$206+ 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
Sep 1 — Sep 81
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
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 Vancouver Intl to Midway
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Best
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One-way
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 August 2, 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 August 2, 2026.
This Delta deal was found by Cheapflights users on 8/1. 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 9/156:00 am
YVR
- MDW
1 stop10h 19m
Delta
Tue 9/221:19 pm
MDW
- YVR
2 stops9h 51m
Delta
Deal found 8/1![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 7/29. 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.
Tue 9/156:00 am
YVR
- MDW
1 stop10h 19m
Delta
Tue 9/292:00 pm
MDW
- YVR
2 stops10h 59m
Delta
Deal found 7/29![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 7/29. 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.
Tue 9/17:35 pm
YVR
- MDW
2 stops11h 04m
Delta
Thu 9/102:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/29![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 7/29. 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.
Sat 9/56:00 am
YVR
- MDW
1 stop7h 57m
Delta
Sat 9/129:59 am
MDW
- YVR
2 stops10h 41m
Delta
Deal found 7/29![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 7/29. 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 11/98:34 pm
YVR
- MDW
2 stops11h 08m
Delta
Sun 11/1512:30 pm
MDW
- YVR
2 stops13h 29m
Delta
Deal found 7/29![Delta logo]()
$378
This Delta deal was found by Cheapflights users on 7/29. 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 9/106:00 am
YVR
- MDW
1 stop10h 19m
Delta
Wed 9/162:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/29![Delta logo]()
$401
This Delta deal was found by Cheapflights users on 7/29. 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 10/197:36 pm
YVR
- MDW
2 stops11h 08m
Delta
Wed 10/2112:27 pm
MDW
- YVR
1 stop10h 06m
Delta
Deal found 7/29![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 7/30. 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.
Fri 12/47:15 am
YVR
- MDW
2 stops7h 24m
Delta
Fri 12/1112:30 pm
MDW
- YVR
2 stops13h 29m
Delta
Deal found 7/30![Delta logo]()
$416
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 August 2, 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 August 2, 2026.
This Delta deal was found by Cheapflights users on 7/29. 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 9/106:00 am
YVR
- MDW
1 stop10h 19m
Delta
Wed 9/162:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/29![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 8/1. 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 10/1910:55 pm
YVR
- MDW
1 stop9h 08m
Delta
Wed 10/2112:27 pm
MDW
- YVR
1 stop10h 06m
Delta
Deal found 8/1![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 8/1. 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 11/57:00 am
YVR
- MDW
1 stop7h 47m
Delta
Sat 11/71:27 pm
MDW
- YVR
2 stops10h 46m
Delta
Deal found 8/1![Delta logo]()
$438
This Delta deal was found by Cheapflights users on 7/30. 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 10/106:00 am
YVR
- MDW
2 stops10h 00m
Delta
Tue 10/1312:27 pm
MDW
- YVR
2 stops8h 43m
Delta
Deal found 7/30![Delta logo]()
$477
This Delta deal was found by Cheapflights users on 7/28. 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.
Thu 9/176:00 am
YVR
- MDW
1 stop10h 19m
Delta
Tue 9/222:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/28![Delta logo]()
$590
Last-minute flights from Vancouver Intl to MidwayDiscover last-minute flight deals from Vancouver Intl to Midway. Data last updated August 2, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Midway. Data last updated August 2, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/31. 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 8/115:30 pm
YVR
- MDW
2 stops17h 09m
Delta
Tue 8/189:24 am
MDW
- YVR
2 stops12h 46m
Delta
Deal found 7/31![Delta logo]()
$596
This Delta deal was found by Cheapflights users on 7/29. 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.
Wed 8/126:00 am
YVR
- MDW
2 stops10h 01m
Delta
Thu 9/102:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/29![Delta logo]()
$580
This CheapTicketsDeal deal was found by Cheapflights users on 8/2. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:05 am
YVR
- MDW
1 stop10h 01m
WestJet
Wed 8/191:56 pm
MDW
- YVR
1 stop8h 41m
WestJet
Deal found 8/2![WestJet logo]()
$582
This Delta deal was found by Cheapflights users on 8/1. 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 8/126:00 am
YVR
- MDW
1 stop10h 01m
Delta
Tue 8/181:25 pm
MDW
- YVR
2 stops11h 09m
Delta
Deal found 8/1![Delta logo]()
$608
This Delta deal was found by Cheapflights users on 8/1. 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 8/126:00 am
YVR
- MDW
1 stop10h 01m
Delta
Mon 8/171:51 pm
MDW
- YVR
1 stop8h 41m
Delta
Deal found 8/1![Delta logo]()
$610
This Delta deal was found by Cheapflights users on 7/29. 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.
