$123+ Cheap flights from Oakland, CA to Boston (OAK - BOS)
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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
Apr 28 — May 51
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Boston with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Boston
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Last-minute
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Cheapest flights from Oakland to BostonExplore the most affordable flight options available from Oakland to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 29, 2026.
Explore the most affordable flight options available from Oakland to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 29, 2026.
This Southwest deal was found by Cheapflights users on 3/24. 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.
Mon 4/2011:55 pm
OAK
- BOS
1 stop8h 05m
Southwest
Tue 4/286:20 pm
BOS
- OAK
1 stop8h 05m
Southwest
Deal found 3/24![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1911:55 pm
OAK
- BOS
1 stop8h 00m
Southwest
Tue 4/286:20 pm
BOS
- OAK
1 stop8h 05m
Southwest
Deal found 3/25![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:30 pm
OAK
- BOS
1 stop7h 35m
Southwest
Thu 5/75:15 am
BOS
- OAK
1 stop7h 55m
Southwest
Deal found 3/25![Southwest logo]()
$291
This Alaska Airlines deal was found by Cheapflights users on 3/25. 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 5/286:02 am
OAK
- BOS
1 stop20h 42m
Alaska Airlines
Tue 6/26:40 pm
BOS
- OAK
1 stop18h 05m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 3/24. 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.
Mon 4/2011:55 pm
OAK
- BOS
1 stop8h 05m
Southwest
Fri 4/246:55 pm
BOS
- OAK
1 stop8h 30m
Southwest
Deal found 3/24![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 3/24. 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 6/99:50 am
OAK
- BOS
1 stop10h 10m
Southwest
Tue 6/163:45 pm
BOS
- OAK
2 stops10h 35m
Southwest
Deal found 3/24![Southwest logo]()
$306
This Delta deal was found by Cheapflights users on 3/25. 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.
Tue 5/55:04 pm
OAK
- BOS
2 stops13h 30m
Delta
Tue 5/121:10 pm
BOS
- OAK
2 stops13h 47m
Delta
Deal found 3/25![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:30 pm
OAK
- BOS
1 stop7h 35m
Southwest
Fri 5/15:15 am
BOS
- OAK
1 stop7h 55m
Southwest
Deal found 3/25![Southwest logo]()
$308
Best flights from Oakland to BostonDiscover carefully curated flight deals from Oakland to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 29, 2026.
Discover carefully curated flight deals from Oakland to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 29, 2026.
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:10 am
OAK
- BOS
2 stops9h 25m
Southwest
Thu 6/44:30 pm
BOS
- OAK
1 stop9h 00m
Southwest
Deal found 3/25![Southwest logo]()
$374
This Alaska Airlines deal was found by Cheapflights users on 3/25. 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 9/127:13 pm
OAK
- BOS
1 stop7h 49m
Alaska Airlines
Fri 9/2510:30 am
BOS
- OAK
1 stop11h 49m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 3/28. 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.
Tue 4/1412:34 pm
OAK
- BOS
1 stop8h 23m
Delta
Wed 4/226:54 pm
BOS
- OAK
1 stop8h 00m
Delta
Deal found 3/28![Delta logo]()
$383
This Southwest deal was found by Cheapflights users on 3/24. 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 5/307:50 pm
OAK
- BOS
2 stops9h 40m
Southwest
Tue 6/22:25 pm
BOS
- OAK
2 stops10h 40m
Southwest
Deal found 3/24![Southwest logo]()
$393
This Alaska Airlines deal was found by Cheapflights users on 3/26. 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.
Thu 5/73:18 pm
OAK
- BOS
1 stop22h 35m
Alaska Airlines
Mon 5/115:56 pm
BOS
- OAK
1 stop31h 27m
Alaska Airlines
Deal found 3/26![Alaska Airlines logo]()
$402
This Alaska Airlines deal was found by Cheapflights users on 3/27. 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.
Tue 5/59:53 am
OAK
- BOS
1 stop11h 06m
Alaska Airlines
Wed 5/65:56 pm
BOS
- OAK
1 stop23h 42m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$422
This Delta deal was found by Cheapflights users on 3/23. 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 4/225:04 pm
OAK
- BOS
1 stop9h 56m
Delta
Sun 4/266:15 am
BOS
- OAK
1 stop8h 38m
Delta
Deal found 3/23![Delta logo]()
$478
This Southwest deal was found by Cheapflights users on 3/26. 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.
