$118+ Cheap flights from Oakland, CA (OAK) to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Massachusetts with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oakland to Massachusetts
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Cheapest flights from Oakland to MassachusettsExplore the most affordable flight options available from Oakland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Oakland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/29. 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.
Thu 11/267:05 am -
1 stop6h 55m
Wed 12/25:00 am -
2 stops11h 10m
Deal found 10/29![Southwest logo]()
$302
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:02 pm -
1 stop21h 07m
Mon 12/146:13 pm -
1 stop26h 59m
Deal found 10/29![Alaska Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 11/265:55 am -
1 stop7h 31m
Wed 12/26:45 pm -
1 stop8h 18m
Deal found 10/29![Delta logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:02 am -
1 stop8h 06m
Tue 12/86:13 pm -
1 stop18h 43m
Deal found 10/27![Alaska Airlines logo]()
$310
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 12/95:55 am -
1 stop7h 34m
Wed 12/166:45 pm -
1 stop8h 18m
Deal found 10/28![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 10/29. 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.
Tue 12/85:55 am -
2 stops11h 02m
Mon 12/146:45 pm -
1 stop8h 18m
Deal found 10/29![Delta logo]()
$322
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:49 am -
1 stop19h 35m
Thu 12/36:13 pm -
1 stop25h 09m
Deal found 10/27![Alaska Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 10/27. 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 11/215:00 pm -
1 stop10h 20m
Fri 12/46:05 am -
1 stop8h 49m
Deal found 10/27![Delta logo]()
$326
This Orbitz deal was found by Cheapflights users on 10/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/172:44 pm -
1 stop22h 57m
Thu 11/197:03 am -
1 stop14h 09m
Deal found 10/28![Alaska Airlines logo]()
$332
This Alaska Airlines deal was found by Cheapflights users on 10/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:49 am -
1 stop19h 35m
Mon 12/146:13 pm -
1 stop18h 43m
Deal found 10/25![Alaska Airlines logo]()
$333
Best flights from Oakland to MassachusettsDiscover carefully curated flight deals from Oakland to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Oakland to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:02 pm -
1 stop21h 06m
Tue 12/156:13 pm -
1 stop26h 59m
Deal found 10/29![Alaska Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 12/95:07 pm -
2 stops15h 06m
Tue 12/156:45 pm -
1 stop8h 18m
Deal found 10/28![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 10/26. 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 1/511:50 pm -
2 stops9h 35m
Wed 2/245:45 am -
2 stops11h 05m
Deal found 10/26![Southwest logo]()
$398
This Delta deal was found by Cheapflights users on 10/29. 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.
Tue 12/85:55 am -
2 stops11h 02m
Mon 12/146:45 pm -
1 stop8h 18m
Deal found 10/29![Delta logo]()
$322
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:44 pm -
1 stop11h 56m
Sat 12/56:13 pm -
1 stop18h 43m
Deal found 10/27![Alaska Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 10/26. 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.
Thu 12/175:07 pm -
1 stop10h 12m
Tue 1/123:05 pm -
2 stops11h 52m
Deal found 10/26![Delta logo]()
$331
This Delta deal was found by Cheapflights users on 10/26. 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.
Fri 12/115:07 pm -
2 stops13h 56m
Wed 12/161:05 pm -
2 stops13h 58m
Deal found 10/26![Delta logo]()
$356
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:02 pm -
1 stop21h 06m
Sun 1/37:40 am -
1 stop30h 33m
Deal found 10/27![Alaska Airlines logo]()
$418
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1910:00 am -
1 stop16h 40m
Mon 11/305:57 pm -
1 stop25h 25m
Deal found 10/27![Alaska Airlines logo]()
$418
This Alaska Airlines deal was found by Cheapflights users on 10/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:44 am -
1 stop19h 44m
Wed 12/306:00 am -
1 stop13h 21m
Deal found 10/26![Alaska Airlines logo]()
$438
This Alaska Airlines deal was found by Cheapflights users on 10/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:12 am -
1 stop20h 28m
Mon 11/237:40 am -
1 stop13h 35m
Deal found 10/25![Alaska Airlines logo]()
$443
Last-minute flights from Oakland to MassachusettsDiscover last-minute flight deals from Oakland to Massachusetts. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Massachusetts. Data last updated October 30, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 10/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:12 pm -
1 stop8h 34m
Fri 12/116:13 pm -
1 stop26h 59m
Deal found 10/25![Alaska Airlines logo]()
$337
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:44 pm -
1 stop12h 02m
Fri 11/207:40 am -
1 stop18h 45m
Deal found 10/27![Alaska Airlines logo]()
$340
This Orbitz deal was found by Cheapflights users on 10/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/172:44 pm -
1 stop22h 57m
Thu 11/197:03 am -
1 stop14h 09m
Deal found 10/28![Alaska Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 10/27. 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 11/215:00 pm -
1 stop10h 20m
Fri 12/46:05 am -
1 stop8h 49m
Deal found 10/27![Delta logo]()
$326
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:49 am -
1 stop19h 35m
Thu 12/36:13 pm -
1 stop25h 09m
Deal found 10/27![Alaska Airlines logo]()
$323
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:49 am -
1 stop19h 35m
Sun 12/66:13 pm -
1 stop18h 43m
Deal found 10/27![Alaska Airlines logo]()
$303
This Alaska Airlines deal was found by Cheapflights users on 10/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:49 am -
1 stop19h 35m
Mon 12/146:13 pm -
1 stop18h 43m
Deal found 10/25![Alaska Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 10/29. 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.
