$198 Find Cheap Flights from Midland to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midland to Massachusetts departing on 1/8. 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, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Midland to Massachusetts, 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 Midland to Massachusetts, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Book Cheap Midland to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midland to Massachusetts 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 Midland to Massachusetts

Thu, Jan 8 - Thu, Jan 15
Southwest Logo
11:05 am - 8:50 pm
MAF
-
BOS
8h 45m2 stops
Southwest Logo
1:35 pm - 9:20 pm
BOS
-
MAF
8h 45m1 stop
$390Southwest
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
1:45 pm - 11:52 pm
MAF
-
BOS
9h 07m1 stop
United Airlines Logo
3:15 pm - 10:15 pm
BOS
-
MAF
8h 00m1 stop
$391United Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
1:45 pm - 11:44 pm
MAF
-
BDL
8h 59m1 stop
United Airlines Logo
3:30 pm - 10:15 pm
BDL
-
MAF
7h 45m1 stop
$391United Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
7:00 am - 6:37 pm
MAF
-
BOS
10h 37m2 stops
United Airlines Logo
3:15 pm - 10:15 pm
BOS
-
MAF
8h 00m1 stop
$396United Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
1:45 pm - 11:44 pm
MAF
-
BDL
8h 59m2 stops
United Airlines Logo
3:30 pm - 10:15 pm
BDL
-
MAF
7h 45m1 stop
$396United Airlines
Thu, Jan 8 - Thu, Jan 15
Southwest Logo
6:40 am - 4:10 pm
MAF
-
BOS
8h 30m2 stops
Southwest Logo
5:00 am - 1:00 pm
BOS
-
MAF
9h 00m2 stops
$399Southwest
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
7:00 am - 6:37 pm
MAF
-
BOS
10h 37m2 stops
United Airlines Logo
12:45 pm - 9:54 pm
BOS
-
MAF
10h 09m2 stops
$401United Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
1:45 pm - 11:44 pm
MAF
-
BDL
8h 59m2 stops
United Airlines Logo
9:55 am - 10:15 pm
BDL
-
MAF
13h 20m2 stops
$401United Airlines
Tue, Jan 13 - Sat, Jan 17
United Airlines Logo
2:55 pm - 11:20 pm
MAF
-
BOS
7h 25m1 stop
United Airlines Logo
7:25 am - 4:35 pm
BOS
-
MAF
10h 10m1 stop
$417United Airlines
Thu, Jan 8 - Thu, Jan 15
American Airlines Logo
5:00 am - 11:31 am
MAF
-
BOS
5h 31m1 stop
American Airlines Logo
8:05 am - 4:25 pm
BOS
-
MAF
9h 20m1 stop
$471American Airlines
Booking Insights

KAYAK's insights & trends for Midland to Massachusetts flights

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

How much is a round-trip flight from Midland to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Midland to Massachusetts departing in January.

What is the cheapest month to fly from Midland to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Midland to Massachusetts, 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 Midland to Massachusetts is July, when tickets cost $256 (return) on average. On the other hand, the most expensive months are February and January, when the average cost of round-trip tickets is $446 and $426 respectively.

What’s the cheapest day of the week to fly from Midland to Massachusetts?

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

For Midland to Massachusetts, Friday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Massachusetts back to Midland, the best deals are generally found on Saturday, with Wednesday being the most expensive.

Good to know

Low seasonApril
Cheapest flight$198
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Midland to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Midland to Massachusetts?

    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 Midland to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Midland to Massachusetts 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 Midland to Massachusetts?

    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 from Midland to Massachusetts with an airline and back with another airline.

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

    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 from Midland to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the evening, when round-trip flights cost $422 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $620.

Reviews of the top 3 airlines serving from Midland to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Midland to Massachusetts. 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 Midland to Massachusetts? 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 4258 reviews
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
8.0Comfort
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

The pilot greased the landing and the crew was fantastic.

Attendants were pleasant and the flight was smooth and relaxed.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

Things were delayed a little. But that didn’t affect my plans. It was fine. I was surprised it was so full thanksgiving day. The crew were friendly and professional.

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

I have a gluten allergy so did have any food

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

The only thing to like was that we eventually got to our destination

Everything you need to know for your flight from Midland to Massachusetts

Information on your arrival and departure airports