$42+ Cheap flights from Boston to Valparaiso, FL (BOS - VPS)
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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
Mar 13 — Mar 201
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 January or February, booked 25 days in advance, depart on a Sunday or Tuesday and return on a Wednesday
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 February 11, 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 February 11, 2026.
This JetBlue deal was found by Cheapflights users on 2/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2712:39 pm
BOS
- VPS
Nonstop3h 20m
JetBlue
Thu 4/23:55 pm
VPS
- BOS
Nonstop2h 55m
JetBlue
Deal found 2/7![JetBlue logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 4/2712:48 pm
BOS
- VPS
Nonstop3h 10m
Allegiant Air
Mon 5/48:00 am
VPS
- BOS
Nonstop2h 58m
Allegiant Air
Deal found 2/9![Allegiant Air logo]()
$180
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Mon 3/26:25 pm
BOS
- VPS
1 stop6h 34m
American Airlines
Wed 3/412:49 pm
VPS
- BOS
1 stop6h 32m
American Airlines
Deal found 2/9![American Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Sat 4/2512:18 pm
BOS
- VPS
Nonstop3h 13m
Allegiant Air
Mon 5/48:00 am
VPS
- BOS
Nonstop2h 58m
Allegiant Air
Deal found 2/9![Allegiant Air logo]()
$189
This JetBlue deal was found by Cheapflights users on 2/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/912:39 pm
BOS
- VPS
Nonstop3h 21m
JetBlue
Thu 5/143:59 pm
VPS
- BOS
Nonstop2h 56m
JetBlue
Deal found 2/8![JetBlue logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 4/2712:48 pm
BOS
- VPS
Nonstop3h 10m
Multiple Airlines
Thu 4/302:40 pm
VPS
- BOS
2 stops32h 19m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 4/2712:48 pm
BOS
- VPS
Nonstop3h 10m
Allegiant Air
Fri 5/18:00 am
VPS
- BOS
Nonstop2h 58m
Allegiant Air
Deal found 2/9![Allegiant Air logo]()
$211
This Delta deal was found by Cheapflights users on 2/8. 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.
Sat 4/254:30 pm
BOS
- VPS
1 stop7h 49m
Delta
Wed 4/297:15 am
VPS
- BOS
1 stop6h 30m
Delta
Deal found 2/8![Delta logo]()
$215
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 February 11, 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 February 11, 2026.
This JetBlue deal was found by Cheapflights users on 2/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2712:39 pm
BOS
- VPS
Nonstop3h 20m
JetBlue
Thu 4/23:55 pm
VPS
- BOS
Nonstop2h 55m
JetBlue
Deal found 2/7![JetBlue logo]()
$176
This Delta deal was found by Cheapflights users on 2/7. 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.
Mon 2/236:45 pm
BOS
- VPS
1 stop5h 18m
Delta
Wed 2/255:11 pm
VPS
- BOS
1 stop6h 58m
Delta
Deal found 2/7![Delta logo]()
$215
This JetBlue deal was found by Cheapflights users on 2/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1012:39 pm
BOS
- VPS
Nonstop3h 21m
JetBlue
Thu 5/143:59 pm
VPS
- BOS
Nonstop2h 56m
JetBlue
Deal found 2/8![JetBlue logo]()
$191
This Delta deal was found by Cheapflights users on 2/8. 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.
Wed 5/1312:25 pm
BOS
- VPS
1 stop5h 12m
Delta
Mon 5/185:45 pm
VPS
- BOS
1 stop6h 38m
Delta
Deal found 2/8![Delta logo]()
$236
This JetBlue deal was found by Cheapflights users on 2/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1412:38 pm
BOS
- VPS
Nonstop3h 21m
JetBlue
Fri 3/203:59 pm
VPS
- BOS
Nonstop2h 56m
JetBlue
Deal found 2/8![JetBlue logo]()
$216
This Delta deal was found by Cheapflights users on 2/7. 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.
Mon 3/302:00 pm
BOS
- VPS
1 stop7h 52m
Delta
Tue 3/314:59 pm
VPS
- BOS
1 stop7h 14m
Delta
Deal found 2/7![Delta logo]()
$236
This JetBlue deal was found by Cheapflights users on 2/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2112:38 pm
BOS
- VPS
Nonstop3h 21m
JetBlue
Sat 3/283:59 pm
VPS
- BOS
Nonstop2h 56m
JetBlue
Deal found 2/10![JetBlue logo]()
$226
This Delta deal was found by Cheapflights users on 2/7. 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 3/2512:45 pm
BOS
- VPS
1 stop6h 54m
Delta
Wed 4/17:24 pm
VPS
- BOS
1 stop4h 49m
Delta
Deal found 2/7![Delta logo]()
$236
This JetBlue deal was found by Cheapflights users on 2/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1212:40 pm
BOS
- VPS
Nonstop3h 20m
JetBlue
Fri 4/173:59 pm
VPS
- BOS
Nonstop2h 56m
JetBlue
Deal found 2/10![JetBlue logo]()
$226
This Delta deal was found by Cheapflights users on 2/7. 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.
