$139+ Cheap flights from Portland, ME (PWM) to Puerto Rico
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJU
Sep 25 — Oct 21
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Puerto Rico 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 Portland to Puerto Rico
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Cheapest flights from Portland to Puerto RicoExplore the most affordable flight options available from Portland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.
Explore the most affordable flight options available from Portland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.
This American Airlines deal was found by Cheapflights users on 8/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:30 am -
1 stop8h 07m
Mon 10/262:18 pm -
2 stops9h 41m
Deal found 8/26![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 8/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:30 am -
1 stop8h 02m
Wed 9/236:00 am -
2 stops17h 45m
Deal found 8/23![American Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:15 am -
1 stop7h 39m
Sat 9/261:00 am -
1 stop8h 08m
Deal found 8/21![United Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Tue 9/86:46 pm -
2 stops16h 14m
Fri 9/112:22 pm -
1 stop9h 14m
Deal found 8/25![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Sun 11/155:50 am -
1 stop6h 25m
Sat 11/212:05 am -
1 stop7h 55m
Deal found 8/25![United Airlines logo]()
$332
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Mon 9/215:30 am -
2 stops15h 17m
Fri 9/2510:16 am -
2 stops13h 29m
Deal found 8/25![American Airlines logo]()
$353
This American Airlines deal was found by Cheapflights users on 8/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:24 pm -
1 stop15h 56m
Sun 10/256:30 am -
2 stops9h 59m
Deal found 8/24![American Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Thu 10/86:00 am -
1 stop16h 57m
Tue 10/137:30 am -
1 stop16h 06m
Deal found 8/22![American Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:00 am -
1 stop10h 49m
Sat 9/2612:56 pm -
1 stop8h 04m
Deal found 8/25![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/25. 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 10/275:50 am -
1 stop6h 25m
Wed 10/281:05 am -
1 stop7h 55m
Deal found 8/25![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 10/143:41 pm -
2 stops26h 49m
Sun 10/189:55 am -
2 stops10h 27m
Deal found 8/24![United Airlines logo]()
$4,236
Best flights from Portland to Puerto RicoDiscover carefully curated flight deals from Portland to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.
Discover carefully curated flight deals from Portland to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:00 am -
1 stop7h 45m
Mon 10/264:50 pm -
1 stop7h 09m
Deal found 8/21![United Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 8/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/175:35 am -
2 stops9h 15m
Tue 2/235:45 am -
2 stops9h 55m
Deal found 8/25![Southwest logo]()
$427
This United Airlines deal was found by Cheapflights users on 8/24. 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 10/275:50 am -
1 stop7h 50m
Wed 10/281:05 am -
1 stop7h 55m
Deal found 8/24![United Airlines logo]()
$278
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:15 am -
1 stop7h 39m
Sat 9/261:00 am -
1 stop8h 08m
Deal found 8/21![United Airlines logo]()
$317
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Sat 12/57:00 am -
2 stops13h 00m
Fri 12/112:05 am -
1 stop7h 14m
Deal found 8/25![United Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 8/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:45 am -
1 stop7h 05m
Sun 9/133:15 pm -
1 stop7h 45m
Deal found 8/25![Southwest logo]()
$472
This United Airlines deal was found by Cheapflights users on 8/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:06 am -
1 stop7h 39m
Sat 9/261:25 pm -
2 stops10h 34m
Deal found 8/22![United Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:41 pm -
2 stops26h 49m
Sun 10/189:55 am -
2 stops10h 27m
Deal found 8/21![United Airlines logo]()
$4,236
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated August 26, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Tue 9/86:46 pm -
2 stops16h 14m
Fri 9/112:22 pm -
1 stop9h 14m
Deal found 8/25![American Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Thu 9/107:00 am -
1 stop7h 50m
Tue 9/152:22 pm -
2 stops9h 23m
Deal found 8/22![American Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 8/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:30 am -
1 stop8h 02m
Wed 9/236:00 am -
2 stops17h 45m
Deal found 8/23![American Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 9/166:06 am -
1 stop7h 47m
Tue 9/221:00 am -
1 stop8h 08m
Deal found 8/24![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:00 am -
1 stop10h 49m
Sat 9/2612:56 pm -
1 stop8h 04m
Deal found 8/25![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:06 am -
1 stop7h 39m
Fri 9/251:00 am -
2 stops13h 38m
Deal found 8/21![United Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:15 am -
1 stop7h 39m
Sat 9/261:00 am -
1 stop8h 08m
Deal found 8/21![United Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Mon 9/215:30 am -
2 stops15h 17m
Fri 9/2510:16 am -
2 stops13h 29m
Deal found 8/25![American Airlines logo]()
$353
This American Airlines deal was found by Cheapflights users on 8/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:05 pm -
2 stops17h 55m
Fri 10/22:22 pm -
1 stop9h 14m
Deal found 8/26![American Airlines logo]()
$377
One-way flights from Portland to Puerto RicoSearch for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This American Airlines deal was found by Cheapflights users on 8/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:30 am -
1 stop17h 27m
Deal found 8/26![American Airlines logo]()
$139
This United Airlines deal was found by Cheapflights users on 8/23. 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.
Sun 11/225:50 am -
1 stop6h 25m
Deal found 8/23![United Airlines logo]()
$148
This Delta deal was found by Cheapflights users on 8/23. 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.
