$138+ Cheap flights from Chicago (CHI) to White Plains (HPN)
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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HPN
Nov 13 — Nov 201
Round-trip
1 adult, Economy
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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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to White Plains
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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 October 14, 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 October 14, 2026.
This Delta deal was found by Cheapflights users on 10/14. 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.
Wed 11/111:30 pm -
1 stop7h 39m
Tue 11/173:10 pm -
1 stop7h 23m
Deal found 10/14![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 10/14. 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 11/59:29 am -
1 stop5h 19m
Wed 11/114:29 pm -
1 stop7h 25m
Deal found 10/14![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 10/14. 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 11/126:49 am -
2 stops7h 58m
Thu 11/1912:30 pm -
1 stop7h 00m
Deal found 10/14![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 11/39:29 am -
1 stop5h 19m
Sat 11/76:00 am -
2 stops7h 47m
Deal found 10/13![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 10/14. 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 11/125:30 am -
2 stops9h 17m
Mon 11/1612:30 pm -
2 stops12h 24m
Deal found 10/14![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:30 am -
2 stops7h 31m
Fri 11/134:29 pm -
1 stop7h 25m
Deal found 10/13![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 10/13. 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.
Mon 11/28:29 am -
1 stop6h 19m
Fri 11/63:15 pm -
1 stop7h 12m
Deal found 10/13![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 10/13. 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.
Mon 11/28:29 am -
1 stop6h 19m
Wed 11/412:53 pm -
1 stop5h 54m
Deal found 10/13![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 10/13. 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 10/307:00 am -
1 stop3h 50m
Sun 11/15:22 pm -
1 stop4h 08m
Deal found 10/13![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 10/13. 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 10/309:29 am -
1 stop5h 19m
Sun 11/112:30 pm -
1 stop6h 30m
Deal found 10/13![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 10/14. 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 10/296:30 am -
2 stops8h 18m
Sun 11/15:22 pm -
1 stop4h 08m
Deal found 10/14![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 10/14. 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 10/299:29 am -
2 stops11h 48m
Sun 11/112:30 pm -
1 stop6h 30m
Deal found 10/14![Delta logo]()
$362
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 October 14, 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 October 14, 2026.
This Delta deal was found by Cheapflights users on 10/13. 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 11/78:29 am -
1 stop6h 19m
Mon 11/96:45 pm -
1 stop6h 09m
Deal found 10/13![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 10/14. 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 11/128:04 am -
1 stop5h 25m
Mon 11/165:16 pm -
2 stops7h 38m
Deal found 10/14![Delta logo]()
$312
This United deal was found by Cheapflights users on 10/9. 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.
Fri 2/57:15 am -
2 stops8h 44m
Sun 2/79:11 am -
2 stops23h 49m
Deal found 10/9![Multiple Airlines logo]()
$674
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 11/310:55 am -
2 stops10h 22m
Sat 11/76:40 pm -
1 stop6h 17m
Deal found 10/13![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 11/39:29 am -
1 stop5h 19m
Sat 11/76:00 am -
2 stops7h 47m
Deal found 10/13![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 10/13. 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 10/297:00 am -
1 stop3h 50m
Sun 11/112:30 pm -
1 stop5h 02m
Deal found 10/13![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 10/13. 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 10/309:29 am -
1 stop5h 19m
Mon 11/212:30 pm -
1 stop6h 30m
Deal found 10/13![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 10/12. 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.
Wed 10/286:04 am -
1 stop5h 04m
Sun 11/112:30 pm -
1 stop6h 30m
Deal found 10/12![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 10/13. 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 10/299:29 am -
2 stops11h 48m
Sun 11/112:30 pm -
1 stop6h 30m
Deal found 10/13![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 10/14. 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.
Fri 11/136:15 pm -
1 stop16h 58m
Thu 11/195:16 pm -
1 stop4h 01m
Deal found 10/14![Delta logo]()
$386
This Delta deal was found by Cheapflights users on 10/10. 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 12/56:49 am -
1 stop6h 39m
Sat 12/1212:38 pm -
1 stop4h 39m
Deal found 10/10![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 10/13. 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 11/126:00 am -
2 stops8h 47m
Sun 11/156:00 am -
1 stop5h 24m
Deal found 10/13![Delta logo]()
$440
This Delta deal was found by Cheapflights users on 10/11. 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 10/316:04 am -
1 stop5h 04m
Tue 11/312:30 pm -
1 stop6h 30m
Deal found 10/11![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 10/10. 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 11/136:00 am -
1 stop7h 29m
Sun 11/156:00 am -
1 stop5h 24m
Deal found 10/10![Delta logo]()
$518
This KAYAK deal was found by Cheapflights users on 10/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:29 am -
1 stop6h 18m
Wed 11/186:00 am -
2 stops13h 30m
Deal found 10/12![Delta logo]()
$542
This Delta deal was found by Cheapflights users on 10/11. 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.