Thu 11/267:05 am -
1 stop6h 55m
Wed 12/25:00 am -
2 stops11h 10m
Deal found 10/29![Southwest logo]()
$302
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 11/265:55 am -
1 stop7h 31m
Wed 12/26:45 pm -
1 stop8h 18m
Deal found 10/29![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 10/27. 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.
Thu 11/265:55 am -
2 stops9h 55m
Thu 12/34:59 pm -
2 stops10h 04m
Deal found 10/27![Delta logo]()
$336
One-way flights from Oakland to MassachusettsSearch for one-way flight options from Oakland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Oakland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:28 pm -
3 stops42h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:28 pm -
2 stops19h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1012:28 pm -
2 stops19h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$145
This Delta deal was found by Cheapflights users on 10/25. 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.
Mon 11/165:00 pm -
1 stop10h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$149
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/165:02 pm -
1 stop9h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Alaska Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 10/25. 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.
Wed 11/185:55 am -
2 stops11h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Delta logo]()
$154
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:03 am -
1 stop16h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Alaska Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 10/27. 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.
Wed 1/65:46 am -
1 stop7h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Delta logo]()
$159
This Delta deal was found by Cheapflights users on 10/27. 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.
Wed 12/165:07 pm -
2 stops15h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Delta logo]()
$164
This Southwest deal was found by Cheapflights users on 10/27. 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 11/177:40 pm -
2 stops9h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$173
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:49 am -
1 stop30h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Alaska Airlines logo]()
$176
Find flight deals from Oakland to Massachusetts
Keep the following information in mind while searching for Oakland to Massachusetts flight deals. Data was last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $302 (Southwest) |
One-way from | $118 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $485 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland 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 7,457,451 searches. Data last updated October 30, 2026.
Use the filters below to find and compare flights from Oakland to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Fri 12/11
6:02 am-5:08 pm
1 stop8h 06m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$152
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Wed 1/6
11:45 pm-11:45 am
1 stop9h 00m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$159
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Tue 11/17
6:12 pm-4:41 pm
1 stop19h 29m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$191
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Sun 12/20
6:44 am-5:28 am
1 stop19h 44m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$201
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Mon 1/4
10:03 am-5:28 am
1 stop16h 25m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$207
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Tue 1/5
2:36 pm-5:40 am
2 stops12h 04m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$222
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Wed 11/11
7:40 pm-8:05 am
2 stops9h 25m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$224
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Thu 11/19
10:00 am-5:40 am
1 stop16h 40m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$227
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Tue 11/24
6:49 am-4:42 pm
1 stop30h 53m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$227
OaklandBoston
OAK Oakland - BOS Boston Logan Intl
OAKBOS
Oakland
Tue 11/10
2:44 pm-5:40 am
2 stops11h 56m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$251
Showing 1-10 of 23 resultsSorted by cheapest first
Best time to book a flight from Oakland to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Oakland with our price prediction graph.
OAK-BOS
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 Oakland to Massachusetts
OAK-USMA
OAK-BOS
How much does it cost to fly round-trip from Oakland, California to Massachusetts?
Airfare is below average for this route at the moment.
Oakland, California to Massachusetts flights typically cost between $513 and $712 in November.The cheapest round-trip price found within the last 5 days was $302 on Southwest (Nov 26-Dec 2).
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 October 30, 2026.
Read reviews from past customers who have flown Alaska Airlines,Southwest, andDelta from Oakland to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Food
7.0
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Related info for your journey
Find useful and relevant information for your journey from Oakland to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Oakland to Massachusetts by cabin class
Find flights from Oakland to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Oakland and Massachusetts flights
Browse other Oakland and Massachusetts flight options. Last updated on October 30, 2026.
Popular flight searches
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Oakland to Massachusetts flights
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Top 4 airlines flying from Oakland to Massachusetts
Discover the top 4 airlines that operate flights from Oakland 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 7,457,451 searches. Data last updated October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$190 | Average$513 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$264 | Average$473 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$292 | Average$358 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$367 | Average$506 | FlexibilityNo cancel fee | On-time63% |