$61+ Cheap flights from Boston to Valparaiso, FL (BOS - VPS)
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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
Dec 10 — Dec 171
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Valparaiso 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.Cheapflights Tip: The best prices from Boston Logan Intl to Valparaiso Destin-Ft Walton Beach are usually found in July or June, booked 76 days in advance, depart on a Saturday or Tuesday and return on a Friday
Cheap flight deals from Boston to Valparaiso
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to ValparaisoExplore the most affordable flight options available from Boston to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
Explore the most affordable flight options available from Boston to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/239:05 am -
1 stop7h 55m
Thu 11/264:00 pm -
1 stop4h 45m
Deal found 11/9![Delta logo]()
$253
This American Airlines deal was found by Cheapflights users on 11/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/156:00 am -
1 stop7h 03m
Tue 1/512:43 pm -
1 stop7h 42m
Deal found 11/5![American Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 11/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/29:05 am -
1 stop5h 54m
Sun 12/67:06 am -
1 stop5h 36m
Deal found 11/5![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1512:20 pm -
1 stop7h 23m
Tue 1/53:00 pm -
1 stop5h 53m
Deal found 11/9![Delta logo]()
$375
This Southwest deal was found by Cheapflights users on 11/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:10 am -
1 stop6h 10m
Mon 12/711:10 am -
2 stops9h 35m
Deal found 11/6![Southwest logo]()
$381
This Delta deal was found by Cheapflights users on 11/6. 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.
Tue 12/18:00 am -
1 stop6h 59m
Sun 12/66:00 am -
1 stop5h 33m
Deal found 11/6![Delta logo]()
$385
This Southwest deal was found by Cheapflights users on 11/7. 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.
Fri 12/45:10 am -
1 stop6h 10m
Sun 12/1310:25 am -
2 stops8h 30m
Deal found 11/7![Southwest logo]()
$389
This American Airlines deal was found by Cheapflights users on 11/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:40 am -
1 stop7h 40m
Thu 12/312:47 pm -
1 stop7h 10m
Deal found 11/9![American Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 11/7. 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 12/85:20 am -
2 stops9h 05m
Sat 12/1211:05 am -
2 stops9h 55m
Deal found 11/7![Southwest logo]()
$394
This American Airlines deal was found by Cheapflights users on 11/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:00 am -
1 stop5h 20m
Tue 12/112:30 pm -
1 stop5h 15m
Deal found 11/6![American Airlines logo]()
$395
This Southwest deal was found by Cheapflights users on 11/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:10 am -
1 stop6h 10m
Sun 12/1310:25 am -
2 stops8h 30m
Deal found 11/6![Southwest logo]()
$401
Best flights from Boston to ValparaisoDiscover carefully curated flight deals from Boston to Valparaiso that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
Discover carefully curated flight deals from Boston to Valparaiso that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
This Delta deal was found by Cheapflights users on 11/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:20 am -
1 stop5h 53m
Sun 12/137:06 am -
1 stop4h 27m
Deal found 11/8![Delta logo]()
$375
This Southwest deal was found by Cheapflights users on 11/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/145:45 am -
2 stops9h 10m
Thu 1/217:45 am -
1 stop5h 40m
Deal found 11/9![Southwest logo]()
$389
This Delta deal was found by Cheapflights users on 11/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:04 pm -
1 stop5h 14m
Tue 12/85:00 pm -
1 stop7h 10m
Deal found 11/7![Delta logo]()
$375
This Southwest deal was found by Cheapflights users on 11/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:10 am -
1 stop6h 10m
Sun 12/1310:25 am -
2 stops8h 30m
Deal found 11/8![Southwest logo]()
$389
This Delta deal was found by Cheapflights users on 11/6. 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.
Sat 12/59:05 am -
1 stop7h 55m
Sun 12/65:00 pm -
1 stop7h 10m
Deal found 11/6![Delta logo]()
$385
This Southwest deal was found by Cheapflights users on 11/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:50 pm -
2 stops9h 25m
Mon 12/711:10 am -
2 stops9h 35m
Deal found 11/6![Southwest logo]()
$414
This Delta deal was found by Cheapflights users on 11/6. 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.
Sun 12/66:20 am -
1 stop5h 53m
Sun 12/65:00 pm -
1 stop5h 15m
Deal found 11/6![Delta logo]()
$395
This Southwest deal was found by Cheapflights users on 11/7. 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.
