$156+ 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 2 — Nov 91
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 3, 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 3, 2026.
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:00 am -
1 stop5h 14m
Wed 1/64:19 pm -
1 stop6h 51m
Deal found 9/30![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/199:30 am -
1 stop5h 19m
Tue 1/54:19 pm -
1 stop6h 51m
Deal found 9/30![Delta logo]()
$441
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/249:30 am -
1 stop5h 17m
Wed 12/212:38 pm -
1 stop6h 23m
Deal found 10/1![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:00 am -
1 stop5h 14m
Wed 1/610:29 am -
1 stop6h 56m
Deal found 9/30![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:12 am -
1 stop5h 30m
Wed 10/2112:30 pm -
1 stop6h 30m
Deal found 9/28![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:04 am -
1 stop7h 25m
Sat 11/74:29 pm -
1 stop7h 04m
Deal found 10/2![Delta logo]()
$482
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/249:30 am -
1 stop5h 17m
Fri 12/46:40 pm -
1 stop5h 14m
Deal found 10/1![Delta logo]()
$483
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:00 am -
1 stop5h 14m
Mon 1/412:45 pm -
1 stop6h 52m
Deal found 9/30![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:12 am -
1 stop5h 30m
Sun 10/186:00 am -
1 stop5h 03m
Deal found 10/1![Delta logo]()
$508
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:04 am -
1 stop5h 04m
Mon 11/210:29 am -
1 stop5h 48m
Deal found 9/29![Delta logo]()
$518
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:04 am -
1 stop5h 04m
Mon 10/126:00 am -
1 stop6h 54m
Deal found 10/1![Delta logo]()
$543
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:12 am -
1 stop5h 30m
Tue 10/204:29 pm -
1 stop7h 04m
Deal found 9/28![Delta logo]()
$556
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 3, 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 3, 2026.
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:30 am -
1 stop5h 17m
Wed 12/24:28 pm -
1 stop7h 26m
Deal found 10/1![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/159:37 am -
1 stop5h 11m
Wed 1/612:45 pm -
1 stop6h 52m
Deal found 9/30![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/249:30 am -
1 stop5h 17m
Tue 12/16:40 pm -
1 stop5h 14m
Deal found 10/1![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:00 am -
1 stop5h 13m
Wed 12/26:40 pm -
1 stop5h 14m
Deal found 10/1![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:30 am -
1 stop5h 17m
Thu 12/312:38 pm -
1 stop6h 23m
Deal found 10/1![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:00 am -
1 stop5h 13m
Tue 12/112:38 pm -
1 stop6h 23m
Deal found 10/1![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:00 am -
1 stop5h 13m
Fri 12/46:40 pm -
1 stop5h 14m
Deal found 10/1![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1010:12 am -
1 stop5h 30m
Sun 10/116:00 am -
1 stop6h 54m
Deal found 10/1![Delta logo]()
$508
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:29 am -
1 stop5h 19m
Thu 10/226:00 am -
1 stop5h 03m
Deal found 9/28![Delta logo]()
$636
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:30 pm -
2 stops8h 39m
Sun 11/156:45 pm -
1 stop5h 09m
Deal found 9/29![Delta logo]()
$701
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:29 am -
2 stops11h 48m
Sun 11/112:30 pm -
1 stop6h 30m
Deal found 9/29![Delta logo]()
$701
Last-minute flights from Midway to White PlainsDiscover last-minute flight deals from Midway to White Plains. Data last updated October 3, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to White Plains. Data last updated October 3, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:04 am -
1 stop5h 04m
Mon 10/126:00 am -
1 stop6h 54m
Deal found 10/1![Delta logo]()
$543
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:12 am -
1 stop5h 30m
Wed 10/2112:30 pm -
1 stop6h 30m
Deal found 9/28![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:12 am -
1 stop5h 30m
Sun 10/186:00 am -
1 stop5h 03m
Deal found 10/1![Delta logo]()
$508
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:12 am -
1 stop5h 30m
Tue 10/204:29 pm -
1 stop7h 04m
Deal found 9/28![Delta logo]()
$556
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:29 am -
1 stop5h 19m
Thu 10/226:00 am -
1 stop5h 03m
Deal found 9/28![Delta logo]()
$636
This Delta deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:04 am -
1 stop7h 25m
Sat 11/74:29 pm -
1 stop7h 04m
Deal found 10/2![Delta logo]()
$482
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:04 am -
1 stop5h 04m
Mon 11/210:29 am -
1 stop5h 48m
Deal found 9/29![Delta logo]()
$518
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am -
1 stop7h 29m
Sun 11/156:00 am -
1 stop5h 24m
Deal found 9/29![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:00 am -
1 stop5h 13m
Wed 12/26:40 pm -
1 stop5h 14m
Deal found 10/1![Delta logo]()
$457
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/249:30 am -
1 stop5h 17m
Wed 12/212:38 pm -
1 stop6h 23m
Deal found 10/1![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/249:30 am -
1 stop5h 17m
Fri 12/46:40 pm -
1 stop5h 14m
Deal found 10/1![Delta logo]()
$483
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/251:05 pm -
1 stop8h 04m
Tue 12/16:40 pm -
1 stop5h 14m
Deal found 10/1![Delta logo]()
$421
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 3, 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 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:53 am -
2 stops34h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/30![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:22 am -
2 stops37h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:16 am -
3 stops28h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![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 October 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $421 (Delta) |
One-way from | $156 (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 3, 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
Thu 12/17
11:28 am-10:11 pm
1 stop9h 43m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$392
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Sat 11/21
9:30 am-3:47 pm
1 stop5h 17m
White Plains Westchester County
Wed 12/2
4:28 pm-10:54 pm
1 stop7h 26m
$421
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Tue 12/15
9:37 am-3:48 pm
1 stop5h 11m
White Plains Westchester County
Wed 1/6
12:45 pm-6:37 pm
1 stop6h 52m
$421
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Tue 11/24
9:30 am-3:47 pm
1 stop5h 17m
White Plains Westchester County
Tue 12/1
6:40 pm-10:54 pm
1 stop5h 14m
$447
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Sun 11/22
6:00 am-12:13 pm
1 stop5h 13m
White Plains Westchester County
Wed 12/2
6:40 pm-10:54 pm
1 stop5h 14m
$457
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Sat 11/21
9:30 am-3:47 pm
1 stop5h 17m
White Plains Westchester County
Thu 12/3
12:38 pm-6:01 pm
1 stop6h 23m
$457
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Sun 11/22
6:00 am-12:13 pm
1 stop5h 13m
White Plains Westchester County
Tue 12/1
12:38 pm-6:01 pm
1 stop6h 23m
$457
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Tue 10/27
6:04 am-2:29 pm
1 stop7h 25m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$474
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Sat 11/7
11:33 am-6:00 pm
1 stop5h 27m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$474
ChicagoWhite Plains
MDW Chicago Midway - HPN White Plains Westchester County
MDWHPN
Chicago Midway
Wed 10/7
9:29 am-3:48 pm
1 stop5h 19m
White Plains Westchester County
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$474
Showing 1-10 of 19 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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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