$183 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 7/22. 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
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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

Wed, Sep 23 - Wed, Sep 30
United Airlines Logo
7:00 am - 5:29 pm
MAF
-
BOS
9h 29m
1 stop
United Airlines Logo
5:38 pm - 11:24 pm
BOS
-
MAF
6h 46m
1 stop
$419United Airlines
Wed, Sep 23 - Wed, Sep 30
United Airlines Logo
9:34 am - 5:29 pm
MAF
-
BOS
6h 55m
1 stop
United Airlines Logo
3:13 pm - 11:24 pm
BOS
-
MAF
9h 11m
2 stops
$424United Airlines
Wed, Sep 23 - Wed, Sep 30
Southwest Logo
9:10 am - 6:35 pm
MAF
-
BOS
8h 25m
2 stops
Southwest Logo
1:20 pm - 10:00 pm
BOS
-
MAF
9h 40m
2 stops
$429Southwest
Wed, Sep 23 - Wed, Sep 30
American Airlines Logo
11:50 am - 9:27 pm
MAF
-
BOS
8h 37m
1 stop
American Airlines Logo
9:29 am - 5:50 pm
BOS
-
MAF
9h 21m
1 stop
$437American Airlines
Tue, Oct 27 - Wed, Oct 28
United Airlines Logo
2:17 pm - 11:21 pm
MAF
-
BDL
8h 04m
1 stop
United Airlines Logo
9:30 am - 9:34 pm
BDL
-
MAF
13h 04m
2 stops
$460United Airlines
Tue, Oct 27 - Wed, Oct 28
United Airlines Logo
1:14 pm - 11:59 pm
MAF
-
BDL
9h 45m
2 stops
United Airlines Logo
10:37 am - 10:12 pm
BDL
-
MAF
12h 35m
2 stops
$466United Airlines
Fri, Jul 17 - Fri, Jul 24
Southwest Logo
2:35 pm - 11:30 pm
MAF
-
BOS
7h 55m
2 stops
Southwest Logo
5:45 am - 1:55 pm
BOS
-
MAF
9h 10m
2 stops
$497Southwest
Wed, Sep 23 - Wed, Sep 30
American Airlines Logo
2:23 pm - 11:28 pm
MAF
-
BOS
8h 05m
2 stops
American Airlines Logo
9:29 am - 4:42 pm
BOS
-
MAF
8h 13m
1 stop
$499American Airlines
Fri, Jul 17 - Fri, Jul 24
Southwest Logo
5:15 am - 12:25 pm
MAF
-
BOS
6h 10m
1 stop
Southwest Logo
5:45 am - 1:55 pm
BOS
-
MAF
9h 10m
2 stops
$503Southwest
Tue, Oct 27 - Wed, Oct 28
United Airlines Logo
1:14 pm - 11:42 pm
MAF
-
BDL
9h 28m
1 stop
United Airlines Logo
8:00 am - 4:16 pm
BDL
-
MAF
9h 16m
1 stop
$505United 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 September.

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 January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are February and April, when the average cost of round-trip tickets is $1,282 and $677 respectively.

Good to know

Low seasonJuly
Cheapest flight$183
Best time to beat the crowds with an average 54% drop in price.
Most popular time to fly and prices are also 40% lower on average.
Flight from Midland to Hartford

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.

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.
7.9
SouthwestOverall score based on 4242 reviews
7.0Food
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

2.0 MediocreIrene, Jun 2026
DEN - SFO
Read more Southwest reviews

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

For the expense of first class, the seats could have been nicer and higher tier snacks would have been nice.

They delayed the flight 3 hours because it wasn't full they moved us to 5 different gates probably the worst airline ever not even spirit is this bad.

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

The pilot had to extend the flight time from san antonio to Houston to burn off fuel. This caused a lot of unnecessary stress since we had a tight connection to Aruba. And with no other flights going to Aruba we were worried about spending a night in Houston. We had to to run to our connection because of the flight crews mistake. Not happy.

Packed flight, which makes it tough on crew and boarding staff (and the customers of course). But this was great boarding, clear instructions, etc. Traveling on the weekends are always fraught with danger as you have families and less frequent flyers thus more confusion. But this flight went as planned.

Boarded early, left early, arrived 40 mins early! A win win for me!

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

This flight moved Gates several times in a short time period, from B to C, which required a substantial walk or rail ride. Then the flight was delayed more than 2 hours and the food was subpar compared to other flights.

Flight cancelled. Twice. And no communication. No gate agent. Went past boarding time and had to go and see email from AA. Airport communication was bad

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

Delayed and horrible communication and sat on flight for an hour before taking off

Plane temperature was so hot that everyone on the plane was sweating. Departure gates changed 3 times in the hour before the flight. Internet service was so poor in the terminal that updates weren't always being received.

Delayed flight due to maintenance and I have had multiple delayed flights due to maintenance in the last month plus

technology worked well and everything ran smoothly. The seats are quite cramped so please don't try to re-engineer the cabin to squeeze more bodies on board.

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

Flight was delayed due to connecting passengers. Lack of snack options bad. Sitting in Aisle, last cart run pulled the cart directly into my knee. Rude awakening.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

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

Information on your arrival and departure airports