Thu 11/511:38 am -
1 stop5h 22m
Mon 11/912:30 pm -
1 stop6h 34m
Deal found 10/11![Delta logo]()
$543
This Delta deal was found by Cheapflights users on 10/9. 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 11/145:30 am -
1 stop7h 59m
Sun 11/156:00 am -
2 stops8h 59m
Deal found 10/9![Delta logo]()
$665
Last-minute flights from Chicago to White PlainsDiscover last-minute flight deals from Chicago to White Plains. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to White Plains. Data last updated October 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/14. 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 10/296:30 am -
2 stops8h 18m
Sun 11/15:22 pm -
1 stop4h 08m
Deal found 10/14![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 10/14. 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 10/299:29 am -
2 stops11h 48m
Sun 11/112:30 pm -
1 stop6h 30m
Deal found 10/14![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 10/13. 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 10/307:00 am -
1 stop3h 50m
Sun 11/15:22 pm -
1 stop4h 08m
Deal found 10/13![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 10/13. 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 10/309:29 am -
1 stop5h 19m
Sun 11/112:30 pm -
1 stop6h 30m
Deal found 10/13![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 10/13. 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.
Mon 11/28:29 am -
1 stop6h 19m
Fri 11/63:15 pm -
1 stop7h 12m
Deal found 10/13![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 10/13. 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.
Mon 11/28:29 am -
1 stop6h 19m
Wed 11/412:53 pm -
1 stop5h 54m
Deal found 10/13![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 11/39:29 am -
1 stop5h 19m
Sat 11/76:00 am -
2 stops7h 47m
Deal found 10/13![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 10/14. 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 11/59:29 am -
1 stop5h 19m
Wed 11/114:29 pm -
1 stop7h 25m
Deal found 10/14![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 10/14. 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.
Wed 11/115:30 am -
1 stop5h 43m
Mon 11/165:16 pm -
1 stop4h 01m
Deal found 10/14![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:30 am -
2 stops7h 31m
Fri 11/134:29 pm -
1 stop7h 25m
Deal found 10/13![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 10/14. 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 11/127:05 am -
1 stop3h 44m
Wed 11/186:00 am -
2 stops11h 18m
Deal found 10/14![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 10/14. 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 11/125:30 am -
2 stops9h 17m
Mon 11/1612:30 pm -
2 stops12h 24m
Deal found 10/14![Delta logo]()
$317
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 October 14, 2026.
Search for one-way flight options from Chicago to White Plains. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 10/277:50 pm -
2 stops24h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 10/287:15 am -
2 stops12h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 10/276:42 pm -
2 stops25h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 10/286:16 am -
2 stops13h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 1/115:16 pm -
2 stops26h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:32 pm -
2 stops24h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 1/96:00 am -
2 stops38h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 1/76:00 am -
2 stops14h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/107:35 pm -
3 stops38h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/63:50 pm -
2 stops28h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/136:00 am -
2 stops38h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$154
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:30 am -
1 stop5h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Delta logo]()
$154
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 October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $307 (Delta) |
One-way from | $138 (Kiwi.com) |
Popular in | October |
Cheapest in | August |
Average price | $607 |
Good round-trip deal | $473 or less |
Good one-way deal | $463 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 October 14, 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
Mon 3/1
9:50 am-4:33 pm
1 stop5h 43m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Mon 3/1
6:00 am-12:11 pm
1 stop5h 11m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Tue 11/10
8:29 am-3:47 pm
1 stop6h 18m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Mon 4/12
9:30 am-9:36 pm
2 stops11h 06m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Sat 11/7
6:20 am-3:48 pm
2 stops8h 28m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Tue 11/3
5:27 am-2:29 pm
1 stop8h 02m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Mon 11/16
9:30 am-3:47 pm
1 stop5h 17m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Thu 11/12
9:30 am-3:47 pm
1 stop5h 17m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Mon 11/16
8:29 am-10:09 pm
2 stops12h 40m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoWhite Plains
ORD Chicago O'Hare Intl - HPN White Plains Westchester County
ORDHPN
Chicago O'Hare Intl
Sun 4/11
7:00 am-11:45 am
1 stop3h 45m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$179
Showing 1-10 of 40 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 October.
| 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, August is the cheapest month in which you can book a flight from Chicago to White Plains (average of $448). Flying from Chicago to White Plains in May is currently the most expensive (average of $530). 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 October 14, 2026.
It’s typically best to fly out from Chicago to White Plains in the morning. Doing so could potentially save you 11% on the flight price compared to flying in the evening, 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 October 14, 2026.
The most flights from CHI to HPN are scheduled on a Monday (9 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (7 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 $427 and $661 in November.The cheapest round-trip price found within the last 5 days was $307 on Delta (Nov 11-Nov 18).
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 October 10, 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 October 14, 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
Boarding
7.4
Crew
7.9
Food
6.4
Entertainment
6.8
Overall
7.0
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Comfort
7.2
Boarding
7.4
Crew
7.9
Food
6.4
Entertainment
6.8
Overall
7.0
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
Find useful and relevant information for your journey from Chicago to White Plains. 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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Chicago and White Plains flights
Browse other Chicago and White Plains flight options. Last updated on October 14, 2026.
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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 October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$380 | Average$493 | FlexibilityNo cancel fee | On-time71% |