$290+ Cheap flights from Pennsylvania to Winnipeg (YWG)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — YWG
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from Pennsylvania to Winnipeg with Cheapflights
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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 Pennsylvania to Winnipeg
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Cheapest flights from Pennsylvania to WinnipegExplore the most affordable flight options available from Pennsylvania to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from Pennsylvania to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
This Mytrip deal was found by Cheapflights users on 10/20. 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.
Wed 12/27:25 am -
3 stops26h 50m
Wed 12/93:10 pm -
2 stops26h 16m
Deal found 10/20![Multiple Airlines logo]()
$543
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/86:31 pm -
2 stops22h 54m
Tue 12/159:35 pm -
2 stops19h 51m
Deal found 10/24![Multiple Airlines logo]()
$565
This Mytrip deal was found by Cheapflights users on 10/21. 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.
Sat 12/57:15 am -
2 stops17h 55m
Sat 12/1210:30 pm -
3 stops25h 10m
Deal found 10/21![Multiple Airlines logo]()
$607
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/85:15 am -
2 stops13h 55m
Wed 11/118:00 pm -
3 stops24h 04m
Deal found 10/24![Multiple Airlines logo]()
$714
This United Airlines deal was found by Cheapflights users on 10/25. 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.
Fri 12/256:45 am -
1 stop7h 07m
Sat 1/23:15 pm -
1 stop8h 44m
Deal found 10/25![United Airlines logo]()
$912
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Tue 11/106:27 pm -
3 stops30h 43m
Sat 11/1412:35 pm -
3 stops21h 08m
Deal found 10/22![Multiple Airlines logo]()
$1,021
This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:00 am -
2 stops16h 52m
Sat 11/147:00 am -
2 stops14h 14m
Deal found 10/22![American Airlines logo]()
$1,036
This Delta deal was found by Cheapflights users on 10/22. 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 11/103:49 pm -
1 stop8h 44m
Sat 11/146:35 am -
1 stop5h 27m
Deal found 10/22![Delta logo]()
$1,054
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/251:05 pm -
2 stops9h 52m
Sat 1/27:00 am -
3 stops14h 14m
Deal found 10/25![American Airlines logo]()
$1,355
This United Airlines deal was found by Cheapflights users on 10/23. 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 10/3110:35 am -
2 stops11h 22m
Fri 11/69:40 am -
1 stop13h 09m
Deal found 10/23![United Airlines logo]()
$1,744
This Delta deal was found by Cheapflights users on 10/23. 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 10/313:59 pm -
1 stop8h 20m
Fri 11/65:45 pm -
1 stop5h 39m
Deal found 10/23![Delta logo]()
$1,842
Best flights from Pennsylvania to WinnipegDiscover carefully curated flight deals from Pennsylvania to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Pennsylvania to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This Mytrip deal was found by Cheapflights users on 10/20. 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.
Wed 12/27:25 am -
3 stops26h 50m
Wed 12/93:10 pm -
2 stops26h 16m
Deal found 10/20![Multiple Airlines logo]()
$543
This Delta deal was found by Cheapflights users on 10/21. 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 12/512:22 pm -
2 stops12h 17m
Sat 12/125:24 pm -
1 stop6h 30m
Deal found 10/21![Delta logo]()
$892
This Air Canada deal was found by Cheapflights users on 10/21. 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 12/59:15 am -
1 stop5h 54m
Sat 12/129:05 am -
1 stop5h 39m
Deal found 10/21![Air Canada logo]()
$908
This United Airlines deal was found by Cheapflights users on 10/25. 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.
Fri 12/256:45 am -
1 stop7h 07m
Sat 1/23:15 pm -
1 stop8h 44m
Deal found 10/25![United Airlines logo]()
$912
This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:00 am -
2 stops16h 52m
Sat 11/147:00 am -
2 stops14h 14m
Deal found 10/22![American Airlines logo]()
$1,036
This Mytrip deal was found by Cheapflights users on 10/21. 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.
Sat 12/57:15 am -
2 stops17h 55m
Sat 12/129:35 pm -
2 stops19h 51m
Deal found 10/21![Multiple Airlines logo]()
$635
This Mytrip deal was found by Cheapflights users on 10/23. 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 11/229:18 pm -
3 stops27h 52m
Sun 11/299:35 pm -
3 stops25h 22m
Deal found 10/23![Multiple Airlines logo]()
$751
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/85:15 am -
3 stops19h 55m
Wed 11/118:00 pm -
3 stops24h 04m
Deal found 10/24![Multiple Airlines logo]()
$759
This United Airlines deal was found by Cheapflights users on 10/25. 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.
