Massachusetts

$186+ Cheap flights from Jackson, MS (JAN) to Massachusetts

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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — BOS
Jun 9 — Jun 161
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Cheap flight deals from Jackson to Massachusetts

Cheapest flights from Jackson to Massachusetts
Explore the most affordable flight options available from Jackson to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 10, 2026.

This American Airlines deal was found by Cheapflights users on 5/8. 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 7/74:24 pm
JAN
-
BDL
1 stop5h 36m
American Airlines
Tue 7/145:28 pm
BDL
-
JAN
1 stop7h 20m
American Airlines
Deal found 5/8$371
This Southwest deal was found by Cheapflights users on 5/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:30 pm
JAN
-
BOS
1 stop7h 40m
Southwest
Tue 9/292:10 pm
BOS
-
JAN
1 stop4h 55m
Southwest
Deal found 5/7$387
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 7/297:20 am
JAN
-
BOS
1 stop5h 14m
American Airlines
Thu 8/2011:20 am
BOS
-
JAN
1 stop5h 26m
American Airlines
Deal found 5/6$396
This American Airlines deal was found by Cheapflights users on 5/5. 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 8/2210:47 am
JAN
-
BOS
1 stop8h 13m
American Airlines
Thu 8/275:41 am
BOS
-
JAN
1 stop5h 40m
American Airlines
Deal found 5/5$405
This Southwest deal was found by Cheapflights users on 5/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:30 pm
JAN
-
BOS
2 stops6h 50m
Southwest
Mon 8/249:40 am
BOS
-
JAN
2 stops9h 20m
Southwest
Deal found 5/5$406
This Southwest deal was found by Cheapflights users on 5/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am
JAN
-
BOS
2 stops11h 55m
Southwest
Thu 8/275:25 am
BOS
-
JAN
2 stops7h 35m
Southwest
Deal found 5/5$415
This American Airlines deal was found by Cheapflights users on 5/8. 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 6/134:21 pm
JAN
-
BOS
1 stop7h 19m
American Airlines
Tue 6/166:00 am
BOS
-
JAN
1 stop5h 26m
American Airlines
Deal found 5/8$417
This American Airlines deal was found by Cheapflights users on 5/9. 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 6/304:21 pm
JAN
-
BDL
1 stop7h 34m
American Airlines
Fri 7/35:27 pm
BDL
-
JAN
1 stop4h 55m
American Airlines
Deal found 5/9$418
This American Airlines deal was found by Cheapflights users on 5/8. 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.
Thu 6/46:26 am
JAN
-
BOS
1 stop7h 34m
American Airlines
Tue 6/94:47 pm
BOS
-
JAN
1 stop8h 07m
American Airlines
Deal found 5/8$420
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/95:32 am
JAN
-
BOS
1 stop5h 08m
Delta
Thu 8/135:30 am
BOS
-
JAN
1 stop6h 07m
Delta
Deal found 5/6$426
This Southwest deal was found by Cheapflights users on 5/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/712:20 pm
JAN
-
BDL
2 stops9h 25m
Southwest
Tue 7/148:55 am
BDL
-
JAN
2 stops10h 50m
Southwest
Deal found 5/6$437
This Delta deal was found by Cheapflights users on 5/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:15 am
JAN
-
BDL
1 stop5h 49m
Delta
Thu 11/262:20 pm
BDL
-
JAN
1 stop4h 44m
Delta
Deal found 5/6$463

Find flight deals from Jackson to Massachusetts

Keep the following information in mind while searching for Jackson to Massachusetts flight deals. Data was last updated May 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$367
(American Airlines)

One-way from

$186
(American Airlines)

Popular in

March

Cheapest in

October

Average price

$522
Provider with most accurate pricing for Jackson-Evers Intl-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Jackson-Evers Intl-Boston Logan Intl flights.
From Jackson-Evers Intl to Massachusetts
One-way flight from Jackson-Evers Intl to Massachusetts
Highest demand for flights based on searches. 12% potential increase in price ($72 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jackson to Massachusetts 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 May 10, 2026.
Use the filters below to find and compare flights from Jackson to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonHartford

