$398 Find Cheap Flights from Midland to Massachusetts

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midland to Massachusetts departing on 3/23. 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

Mon, Mar 23 - Wed, Apr 1
Southwest Logo
5:20 am - 12:05 pm
MAF
-
BOS
5h 45m
1 stop
Southwest Logo
4:05 pm - 10:05 pm
BOS
-
MAF
7h 00m
1 stop
$398Southwest
Mon, Mar 23 - Wed, Apr 1
Southwest Logo
10:45 am - 9:05 pm
MAF
-
BOS
9h 20m
2 stops
Southwest Logo
4:05 pm - 10:05 pm
BOS
-
MAF
7h 00m
1 stop
$403Southwest
Mon, Mar 23 - Wed, Apr 1
Southwest Logo
2:25 pm - 12:45 am
MAF
-
BOS
9h 20m
2 stops
Southwest Logo
8:20 am - 5:10 pm
BOS
-
MAF
9h 50m
2 stops
$408Southwest
Sat, Mar 14 - Sat, Mar 21
Southwest Logo
7:55 am - 5:55 pm
MAF
-
BOS
9h 00m
2 stops
Southwest Logo
2:25 pm - 12:20 am
BOS
-
MAF
10h 55m
2 stops
$457Southwest
Wed, Apr 8 - Sun, Apr 12
American Airlines Logo
2:15 pm - 11:59 pm
MAF
-
BOS
8h 44m
1 stop
American Airlines Logo
7:00 am - 1:45 pm
BOS
-
MAF
7h 45m
1 stop
$480American Airlines
Wed, Apr 8 - Sun, Apr 12
American Airlines Logo
2:15 pm - 11:59 pm
MAF
-
BOS
8h 44m
2 stops
American Airlines Logo
7:00 am - 1:45 pm
BOS
-
MAF
7h 45m
1 stop
$524American Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
1:50 pm - 11:49 pm
MAF
-
BDL
8h 59m
1 stop
United Airlines Logo
6:05 am - 4:19 pm
BDL
-
MAF
11h 14m
2 stops
$557United Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
5:00 am - 1:54 pm
MAF
-
BDL
7h 54m
2 stops
United Airlines Logo
6:05 am - 4:19 pm
BDL
-
MAF
11h 14m
2 stops
$562United Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
1:50 pm - 11:49 pm
MAF
-
BDL
8h 59m
1 stop
United Airlines Logo
7:35 am - 4:19 pm
BDL
-
MAF
9h 44m
1 stop
$592United Airlines
Thu, Apr 9 - Sun, Apr 12
American Airlines Logo
5:00 am - 2:23 pm
MAF
-
BOS
8h 23m
1 stop
American Airlines Logo
6:00 am - 12:16 pm
BOS
-
MAF
7h 16m
1 stop
$598American 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.

Which airlines provide the cheapest flights from Midland to Massachusetts?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Midland to Massachusetts were found on Southwest ($398) and American Airlines ($480).

Good to know

Low seasonJuly
Cheapest flight$398
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 23% 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.

Reviews of the top 4 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 4272 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

10.0 ExcellentMeghan, Feb 2026
MCO - DEN
Read more Southwest reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Advertised fruit trays with cheese, but only snacks handed out!

Delayed, toilets did not flush, pilot parked to far away from Gate

I like flying first class, and United has a nice one

Unbelievably poor service from flight attendants. They didn’t even do water service on a four hour flight. Just disrespectful.

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

Overall it was good. I missed my connection but I was put on another flight.

Gate agent did not hold flight for connection, provided no assistance to get new flight

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

No enough space plus only allowing one laggage instead of two like other airlines.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

They made me pay $40 to check a bag that was listed as free when I bought my ticket. Then before boarding they offered to check any bags free.

Qatar airways ,boarding arrangements at Hamid international airport could been better

The seat cushions were very worn so they were extremely uncomfortable.

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

Information on your arrival and departure airports