Wed 12/237:37 pm -
2 stops18h 15m
Sat 12/263:15 pm -
1 stop9h 19m
Deal found 10/25![United Airlines logo]()
$922
This Delta deal was found by Cheapflights users on 10/22. 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 11/103:49 pm -
1 stop8h 44m
Sat 11/146:35 am -
1 stop5h 27m
Deal found 10/22![Delta logo]()
$1,054
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:30 am -
2 stops27h 50m
Wed 11/119:05 pm -
2 stops19h 51m
Deal found 10/24![Multiple Airlines logo]()
$825
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/251:05 pm -
2 stops9h 52m
Sat 1/27:00 am -
3 stops14h 14m
Deal found 10/25![American Airlines logo]()
$1,355
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Tue 11/106:27 pm -
3 stops30h 43m
Sat 11/1412:35 pm -
3 stops21h 08m
Deal found 10/22![Multiple Airlines logo]()
$1,021
Last-minute flights from Pennsylvania to WinnipegDiscover last-minute flight deals from Pennsylvania to Winnipeg. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Pennsylvania to Winnipeg. Data last updated October 25, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/23. 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 10/3110:35 am -
2 stops11h 22m
Fri 11/69:40 am -
1 stop13h 09m
Deal found 10/23![United Airlines logo]()
$1,744
This Delta deal was found by Cheapflights users on 10/23. 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 10/313:59 pm -
1 stop8h 20m
Fri 11/65:45 pm -
1 stop5h 39m
Deal found 10/23![Delta logo]()
$1,842
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/85:15 am -
2 stops13h 55m
Wed 11/118:00 pm -
3 stops24h 04m
Deal found 10/24![Multiple Airlines logo]()
$714
This FlightHub deal was found by Cheapflights users on 10/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/89:56 pm -
1 stop13h 46m
Wed 11/117:00 am -
1 stop5h 37m
Deal found 10/24![Porter Airlines logo]()
$971
This Mytrip deal was found by Cheapflights users on 10/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:30 am -
2 stops27h 50m
Wed 11/119:35 pm -
3 stops26h 00m
Deal found 10/24![Multiple Airlines logo]()
$806
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Tue 11/106:27 pm -
3 stops30h 43m
Sat 11/1412:35 pm -
3 stops21h 08m
Deal found 10/22![Multiple Airlines logo]()
$1,021
This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:00 am -
2 stops16h 52m
Sat 11/147:00 am -
2 stops14h 14m
Deal found 10/22![American Airlines logo]()
$1,036
This Delta deal was found by Cheapflights users on 10/22. 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 11/103:49 pm -
1 stop8h 44m
Sat 11/146:35 am -
1 stop5h 27m
Deal found 10/22![Delta logo]()
$1,054
This Mytrip deal was found by Cheapflights users on 10/23. 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 11/229:18 pm -
3 stops27h 52m
Sun 11/299:35 pm -
3 stops25h 22m
Deal found 10/23![Multiple Airlines logo]()
$751
This FlightHub deal was found by Cheapflights users on 10/23. 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 11/223:35 pm -
1 stop7h 17m
Sun 11/297:00 am -
1 stop5h 44m
Deal found 10/23![Porter Airlines logo]()
$935
One-way flights from Pennsylvania to WinnipegSearch for one-way flight options from Pennsylvania to Winnipeg. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Pennsylvania to Winnipeg. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/246:00 am -
2 stops32h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$290
Find flight deals from Pennsylvania to Winnipeg
Keep the following information in mind while searching for Pennsylvania to Winnipeg flight deals. Data was last updated October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $385 (Kiwi.com) |
Popular in | February |
Cheapest in | December |
Average price | $646 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pennsylvania 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 7,457,451 searches. Data last updated October 25, 2026.
