$100+ Cheap flights from Greenville to Portland, ME (GSP - PWM)
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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — PWM
Sep 9 — Sep 161
Round-trip
1 adult, Economy
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Find cheap flights from Greenville to Portland 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 Greenville to Portland
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Cheapest flights from Greenville to PortlandExplore the most affordable flight options available from Greenville to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 10, 2026.
Explore the most affordable flight options available from Greenville to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Tue 9/295:54 pm -
1 stop3h 43m
Tue 10/67:35 am -
1 stop4h 14m
Deal found 8/5![Breeze Airways logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:10 pm -
1 stop4h 14m
Tue 9/227:35 am -
1 stop4h 14m
Deal found 8/9![Breeze Airways logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Mon 9/147:10 pm -
1 stop4h 14m
Thu 9/173:05 pm -
1 stop4h 14m
Deal found 8/8![Breeze Airways logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/117:10 pm -
1 stop4h 14m
Mon 9/147:00 am -
1 stop4h 31m
Deal found 8/6![Breeze Airways logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Tue 10/135:54 pm -
1 stop3h 43m
Tue 10/207:35 am -
1 stop4h 14m
Deal found 8/5![Breeze Airways logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:19 pm -
1 stop4h 19m
Mon 8/317:00 am -
1 stop4h 26m
Deal found 8/9![Breeze Airways logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:10 pm -
1 stop4h 14m
Fri 9/186:00 am -
1 stop4h 31m
Deal found 8/7![Breeze Airways logo]()
$249
Best flights from Greenville to PortlandDiscover carefully curated flight deals from Greenville to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 10, 2026.
Discover carefully curated flight deals from Greenville to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 10, 2026.
This Delta deal was found by Cheapflights users on 8/10. 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.
Tue 11/107:00 am -
1 stop5h 08m
Mon 11/1611:40 am -
1 stop6h 37m
Deal found 8/10![Delta logo]()
$262
This Breeze Airways deal was found by Cheapflights users on 8/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:10 pm -
1 stop4h 14m
Thu 9/243:05 pm -
1 stop4h 14m
Deal found 8/7![Breeze Airways logo]()
$272
This United Airlines deal was found by Cheapflights users on 8/6. 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 9/57:00 am -
1 stop6h 56m
Wed 9/96:06 am -
2 stops8h 14m
Deal found 8/6![United Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 8/7. 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.
Sun 9/68:55 am -
1 stop7h 40m
Thu 9/101:05 pm -
2 stops8h 35m
Deal found 8/7![Southwest logo]()
$356
This Delta deal was found by Cheapflights users on 8/6. 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 10/76:00 am -
1 stop7h 12m
Mon 10/124:47 pm -
1 stop4h 40m
Deal found 8/6![Delta logo]()
$365
This Southwest deal was found by Cheapflights users on 8/7. 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.
Tue 11/1011:20 am -
2 stops10h 25m
Mon 11/1612:45 pm -
1 stop7h 05m
Deal found 8/7![Southwest logo]()
$370
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:59 pm -
1 stop5h 19m
Mon 10/124:47 pm -
1 stop4h 40m
Deal found 8/6![Delta logo]()
$365
This United Airlines deal was found by Cheapflights users on 8/7. 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.
Mon 11/27:43 pm -
1 stop4h 16m
Fri 11/65:08 pm -
1 stop5h 51m
Deal found 8/7![United Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 8/10. 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.
Tue 8/256:55 am -
1 stop6h 12m
Mon 8/316:05 am -
1 stop4h 35m
Deal found 8/10![Delta logo]()
$436
This Delta deal was found by Cheapflights users on 8/10. 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 8/275:20 pm -
1 stop5h 53m
Mon 8/316:05 am -
1 stop6h 36m
Deal found 8/10![Delta logo]()
$467
Last-minute flights from Greenville to PortlandDiscover last-minute flight deals from Greenville to Portland. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Greenville to Portland. Data last updated August 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:19 pm -
1 stop4h 19m
Mon 8/317:00 am -
1 stop4h 26m
Deal found 8/9![Breeze Airways logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/117:10 pm -
1 stop4h 14m
Mon 9/147:00 am -
1 stop4h 31m
Deal found 8/6![Breeze Airways logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:10 pm -
1 stop4h 14m
Tue 9/227:35 am -
1 stop4h 14m
Deal found 8/9![Breeze Airways logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Mon 9/147:10 pm -
1 stop4h 14m
Thu 9/173:05 pm -
1 stop4h 14m
Deal found 8/8![Breeze Airways logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:10 pm -
1 stop4h 14m
Fri 9/186:00 am -
1 stop4h 31m
Deal found 8/7![Breeze Airways logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Tue 9/295:54 pm -
1 stop3h 43m
Tue 10/67:35 am -
1 stop4h 14m
Deal found 8/5![Breeze Airways logo]()
$149
One-way flights from Greenville to PortlandSearch for one-way flight options from Greenville to Portland. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
Search for one-way flight options from Greenville to Portland. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Tue 9/155:54 pm -
1 stop3h 43m
Deal found 8/6![Breeze Airways logo]()
$100
This Breeze Airways deal was found by Cheapflights users on 8/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:19 pm -
1 stop4h 19m
Deal found 8/7![Breeze Airways logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Mon 10/57:10 pm -
1 stop4h 14m
Deal found 8/10![Breeze Airways logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:52 pm -
1 stop17h 16m
Deal found 8/9![Breeze Airways logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Mon 10/58:32 pm -
2 stops19h 52m
Deal found 8/10![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:52 pm -
2 stops31h 32m
Deal found 8/9![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Tue 9/1512:29 pm -
3 stops27h 55m
Deal found 8/6![Multiple Airlines logo]()
$223
This American Airlines deal was found by Cheapflights users on 8/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:32 am -
1 stop4h 44m
Deal found 8/8![American Airlines logo]()
$229
Find flight deals from Greenville to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Greenville (GSP) to Portland (PWM). 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 August 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $149 (Kiwi.com) |
One-way from | $100 (Kiwi.com) |
Popular in | February |
Cheapest in | January |
Average price | $381 |
Cheapflights Fare Finder
Customize your flight search to find flights from Greenville to Portland 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 August 10, 2026.
