$153+ Cheap flights from Midway (MDW) 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HPN
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from Midway 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
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.Cheap flight deals from Midway to White Plains
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Best
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Cheapest flights from Midway to White PlainsExplore the most affordable flight options available from Midway to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
Explore the most affordable flight options available from Midway to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 8/189:59 am -
1 stop5h 38m
Tue 8/254:29 pm -
1 stop7h 07m
Deal found 8/18![Delta logo]()
$381
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:59 am -
1 stop5h 41m
Wed 10/712:30 pm -
1 stop6h 30m
Deal found 8/16![Delta logo]()
$406
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/210:54 am -
1 stop6h 13m
Sun 9/66:00 am -
1 stop5h 10m
Deal found 8/18![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/186:05 am -
1 stop7h 24m
Mon 9/216:40 pm -
1 stop5h 04m
Deal found 8/18![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/46:05 am -
1 stop7h 24m
Sun 9/66:00 am -
1 stop5h 10m
Deal found 8/18![Delta logo]()
$453
This KAYAK deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:24 am -
1 stop5h 24m
Wed 9/212:36 pm -
1 stop5h 23m
Deal found 8/20![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 8/319:24 am -
1 stop5h 24m
Thu 9/36:00 am -
1 stop4h 59m
Deal found 8/21![Delta logo]()
$479
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/16:05 am -
2 stops8h 43m
Sun 9/66:00 am -
1 stop5h 10m
Deal found 8/18![Delta logo]()
$481
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/286:05 am -
1 stop4h 58m
Wed 9/306:00 am -
2 stops7h 39m
Deal found 8/20![Delta logo]()
$484
Best flights from Midway to White PlainsDiscover carefully curated flight deals from Midway to White Plains that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Midway to White Plains that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:59 am -
1 stop5h 41m
Wed 10/712:30 pm -
1 stop6h 30m
Deal found 8/16![Delta logo]()
$406
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/210:54 am -
1 stop6h 13m
Sun 9/66:00 am -
1 stop5h 10m
Deal found 8/18![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/186:05 am -
1 stop7h 24m
Mon 9/216:40 pm -
1 stop5h 04m
Deal found 8/18![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 8/20![Delta logo]()
$453
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/46:05 am -
1 stop7h 24m
Sun 9/66:00 am -
1 stop5h 10m
Deal found 8/18![Delta logo]()
$453
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 11/16:04 am -
1 stop5h 04m
Mon 11/24:29 pm -
1 stop7h 04m
Deal found 8/21![Delta logo]()
$479
This KAYAK deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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.
Mon 8/316:05 am -
1 stop7h 24m
Tue 9/14:29 pm -
1 stop7h 07m
Deal found 8/20![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:29 am -
1 stop5h 19m
Sun 11/110:29 am -
1 stop5h 48m
Deal found 8/16![Delta logo]()
$536
This KAYAK deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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.
Mon 9/76:05 am -
1 stop4h 58m
Fri 9/114:25 pm -
1 stop7h 19m
Deal found 8/20![Delta logo]()
$660
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/249:29 am -
1 stop5h 16m
Sun 9/276:00 am -
1 stop6h 54m
Deal found 8/18![Delta logo]()
$666
Last-minute flights from Midway to White PlainsDiscover last-minute flight deals from Midway to White Plains. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to White Plains. Data last updated August 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 8/319:24 am -
1 stop5h 24m
Thu 9/36:00 am -
1 stop4h 59m
Deal found 8/21![Delta logo]()
$479
This KAYAK deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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.
Mon 8/316:05 am -
1 stop7h 24m
Tue 9/14:29 pm -
1 stop7h 07m
Deal found 8/20![Delta logo]()
$493
This KAYAK deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:24 am -
1 stop5h 24m
Wed 9/212:36 pm -
1 stop5h 23m
Deal found 8/20![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/16:05 am -
2 stops8h 43m
Sun 9/66:00 am -
1 stop5h 10m
Deal found 8/18![Delta logo]()
$481
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/210:54 am -
1 stop6h 13m
Sun 9/66:00 am -
1 stop5h 10m
Deal found 8/18![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/46:05 am -
1 stop7h 24m
Sun 9/66:00 am -
1 stop5h 10m
Deal found 8/18![Delta logo]()
$453
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/186:05 am -
1 stop7h 24m
Mon 9/216:40 pm -
1 stop5h 04m
Deal found 8/18![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/286:05 am -
1 stop4h 58m
Wed 9/306:00 am -
2 stops7h 39m
Deal found 8/20![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:59 am -
1 stop5h 41m
Wed 10/712:30 pm -
1 stop6h 30m
Deal found 8/16![Delta logo]()
$406
One-way flights from Midway to White PlainsSearch for one-way flight options from Midway to White Plains. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Midway to White Plains. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:25 am -
2 stops12h 35m
Deal found 8/17![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:46 pm -
2 stops25h 14m
Deal found 8/16![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 8/18![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 8/19![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 am -
2 stops13h 35m
Deal found 8/16![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:46 pm -
2 stops25h 14m
Deal found 8/17![Multiple Airlines logo]()
$173
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:05 am -
1 stop7h 24m
Deal found 8/16![Delta logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/176:46 pm -
2 stops25h 14m
Deal found 8/18![Multiple Airlines logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/256:46 pm -
2 stops25h 14m
Deal found 8/20![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/1012:54 pm -
3 stops31h 06m
Deal found 8/20![Multiple Airlines logo]()
$192
Find flight deals from Midway to White Plains
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $359 (Delta) |
One-way from | $153 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $268 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway 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 21, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to White Plains that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Wed 9/30
9:59 am-4:40 pm
1 stop5h 41m
White Plains Westchester County
Wed 10/7
12:30 pm-6:00 pm
1 stop6h 30m
$406
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Wed 9/2
10:54 am-6:07 pm
1 stop6h 13m
White Plains Westchester County
Sun 9/6
6:00 am-10:10 am
1 stop5h 10m
$417
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Fri 9/18
6:05 am-2:29 pm
1 stop7h 24m
White Plains Westchester County
Mon 9/21
6:40 pm-10:44 pm
1 stop5h 04m
$444
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
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Fri 9/4
6:05 am-2:29 pm
1 stop7h 24m
White Plains Westchester County
Sun 9/6
6:00 am-10:10 am
1 stop5h 10m
$453
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Sun 11/1
6:04 am-12:08 pm
1 stop5h 04m
White Plains Westchester County
Mon 11/2
4:29 pm-10:33 pm
1 stop7h 04m
$479
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Mon 8/31
6:05 am-2:29 pm
1 stop7h 24m
White Plains Westchester County
Tue 9/1
4:29 pm-10:36 pm
1 stop7h 07m
$493
Quickest round-trip
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Thu 10/29
9:29 am-3:48 pm
1 stop5h 19m
White Plains Westchester County
Sun 11/1
10:29 am-3:17 pm
1 stop5h 48m
$536
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Mon 9/7
6:05 am-12:03 pm
1 stop4h 58m
White Plains Westchester County
Fri 9/11
4:25 pm-10:44 pm
1 stop7h 19m
$660
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Thu 9/24
9:29 am-3:45 pm
1 stop5h 16m
White Plains Westchester County
Sun 9/27
6:00 am-11:54 am
1 stop6h 54m
$666
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Midway 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 Midway 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 Midway Airport-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 Midway Airport-White Plains flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-White Plains flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-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 Midway Airport-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 Midway to White Plains
Have a flexible travel schedule? Discover the best time to fly to White Plains from Midway with our price prediction graph.
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.
Related info for your journey
Find useful and relevant information for your journey from Midway to White Plains. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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