10 of 44 resultsSorted by cheapest first
Compare providers for flights from Chicago to White Plains
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 Chicago to White Plains in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-White Plains flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-White Plains flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-White Plains flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-White Plains 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 Chicago-White Plains 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 Chicago to White Plains
Have a flexible travel schedule? Discover the best time to fly to White Plains from Chicago with our price prediction graph.
CHI-HPN
ORD-HPN
MDW-HPN
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 Chicago to White Plains
CHI-HPN
ORD-HPN
MDW-HPN
What is the cheapest month to book a flight from Chicago to White Plains?
Currently, January is the cheapest month in which you can book a flight from Chicago to White Plains (average of $399). Flying from Chicago to White Plains in May is currently the most expensive (average of $523). 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 CHI to HPN?
Find hourly flight availability from Chicago to White Plains. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 28, 2026.
It’s typically best to fly out from Chicago to White Plains in the morning. Doing so could potentially save you 8% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from Chicago to White Plains
Explore weekly flight availability from Chicago to White Plains. 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 28, 2026.
The most flights from CHI to HPN are scheduled on a Monday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Chicago to White Plains?
Airfare is below average for this route at the moment.
Chicago to White Plains flights typically cost between $395 and $533 in October.The cheapest round-trip price found within the last 5 days was $375 on JetBlue (Oct 26-Oct 31).
What is the cheapest day to fly from Chicago to White Plains?
Use this chart to determine the cheapest time to fly round-trip from Chicago to White Plains. Price data was last updated on August 22, 2026.
Travelers seeking maximum savings on their Chicago to White Plains flight should consider departing on Saturday afternoons when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing White Plains
Get insights into the airlines that provide service to White Plains. 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 White Plains. Reviews last updated August 28, 2026.
Peruse reviews from past customers who have flown with American Airlines from Chicago to White Plains to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.2
Crew
7.9
Overall
7.1
Entertainment
6.8
Boarding
7.5
Food
6.4
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Comfort
7.2
Crew
7.9
Overall
7.1
Entertainment
6.8
Boarding
7.5
Food
6.4
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
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Chicago and White Plains flights
Browse other Chicago and White Plains flight options. Last updated on August 28, 2026.
Other flights from Chicago
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Top airline flying from Chicago to White Plains
Discover the top airline that operate flights from Chicago to White Plains. 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 August 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$380 | Average$491 | FlexibilityNo cancel fee | On-time71% |