Sat 8/18:20 am
OAK
- BOS
1 stop11h 40m
Southwest
Sat 8/812:10 pm
BOS
- OAK
2 stops10h 00m
Southwest
Deal found 3/26![Southwest logo]()
$470
This CheapOair deal was found by Cheapflights users on 3/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:29 am
OAK
- BOS
2 stops16h 55m
Alaska Airlines
Mon 6/16:40 pm
BOS
- OAK
1 stop18h 05m
Alaska Airlines
Deal found 3/28![Alaska Airlines logo]()
$445
This Alaska Airlines deal was found by Cheapflights users on 3/25. 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.
Sun 9/137:10 pm
OAK
- BOS
1 stop9h 21m
Alaska Airlines
Thu 9/248:50 am
BOS
- OAK
1 stop8h 54m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$453
This Alaska Airlines deal was found by Cheapflights users on 3/24. 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 5/296:02 am
OAK
- BOS
1 stop20h 42m
Alaska Airlines
Sun 5/316:40 pm
BOS
- OAK
1 stop18h 05m
Alaska Airlines
Deal found 3/24![Alaska Airlines logo]()
$469
Last-minute flights from Oakland to BostonDiscover last-minute flight deals from Oakland to Boston. Data last updated March 29, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Boston. Data last updated March 29, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 3/25. 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.
Sat 4/1112:35 pm
OAK
- BOS
1 stop8h 24m
Delta
Tue 4/145:00 pm
BOS
- OAK
2 stops9h 54m
Delta
Deal found 3/25![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 3/26. 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.
Sat 4/185:55 pm
OAK
- BOS
1 stop9h 05m
Delta
Thu 4/236:54 pm
BOS
- OAK
1 stop8h 00m
Delta
Deal found 3/26![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 3/26. 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.
Sat 4/187:35 pm
OAK
- BOS
2 stops9h 55m
Southwest
Thu 4/233:45 pm
BOS
- OAK
1 stop11h 40m
Southwest
Deal found 3/26![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1911:55 pm
OAK
- BOS
1 stop8h 00m
Southwest
Tue 4/286:20 pm
BOS
- OAK
1 stop8h 05m
Southwest
Deal found 3/25![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 3/24. 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.
Mon 4/2011:55 pm
OAK
- BOS
1 stop8h 05m
Southwest
Tue 4/286:20 pm
BOS
- OAK
1 stop8h 05m
Southwest
Deal found 3/24![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 3/24. 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.
Mon 4/2011:55 pm
OAK
- BOS
1 stop8h 05m
Southwest
Fri 4/246:55 pm
BOS
- OAK
1 stop8h 30m
Southwest
Deal found 3/24![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:30 pm
OAK
- BOS
1 stop7h 35m
Southwest
Fri 5/15:15 am
BOS
- OAK
1 stop7h 55m
Southwest
Deal found 3/25![Southwest logo]()
$308
This CheapOair deal was found by Cheapflights users on 3/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:20 am
OAK
- BOS
1 stop14h 39m
Alaska Airlines
Mon 5/45:56 pm
BOS
- OAK
1 stop19h 21m
Alaska Airlines
Deal found 3/24![Alaska Airlines logo]()
$317
One-way flights from Oakland to BostonSearch for one-way flight options from Oakland to Boston. Find affordable one-way fares based on user searches. Data last updated March 29, 2026.
Search for one-way flight options from Oakland to Boston. Find affordable one-way fares based on user searches. Data last updated March 29, 2026.
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:35 am
OAK
- BOS
1 stop12h 25m
Southwest
Deal found 3/25![Southwest logo]()
$123
This Southwest deal was found by Cheapflights users on 3/26. 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.
Mon 5/411:55 pm
OAK
- BOS
1 stop8h 05m
Southwest
Deal found 3/26![Southwest logo]()
$140
This Delta deal was found by Cheapflights users on 3/26. 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.
Tue 5/55:04 pm
OAK
- BOS
1 stop9h 56m
Delta
Deal found 3/26![Delta logo]()
$149
This Southwest deal was found by Cheapflights users on 3/26. 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.
