$187+ Cheap flights from San Diego (SAN) to Winnipeg (YWG)
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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
Apr 12 — Apr 191
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Winnipeg 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 San Diego to Winnipeg
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Best
Last-minute
One-way
Cheapest flights from San Diego to WinnipegExplore the most affordable flight options available from San Diego to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 13, 2026.
Explore the most affordable flight options available from San Diego to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 13, 2026.
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/263:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Sun 5/310:30 pm
YWG
- SAN
2 stops17h 40m
WestJet
Deal found 3/11![WestJet logo]()
$304
This FlightHub deal was found by Cheapflights users on 3/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Tue 6/97:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Deal found 3/11![WestJet logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/911:58 am
SAN
- YWG
2 stops29h 47m
Multiple Airlines
Mon 4/134:55 pm
YWG
- SAN
1 stop20h 39m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$358
This Air Canada deal was found by Cheapflights users on 3/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/24:55 pm
SAN
- YWG
2 stops17h 25m
Air Canada
Tue 5/55:45 am
YWG
- SAN
1 stop8h 05m
Air Canada
Deal found 3/11![Air Canada logo]()
$360
This WestJet deal was found by Cheapflights users on 3/10. 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.
Sat 5/23:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Tue 5/59:05 pm
YWG
- SAN
1 stop19h 05m
WestJet
Deal found 3/10![WestJet logo]()
$379
Best flights from San Diego to WinnipegDiscover carefully curated flight deals from San Diego to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 13, 2026.
Discover carefully curated flight deals from San Diego to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 13, 2026.
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/263:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Sun 5/312:00 pm
YWG
- SAN
1 stop28h 10m
WestJet
Deal found 3/11![WestJet logo]()
$312
This Air Canada deal was found by Cheapflights users on 3/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/24:55 pm
SAN
- YWG
2 stops17h 25m
Air Canada
Tue 5/55:45 am
YWG
- SAN
1 stop8h 05m
Air Canada
Deal found 3/11![Air Canada logo]()
$360
This United Airlines deal was found by Cheapflights users on 3/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:30 pm
SAN
- YWG
1 stop11h 22m
United Airlines
Wed 4/292:00 pm
YWG
- SAN
1 stop10h 59m
United Airlines
Deal found 3/8![United Airlines logo]()
$418
This FlightHub deal was found by Cheapflights users on 3/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Tue 6/97:00 am
YWG
- SAN
2 stops9h 10m
WestJet
Deal found 3/9![WestJet logo]()
$356
This WestJet deal was found by Cheapflights users on 3/11. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Tue 5/52:55 pm
YWG
- SAN
1 stop25h 15m
WestJet
Deal found 3/11![WestJet logo]()
$379
Last-minute flights from San Diego to WinnipegDiscover last-minute flight deals from San Diego to Winnipeg. Data last updated March 13, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Winnipeg. Data last updated March 13, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 3/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/711:01 am
SAN
- YWG
2 stops22h 51m
United Airlines
Tue 4/148:45 am
YWG
- SAN
2 stops13h 27m
United Airlines
Deal found 3/9![United Airlines logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/911:58 am
SAN
- YWG
2 stops29h 47m
Multiple Airlines
Mon 4/134:55 pm
YWG
- SAN
1 stop20h 39m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 3/10. 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 4/911:54 am
SAN
- YWG
1 stop9h 41m
Delta
Mon 4/1311:55 am
YWG
- SAN
1 stop10h 47m
Delta
Deal found 3/10![Delta logo]()
$440
This Kiwi.com deal was found by Cheapflights users on 3/8. 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.
Wed 4/222:12 pm
SAN
- YWG
1 stop23h 00m
Multiple Airlines
Wed 4/294:55 pm
YWG
- SAN
2 stops27h 34m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 3/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:30 pm
SAN
- YWG
1 stop11h 22m
United Airlines
Wed 4/292:00 pm
YWG
- SAN
1 stop10h 59m
United Airlines
Deal found 3/8![United Airlines logo]()
$418
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/248:50 am
SAN
- YWG
2 stops12h 45m
Multiple Airlines
Fri 5/17:00 am
YWG
- SAN
1 stop9h 10m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$422
This United Airlines deal was found by Cheapflights users on 3/10. 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.
Fri 4/244:49 pm
SAN
- YWG
1 stop17h 03m
United Airlines
Fri 5/12:00 pm
YWG
- SAN
1 stop10h 39m
United Airlines
Deal found 3/10![United Airlines logo]()
$472
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/263:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Sun 5/310:30 pm
YWG
- SAN
2 stops17h 40m
WestJet
Deal found 3/11![WestJet logo]()
$304
This Mytrip deal was found by Cheapflights users on 3/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/263:30 pm
SAN
- YWG
2 stops15h 50m
Multiple Airlines
Sun 5/35:25 pm
YWG
- SAN
3 stops22h 45m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$465
One-way flights from San Diego to WinnipegSearch for one-way flight options from San Diego to Winnipeg. Find affordable one-way fares based on user searches. Data last updated March 13, 2026.
Search for one-way flight options from San Diego to Winnipeg. Find affordable one-way fares based on user searches. Data last updated March 13, 2026.
