$226+ Cheap flights from Vancouver Intl (YVR) to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
Jul 9 — Jul 161
Round-trip
1 adult, Economy
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Find cheap flights from Vancouver Intl to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 Vancouver Intl to Midway
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Cheapest flights from Vancouver Intl to MidwayExplore the most affordable flight options available from Vancouver Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 9, 2026.
Explore the most affordable flight options available from Vancouver Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 9, 2026.
This Delta deal was found by Cheapflights users on 6/8. 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 9/116:15 am
YVR
- MDW
1 stop9h 50m
Delta
Mon 9/141:14 pm
MDW
- YVR
2 stops9h 12m
Delta
Deal found 6/8![Delta logo]()
$418
This Delta deal was found by Cheapflights users on 6/4. 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 9/177:30 pm
YVR
- MDW
2 stops11h 20m
Delta
Wed 9/231:47 pm
MDW
- YVR
1 stop8h 39m
Delta
Deal found 6/4![Delta logo]()
$435
This CheapTicketsDeal deal was found by Cheapflights users on 6/7. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:20 am
YVR
- MDW
1 stop9h 50m
WestJet
Mon 9/141:52 pm
MDW
- YVR
1 stop8h 39m
WestJet
Deal found 6/7![WestJet logo]()
$444
This Delta deal was found by Cheapflights users on 6/4. 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 9/286:00 am
YVR
- MDW
1 stop10h 11m
Delta
Tue 9/296:51 pm
MDW
- YVR
2 stops21h 54m
Delta
Deal found 6/4![Delta logo]()
$458
This CheapTicketsDeal deal was found by Cheapflights users on 6/6. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:05 am
YVR
- MDW
1 stop10h 11m
WestJet
Fri 10/21:52 pm
MDW
- YVR
1 stop8h 39m
WestJet
Deal found 6/6![WestJet logo]()
$485
This Delta deal was found by Cheapflights users on 6/8. 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 6/196:00 am
YVR
- MDW
1 stop10h 18m
Delta
Mon 6/221:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 6/8![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 8/185:44 pm
YVR
- MDW
2 stops12h 55m
Delta
Mon 8/249:59 am
MDW
- YVR
2 stops9h 45m
Delta
Deal found 6/8![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 6/8. 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 8/136:00 am
YVR
- MDW
1 stop10h 01m
Delta
Tue 8/189:59 am
MDW
- YVR
2 stops14h 35m
Delta
Deal found 6/8![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 6/4. 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 7/16:00 am
YVR
- MDW
2 stops10h 31m
Delta
Wed 7/81:49 pm
MDW
- YVR
1 stop8h 40m
Delta
Deal found 6/4![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 6/8. 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 8/205:44 pm
YVR
- MDW
2 stops12h 55m
Delta
Mon 8/241:27 pm
MDW
- YVR
2 stops11h 07m
Delta
Deal found 6/8![Delta logo]()
$505
Best flights from Vancouver Intl to MidwayDiscover carefully curated flight deals from Vancouver Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 9, 2026.
Discover carefully curated flight deals from Vancouver Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 9, 2026.
This Delta deal was found by Cheapflights users on 6/5. 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 9/247:30 pm
YVR
- MDW
2 stops11h 20m
Delta
Wed 9/301:47 pm
MDW
- YVR
2 stops11h 21m
Delta
Deal found 6/5![Delta logo]()
$418
This Delta deal was found by Cheapflights users on 6/4. 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 9/177:30 pm
YVR
- MDW
2 stops11h 20m
Delta
Wed 9/231:47 pm
MDW
- YVR
2 stops11h 21m
Delta
Deal found 6/4![Delta logo]()
$435
This Delta deal was found by Cheapflights users on 6/8. 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 6/196:00 am
YVR
- MDW
1 stop10h 18m
Delta
Mon 6/221:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 6/8![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 6/8. 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 10/157:35 pm
YVR
- MDW
2 stops11h 14m
Delta
Mon 10/1912:30 pm
MDW
- YVR
1 stop10h 02m
Delta
Deal found 6/8![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 6/8. 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 8/206:00 am
YVR
- MDW
1 stop10h 01m
Delta
Mon 8/241:27 pm
MDW
- YVR
2 stops11h 07m
Delta
Deal found 6/8![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 6/6. 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 6/206:00 am
YVR
- MDW
1 stop9h 54m
Delta
Tue 6/231:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 6/6![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 6/6. 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 8/256:00 am
YVR
- MDW
1 stop10h 01m
Delta
Tue 9/19:59 am
MDW
- YVR
2 stops11h 11m
Delta
Deal found 6/6![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 6/8. 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 10/105:15 pm
YVR
- MDW
2 stops13h 34m
Delta
Tue 10/1312:30 pm
MDW
- YVR
2 stops11h 54m
Delta
Deal found 6/8![Delta logo]()
$515
This Delta deal was found by Cheapflights users on 6/8. 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 9/286:00 am
YVR
- MDW
1 stop10h 11m
Delta
Tue 9/296:51 pm
MDW
- YVR
2 stops17h 26m
Delta
Deal found 6/8![Delta logo]()
$519
Last-minute flights from Vancouver Intl to MidwayDiscover last-minute flight deals from Vancouver Intl to Midway. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Midway. Data last updated June 9, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/8. 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 6/196:00 am
YVR
- MDW
1 stop10h 18m
Delta
Mon 6/221:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 6/8![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 6/6. 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 6/206:00 am
YVR
- MDW
1 stop9h 54m
Delta
Tue 6/231:49 pm
MDW
- YVR
1 stop8h 42m
Delta
Deal found 6/6![Delta logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/224:50 pm
YVR
- MDW
1 stop14h 50m
Multiple Airlines
Sun 6/2810:25 am
MDW
- YVR
1 stop15h 39m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 6/4. 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 7/16:00 am
YVR
- MDW
2 stops10h 31m
Delta
Wed 7/81:49 pm
MDW
- YVR
1 stop8h 40m
Delta
Deal found 6/4![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 6/5. 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.
