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Valparaiso

$50+ Cheap flights from Connecticut to Valparaiso, FL (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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — VPS
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Connecticut to Valparaiso

Cheapest flights from Connecticut to Valparaiso
Explore the most affordable flight options available from Connecticut to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:55 am
EWR
-
VPS
Nonstop2h 57m
Allegiant Air
Thu 3/267:35 am
VPS
-
EWR
Nonstop2h 30m
Allegiant Air
Deal found 1/28$100
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1211:55 am
EWR
-
VPS
Nonstop2h 55m
Allegiant Air
Thu 4/237:30 am
VPS
-
EWR
Nonstop2h 35m
Allegiant Air
Deal found 1/28$139
This eDestinos deal was found by Cheapflights users on 1/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2410:55 am
EWR
-
VPS
Nonstop3h 00m
Allegiant Air
Sun 5/316:30 am
VPS
-
EWR
Nonstop2h 35m
Allegiant Air
Deal found 1/27$157
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sat 3/74:28 pm
JFK
-
VPS
1 stop8h 31m
American Airlines
Wed 3/116:00 am
VPS
-
JFK
1 stop5h 30m
American Airlines
Deal found 1/28$165
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 2/246:29 pm
JFK
-
VPS
1 stop6h 30m
American Airlines
Tue 3/312:49 pm
VPS
-
JFK
1 stop6h 40m
American Airlines
Deal found 1/27$166
This Booking.com deal was found by Cheapflights users on 1/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:55 am
EWR
-
VPS
Nonstop2h 57m
Allegiant Air
Sun 3/87:40 am
VPS
-
EWR
Nonstop2h 25m
Allegiant Air
Deal found 1/27$168
This Mytrip deal was found by Cheapflights users on 1/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/111:55 am
EWR
-
VPS
Nonstop3h 04m
Allegiant Air
Thu 3/57:40 am
VPS
-
EWR
Nonstop2h 25m
Allegiant Air
Deal found 1/28$170
This Booking.com deal was found by Cheapflights users on 1/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1911:55 am
EWR
-
VPS
Nonstop2h 55m
Allegiant Air
Thu 4/237:30 am
VPS
-
EWR
Nonstop2h 35m
Allegiant Air
Deal found 1/27$188
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1211:55 am
EWR
-
VPS
Nonstop2h 55m
Multiple Airlines
Thu 4/232:40 pm
VPS
-
EWR
1 stop18h 58m
Multiple Airlines
Deal found 1/28$189
This JetBlue deal was found by Cheapflights users on 1/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:00 am
JFK
-
VPS
Nonstop3h 08m
JetBlue
Fri 8/149:59 am
VPS
-
JFK
Nonstop2h 38m
JetBlue
Deal found 1/28$196
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/119:00 pm
EWR
-
VPS
1 stop13h 22m
Multiple Airlines
Thu 4/237:30 am
VPS
-
EWR
Nonstop2h 35m
Multiple Airlines
Deal found 1/28$197
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 3/311:59 pm
JFK
-
VPS
2 stops9h 16m
American Airlines
Tue 4/77:56 am
VPS
-
JFK
1 stop4h 31m
American Airlines
Deal found 1/27$197

Find flight deals from Connecticut to Valparaiso

Keep the following information in mind while searching for Connecticut to Valparaiso flight deals. Data was last updated January 29, 2026.

Round-trip from

$100
(Kiwi.com)

One-way from

$50
(Booking.com)

Popular in

April

Cheapest in

March

Average price

$356
From Connecticut to Valparaiso Destin-Ft Walton Beach
Search Deals
One-way flight from Connecticut to Valparaiso Destin-Ft Walton Beach
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut 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 January 29, 2026.
Use the filters below to find and compare flights from Connecticut to Valparaiso that are best for you.