Thu 6/1112:15 pm
OAK
- BOS
1 stop7h 45m
Southwest
Deal found 3/26![Southwest logo]()
$150
This Delta deal was found by Cheapflights users on 3/27. 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.
Fri 5/85:05 pm
OAK
- BOS
1 stop10h 15m
Delta
Deal found 3/27![Delta logo]()
$159
This CheapOair deal was found by Cheapflights users on 3/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:02 am
OAK
- BOS
1 stop20h 42m
Alaska Airlines
Deal found 3/24![Alaska Airlines logo]()
$160
This CheapOair deal was found by Cheapflights users on 3/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:20 am
OAK
- BOS
1 stop14h 39m
Alaska Airlines
Deal found 3/26![Alaska Airlines logo]()
$164
This CheapOair deal was found by Cheapflights users on 3/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:03 pm
OAK
- BOS
1 stop8h 17m
Alaska Airlines
Deal found 3/24![Alaska Airlines logo]()
$169
This Delta deal was found by Cheapflights users on 3/26. 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.
Mon 4/135:04 pm
OAK
- BOS
1 stop9h 56m
Delta
Deal found 3/26![Delta logo]()
$170
This Alaska Airlines deal was found by Cheapflights users on 3/24. 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 6/106:49 am
OAK
- BOS
1 stop19h 54m
Alaska Airlines
Deal found 3/24![Alaska Airlines logo]()
$172
Find flight deals from Oakland to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $257 (Southwest) |
One-way from | $123 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $503 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Boston 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 March 29, 2026.
Use the filters below to find and compare flights from Oakland to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Wed 6/3
6:10 am-6:35 pm
2 stops9h 25m
Boston Logan Intl
Thu 6/4
4:30 pm-10:30 pm
1 stop9h 00m
$374
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Sat 9/12
7:13 pm-6:02 am
1 stop7h 49m
Boston Logan Intl
Fri 9/25
10:30 am-7:19 pm
1 stop11h 49m
$383
Quickest round-trip
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Tue 4/14
12:34 pm-11:57 pm
1 stop8h 23m
Boston Logan Intl
Wed 4/22
6:54 pm-11:54 pm
1 stop8h 00m
$383
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Sat 5/30
7:50 pm-8:30 am
2 stops9h 40m
Boston Logan Intl
Tue 6/2
2:25 pm-10:05 pm
2 stops10h 40m
$393
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Thu 5/7
3:18 pm-4:53 pm
1 stop22h 35m
Boston Logan Intl
Mon 5/11
5:56 pm-10:23 pm
1 stop31h 27m
$402
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Tue 5/5
9:53 am-11:59 pm
1 stop11h 06m
Boston Logan Intl
Wed 5/6
5:56 pm-2:38 pm
1 stop23h 42m
$422
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Thu 5/28
10:29 am-6:24 am
2 stops16h 55m
Boston Logan Intl
Mon 6/1
6:40 pm-9:45 am
1 stop18h 05m
$445
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Sun 9/13
7:10 pm-7:31 am
1 stop9h 21m
Boston Logan Intl
Thu 9/24
8:50 am-2:44 pm
1 stop8h 54m
$453
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Fri 5/29
6:02 am-5:44 am
1 stop20h 42m
Boston Logan Intl
Sun 5/31
6:40 pm-9:45 am
1 stop18h 05m
$469
OaklandBoston
OAK - BOS
OAKBOS
Oakland
Sat 8/1
8:20 am-11:00 pm
1 stop11h 40m
Boston Logan Intl
Sat 8/8
12:10 pm-7:10 pm
2 stops10h 00m
$470
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Oakland to Boston
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Oakland to Boston in March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Oakland, California-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Oakland, California-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Oakland to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston
What is the cheapest month to book a flight from Oakland, California to Boston?
Currently, December is the cheapest month in which you can book a flight from Oakland, California to Boston (average of $118). Flying from Oakland, California to Boston in January is currently the most expensive (average of $189). 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 Oakland, California to Boston?
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated March 29, 2026.
Read through reviews of airlines operating flights from Oakland to Boston, such as Southwest,Alaska Airlines, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
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Top 4 airlines flying from Oakland to Boston
Discover the top 4 airlines that operate flights from Oakland to Boston. 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 March 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$149 | Average$293 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$171 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$267 | Average$433 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$307 | Average$477 | FlexibilityNo cancel fee | On-time63% |