$138+ Cheap flights from Midway (MDW) 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.
MDW — HPN
Nov 9 — Nov 161
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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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 October 10, 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 October 10, 2026.
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/1510:59 am -
1 stop6h 01m
Sat 10/174:29 pm -
1 stop7h 04m
Deal found 10/6![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 12/86:00 am -
1 stop5h 14m
Thu 12/1012:38 pm -
1 stop6h 23m
Deal found 10/6![Delta logo]()
$365
This KAYAK deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/196:04 am -
1 stop5h 04m
Tue 10/206:00 am -
1 stop6h 54m
Deal found 10/7![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/411:39 am -
1 stop5h 21m
Tue 11/1012:30 pm -
1 stop6h 34m
Deal found 10/5![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/199:30 am -
1 stop5h 19m
Fri 12/2512:45 pm -
1 stop5h 59m
Deal found 10/7![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/36:04 am -
1 stop5h 04m
Sat 11/712:30 pm -
1 stop6h 30m
Deal found 10/7![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/1011:27 am -
1 stop5h 34m
Mon 11/166:45 pm -
1 stop5h 09m
Deal found 10/6![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 10/106:04 am -
1 stop4h 59m
Wed 10/1412:30 pm -
1 stop6h 30m
Deal found 10/8![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/2910:12 am -
1 stop5h 30m
Wed 11/46:00 am -
1 stop5h 43m
Deal found 10/5![Delta logo]()
$482
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 October 10, 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 October 10, 2026.
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/7![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/112:30 pm -
1 stop6h 30m
Deal found 10/7![Delta logo]()
$350
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 12/54:08 pm -
1 stop5h 03m
Sat 12/126:00 am -
1 stop5h 28m
Deal found 10/10![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/109:30 am -
1 stop5h 17m
Sun 11/156:00 am -
1 stop5h 24m
Deal found 10/6![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/1410:34 am -
1 stop5h 00m
Mon 11/166:00 am -
1 stop6h 59m
Deal found 10/5![Delta logo]()
$457
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 12/46:00 am -
1 stop7h 28m
Sat 12/1212:38 pm -
1 stop6h 23m
Deal found 10/10![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 11/196:00 am -
1 stop7h 29m
Sun 11/226:00 am -
1 stop6h 59m
Deal found 10/8![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected ” under the list of providers to see comparable flight deals.
Fri 12/41:02 pm -
1 stop8h 09m
Sun 12/612:38 pm -
1 stop6h 23m
Deal found 10/7![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/269:29 am -
1 stop5h 19m
Sat 10/314:29 pm -
1 stop7h 04m
Deal found 10/7![Delta logo]()
$508
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 10/266:04 am -
1 stop7h 25m
Mon 11/212:30 pm -
1 stop6h 30m
Deal found 10/8![Delta logo]()
$543
Last-minute flights from Midway to White PlainsDiscover last-minute flight deals from Midway to White Plains. Data last updated October 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to White Plains. Data last updated October 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 10/910:12 am -
1 stop5h 30m
Tue 10/1312:30 pm -
1 stop6h 30m
Deal found 10/8![Delta logo]()
$508
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 10/106:04 am -
1 stop4h 59m
Wed 10/1412:30 pm -
1 stop6h 30m
Deal found 10/8![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/1510:59 am -
1 stop6h 01m
Sat 10/174:29 pm -
1 stop7h 04m
Deal found 10/6![Delta logo]()
$345
This KAYAK deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/196:04 am -
1 stop5h 04m
Tue 10/206:00 am -
1 stop6h 54m
Deal found 10/7![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/2910:12 am -
1 stop5h 30m
Wed 11/46:00 am -
1 stop5h 43m
Deal found 10/5![Delta logo]()
$482
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/36:04 am -
1 stop5h 04m
Sat 11/712:30 pm -
1 stop6h 30m
Deal found 10/7![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/411:39 am -
1 stop5h 21m
Tue 11/1012:30 pm -
1 stop6h 34m
Deal found 10/5![Delta logo]()
$421
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.
Sun 11/86:04 am -
1 stop5h 04m
Sun 11/156:00 am -
1 stop5h 24m
Deal found 10/9![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/109:30 am -
1 stop5h 17m
Sun 11/156:00 am -
1 stop5h 24m
Deal found 10/6![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/219:30 am -
1 stop5h 17m
Mon 11/2312:30 pm -
1 stop6h 34m
Deal found 10/6![Delta logo]()
$483
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 October 10, 2026.
Search for one-way flight options from Midway to White Plains. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/7![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 10/286:16 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 10/7. Clicking the “Pick Dates” 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 11/77:15 am -
2 stops12h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 10/306:42 pm -
2 stops25h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$156
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 11/26:42 pm -
2 stops25h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$168
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/179:29 am -
1 stop5h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Delta logo]()
$173
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 October 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $345 (Delta) |
One-way from | $138 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $272 |
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 October 10, 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
Quickest round-trip
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Sat 11/7
6:04 am-12:08 pm
1 stop5h 04m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$173
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Mon 10/19
9:29 am-3:48 pm
1 stop5h 19m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$173
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Tue 10/27
6:42 pm-11:25 am
3 stops39h 43m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$186
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Fri 11/13
6:00 am-2:29 pm
1 stop7h 29m
White Plains Westchester County
Sun 11/15
6:00 am-10:24 am
1 stop5h 24m
$345
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Thu 10/29
6:04 am-3:48 pm
2 stops8h 44m
White Plains Westchester County
Sun 11/1
12:30 pm-6:00 pm
1 stop6h 30m
$350
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Wed 12/16
11:28 am-10:11 pm
1 stop9h 43m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$355
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Sat 12/5
4:08 pm-10:11 pm
1 stop5h 03m
White Plains Westchester County
Sat 12/12
6:00 am-10:28 am
1 stop5h 28m
$421
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Tue 11/10
9:30 am-3:47 pm
1 stop5h 17m
White Plains Westchester County
Sun 11/15
6:00 am-10:24 am
1 stop5h 24m
$457
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Sat 11/14
10:34 am-4:34 pm
1 stop5h 00m
White Plains Westchester County
Mon 11/16
6:00 am-11:59 am
1 stop6h 59m
$457
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Fri 12/4
6:00 am-2:28 pm
1 stop7h 28m
White Plains Westchester County
Sat 12/12
12:38 pm-6:01 pm
1 stop6h 23m
$457
Showing 1-10 of 17 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 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 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.
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