Fly from

Connecticut

Fly to

Valparaiso

Route

Depart

Return

Price

NewarkValparaiso

EWR - VPS

EWRVPS

Newark

Sun 4/12

11:55 am-1:50 pm

Nonstop2h 55m

Valparaiso Destin-Ft Walton Beach

Thu 4/23

7:30 am-11:05 am

Nonstop2h 35m

$139

New YorkValparaiso

JFK - VPS

JFKVPS

New York John F Kennedy Intl

Sat 3/7

4:28 pm-11:59 pm

1 stop8h 31m

Valparaiso Destin-Ft Walton Beach

Wed 3/11

6:00 am-12:30 pm

1 stop5h 30m

$165

NewarkValparaiso

EWR - VPS

EWRVPS

Newark

Sun 3/1

11:55 am-1:59 pm

Nonstop3h 04m

Valparaiso Destin-Ft Walton Beach

Thu 3/5

7:00 am-7:59 am

1 stop23h 59m

$216

New YorkValparaiso

JFK - VPS

JFKVPS

New York John F Kennedy Intl

Mon 3/9

7:00 am-9:08 am

Nonstop3h 08m

Valparaiso Destin-Ft Walton Beach

Thu 3/12

9:59 am-1:37 pm

Nonstop2h 38m

$216

New YorkValparaiso

LGA - VPS

LGAVPS

New York LaGuardia

Sun 4/19

9:20 am-11:40 am

Nonstop3h 20m

Valparaiso Destin-Ft Walton Beach

Tue 4/28

7:15 am-3:42 pm

1 stop7h 27m

$228

New YorkValparaiso

JFK - VPS

JFKVPS

New York John F Kennedy Intl

Sat 3/14

7:00 am-9:08 am

Nonstop3h 08m

Valparaiso Destin-Ft Walton Beach

Fri 3/20

9:59 am-1:37 pm

Nonstop2h 38m

$236

New YorkValparaiso

LGA - VPS

LGAVPS

New York LaGuardia

Tue 4/21

7:00 pm-11:19 pm

1 stop5h 19m

Valparaiso Destin-Ft Walton Beach

Tue 4/28

6:00 am-11:43 am

1 stop4h 43m

$238

New YorkValparaiso

JFK - VPS

JFKVPS

New York John F Kennedy Intl

Thu 3/12

9:59 am-2:59 pm

1 stop6h 00m

Valparaiso Destin-Ft Walton Beach

Thu 3/19

9:59 am-1:37 pm

Nonstop2h 38m

$264

New YorkValparaiso

LGA - VPS

LGAVPS

New York LaGuardia

Sat 2/21

6:00 am-11:10 am

1 stop6h 10m

Valparaiso Destin-Ft Walton Beach

Thu 4/2

6:00 am-11:46 am

1 stop4h 46m

$268

New YorkValparaiso

LGA - VPS

LGAVPS

New York LaGuardia

Sat 3/14

9:43 am-11:59 am

Nonstop3h 16m

Valparaiso Destin-Ft Walton Beach

Mon 3/16

5:04 pm-10:43 pm

1 stop4h 39m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 60 results
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Best time to book a flight from Connecticut to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso from Connecticut with our price prediction graph.
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 Connecticut to Valparaiso

What is the cheapest month to book a flight from Connecticut to Valparaiso, Florida?

Currently, May is the cheapest month in which you can book a flight from Connecticut to Valparaiso, Florida (average of $165). Flying from Connecticut to Valparaiso, Florida in April is currently the most expensive (average of $284). 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.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Valparaiso. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Valparaiso from Connecticut?

    Located just 3.1 mi from the city center, Valparaiso Destin-Ft Walton Beach (VPS) is the airport most travelers will use when flying to Valparaiso from Connecticut.

  • How long is the flight from Connecticut to Valparaiso, Florida?

    Allegiant Air, American Airlines, and JetBlue can get you from Connecticut to Valparaiso, Florida in just under 2h 55m. Your travel time can differ by up to 5h 36m. Airlines will cover a distance of 988 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Connecticut to Valparaiso, Florida?

    The most popular flight routes from Connecticut to Valparaiso, Florida are New York John F Kennedy Intl - Valparaiso Destin-Ft Walton Beach, New York LaGuardia - Valparaiso Destin-Ft Walton Beach and Newark - Valparaiso Destin-Ft Walton Beach.

  • Can I find deals for flights from Connecticut to Valparaiso that include hotel bookings?

    Yes. In addition to deals on Connecticut to Valparaiso flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Valparaiso?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Valparaiso.

  • Can I find deals for business class flights from Connecticut to Valparaiso?

    Yes. Cheapflights offers flight deals from Connecticut to Valparaiso by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Valparaiso, Florida?

    Currently, May is the cheapest month in which you can book a flight from Connecticut to Valparaiso, Florida (average of $165). Flying from Connecticut to Valparaiso, Florida in April is currently the most expensive (average of $284). 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.

See more FAQs

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Crestview
Andalusia
Niceville

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Alternative routes for Connecticut to Valparaiso

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Connecticut to Valparaiso

Discover the top 3 airlines that operate flights from Connecticut 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$268Average$437FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$295Average$434FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$386Average$548FlexibilityNo cancel feeOn-time63%

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