VPS - BOS

$145 Find Cheap Flights from Valparaiso to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Valparaiso to Boston departing on 9/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Valparaiso to Boston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Valparaiso to Boston, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Valparaiso to Boston (VPS-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Valparaiso to Boston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Valparaiso to Boston

Mon, Sep 29 - Fri, Oct 3
 Logo
7:22 pm - 10:17 amVPS-BOS
13h 55m1 stop
 Logo
6:49 pm - 11:30 pmBOS-VPS
29h 41m2 stops
Fri, Oct 24 - Mon, Oct 27
American Airlines Logo
1:44 pm - 9:43 pmVPS-BOS
6h 59m1 stop
American Airlines Logo
6:00 am - 10:20 amBOS-VPS
5h 20m1 stop
$335American Airlines
Find Deal
Tue, Nov 25 - Fri, Nov 28
American Airlines Logo
10:51 am - 7:03 pmVPS-BOS
7h 12m1 stop
American Airlines Logo
5:25 am - 12:14 pmBOS-VPS
7h 49m1 stop
$340American Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
American Airlines Logo
1:44 pm - 7:55 pmVPS-BOS
5h 11m1 stop
American Airlines Logo
6:00 am - 11:44 amBOS-VPS
6h 44m2 stops
$341American Airlines
Find Deal
Tue, Nov 25 - Fri, Nov 28
American Airlines Logo
12:59 pm - 7:48 pmVPS-BOS
5h 49m1 stop
American Airlines Logo
6:59 am - 3:48 pmBOS-VPS
9h 49m2 stops
$346American Airlines
Find Deal
Wed, Nov 26 - Sat, Nov 29
Southwest Logo
7:00 am - 7:35 pmVPS-BOS
11h 35m1 stop
Southwest Logo
5:05 am - 10:55 amBOS-VPS
6h 50m1 stop
$396Southwest
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Wed, Nov 26 - Sat, Nov 29
Southwest Logo
7:00 am - 7:20 pmVPS-BOS
11h 20m2 stops
Southwest Logo
5:05 am - 10:55 amBOS-VPS
6h 50m1 stop
$401Southwest
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Tue, Mar 10 - Wed, Mar 11
Delta Logo
7:45 am - 1:53 pmVPS-BOS
5h 08m1 stop
Delta Logo
8:00 am - 3:11 pmBOS-VPS
8h 11m1 stop
$405Delta
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Fri, Oct 3 - Tue, Oct 7
Delta Logo
7:06 pm - 1:18 amVPS-BOS
5h 12m1 stop
Delta Logo
5:40 am - 9:59 amBOS-VPS
5h 19m1 stop
$406Delta
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Wed, Oct 15 - Mon, Oct 20
Sun Country Air Logo
6:17 pm - 11:17 pmVPS-BOS
28h 00m1 stop
Sun Country Air Logo
6:30 am - 5:05 pmBOS-VPS
11h 35m1 stop
$574Sun Country Air
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from $335 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
March
Cheapest • 79% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$325
Overall average: $339
Multiple Airlines
Mon 9/29Fri 10/3
VPS - BOS • 1 stop
Cheapest one-way
$145
Typical prices: $157-376
Allegiant Air
Mon 9/29
VPS - BOS • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Booking Insights

KAYAK's insights & trends for Valparaiso to Boston flights

Get data-powered insights and trends into flights from Valparaiso to Boston to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Valparaiso to Boston?

The average price of all round-trip flights from Valparaiso to Boston clicked on KAYAK for each day over the last 12 months.

When flying from Valparaiso to Boston, you should consider leaving on a Monday and avoid Saturdays if you are looking for the best rates. For your return to Valparaiso, you’ll find the best rates on Tuesdays and the most expensive ones on Wednesdays.

What is the cheapest month to fly from Valparaiso to Boston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Valparaiso to Boston, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Valparaiso to Boston is March, where tickets cost $82 (return) on average. On the other hand, the most expensive months are February and November, where the average cost of round-trip tickets is $882 and $494 respectively.

Can I save money by flying with a layover from Valparaiso to Boston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $303 on average.

Good to know

Low seasonFebruary
Cheapest flight$145
Best time to beat the crowds but there is an average 120% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Valparaiso to Boston

When to book flights from Valparaiso to Boston

Are your dates flexible? Find out the best times to travel from Valparaiso to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Valparaiso to Boston

  • What is the cheapest flight from Valparaiso to Boston?

    In the last 3 days, the lowest price for a flight from Valparaiso to Boston was $145 for a one-way ticket and $325 for a round-trip.

  • Do I need a passport to fly between Valparaiso and Boston?

    No, a passport isn't needed to fly from Valparaiso to Boston. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Valparaiso to Boston?

    Only Delta offers inflight Wi-Fi service on the Valparaiso to Boston flight route.

  • Which aircraft models fly most regularly from Valparaiso to Boston?

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Valparaiso to Boston flight route.

  • Which airline alliances offer flights from Valparaiso to Boston?

    oneworld, and SkyTeam are the airline alliances operating flights between Valparaiso and Boston, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Valparaiso to Boston, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Valparaiso to Boston are Southwest and Delta. With an average price for the route of $410 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $395 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Valparaiso to Boston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Valparaiso to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Valparaiso to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Valparaiso is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Valparaiso to Boston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Valparaiso with another airline. Booking your flights between Valparaiso and BOS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Valparaiso to Boston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Valparaiso up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Valparaiso to Boston

 
See real verified KAYAK customer reviews for airlines flying from Valparaiso to Boston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Valparaiso to Boston? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4242 reviews
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

6.0 GoodDavid, Aug 2025MCO - DEN
Read more Southwest reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

Crew was great. No entertainment and food and beverage was for purchase only, even water

It was canceled. The flight wasn’t rescheduled, everyone had to figure out their own new arrangements. They said we would get refunded our original fare and receive an additional $150. We received links for $100 only and they expired before we could activate them.

The plane had originated in Las Vegas at 6:30 in the morning and flew to Moline where we boarded. The flight left around 12:30 PM and there were no boxed snacks available and many of the alcoholic beverages were unavailable. I would find it hard to believe that that many of the passengers coming from Las Vegas at 6:30 in the morning, drank and ate that much of the items. I can only come to the conclusion that someone failed to stock the plane for the round-trip. This is a huge revenue failure for the airline and disappointment for the passengers. The flight crew did not seem happy to be there and did not engage with passengers. Allegiant you can do better.

They did not let my husband on the plane with our service animal at the last minute. Do NOT fly this airline with a service animal!

Tight! Seats are not designed for those of us who wear extra-large clothes.

The non-stop flight from Grand Rapids was excellent. I neither expected or needed a budget flight and Allegiant made the trip easy and for an affordable price, Arriving at the Mesa Airport (AZA) is a delight compared to the international airport. For our return flight, we were able to arrive 75 minutes before the flight, return the rental car, check our bag and make it to the gate in plenty of time. That would never happen at most airports.

Easiest flights I’ve ever taken. Plane was comfortable without overly crowded seating.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

Good, but a bit late on take off after loading. Don't like charging for carry ons!

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