$213+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
Aug 15 — Aug 221
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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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 July 16, 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 July 16, 2026.
This Delta deal was found by Cheapflights users on 7/12. 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 11/76:00 am
YVR
- MDW
2 stops10h 05m
Delta
Thu 11/261:00 pm
MDW
- YVR
2 stops12h 37m
Delta
Deal found 7/12![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 7/12. 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 11/67:35 pm
YVR
- MDW
2 stops11h 12m
Delta
Wed 11/259:55 am
MDW
- YVR
2 stops15h 42m
Delta
Deal found 7/12![Delta logo]()
$365
This Delta deal was found by Cheapflights users on 7/11. 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 9/306:00 am
YVR
- MDW
1 stop10h 19m
Delta
Tue 10/612:28 pm
MDW
- YVR
1 stop10h 05m
Delta
Deal found 7/11![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 7/12. 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
1 stop8h 39m
Delta
Tue 10/1312:28 pm
MDW
- YVR
2 stops12h 40m
Delta
Deal found 7/12![Delta logo]()
$397
This Delta deal was found by Cheapflights users on 7/14. 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 10/16:00 am
YVR
- MDW
1 stop10h 19m
Delta
Mon 10/59:29 am
MDW
- YVR
2 stops9h 26m
Delta
Deal found 7/14![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 7/12. 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 11/36:00 am
YVR
- MDW
1 stop8h 39m
Delta
Tue 11/241:00 pm
MDW
- YVR
2 stops11h 15m
Delta
Deal found 7/12![Delta logo]()
$405
This Delta deal was found by Cheapflights users on 7/12. 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 11/56:00 am
YVR
- MDW
1 stop8h 39m
Delta
Tue 11/241:00 pm
MDW
- YVR
2 stops11h 15m
Delta
Deal found 7/12![Delta logo]()
$418
This Delta deal was found by Cheapflights users on 7/12. 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 11/36:00 am
YVR
- MDW
1 stop8h 39m
Delta
Mon 11/3012:30 pm
MDW
- YVR
2 stops13h 45m
Delta
Deal found 7/12![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 7/14. 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 8/259:59 am
MDW
- YVR
2 stops11h 11m
Delta
Deal found 7/14![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 7/12. 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 11/27:35 pm
YVR
- MDW
2 stops11h 12m
Delta
Sat 11/289:30 am
MDW
- YVR
2 stops14h 45m
Delta
Deal found 7/12![Delta logo]()
$431
This Delta deal was found by Cheapflights users on 7/12. 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 11/67:35 pm
YVR
- MDW
2 stops11h 12m
Delta
Tue 11/241:00 pm
MDW
- YVR
2 stops11h 15m
Delta
Deal found 7/12![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 7/12. 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 11/76:00 am
YVR
- MDW
1 stop8h 39m
Delta
Mon 11/3012:30 pm
MDW
- YVR
2 stops13h 45m
Delta
Deal found 7/12![Delta logo]()
$437
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 July 16, 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 July 16, 2026.
This Delta deal was found by Cheapflights users on 7/12. 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
1 stop8h 39m
Delta
Tue 10/1312:28 pm
MDW
- YVR
2 stops12h 40m
Delta
Deal found 7/12![Delta logo]()
$397
This Delta deal was found by Cheapflights users on 7/14. 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 10/16:00 am
YVR
- MDW
1 stop10h 19m
Delta
Mon 10/52:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/14![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 7/11. 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 9/27:35 pm
YVR
- MDW
2 stops11h 04m
Delta
Tue 9/82:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/11![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 7/13. 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
Fri 9/112:00 pm
MDW
- YVR
2 stops10h 59m
Delta
Deal found 7/13![Delta logo]()
$466
This Delta deal was found by Cheapflights users on 7/14. 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 10/276:00 am
YVR
- MDW
1 stop8h 39m
Delta
Wed 10/285:21 pm
MDW
- YVR
2 stops19h 04m
Delta
Deal found 7/14![Delta logo]()
$533
Last-minute flights from Vancouver Intl to MidwayDiscover last-minute flight deals from Vancouver Intl to Midway. Data last updated July 16, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Midway. Data last updated July 16, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/13. 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 7/276:00 am
YVR
- MDW
1 stop10h 18m
Delta
Thu 7/301:49 pm
MDW
- YVR
1 stop8h 40m
Delta
Deal found 7/13![Delta logo]()
$512
This Delta deal was found by Cheapflights users on 7/14. 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 8/186:00 am
YVR
- MDW
2 stops10h 01m
