$279+ Cheap flights from Port of Spain (POS) to Boston (BOS)
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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Oct 31 — Nov 71
Round-trip
1 adult, Economy
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Find cheap flights from Port of Spain to Boston 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 Port of Spain to Boston
Cheapest
Best
Last-minute
One-way
Cheapest flights from Port of Spain to BostonExplore the most affordable flight options available from Port of Spain to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 1, 2026.
Explore the most affordable flight options available from Port of Spain to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 1, 2026.
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:25 am -
2 stops16h 59m
Wed 11/49:12 am -
2 stops14h 06m
Deal found 9/28![United Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/30. 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 12/232:20 am -
1 stop17h 07m
Sat 1/237:08 am -
1 stop16h 12m
Deal found 9/30![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:30 am -
1 stop11h 54m
Sun 10/48:25 pm -
2 stops26h 58m
Deal found 9/27![United Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:06 pm -
2 stops20h 03m
Sun 10/47:33 pm -
2 stops18h 35m
Deal found 9/27![American Airlines logo]()
$512
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/1312:30 am -
1 stop23h 09m
Mon 10/198:25 pm -
2 stops26h 58m
Deal found 9/29![United Airlines logo]()
$513
This United Airlines deal was found by Cheapflights users on 9/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:30 am -
2 stops14h 05m
Fri 10/26:00 am -
2 stops17h 23m
Deal found 9/26![United Airlines logo]()
$527
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/2212:30 am -
2 stops17h 22m
Fri 10/306:00 am -
2 stops17h 18m
Deal found 9/29![United Airlines logo]()
$544
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:30 am -
2 stops16h 29m
Thu 10/297:15 am -
1 stop16h 03m
Deal found 9/28![United Airlines logo]()
$598
Best flights from Port of Spain to BostonDiscover carefully curated flight deals from Port of Spain to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 1, 2026.
Discover carefully curated flight deals from Port of Spain to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 1, 2026.
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:25 am -
1 stop16h 24m
Wed 11/47:15 am -
1 stop16h 03m
Deal found 9/28![United Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/30. 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 12/71:25 am -
1 stop22h 58m
Wed 12/306:38 pm -
2 stops28h 40m
Deal found 9/30![United Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/2212:30 am -
2 stops22h 54m
Fri 10/309:43 am -
1 stop13h 35m
Deal found 9/29![United Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/30. 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 12/232:20 am -
1 stop17h 07m
Sat 1/237:08 am -
1 stop16h 12m
Deal found 9/30![United Airlines logo]()
$483
Last-minute flights from Port of Spain to BostonDiscover last-minute flight deals from Port of Spain to Boston. Data last updated October 1, 2026 and is based on user searches.
Discover last-minute flight deals from Port of Spain to Boston. Data last updated October 1, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:30 am -
2 stops14h 05m
Sun 10/46:00 am -
3 stops41h 23m
Deal found 9/27![United Airlines logo]()
$507
This United Airlines deal was found by Cheapflights users on 9/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:30 am -
2 stops14h 05m
Fri 10/26:00 am -
2 stops17h 23m
Deal found 9/26![United Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:06 pm -
2 stops20h 03m
Sun 10/47:33 pm -
2 stops18h 35m
Deal found 9/27![American Airlines logo]()
$512
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/1312:30 am -
2 stops14h 05m
Mon 10/197:13 pm -
2 stops28h 10m
Deal found 9/29![United Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:30 am -
2 stops16h 29m
Thu 10/297:15 am -
1 stop16h 03m
Deal found 9/28![United Airlines logo]()
$598
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/2212:30 am -
2 stops17h 22m
Fri 10/306:00 am -
2 stops17h 18m
Deal found 9/29![United Airlines logo]()
$544
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:25 am -
2 stops16h 59m
Wed 11/49:12 am -
2 stops14h 06m
Deal found 9/28![United Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:08 pm -
1 stop19h 10m
Mon 11/23:26 pm -
2 stops23h 11m
Deal found 9/28![American Airlines logo]()
$602
One-way flights from Port of Spain to BostonSearch for one-way flight options from Port of Spain to Boston. Find affordable one-way fares based on user searches. Data last updated October 1, 2026.
Search for one-way flight options from Port of Spain to Boston. Find affordable one-way fares based on user searches. Data last updated October 1, 2026.