Use the filters below to find and compare flights from Pennsylvania to Winnipeg that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PittsburghWinnipeg
PIT Pittsburgh - YWG Winnipeg
PITYWG
Pittsburgh
Thu 12/24
6:00 am-2:40 pm
2 stops32h 40m
Winnipeg
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$290
PhiladelphiaWinnipeg
PHL Philadelphia - YWG Winnipeg
PHLYWG
Philadelphia
Wed 12/2
7:25 am-10:15 am
3 stops26h 50m
Winnipeg
Wed 12/9
3:10 pm-5:26 pm
2 stops26h 16m
$543
PhiladelphiaWinnipeg
PHL Philadelphia - YWG Winnipeg
PHLYWG
Philadelphia
Sat 12/5
7:15 am-1:10 am
2 stops17h 55m
Winnipeg
Sat 12/12
9:35 pm-5:26 pm
2 stops19h 51m
$635
PhiladelphiaWinnipeg
PHL Philadelphia - YWG Winnipeg
PHLYWG
Philadelphia
Sun 11/22
9:18 pm-1:10 am
3 stops27h 52m
Winnipeg
Sun 11/29
9:35 pm-10:57 pm
3 stops25h 22m
$751
PhiladelphiaWinnipeg
PHL Philadelphia - YWG Winnipeg
PHLYWG
Philadelphia
Sun 11/8
5:15 am-1:10 am
3 stops19h 55m
Winnipeg
Wed 11/11
8:00 pm-8:04 pm
3 stops24h 04m
$759
PhiladelphiaWinnipeg
PHL Philadelphia - YWG Winnipeg
PHLYWG
Philadelphia
Tue 11/10
8:30 am-12:20 pm
2 stops27h 50m
Winnipeg
Wed 11/11
9:05 pm-4:56 pm
2 stops19h 51m
$825
PhiladelphiaWinnipeg
PHL Philadelphia - YWG Winnipeg
PHLYWG
Philadelphia
Sat 12/5
12:22 pm-12:39 am
2 stops12h 17m
Winnipeg
Sat 12/12
5:24 pm-11:54 pm
1 stop6h 30m
$892
Quickest round-trip
PhiladelphiaWinnipeg
PHL Philadelphia - YWG Winnipeg
PHLYWG
Philadelphia
Sat 12/5
9:15 am-3:09 pm
1 stop5h 54m
Winnipeg
Sat 12/12
9:05 am-2:44 pm
1 stop5h 39m
$908
PittsburghWinnipeg
PIT Pittsburgh - YWG Winnipeg
PITYWG
Pittsburgh
Fri 12/25
6:45 am-1:52 pm
1 stop7h 07m
Winnipeg
Sat 1/2
3:15 pm-11:59 pm
1 stop8h 44m
$912
PhiladelphiaWinnipeg
PHL Philadelphia - YWG Winnipeg
PHLYWG
Philadelphia
Wed 12/23
7:37 pm-1:52 pm
2 stops18h 15m
Winnipeg
Sat 12/26
3:15 pm-12:34 am
1 stop9h 19m
$922
Showing 1-10 of 14 resultsSorted by cheapest first
Best time to book a flight from Pennsylvania to Winnipeg
Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Pennsylvania with our price prediction graph.
PIT-YWG
PHL-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 Pennsylvania to Winnipeg
USPA-YWG
PIT-YWG
PHL-YWG
What is the cheapest month to book a flight from Pennsylvania to Winnipeg?
Currently, December is the cheapest month in which you can book a flight from Pennsylvania to Winnipeg (average of $416). Flying from Pennsylvania to Winnipeg in February is currently the most expensive (average of $908). 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 Pennsylvania to Winnipeg?
Airfare is below average for this route at the moment.
Pennsylvania to Winnipeg flights typically cost between $468 and $842 in January.The cheapest round-trip price found within the last 5 days was $385 on Multiple Airlines (Jan 20-Jan 22).
Related info for your journey
Find useful and relevant information for your journey from Pennsylvania 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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Pennsylvania to Winnipeg
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pennsylvania to Winnipeg by cabin class
Find flights from Pennsylvania to Winnipeg, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pennsylvania and Winnipeg flights
Browse other Pennsylvania and Winnipeg flight options. Last updated on October 25, 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 October 25, 2026.
Top 4 airlines flying from Pennsylvania to Winnipeg
Discover the top 4 airlines that operate flights from Pennsylvania 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 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$504 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$188 | Average$407 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$227 | Average$645 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$276 | Average$597 | FlexibilityNo cancel fee | On-time60% |