Wed 8/196:00 am
YVR
- MDW
2 stops10h 01m
Delta
Tue 9/82:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/29![Delta logo]()
$587
This Delta deal was found by Cheapflights users on 8/1. 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 8/235:30 pm
YVR
- MDW
2 stops17h 09m
Delta
Thu 8/279:24 am
MDW
- YVR
2 stops13h 08m
Delta
Deal found 8/1![Delta logo]()
$477
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:55 pm
YVR
- MDW
1 stop10h 00m
Multiple Airlines
Mon 8/3111:50 am
MDW
- YVR
2 stops20h 50m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$575
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/273:40 pm
YVR
- MDW
2 stops16h 05m
Multiple Airlines
Mon 8/313:15 pm
MDW
- YVR
1 stop20h 35m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$546
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:55 pm
YVR
- MDW
2 stops14h 40m
Porter Airlines
Mon 8/3110:25 am
MDW
- YVR
2 stops12h 50m
Porter Airlines
Deal found 7/31![Porter Airlines logo]()
$614
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/2810:55 pm
YVR
- MDW
1 stop9h 55m
Multiple Airlines
Mon 8/3111:50 am
MDW
- YVR
2 stops20h 50m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$536
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/2810:55 pm
YVR
- MDW
1 stop9h 55m
Multiple Airlines
Sun 8/306:05 am
MDW
- YVR
2 stops15h 05m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$588
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 August 2, 2026.
Search for one-way flight options from Vancouver Intl to Midway. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
This Delta deal was found by Cheapflights users on 7/31. 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 10/246:00 am
YVR
- MDW
2 stops10h 00m
Delta
Deal found 7/31![Delta logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Wed 9/163:40 pm
YVR
- MDW
3 stops18h 19m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 9/179:50 am
YVR
- MDW
2 stops23h 10m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:15 am
YVR
- MDW
3 stops21h 43m
Multiple Airlines
Deal found 8/2![Multiple Airlines logo]()
$217
This Kissandfly.com deal was found by Cheapflights users on 8/1. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:00 am
YVR
- MDW
1 stop8h 47m
KLM
Deal found 8/1![KLM logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:40 am
YVR
- MDW
2 stops30h 11m
Multiple Airlines
Deal found 8/2![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 7/29. 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.
Tue 8/2510:40 am
YVR
- MDW
3 stops22h 15m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 8/1. 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 10/206:45 am
YVR
- MDW
2 stops9h 15m
Delta
Deal found 8/1![Delta logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 7/29. 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.
Mon 8/2410:40 am
YVR
- MDW
3 stops22h 15m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 10/77:50 am
YVR
- MDW
2 stops25h 08m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$227
This Delta deal was found by Cheapflights users on 8/1. 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.
Fri 11/68:39 pm
YVR
- MDW
2 stops10h 05m
Delta
Deal found 8/1![Delta logo]()
$228
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 August 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $342 (Delta) |
One-way from | $206 (Delta) |
Popular in | July |
Cheapest in | September |
Average price | $394 |
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 August 2, 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 9/10
6:00 am-6:19 pm
1 stop10h 19m
Chicago Midway
Wed 9/16
2:00 pm-8:26 pm
1 stop8h 26m
$409
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Mon 10/19
10:55 pm-10:03 am
1 stop9h 08m
Chicago Midway
Wed 10/21
12:27 pm-8:33 pm
1 stop10h 06m
$414
Quickest round-trip
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 11/5
7:00 am-3:47 pm
1 stop7h 47m
Chicago Midway
Sat 11/7
1:27 pm-11:13 pm
2 stops10h 46m
$438
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 10/10
6:00 am-6:00 pm
2 stops10h 00m
Chicago Midway
Tue 10/13
12:27 pm-7:10 pm
2 stops8h 43m
$477
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 9/17
6:00 am-6:19 pm
1 stop10h 19m
Chicago Midway
Tue 9/22
2:00 pm-8:26 pm
1 stop8h 26m
$590
Cheapest one-way
Quickest one-way
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 10/24
6:00 am-4:47 pm
1 stop8h 47m
$206
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 9/25
6:00 am-6:19 pm
1 stop10h 19m
$206
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 8/28
7:35 pm-8:39 am
2 stops11h 04m
$255
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sun 8/23
5:30 pm-12:39 pm
2 stops17h 09m
$283
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Tue 8/25
8:25 pm-10:55 am
2 stops12h 30m
$328
Showing 1-10 of 14 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 August.
| 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
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
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