This Air Canada deal was found by Cheapflights users on 3/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1810:30 pm
SAN
- YWG
1 stop11h 22m
Air Canada
Deal found 3/11![Air Canada logo]()
$187
This United Airlines deal was found by Cheapflights users on 3/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:20 am
SAN
- YWG
2 stops12h 37m
United Airlines
Deal found 3/11![United Airlines logo]()
$189
This Air Canada deal was found by Cheapflights users on 3/8. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:20 am
SAN
- YWG
1 stop7h 22m
Air Canada
Deal found 3/8![Air Canada logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/183:19 pm
SAN
- YWG
3 stops30h 28m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$229
This United Airlines deal was found by Cheapflights users on 3/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:20 am
SAN
- YWG
2 stops12h 28m
United Airlines
Deal found 3/8![United Airlines logo]()
$230
This Trip.com deal was found by Cheapflights users on 3/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/199:59 pm
SAN
- YWG
3 stops16h 01m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 3/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/298:39 pm
SAN
- YWG
2 stops13h 13m
United Airlines
Deal found 3/9![United Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2911:54 am
SAN
- YWG
1 stop9h 41m
Delta
Deal found 3/9![Delta logo]()
$332
This CheapTicketsDeal deal was found by Cheapflights users on 3/11. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2911:54 am
SAN
- YWG
1 stop9h 41m
WestJet
Deal found 3/11![WestJet logo]()
$377
Find flight deals from San Diego to Winnipeg
Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Winnipeg (YWG). 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 March 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $304 (Trip.com) |
One-way from | $187 (Air Canada) |
Popular in | February |
Cheapest in | March |
Average price | $170 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to Winnipeg 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 March 13, 2026.
Use the filters below to find and compare flights from San Diego to Winnipeg that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Sun 4/26
3:30 pm-12:55 am
1 stop7h 25m
Winnipeg
Sun 5/3
12:00 pm-2:10 pm
1 stop28h 10m
$312
Quickest round-trip
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Thu 6/4
3:30 pm-12:55 am
1 stop7h 25m
Winnipeg
Tue 6/9
7:00 am-2:10 pm
2 stops9h 10m
$356
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Sat 5/2
4:55 pm-12:20 pm
2 stops17h 25m
Winnipeg
Tue 5/5
5:45 am-11:50 am
1 stop8h 05m
$360
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Sat 5/2
3:30 pm-12:55 am
1 stop7h 25m
Winnipeg
Tue 5/5
2:55 pm-2:10 pm
1 stop25h 15m
$379
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Wed 4/22
10:30 pm-11:52 am
1 stop11h 22m
Winnipeg
Wed 4/29
2:00 pm-10:59 pm
1 stop10h 59m
$418
Cheapest one-way
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Sat 4/18
6:20 am-8:57 pm
2 stops12h 37m
$189
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Wed 8/19
9:59 pm-4:00 pm
3 stops16h 01m
$294
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Sun 3/29
8:39 pm-11:52 am
2 stops13h 13m
$331
Quickest one-way
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Sun 3/29
11:54 am-11:35 pm
1 stop9h 41m
$332
San DiegoWinnipeg
SAN - YWG
SANYWG
San Diego
Sun 3/29
6:24 am-11:35 pm
3 stops15h 11m
$734
Sorted by cheapest first
Compare providers for flights from San Diego to Winnipeg
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 San Diego to Winnipeg in March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Diego-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Diego-Winnipeg flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Diego-Winnipeg 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 San Diego-Winnipeg 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 San Diego to Winnipeg
Have a flexible travel schedule? Discover the best time to fly to Winnipeg from San Diego with our price prediction graph.
SAN-YWG
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 San Diego to Winnipeg
Prices
More
What’s the top layover airport for flights from San Diego to Winnipeg?
Share of 1-stop round-trip flights from San Diego to Winnipeg chosen by Cheapflights users in the past 12 months, using the same layover each way.
Calgary (YYC) – chosen by Cheapflights users on 86% of 1-stop itineraries from San Diego to Winnipeg on Cheapflights.
What’s the cheapest layover airport for flights from San Diego to Winnipeg?
Average round-trip fare for 1-stop flights from San Diego to Winnipeg, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of $395.
What’s the fastest layover option from San Diego to Winnipeg?
Shortest average travel time for 1-stop one-way flights from San Diego to Winnipeg, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Calgary (YYC) have the shortest average one-way travel time for 1-stop routes: 7h 04m.
Which airport typically offers the quickest layover for flights from San Diego to Winnipeg?
Average layover duration for 1-stop one-way flights from San Diego to Winnipeg, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Calgary (YYC) offer the fastest connection on this route, with an average layover time of 1h 31m.
Reviews of airlines servicing Winnipeg
Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated March 13, 2026.
Get a feel of what it's like to fly with Delta,WestJet, andAir Canada from San Diego to Winnipeg by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.9
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Comfort
7.9
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Comfort
7.9
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Comfort
7.9
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Related info for your journey
Find useful and relevant information for your journey from San Diego to Winnipeg. 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 Winnipeg?
Book flights to Winnipeg if you plan to visit one of these locationsPortage la Prairie
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San Diego and Winnipeg flights
Browse other San Diego and Winnipeg flight options. Last updated on March 13, 2026.
Other flights from San Diego
Browse through other flights departing from San Diego. Flights are based on user searches made on Cheapflights and were last updated on March 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Winnipeg
Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 13, 2026.
Top 3 airlines flying from San Diego to Winnipeg
Discover the top 3 airlines that operate flights from San Diego to Winnipeg. 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 March 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$159 | Average$443 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$160 | Average$509 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$192 | Average$348 | FlexibilityNo cancel fee | On-time60% |