Fri 7/36:00 am
YVR
- MDW
1 stop10h 18m
Delta
Mon 7/131:49 pm
MDW
- YVR
1 stop8h 40m
Delta
Deal found 6/5![Delta logo]()
$519
This Delta deal was found by Cheapflights users on 6/5. 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.
Fri 7/36:00 am
YVR
- MDW
2 stops10h 31m
Delta
Thu 7/301:49 pm
MDW
- YVR
2 stops10h 46m
Delta
Deal found 6/5![Delta logo]()
$567
This Delta deal was found by Cheapflights users on 6/4. 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 7/216:00 am
YVR
- MDW
1 stop10h 18m
Delta
Tue 7/289:19 am
MDW
- YVR
2 stops10h 24m
Delta
Deal found 6/4![Delta logo]()
$518
One-way flights from Vancouver Intl to MidwaySearch for one-way flight options from Vancouver Intl to Midway. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
Search for one-way flight options from Vancouver Intl to Midway. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 9/77:30 pm
YVR
- MDW
2 stops24h 41m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 6/7. 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 9/15:44 pm
YVR
- MDW
2 stops12h 55m
Delta
Deal found 6/7![Delta logo]()
$231
This Delta deal was found by Cheapflights users on 6/4. 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 9/96:15 am
YVR
- MDW
1 stop9h 50m
Delta
Deal found 6/4![Delta logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 9/98:20 am
YVR
- MDW
3 stops35h 38m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 11/177:45 pm
YVR
- MDW
2 stops24h 08m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 6/7. 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 9/36:00 am
YVR
- MDW
2 stops10h 01m
Delta
Deal found 6/7![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 6/8. 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 9/186:00 am
YVR
- MDW
2 stops10h 11m
Delta
Deal found 6/8![Delta logo]()
$261
This Delta deal was found by Cheapflights users on 6/8. 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.
Sun 9/66:00 am
YVR
- MDW
2 stops7h 57m
Delta
Deal found 6/8![Delta logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 10/110:55 pm
YVR
- MDW
1 stop21h 03m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Fri 8/286:30 pm
YVR
- MDW
2 stops14h 34m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$264
Find flight deals from Vancouver Intl to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Vancouver Intl (YVR) to Midway (MDW). 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 June 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $418 (Delta) |
One-way from | $226 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $440 |
Cheapflights Fare Finder
Customize your flight search to find flights from Vancouver Intl to Midway 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 2,558,603 searches. Data last updated June 9, 2026.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 9/24
7:30 pm-8:50 am
2 stops11h 20m
Chicago Midway
Wed 9/30
1:47 pm-11:08 pm
2 stops11h 21m
$418
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 9/17
7:30 pm-8:50 am
2 stops11h 20m
Chicago Midway
Wed 9/23
1:47 pm-11:08 pm
2 stops11h 21m
$435
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 6/19
6:00 am-6:18 pm
1 stop10h 18m
Chicago Midway
Mon 6/22
1:49 pm-8:31 pm
1 stop8h 42m
$488
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 10/15
7:35 pm-8:49 am
2 stops11h 14m
Chicago Midway
Mon 10/19
12:30 pm-8:32 pm
1 stop10h 02m
$489
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 8/20
6:00 am-6:01 pm
1 stop10h 01m
Chicago Midway
Mon 8/24
1:27 pm-10:34 pm
2 stops11h 07m
$489
Quickest round-trip
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 6/20
6:00 am-5:54 pm
1 stop9h 54m
Chicago Midway
Tue 6/23
1:49 pm-8:31 pm
1 stop8h 42m
$490
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Tue 8/25
6:00 am-6:01 pm
1 stop10h 01m
Chicago Midway
Tue 9/1
9:59 am-7:10 pm
2 stops11h 11m
$514
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 10/10
5:15 pm-8:49 am
2 stops13h 34m
Chicago Midway
Tue 10/13
12:30 pm-10:24 pm
2 stops11h 54m
$515
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Mon 9/28
6:00 am-6:11 pm
1 stop10h 11m
Chicago Midway
Tue 9/29
6:51 pm-10:17 am
2 stops17h 26m
$519
Cheapest one-way
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 9/18
6:00 am-6:11 pm
1 stop10h 11m
$231
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Vancouver Intl to Midway
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 Vancouver Intl to Midway in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Vancouver Intl Airport-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Vancouver Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Vancouver Intl Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Vancouver Intl Airport-Chicago Midway Airport 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 Vancouver Intl Airport-Chicago Midway Airport 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 Vancouver Intl to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Vancouver Intl with our price prediction graph.
YVR-MDW
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 Vancouver Intl to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
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