Fri 12/412:50 pm -
2 stops9h 25m
Sun 12/1310:25 am -
2 stops8h 30m
Deal found 11/7![Southwest logo]()
$422
This Delta deal was found by Cheapflights users on 11/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:00 am -
1 stop6h 59m
Fri 11/207:30 pm -
1 stop4h 38m
Deal found 11/5![Delta logo]()
$416
This Southwest deal was found by Cheapflights users on 11/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:35 am -
2 stops13h 20m
Fri 11/202:10 pm -
2 stops8h 45m
Deal found 11/5![Southwest logo]()
$493
This Delta deal was found by Cheapflights users on 11/10. 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.
Sun 11/226:45 am -
1 stop5h 26m
Wed 12/25:00 pm -
1 stop5h 15m
Deal found 11/10![Delta logo]()
$455
Last-minute flights from Boston to ValparaisoDiscover last-minute flight deals from Boston to Valparaiso. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Valparaiso. Data last updated November 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/239:05 am -
1 stop7h 55m
Thu 11/264:00 pm -
1 stop4h 45m
Deal found 11/9![Delta logo]()
$253
This American Airlines deal was found by Cheapflights users on 11/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:40 am -
1 stop7h 40m
Thu 12/312:47 pm -
1 stop7h 10m
Deal found 11/9![American Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 11/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:00 am -
1 stop5h 20m
Tue 12/112:30 pm -
1 stop5h 15m
Deal found 11/6![American Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 11/6. 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.
Tue 12/18:00 am -
1 stop6h 59m
Sun 12/66:00 am -
1 stop5h 33m
Deal found 11/6![Delta logo]()
$385
This Delta deal was found by Cheapflights users on 11/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/29:05 am -
1 stop5h 54m
Sun 12/67:06 am -
1 stop5h 36m
Deal found 11/5![Delta logo]()
$372
This Southwest deal was found by Cheapflights users on 11/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:10 am -
1 stop6h 10m
Mon 12/711:10 am -
2 stops9h 35m
Deal found 11/6![Southwest logo]()
$381
This Southwest deal was found by Cheapflights users on 11/7. 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.
Fri 12/45:10 am -
1 stop6h 10m
Sun 12/1310:25 am -
2 stops8h 30m
Deal found 11/7![Southwest logo]()
$389
This Southwest deal was found by Cheapflights users on 11/7. 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 12/85:20 am -
2 stops9h 05m
Sat 12/1211:05 am -
2 stops9h 55m
Deal found 11/7![Southwest logo]()
$394
This Southwest deal was found by Cheapflights users on 11/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:10 am -
1 stop6h 10m
Sun 12/1310:25 am -
2 stops8h 30m
Deal found 11/6![Southwest logo]()
$401
This American Airlines deal was found by Cheapflights users on 11/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/156:00 am -
1 stop7h 03m
Tue 1/512:43 pm -
1 stop7h 42m
Deal found 11/5![American Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1512:20 pm -
1 stop7h 23m
Tue 1/53:00 pm -
1 stop5h 53m
Deal found 11/9![Delta logo]()
$375
One-way flights from Boston to ValparaisoSearch for one-way flight options from Boston to Valparaiso. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
Search for one-way flight options from Boston to Valparaiso. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Orbitz deal was found by Cheapflights users on 11/9. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2612:51 pm -
Nonstop3h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Allegiant Air logo]()
$61
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 4/1212:21 pm -
Nonstop3h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Allegiant Air logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 11/7. 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.
Fri 4/912:21 pm -
Nonstop3h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Allegiant Air logo]()
$152
This American Airlines deal was found by Cheapflights users on 11/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/155:11 pm -
1 stop6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![American Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Sun 4/2511:07 am -
1 stop9h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Allegiant Air logo]()
$186
This Southwest deal was found by Cheapflights users on 11/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/105:20 am -
1 stop5h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Southwest logo]()
$189
This Delta deal was found by Cheapflights users on 11/6. 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.
Fri 4/24:20 pm -
1 stop5h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 11/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/267:00 am -
2 stops9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Southwest logo]()
$202
This Sun Country Air deal was found by Cheapflights users on 11/7. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/911:15 am -
1 stop6h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Sun Country Air logo]()
$212
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:40 pm -
1 stop6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Delta logo]()
$214
Find flight deals from Boston to Valparaiso
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Valparaiso (VPS). 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 November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $253 (Delta) |
One-way from | $61 (Orbitz) |
Popular in | December |
Cheapest in | July |
Average price | $390 |
Good round-trip deal | $355 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Valparaiso 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 November 10, 2026.