Delta
Tue 8/259:59 am
MDW
- YVR
2 stops11h 11m
Delta
Deal found 7/14![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 7/14. 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 8/186:00 am
YVR
- MDW
2 stops10h 01m
Delta
Thu 8/279:59 am
MDW
- YVR
2 stops11h 11m
Delta
Deal found 7/14![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 7/14. 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 8/186:00 am
YVR
- MDW
2 stops10h 01m
Delta
Mon 8/249:24 am
MDW
- YVR
2 stops12h 51m
Delta
Deal found 7/14![Delta logo]()
$506
This Delta deal was found by Cheapflights users on 7/14. 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 8/259:59 am
MDW
- YVR
2 stops11h 11m
Delta
Deal found 7/14![Delta logo]()
$429
This Delta deal was found by Cheapflights users on 7/14. 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
Thu 8/279:59 am
MDW
- YVR
2 stops11h 11m
Delta
Deal found 7/14![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 7/14. 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
Mon 8/249:24 am
MDW
- YVR
2 stops12h 51m
Delta
Deal found 7/14![Delta logo]()
$471
This Delta deal was found by Cheapflights users on 7/14. 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
Sun 8/239:24 am
MDW
- YVR
2 stops11h 06m
Delta
Deal found 7/14![Delta logo]()
$509
This Delta deal was found by Cheapflights users on 7/14. 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 8/216:00 am
YVR
- MDW
2 stops10h 01m
Delta
Thu 8/279:59 am
MDW
- YVR
2 stops11h 11m
Delta
Deal found 7/14![Delta logo]()
$459
This Delta deal was found by Cheapflights users on 7/14. 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 8/216:00 am
YVR
- MDW
2 stops10h 01m
Delta
Mon 8/249:24 am
MDW
- YVR
2 stops12h 51m
Delta
Deal found 7/14![Delta logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 8/2710:55 pm
YVR
- MDW
1 stop10h 00m
Multiple Airlines
Mon 8/316:05 am
MDW
- YVR
2 stops15h 20m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$500
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:35 pm
YVR
- MDW
2 stops11h 04m
Delta
Tue 9/82:00 pm
MDW
- YVR
1 stop8h 26m
Delta
Deal found 7/15![Delta logo]()
$470
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 July 16, 2026.
Search for one-way flight options from Vancouver Intl to Midway. Find affordable one-way fares based on user searches. Data last updated July 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 8/299:15 am
YVR
- MDW
3 stops23h 40m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 8/247:30 am
YVR
- MDW
3 stops25h 25m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Sun 8/239:40 am
YVR
- MDW
3 stops23h 15m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 8/229:15 am
YVR
- MDW
3 stops23h 40m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 7/14. 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 05m
Delta
Deal found 7/14![Delta logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 8/2710:40 am
YVR
- MDW
3 stops22h 15m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 9/213:40 pm
YVR
- MDW
3 stops28h 18m
Multiple Airlines
Deal found 7/13![Multiple Airlines 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 July 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $364 (Delta) |
One-way from | $213 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $490 |
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 July 16, 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
Sat 10/10
6:00 am-4:39 pm
1 stop8h 39m
Chicago Midway
Tue 10/13
12:28 pm-11:08 pm
2 stops12h 40m
$397
Quickest round-trip
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 10/1
6:00 am-6:19 pm
1 stop10h 19m
Chicago Midway
Mon 10/5
2:00 pm-8:26 pm
1 stop8h 26m
$400
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Wed 9/2
7:35 pm-8:39 am
2 stops11h 04m
Chicago Midway
Tue 9/8
2:00 pm-8:26 pm
1 stop8h 26m
$463
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 9/5
6:00 am-3:57 pm
1 stop7h 57m
Chicago Midway
Fri 9/11
2:00 pm-10:59 pm
2 stops10h 59m
$466
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Tue 10/27
6:00 am-4:39 pm
1 stop8h 39m
Chicago Midway
Wed 10/28
5:21 pm-10:25 am
2 stops19h 04m
$533
Cheapest one-way
Quickest one-way
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 10/24
6:00 am-4:39 pm
1 stop8h 39m
$222
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 8/27
7:35 pm-8:39 am
2 stops11h 04m
$223
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 8/21
6:00 am-6:01 pm
2 stops10h 01m
$243
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sat 8/29
8:20 am-10:55 am
2 stops24h 35m
$275
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 9/24
7:30 pm-9:07 am
2 stops11h 37m
$279
Showing 1-10 of 15 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 July.
| 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
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