JAN - BDL

JANBDL

Jackson-Evers Intl

Tue 6/30

4:21 pm-11:54 pm

2 stops6h 33m

Hartford Bradley Intl

Fri 7/3

5:27 pm-9:22 pm

1 stop4h 55m

$424

JacksonBoston

JAN - BOS

JANBOS

Jackson-Evers Intl

Sun 8/9

5:32 am-11:40 am

1 stop5h 08m

Boston Logan Intl

Thu 8/13

5:30 am-10:37 am

1 stop6h 07m

$426

JacksonBoston

JAN - BOS

JANBOS

Jackson-Evers Intl

Wed 7/1

12:20 pm-10:40 pm

2 stops9h 20m

Boston Logan Intl

Sun 7/12

10:30 am-10:00 pm

2 stops12h 30m

$433

JacksonHartford

JAN - BDL

JANBDL

Jackson-Evers Intl

Tue 7/7

12:20 pm-10:45 pm

2 stops9h 25m

Hartford Bradley Intl

Tue 7/14

8:55 am-6:45 pm

2 stops10h 50m

$437

JacksonBoston

JAN - BOS

JANBOS

Jackson-Evers Intl

Sat 6/13

12:20 pm-9:05 pm

2 stops7h 45m

Boston Logan Intl

Tue 6/16

8:55 am-6:45 pm

2 stops10h 50m

$457

JacksonBoston

JAN - BOS

JANBOS

Jackson-Evers Intl

Wed 7/8

7:20 am-3:54 pm

1 stop7h 34m

Boston Logan Intl

Sun 7/12

6:04 am-10:28 am

1 stop5h 24m

$464

JacksonHartford

JAN - BDL

JANBDL

Jackson-Evers Intl

Thu 6/25

4:21 pm-12:55 am

1 stop7h 34m

Hartford Bradley Intl

Tue 6/30

5:23 pm-11:54 pm

1 stop7h 31m

$464

JacksonHartford

JAN - BDL

JANBDL

Jackson-Evers Intl

Tue 6/30

12:20 pm-10:45 pm

2 stops9h 25m

Hartford Bradley Intl

Fri 7/3

7:55 am-7:45 pm

2 stops12h 50m

$469

JacksonBoston

JAN - BOS

JANBOS

Jackson-Evers Intl

Tue 9/22

2:06 pm-11:34 pm

1 stop8h 28m

Boston Logan Intl

Wed 9/23

7:25 am-3:53 pm

1 stop9h 28m

$477

JacksonHartford

JAN - BDL

JANBDL

Jackson-Evers Intl

Thu 6/25

11:25 am-10:55 pm

2 stops10h 30m

Hartford Bradley Intl

Tue 6/30

12:55 pm-6:45 pm

1 stop6h 50m

$498

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

Showing 1-10 of 36 resultsSorted by cheapest first
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Best time to book a flight from Jackson to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Jackson 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 Jackson to Massachusetts

What is the cheapest month to book a flight from Jackson, Mississippi to Massachusetts?

Currently, October is the cheapest month in which you can book a flight from Jackson, Mississippi to Massachusetts (average of $275). Flying from Jackson, Mississippi to Massachusetts in February is currently the most expensive (average of $496). 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.

How much does it cost to fly round-trip from Jackson, Mississippi to Massachusetts?

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated May 10, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Jackson to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Jackson to Massachusetts. 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 from for flights from Jackson to Massachusetts?

    Jackson-Evers Intl (JAN) is the airport you will fly out of if you book a flight from Jackson to Massachusetts. It is only a 6.3 mi journey to Jackson-Evers Intl (JAN) from Jackson’s city center.

  • How long is the flight from Jackson, Mississippi to Massachusetts?

    American Airlines, Delta, and Southwest can get you from Jackson, Mississippi to Massachusetts in just under 5h 08m. Your travel time can differ by up to 5h 17m. Jackson, Mississippi and Massachusetts are separated by a distance of 1252 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Jackson, Mississippi to Massachusetts?

  • Can I find deals for flights from Jackson to Massachusetts that include hotel bookings?

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

  • How can I find direct flights from Jackson to Massachusetts?

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

  • Can I find deals for business class flights from Jackson to Massachusetts?

    Yes. Cheapflights offers flight deals from Jackson to Massachusetts 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 Jackson, Mississippi to Massachusetts?

    Currently, October is the cheapest month in which you can book a flight from Jackson, Mississippi to Massachusetts (average of $275). Flying from Jackson, Mississippi to Massachusetts in February is currently the most expensive (average of $496). 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

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Alternative routes for Jackson to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Jackson to Massachusetts

Discover the top 3 airlines that operate flights from Jackson to Massachusetts. 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 May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$275Average$462FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$289Average$488FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$376Average$539FlexibilityNo cancel feeOn-time63%

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