Mon 3/302:00 pm
BOS
- VPS
1 stop7h 52m
Delta
Wed 4/17:24 pm
VPS
- BOS
1 stop4h 49m
Delta
Deal found 2/7![Delta logo]()
$236
This Delta deal was found by Cheapflights users on 2/8. 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.
Wed 3/116:50 pm
BOS
- VPS
1 stop5h 25m
Delta
Wed 3/187:24 pm
VPS
- BOS
1 stop4h 49m
Delta
Deal found 2/8![Delta logo]()
$236
This JetBlue deal was found by Cheapflights users on 2/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2712:39 pm
BOS
- VPS
Nonstop3h 20m
JetBlue
Mon 3/303:59 pm
VPS
- BOS
Nonstop2h 56m
JetBlue
Deal found 2/7![JetBlue logo]()
$251
Last-minute flights from Boston to ValparaisoDiscover last-minute flight deals from Boston to Valparaiso. Data last updated February 11, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Valparaiso. Data last updated February 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/7. 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.
Mon 2/236:45 pm
BOS
- VPS
1 stop5h 18m
Delta
Wed 2/255:11 pm
VPS
- BOS
1 stop6h 58m
Delta
Deal found 2/7![Delta logo]()
$215
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Mon 3/26:25 pm
BOS
- VPS
1 stop6h 34m
American Airlines
Wed 3/412:49 pm
VPS
- BOS
1 stop6h 32m
American Airlines
Deal found 2/9![American Airlines logo]()
$185
This JetBlue deal was found by Cheapflights users on 2/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/612:40 pm
BOS
- VPS
Nonstop3h 20m
JetBlue
Thu 3/129:59 am
VPS
- BOS
1 stop6h 09m
JetBlue
Deal found 2/8![JetBlue logo]()
$224
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Wed 3/119:25 am
BOS
- VPS
1 stop7h 30m
American Airlines
Wed 3/184:40 pm
VPS
- BOS
1 stop5h 00m
American Airlines
Deal found 2/9![American Airlines logo]()
$221
This JetBlue deal was found by Cheapflights users on 2/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1212:38 pm
BOS
- VPS
Nonstop3h 21m
JetBlue
Thu 3/193:59 pm
VPS
- BOS
Nonstop2h 56m
JetBlue
Deal found 2/8![JetBlue logo]()
$211
This JetBlue deal was found by Cheapflights users on 2/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1412:38 pm
BOS
- VPS
Nonstop3h 21m
JetBlue
Fri 3/203:59 pm
VPS
- BOS
Nonstop2h 56m
JetBlue
Deal found 2/8![JetBlue logo]()
$216
This JetBlue deal was found by Cheapflights users on 2/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2112:38 pm
BOS
- VPS
Nonstop3h 21m
JetBlue
Sat 3/283:59 pm
VPS
- BOS
Nonstop2h 56m
JetBlue
Deal found 2/10![JetBlue logo]()
$226
This JetBlue deal was found by Cheapflights users on 2/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2712:39 pm
BOS
- VPS
Nonstop3h 20m
JetBlue
Thu 4/23:55 pm
VPS
- BOS
Nonstop2h 55m
JetBlue
Deal found 2/7![JetBlue logo]()
$176
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 February 11, 2026.
Search for one-way flight options from Boston to Valparaiso. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 5/1112:48 pm
BOS
- VPS
Nonstop3h 10m
Allegiant Air
Deal found 2/10![Allegiant Air logo]()
$42
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 5/412:48 pm
BOS
- VPS
Nonstop3h 10m
Allegiant Air
Deal found 2/8![Allegiant Air logo]()
$43
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 5/1812:48 pm
BOS
- VPS
Nonstop3h 10m
Allegiant Air
Deal found 2/10![Allegiant Air logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Fri 5/812:48 pm
BOS
- VPS
Nonstop3h 10m
Allegiant Air
Deal found 2/10![Allegiant Air logo]()
$70
This Super.com deal was found by Cheapflights users on 2/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/712:40 pm
BOS
- VPS
Nonstop3h 20m
JetBlue
Deal found 2/8![JetBlue logo]()
$78
This JetBlue deal was found by Cheapflights users on 2/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/612:40 pm
BOS
- VPS
Nonstop3h 20m
JetBlue
Deal found 2/8![JetBlue logo]()
$79
This Super.com deal was found by Cheapflights users on 2/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1212:40 pm
BOS
- VPS
Nonstop3h 20m
JetBlue
Deal found 2/10![JetBlue logo]()
$83
This JetBlue deal was found by Cheapflights users on 2/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:35 pm
BOS
- VPS
Nonstop3h 21m
JetBlue
Deal found 2/10![JetBlue logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Fri 4/1012:48 pm
BOS
- VPS
Nonstop3h 10m
Allegiant Air
Deal found 2/10![Allegiant Air logo]()
$88
This American Airlines deal was found by Cheapflights users on 2/8. 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.