Mon 8/316:00 am -
1 stop10h 33m
Deal found 8/23![Delta logo]()
$215
This American Airlines deal was found by Cheapflights users on 8/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:02 am -
2 stops12h 31m
Deal found 8/21![American Airlines logo]()
$223
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Thu 1/289:45 am -
1 stop10h 15m
Deal found 8/24![United Airlines logo]()
$235
This FlightHub deal was found by Cheapflights users on 8/23. 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.
Fri 10/236:00 am -
2 stops17h 49m
Deal found 8/23![JetBlue logo]()
$270
Find flight deals from Portland to Puerto Rico
Keep the following information in mind while searching for Portland to Puerto Rico flight deals. Data was last updated August 26, 2026.
Round-trip from | $278 (American Airlines) |
|---|---|
One-way from | $139 (American Airlines) |
Popular in | April |
Cheapest in | November |
Average price | $548 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Puerto Rico 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 August 26, 2026.
Use the filters below to find and compare flights from Portland to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSan Juan
PWM Portland - SJU San Juan Luis Munoz Marin Intl
PWMSJU
Portland
Fri 10/23
6:00 am-1:45 pm
1 stop7h 45m
San Juan Luis Munoz Marin Intl
Mon 10/26
4:50 pm-11:59 pm
1 stop7h 09m
$278
PortlandSan Juan
PWM Portland - SJU San Juan Luis Munoz Marin Intl
PWMSJU
Portland
Tue 10/27
5:50 am-1:40 pm
1 stop7h 50m
San Juan Luis Munoz Marin Intl
Wed 10/28
1:05 am-9:00 am
1 stop7h 55m
$278
PortlandSan Juan
PWM Portland - SJU San Juan Luis Munoz Marin Intl
PWMSJU
Portland
Sun 9/20
5:15 am-12:54 pm
1 stop7h 39m
San Juan Luis Munoz Marin Intl
Sat 9/26
1:00 am-9:08 am
1 stop8h 08m
$317
PortlandSan Juan
PWM Portland - SJU San Juan Luis Munoz Marin Intl
PWMSJU
Portland
Sat 12/5
7:00 am-9:00 pm
2 stops13h 00m
San Juan Luis Munoz Marin Intl
Fri 12/11
2:05 am-8:19 am
1 stop7h 14m
$332
PortlandSan Juan
PWM Portland - SJU San Juan Luis Munoz Marin Intl
PWMSJU
Portland
Sat 9/19
6:06 am-1:45 pm
1 stop7h 39m
San Juan Luis Munoz Marin Intl
Sat 9/26
1:25 pm-11:59 pm
2 stops10h 34m
$393
PortlandSan Juan
PWM Portland - SJU San Juan Luis Munoz Marin Intl
PWMSJU
Portland
Wed 2/17
5:35 am-3:50 pm
2 stops9h 15m
San Juan Luis Munoz Marin Intl
Tue 2/23
5:45 am-2:40 pm
2 stops9h 55m
$427
Quickest round-trip
PortlandSan Juan
PWM Portland - SJU San Juan Luis Munoz Marin Intl
PWMSJU
Portland
Wed 9/9
5:45 am-12:50 pm
1 stop7h 05m
San Juan Luis Munoz Marin Intl
Sun 9/13
3:15 pm-11:00 pm
1 stop7h 45m
$472
PortlandVieques
PWM Portland - VQS Vieques
PWMVQS
Portland
Wed 10/14
3:41 pm-6:30 pm
2 stops26h 49m
Vieques
Sun 10/18
9:55 am-8:22 pm
2 stops10h 27m
$4,236
Cheapest one-way
PortlandSan Juan
PWM Portland - SJU San Juan Luis Munoz Marin Intl
PWMSJU
Portland
Fri 10/23
6:00 am-1:37 pm
1 stop7h 37m
$139
Quickest one-way
PortlandSan Juan
PWM Portland - SJU San Juan Luis Munoz Marin Intl
PWMSJU
Portland
Sun 11/22
5:50 am-1:15 pm
1 stop6h 25m
$148
Showing 1-10 of 12 resultsSorted by cheapest first
Best time to book a flight from Portland to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Portland with our price prediction graph.
PWM-SJU
PWM-VQS
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 Portland to Puerto Rico
PWM-PR0
PWM-SJU
PWM-VQS
What is the cheapest month to book a flight from Portland, Maine to Puerto Rico?
Currently, November is the cheapest month in which you can book a flight from Portland, Maine to Puerto Rico (average of $322). Flying from Portland, Maine to Puerto Rico in April is currently the most expensive (average of $716). 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 far ahead should I book a flight from Portland, Maine to Puerto Rico?
The best time to book flights from Portland, Maine to Puerto Rico is 36 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated August 26, 2026.
Read through reviews of airlines operating flights from Portland to Puerto Rico, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Portland to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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 Portland to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Puerto Rico by cabin class
Find flights from Portland to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Puerto Rico flights
Browse other Portland and Puerto Rico flight options. Last updated on August 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Portland to Puerto Rico
Discover the top 5 airlines that operate flights from Portland to Puerto Rico. 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 August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$502 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$232 | Average$420 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$275 | Average$360 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$296 | Average$560 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$315 | Average$605 | FlexibilityNo cancel fee | On-time63% |