Use the filters below to find and compare flights from Boston to Valparaiso that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Sun 4/25
11:07 am-8:03 pm
1 stop9h 56m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$186
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Mon 4/26
7:00 am-11:30 am
1 stop5h 30m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$189
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Sun 4/25
5:50 am-3:15 pm
2 stops10h 25m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$194
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Sat 4/10
4:20 pm-11:07 pm
1 stop7h 47m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$197
Quickest round-trip
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Tue 11/17
6:45 am-11:11 am
1 stop5h 26m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$218
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Tue 11/17
5:10 am-1:25 pm
2 stops9h 15m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$223
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Sun 4/18
5:35 am-5:20 pm
1 stop12h 45m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$224
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Fri 4/2
5:40 am-3:15 pm
2 stops10h 35m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$224
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Fri 3/12
5:30 am-11:20 am
1 stop6h 50m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$247
BostonValparaiso
BOS Boston Logan Intl - VPS Valparaiso Destin-Ft Walton Beach
BOSVPS
Boston Logan Intl
Sat 4/17
8:10 am-3:40 pm
1 stop8h 30m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$255
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from Boston to Valparaiso
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 Boston to Valparaiso in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Boston-Valparaiso, Florida flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Valparaiso, Florida flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Valparaiso, Florida flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-Valparaiso, Florida 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 Boston-Valparaiso, Florida 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 Boston to Valparaiso
Have a flexible travel schedule? Discover the best time to fly to Valparaiso from Boston with our price prediction graph.
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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.
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Everything you need to know about your flight from Boston to Valparaiso
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How far ahead should I book a flight from Boston to Valparaiso, Florida?
To ensure you get the cheapest price possible for a flight from Boston to Valparaiso, Florida, you should look to book at least 24 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Boston to Valparaiso, Florida?
Currently, July is the cheapest month in which you can book a flight from Boston to Valparaiso, Florida (average of $114). Flying from Boston to Valparaiso, Florida in December is currently the most expensive (average of $468). 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 Boston to Valparaiso, Florida?
Airfare is below average for this route at the moment.
Boston to Valparaiso, Florida flights typically cost between $317 and $552 in November.The cheapest round-trip price found within the last 5 days was $253 on Delta (Nov 23-Nov 26).
What’s the top layover airport for flights from Boston to Valparaiso, Florida?
Share of 1-stop round-trip flights from Boston to Valparaiso, Florida chosen by Cheapflights users in the past 12 months, using the same layover each way.
Washington, D.C. (DCA) – chosen by Cheapflights users on 50% of 1-stop itineraries from Boston to Valparaiso, Florida on Cheapflights.
What’s the cheapest layover airport for flights from Boston to Valparaiso, Florida?
Average round-trip fare for 1-stop flights from Boston to Valparaiso, Florida, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Charlotte (CLT) is the most affordable 1-stop option, with an average round-trip price of $239.
What’s the fastest layover option from Boston to Valparaiso, Florida?
Shortest average travel time for 1-stop one-way flights from Boston to Valparaiso, Florida, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 4h 35m.
Which airport typically offers the quickest layover for flights from Boston to Valparaiso, Florida?
Average layover duration for 1-stop one-way flights from Boston to Valparaiso, Florida, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Washington, D.C. (DCA) offer the fastest connection on this route, with an average layover time of 0h 40m.
Reviews of airlines servicing Valparaiso
Get insights into the airlines that provide service to Valparaiso. 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 Valparaiso. Reviews last updated November 10, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAllegiant Air from Boston to Valparaiso. 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.
Comfort
8.0
Food
7.0
Entertainment
7.4
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Food
7.0
Entertainment
7.4
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Food
7.0
Entertainment
7.4
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Food
7.0
Entertainment
7.4
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Food
7.0
Entertainment
7.4
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Food
7.0
Entertainment
7.4
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Boston to Valparaiso. 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 Valparaiso?
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Top 5 airlines flying from Boston to Valparaiso
Discover the top 5 airlines that operate flights from Boston to Valparaiso. 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 November 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$93 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$129 | Average$289 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$163 | Average$356 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$177 | Average$335 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$205 | Average$394 | FlexibilityNo cancel fee | On-time63% |