Sat 3/75:30 pm
BOS
- VPS
1 stop5h 54m
American Airlines
Deal found 2/8![American Airlines logo]()
$89
This JetBlue deal was found by Cheapflights users on 2/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/812:35 pm
BOS
- VPS
Nonstop3h 21m
JetBlue
Deal found 2/10![JetBlue logo]()
$94
This American Airlines deal was found by Cheapflights users on 2/11. 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 3/108:00 am
BOS
- VPS
2 stops8h 52m
American Airlines
Deal found 2/11![American Airlines logo]()
$99
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 February 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $176 (JetBlue) |
One-way from | $42 (Kiwi.com) |
Popular in | November |
Cheapest in | January |
Average price | $310 |
Good round-trip deal | $230 or less |
Good one-way deal | $139 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 2,558,603 searches. Data last updated February 11, 2026.
Use the filters below to find and compare flights from Boston to Valparaiso that are best for you.
Fly from
Boston
Fly to
Valparaiso
Route
Depart
Return
Price
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Fri 3/27
12:39 pm-2:59 pm
Nonstop3h 20m
Valparaiso Destin-Ft Walton Beach
Thu 4/2
3:55 pm-7:50 pm
Nonstop2h 55m
$176
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Sun 5/10
12:39 pm-3:00 pm
Nonstop3h 21m
Valparaiso Destin-Ft Walton Beach
Thu 5/14
3:59 pm-7:55 pm
Nonstop2h 56m
$191
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Mon 2/23
6:45 pm-11:03 pm
1 stop5h 18m
Valparaiso Destin-Ft Walton Beach
Wed 2/25
5:11 pm-1:09 am
1 stop6h 58m
$215
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Sat 3/14
12:38 pm-2:59 pm
Nonstop3h 21m
Valparaiso Destin-Ft Walton Beach
Fri 3/20
3:59 pm-7:55 pm
Nonstop2h 56m
$216
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Sat 3/21
12:38 pm-2:59 pm
Nonstop3h 21m
Valparaiso Destin-Ft Walton Beach
Sat 3/28
3:59 pm-7:55 pm
Nonstop2h 56m
$226
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Sun 4/12
12:40 pm-3:00 pm
Nonstop3h 20m
Valparaiso Destin-Ft Walton Beach
Fri 4/17
3:59 pm-7:55 pm
Nonstop2h 56m
$226
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Wed 5/13
12:25 pm-4:37 pm
1 stop5h 12m
Valparaiso Destin-Ft Walton Beach
Mon 5/18
5:45 pm-1:23 am
1 stop6h 38m
$236
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Mon 3/30
2:00 pm-8:52 pm
1 stop7h 52m
Valparaiso Destin-Ft Walton Beach
Tue 3/31
4:59 pm-1:13 am
1 stop7h 14m
$236
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Wed 3/25
12:45 pm-6:39 pm
1 stop6h 54m
Valparaiso Destin-Ft Walton Beach
Wed 4/1
7:24 pm-1:13 am
1 stop4h 49m
$236
BostonValparaiso
BOS - VPS
BOSVPS
Boston Logan Intl
Mon 3/30
2:00 pm-8:52 pm
1 stop7h 52m
Valparaiso Destin-Ft Walton Beach
Wed 4/1
7:24 pm-1:13 am
1 stop4h 49m
$236
Showing 1-10 of 21 results
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 February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- 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?
Use this chart to determine the optimal time to book a round-trip flight from Boston to Valparaiso. Price data was last updated on February 6, 2026.
To ensure you get the cheapest price possible for a flight from Boston to Valparaiso, Florida, you should look to book at least 25 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, May is the cheapest month in which you can book a flight from Boston to Valparaiso, Florida (average of $69). Flying from Boston to Valparaiso, Florida in August is currently the most expensive (average of $202). 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.
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 67% 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 Washington, D.C. (DCA) have the shortest average one-way travel time for 1-stop routes: 5h 06m.
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 February 11, 2026.
Read reviews from past customers who have flown Southwest, Delta, and American Airlines 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.
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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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Boston and Valparaiso flights
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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 2,558,603 searches. Data last updated February 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$272 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$118 | Average$267 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$215 | Average$384 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$233 | Average$391 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$246 | Average$405 | FlexibilityNo cancel fee | On-time63% |