Use the filters below to find and compare flights from Greenville to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Tue 11/10
7:00 am-12:08 pm
1 stop5h 08m
Portland
Mon 11/16
11:40 am-6:17 pm
1 stop6h 37m
$262
Quickest round-trip
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Mon 9/21
7:10 pm-11:24 pm
1 stop4h 14m
Portland
Thu 9/24
3:05 pm-7:19 pm
1 stop4h 14m
$272
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Sat 9/5
7:00 am-1:56 pm
1 stop6h 56m
Portland
Wed 9/9
6:06 am-2:20 pm
2 stops8h 14m
$350
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Sun 9/6
8:55 am-4:35 pm
1 stop7h 40m
Portland
Thu 9/10
1:05 pm-9:40 pm
2 stops8h 35m
$356
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Wed 10/7
6:00 am-1:12 pm
1 stop7h 12m
Portland
Mon 10/12
4:47 pm-9:27 pm
1 stop4h 40m
$365
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Thu 10/8
5:59 pm-11:18 pm
1 stop5h 19m
Portland
Mon 10/12
4:47 pm-9:27 pm
1 stop4h 40m
$365
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Tue 11/10
11:20 am-9:45 pm
2 stops10h 25m
Portland
Mon 11/16
12:45 pm-7:50 pm
1 stop7h 05m
$370
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Tue 8/25
6:55 am-1:07 pm
1 stop6h 12m
Portland
Mon 8/31
6:05 am-10:40 am
1 stop4h 35m
$436
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Mon 11/2
7:43 pm-11:59 pm
1 stop4h 16m
Portland
Fri 11/6
5:08 pm-10:59 pm
1 stop5h 51m
$458
GreenvillePortland
GSP Greenville - PWM Portland
GSPPWM
Greenville
Thu 8/27
5:20 pm-11:13 pm
1 stop5h 53m
Portland
Mon 8/31
6:05 am-12:41 pm
1 stop6h 36m
$467
Showing 1-10 of 16 resultsSorted by cheapest first
Compare providers for flights from Greenville to Portland
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 Greenville to Portland in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Greenville-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Greenville-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Greenville-Portland, Maine flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Greenville-Portland, Maine 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 Greenville-Portland, Maine 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 Greenville to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Greenville with our price prediction graph.
GSP-PWM
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 Greenville to Portland
How far ahead should I book a flight from Greenville to Portland, Maine?
The best time to book flights from Greenville to Portland, Maine is 80 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.
What is the cheapest month to book a flight from Greenville to Portland, Maine?
Currently, January is the cheapest month in which you can book a flight from Greenville to Portland, Maine (average of $269). Flying from Greenville to Portland, Maine in February is currently the most expensive (average of $1,002). 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 Greenville to Portland, Maine?
Airfare is below average for this route at the moment.
Greenville to Portland, Maine flights typically cost between $280 and $477 in September.The cheapest round-trip price found within the last 5 days was $149 on Breeze Airways (Sep 29-Oct 6).
Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated August 10, 2026.
See what other customers who have flown with Breeze Airways,Southwest, andDelta from Greenville to Portland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.2
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Greenville to Portland. 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 Portland?
Book flights to Portland if you plan to visit one of these locationsNorth Conway
Lewiston
Brunswick
Conway
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Greenville and Portland flights
Browse other Greenville and Portland flight options. Last updated on August 10, 2026.
Other flights from Greenville
Browse through other flights departing from Greenville. Flights are based on user searches made on Cheapflights and were last updated on August 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 10, 2026.
Top 5 airlines flying from Greenville to Portland
Discover the top 5 airlines that operate flights from Greenville to Portland. 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 August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$136 | Average$287 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$203 | Average$386 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$236 | Average$430 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$243 | Average$500 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$380 | Average$493 | FlexibilityNo cancel fee | On-time63% |