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/2612:25 am -
2 stops21h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![United Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 9/30. 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 1/111:25 am -
1 stop16h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![United Airlines logo]()
$280
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/41:30 am -
2 stops34h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![United Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 9/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:37 am -
2 stops37h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![United Airlines logo]()
$298
This United Airlines deal was found by Cheapflights users on 9/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/71:25 am -
1 stop12h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![United Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 9/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:25 am -
2 stops32h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![United Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 9/29. 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 3/303:38 pm -
2 stops22h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![American Airlines logo]()
$362
This United Airlines deal was found by Cheapflights users on 9/29. 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 3/2912:30 am -
1 stop20h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![United Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 9/29. 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 11/304:47 pm -
2 stops22h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/29. 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 3/293:38 pm -
2 stops21h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![American Airlines logo]()
$388
Find flight deals from Port of Spain to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Port of Spain (POS) to Boston (BOS). 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 October 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $481 (United Airlines) |
One-way from | $279 (United Airlines) |
Popular in | March |
Cheapest in | February |
Average price | $284 |
Cheapflights Fare Finder
Customize your flight search to find flights from Port of Spain to Boston 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 1, 2026.
Use the filters below to find and compare flights from Port of Spain to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Mon 10/26
12:25 am-9:30 pm
2 stops21h 05m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Tue 12/15
5:50 am-5:06 pm
1 stop12h 16m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$280
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Thu 10/29
12:25 am-2:21 pm
1 stop13h 56m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$280
Quickest round-trip
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Sun 11/8
1:25 am-12:25 pm
1 stop12h 00m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$280
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Tue 11/10
1:25 am-12:25 pm
1 stop12h 00m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$280
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Mon 1/11
1:25 am-4:47 pm
1 stop16h 22m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$280
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Mon 12/14
1:25 am-9:53 pm
2 stops21h 28m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$280
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Tue 10/27
12:25 am-4:49 pm
1 stop16h 24m
Boston Logan Intl
Wed 11/4
7:15 am-12:18 am
1 stop16h 03m
$482
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Mon 12/7
1:25 am-11:23 pm
1 stop22h 58m
Boston Logan Intl
Wed 12/30
6:38 pm-12:18 am
2 stops28h 40m
$482
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Thu 10/22
12:30 am-11:24 pm
2 stops22h 54m
Boston Logan Intl
Fri 10/30
9:43 am-11:18 pm
1 stop13h 35m
$482
Showing 1-10 of 11 resultsSorted by cheapest first
Compare providers for flights from Port of Spain to Boston
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 Port of Spain to Boston in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Port of Spain-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Port of Spain-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Port of Spain-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Port of Spain-Boston 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 Port of Spain-Boston 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 Port of Spain to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Port of Spain with our price prediction graph.
POS-BOS
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 Port of Spain to Boston
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated October 1, 2026.
Read reviews from past customers who have flown Copa Airlines,United Airlines, andAir Canada from Port of Spain to Boston. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.8
Entertainment
6.9
Crew
8.1
Food
6.9
Overall
7.6
Comfort
7.4
Reviews
1 / 20
10.0
ExcellentJuan Pablo,Sep 2025
MEX - PTY
Boarding
7.8
Entertainment
6.9
Crew
8.1
Food
6.9
Overall
7.6
Comfort
7.4
Reviews
1 / 20
10.0
ExcellentJuan Pablo,Sep 2025
MEX - PTY
Boarding
7.8
Entertainment
6.9
Crew
8.1
Food
6.9
Overall
7.6
Comfort
7.4
Reviews
1 / 20
10.0
ExcellentJuan Pablo,Sep 2025
MEX - PTY
Boarding
7.8
Entertainment
6.9
Crew
8.1
Food
6.9
Overall
7.6
Comfort
7.4
Reviews
1 / 20
10.0
ExcellentJuan Pablo,Sep 2025
MEX - PTY
Boarding
7.8
Entertainment
6.9
Crew
8.1
Food
6.9
Overall
7.6
Comfort
7.4
Reviews
1 / 20
10.0
ExcellentJuan Pablo,Sep 2025
MEX - PTY
Boarding
7.8
Entertainment
6.9
Crew
8.1
Food
6.9
Overall
7.6
Comfort
7.4
Reviews
1 / 20
10.0
ExcellentJuan Pablo,Sep 2025
MEX - PTY
Related info for your journey
Find useful and relevant information for your journey from Port of Spain to Boston. 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 Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
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Revere
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Auburn
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York Beach
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Port of Spain and Boston flights
Browse other Port of Spain and Boston flight options. Last updated on October 1, 2026.
Other flights from Port of Spain
Browse through other flights departing from Port of Spain. Flights are based on user searches made on Cheapflights and were last updated on October 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Port of Spain to Boston
Discover the top 5 airlines that operate flights from Port of Spain to Boston. 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 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$183 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$201 | Average$556 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$241 | Average$406 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$245 | Average$465 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$372 | Average$618 | FlexibilityNo cancel fee | On-time71% |