$274+ Cheap flights from Winnipeg (YWG) to San Diego (SAN)
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 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
Jun 28 — Jul 51
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to San Diego 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 Winnipeg to San Diego
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Best
Last-minute
One-way
Cheapest flights from Winnipeg to San DiegoExplore the most affordable flight options available from Winnipeg to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 29, 2026.
Explore the most affordable flight options available from Winnipeg to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 29, 2026.
This oojo deal was found by Cheapflights users on 5/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:00 am
YWG
- SAN
2 stops9h 10m
WestJet
Sun 9/133:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 5/26![WestJet logo]()
$349
This oojo deal was found by Cheapflights users on 5/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Thu 9/173:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 5/26![WestJet logo]()
$350
This oojo deal was found by Cheapflights users on 5/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:15 am
YWG
- SAN
1 stop7h 30m
WestJet
Wed 11/2512:35 pm
SAN
- YWG
2 stops9h 15m
WestJet
Deal found 5/27![WestJet logo]()
$368
This United Airlines deal was found by Cheapflights users on 5/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:00 am
YWG
- SAN
2 stops15h 39m
United Airlines
Wed 10/76:20 am
SAN
- YWG
2 stops14h 04m
United Airlines
Deal found 5/27![United Airlines logo]()
$399
This Air Canada deal was found by Cheapflights users on 5/27. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:40 am
YWG
- SAN
1 stop9h 24m
Air Canada
Fri 11/277:05 am
SAN
- YWG
1 stop9h 04m
Air Canada
Deal found 5/27![Air Canada logo]()
$400
This oojo deal was found by Cheapflights users on 5/24. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Tue 9/13:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 5/24![WestJet logo]()
$401
This Delta deal was found by Cheapflights users on 5/28. 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.
Fri 10/912:30 pm
YWG
- SAN
1 stop9h 55m
Delta
Tue 10/1311:40 am
SAN
- YWG
1 stop9h 54m
Delta
Deal found 5/28![Delta logo]()
$403
Best flights from Winnipeg to San DiegoDiscover carefully curated flight deals from Winnipeg to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 29, 2026.
Discover carefully curated flight deals from Winnipeg to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 29, 2026.
This United Airlines deal was found by Cheapflights users on 5/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:00 am
YWG
- SAN
2 stops15h 39m
United Airlines
Wed 10/76:20 am
SAN
- YWG
2 stops14h 04m
United Airlines
Deal found 5/27![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 5/28. 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 10/312:46 pm
YWG
- SAN
1 stop9h 51m
Delta
Wed 10/73:10 pm
SAN
- YWG
1 stop6h 24m
Delta
Deal found 5/28![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 5/28. 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.
Fri 10/912:30 pm
YWG
- SAN
1 stop9h 55m
Delta
Tue 10/1311:40 am
SAN
- YWG
1 stop9h 54m
Delta
Deal found 5/28![Delta logo]()
$403
This United Airlines deal was found by Cheapflights users on 5/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:00 am
YWG
- SAN
2 stops15h 39m
United Airlines
Wed 10/77:00 am
SAN
- YWG
2 stops13h 24m
United Airlines
Deal found 5/25![United Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 5/27. 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 11/175:35 pm
YWG
- SAN
1 stop8h 20m
Delta
Wed 11/253:10 pm
SAN
- YWG
1 stop6h 24m
Delta
Deal found 5/27![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 5/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:30 am
YWG
- SAN
2 stops16h 12m
United Airlines
Mon 11/234:45 pm
SAN
- YWG
1 stop16h 54m
United Airlines
Deal found 5/24![United Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 5/24. 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 11/1912:30 pm
YWG
- SAN
1 stop9h 55m
Delta
Tue 11/243:10 pm
SAN
- YWG
1 stop6h 24m
Delta
Deal found 5/24![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 5/27. 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 11/175:35 pm
YWG
- SAN
1 stop8h 20m
Delta
Mon 11/2311:40 am
SAN
- YWG
1 stop9h 54m
Delta
Deal found 5/27![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 5/24. 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 11/185:35 pm
YWG
- SAN
1 stop8h 20m
Delta
Mon 11/2311:40 am
SAN
- YWG
1 stop9h 54m
Delta
Deal found 5/24![Delta logo]()
$414
Last-minute flights from Winnipeg to San DiegoDiscover last-minute flight deals from Winnipeg to San Diego. Data last updated May 29, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to San Diego. Data last updated May 29, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/24. 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 6/113:54 pm
YWG
- SAN
1 stop9h 41m
Delta
Sat 6/2011:53 am
SAN
- YWG
1 stop9h 36m
Delta
Deal found 5/24![Delta logo]()
$450
This United Airlines deal was found by Cheapflights users on 5/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1312:56 pm
YWG
- SAN
2 stops12h 58m
United Airlines
Mon 7/208:32 pm
SAN
- YWG
2 stops13h 20m
United Airlines
Deal found 5/24![United Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 5/24. 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 6/157:00 am
YWG
- SAN
2 stops9h 10m
WestJet
Mon 7/203:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 5/24![WestJet logo]()
$416
This Air Canada deal was found by Cheapflights users on 5/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:40 am
YWG
- SAN
1 stop17h 15m
Air Canada
Mon 7/205:05 pm
SAN
- YWG
1 stop7h 57m
Air Canada
Deal found 5/24![Air Canada logo]()
$440
This Kiwi.com deal was found by Cheapflights users on 5/24. 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 6/177:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Mon 7/203:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 5/24![WestJet logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 5/24. 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 6/177:00 am
YWG
- SAN
1 stop9h 10m
Multiple Airlines
Wed 7/224:38 pm
SAN
- YWG
2 stops29h 02m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$439
This WestJet deal was found by Cheapflights users on 5/24. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:00 am
YWG
- SAN
2 stops9h 10m
WestJet
Fri 7/243:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 5/24![WestJet logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 5/24. 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 6/177:00 am
YWG
- SAN
1 stop9h 10m
Multiple Airlines
Tue 7/214:12 pm
SAN
- YWG
2 stops27h 58m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$447
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/274:15 pm
YWG
- SAN
2 stops23h 55m
WestJet
Mon 7/63:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 5/27![WestJet logo]()
$443
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/287:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Mon 7/63:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 5/27![WestJet logo]()
$425
This WestJet deal was found by Cheapflights users on 5/27. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:00 am
YWG
- SAN
2 stops9h 10m
WestJet
Mon 7/63:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 5/27![WestJet logo]()
$448
One-way flights from Winnipeg to San DiegoSearch for one-way flight options from Winnipeg to San Diego. Find affordable one-way fares based on user searches. Data last updated May 29, 2026.
Search for one-way flight options from Winnipeg to San Diego. Find affordable one-way fares based on user searches. Data last updated May 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 7/3012:00 pm
YWG
- SAN
2 stops14h 04m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 5/27. 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 7/303:59 pm
YWG
- SAN
1 stop9h 31m
Delta
Deal found 5/27![Delta logo]()
$283
This United Airlines deal was found by Cheapflights users on 5/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:56 pm
YWG
- SAN
1 stop11h 38m
United Airlines
Deal found 5/25![United Airlines logo]()
$313
Find flight deals from Winnipeg to San Diego
Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to San Diego (SAN). 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 May 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $349 (oojo) |
One-way from | $274 (Kiwi.com) |
Popular in | February |
Cheapest in | March |
Average price | $368 |
Cheapflights Fare Finder
Customize your flight search to find flights from Winnipeg to San Diego 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 May 29, 2026.
Use the filters below to find and compare flights from Winnipeg to San Diego that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Sat 10/3
7:00 am-8:39 pm
2 stops15h 39m
San Diego
Wed 10/7
6:20 am-10:24 pm
2 stops14h 04m
$399
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Sat 10/3
12:46 pm-8:37 pm
1 stop9h 51m
San Diego
Wed 10/7
3:10 pm-11:34 pm
1 stop6h 24m
$399
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Fri 10/9
12:30 pm-8:25 pm
1 stop9h 55m
San Diego
Tue 10/13
11:40 am-11:34 pm
1 stop9h 54m
$403
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Tue 10/6
7:00 am-8:39 pm
2 stops15h 39m
San Diego
Wed 10/7
7:00 am-10:24 pm
2 stops13h 24m
$414
Quickest round-trip
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Tue 11/17
5:35 pm-11:55 pm
1 stop8h 20m
San Diego
Wed 11/25
3:10 pm-11:34 pm
1 stop6h 24m
$414
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Thu 11/19
12:30 pm-8:25 pm
1 stop9h 55m
San Diego
Tue 11/24
3:10 pm-11:34 pm
1 stop6h 24m
$414
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Tue 11/17
5:35 pm-11:55 pm
1 stop8h 20m
San Diego
Mon 11/23
11:40 am-11:34 pm
1 stop9h 54m
$414
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Wed 11/18
5:35 pm-11:55 pm
1 stop8h 20m
San Diego
Mon 11/23
11:40 am-11:34 pm
1 stop9h 54m
$414
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Tue 11/17
8:30 am-10:42 pm
2 stops16h 12m
San Diego
Mon 11/23
4:45 pm-11:39 am
1 stop16h 54m
$420
Cheapest one-way
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Thu 7/30
12:00 pm-12:04 am
2 stops14h 04m
$274
Showing 1-10 of 12 resultsSorted by cheapest first
Compare providers for flights from Winnipeg to San Diego
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 Winnipeg to San Diego in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Winnipeg-San Diego flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-San Diego flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-San Diego flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Winnipeg-San Diego 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 Winnipeg-San Diego 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 Winnipeg to San Diego
Have a flexible travel schedule? Discover the best time to fly to San Diego from Winnipeg with our price prediction graph.
YWG-SAN
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.
Cheapflights Insights
Everything you need to know about your flight from Winnipeg to San Diego
What is the cheapest month to book a flight from Winnipeg to San Diego?
Currently, March is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of $323). Flying from Winnipeg to San Diego in February is currently the most expensive (average of $482). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Winnipeg to San Diego?
Reviews of airlines servicing San Diego
Get insights into the airlines that provide service to San Diego. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Diego. Reviews last updated May 29, 2026.
Get a feel of what it's like to fly with WestJet from Winnipeg to San Diego by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.0
Boarding
7.4
Entertainment
6.1
Food
6.2
Overall
7.2
Crew
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2024
YYZ - MCO
Comfort
7.0
Boarding
7.4
Entertainment
6.1
Food
6.2
Overall
7.2
Crew
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2024
YYZ - MCO
Related info for your journey
Find useful and relevant information for your journey from Winnipeg to San Diego. 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 San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
Chula Vista
National City
Coronado
Poway
La Mesa
Julian
Santee
Lemon Grove
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Winnipeg and San Diego flights
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Explore flights to San Diego departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 29, 2026.
Top airline flying from Winnipeg to San Diego
Discover the top airline that operate flights from Winnipeg to San Diego. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$245 | Average$386 | FlexibilityNo cancel fee | On-time60% |