$169+ Cheap flights from Boston to Oakland, CA (BOS - OAK)
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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
Oct 12 — Oct 191
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Boston to Oakland 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 Boston to Oakland
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to OaklandExplore the most affordable flight options available from Boston to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
Explore the most affordable flight options available from Boston to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
This Trip.com deal was found by Cheapflights users on 9/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:51 am -
1 stop9h 43m
Wed 11/46:52 pm -
1 stop9h 28m
Deal found 9/9![Alaska Airlines logo]()
$325
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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 11/179:03 am -
1 stop10h 30m
Wed 11/186:52 pm -
1 stop9h 28m
Deal found 9/10![Alaska Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 9/10. 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 12/43:05 pm -
2 stops11h 58m
Mon 12/75:55 am -
1 stop7h 35m
Deal found 9/10![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/292:40 pm -
2 stops12h 19m
Sat 10/35:00 pm -
1 stop10h 30m
Deal found 9/8![Delta logo]()
$352
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/86:45 pm -
1 stop8h 18m
Thu 12/175:55 am -
1 stop7h 35m
Deal found 9/8![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:40 pm -
2 stops12h 16m
Fri 10/306:00 am -
1 stop7h 38m
Deal found 9/8![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:55 pm -
1 stop8h 35m
Thu 12/179:30 am -
2 stops10h 35m
Deal found 9/8![Southwest logo]()
$358
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:51 am -
1 stop9h 43m
Sun 11/16:13 pm -
1 stop8h 33m
Deal found 9/9![Alaska Airlines logo]()
$363
This Alaska Airlines deal was found by Cheapflights users on 9/11. 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 12/47:08 am -
1 stop11h 36m
Mon 12/77:00 am -
1 stop14h 05m
Deal found 9/11![Alaska Airlines logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 9/11. 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 11/66:20 pm -
1 stop21h 34m
Wed 11/111:50 pm -
1 stop12h 50m
Deal found 9/11![Alaska Airlines logo]()
$368
Best flights from Boston to OaklandDiscover carefully curated flight deals from Boston to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
Discover carefully curated flight deals from Boston to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:03 am -
1 stop10h 07m
Tue 11/106:52 pm -
1 stop9h 28m
Deal found 9/9![Alaska Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:20 pm -
1 stop11h 15m
Mon 11/1611:50 pm -
1 stop9h 10m
Deal found 9/9![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 9/12. 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 12/162:25 pm -
2 stops12h 38m
Thu 1/75:55 am -
2 stops11h 06m
Deal found 9/12![Delta logo]()
$373
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:10 am -
2 stops10h 30m
Wed 11/189:20 am -
2 stops9h 30m
Deal found 9/8![Southwest logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 9/11. 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 12/47:08 am -
1 stop11h 36m
Mon 12/77:00 am -
1 stop14h 05m
Deal found 9/11![Alaska Airlines logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 9/11. 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 11/66:20 pm -
1 stop21h 34m
Wed 11/111:50 pm -
1 stop12h 50m
Deal found 9/11![Alaska Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:32 pm -
2 stops13h 27m
Mon 9/285:00 pm -
1 stop10h 30m
Deal found 9/8![Delta logo]()
$412
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/68:50 am -
2 stops11h 15m
Wed 1/207:00 pm -
2 stops10h 05m
Deal found 9/9![Southwest logo]()
$379
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2612:45 pm -
1 stop9h 20m
Mon 3/111:50 pm -
1 stop9h 25m
Deal found 9/8![Southwest logo]()
$389
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:58 pm -
1 stop21h 27m
Tue 10/207:53 pm -
1 stop8h 33m
Deal found 9/9![Alaska Airlines logo]()
$430
Last-minute flights from Boston to OaklandDiscover last-minute flight deals from Boston to Oakland. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Oakland. Data last updated September 12, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:05 am -
1 stop8h 54m
Sat 10/35:00 pm -
1 stop10h 30m
Deal found 9/8![Delta logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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 10/37:09 am -
1 stop14h 45m
Sat 10/107:04 am -
1 stop19h 17m
Deal found 9/10![Alaska Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 9/11. 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 10/175:25 am -
2 stops10h 00m
Tue 10/2011:55 pm -
1 stop9h 35m
Deal found 9/11![Southwest logo]()
$372
This Alaska Airlines deal was found by Cheapflights users on 9/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:51 am -
1 stop9h 43m
Fri 10/233:14 pm -
1 stop11h 07m
Deal found 9/8![Alaska Airlines logo]()
$376
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:40 pm -
2 stops12h 16m
Fri 10/306:00 am -
1 stop7h 38m
Deal found 9/8![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:15 am -
1 stop10h 00m
Fri 10/302:25 pm -
1 stop7h 50m
Deal found 9/9![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/272:40 pm -
2 stops12h 16m
Fri 10/305:02 pm -
1 stop10h 23m
Deal found 9/9![Delta logo]()
$342
This Trip.com deal was found by Cheapflights users on 9/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:51 am -
1 stop9h 43m
Wed 11/46:52 pm -
1 stop9h 28m
Deal found 9/9![Alaska Airlines logo]()
$325
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:07 am -
1 stop9h 17m
Sun 11/16:13 pm -
1 stop8h 33m
Deal found 9/9![Alaska Airlines logo]()
$368
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:51 am -
1 stop9h 43m
Sun 11/16:13 pm -
1 stop8h 33m
Deal found 9/9![Alaska Airlines logo]()
$363
One-way flights from Boston to OaklandSearch for one-way flight options from Boston to Oakland. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
Search for one-way flight options from Boston to Oakland. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This Southwest deal was found by Cheapflights users on 9/11. 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 12/168:25 am -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Southwest logo]()
$169
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/292:40 pm -
2 stops12h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$179
This Delta deal was found by Cheapflights users on 9/11. 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 10/311:20 am -
1 stop8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$184
This Southwest deal was found by Cheapflights users on 9/10. 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 1/308:40 am -
1 stop10h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Southwest logo]()
$185
This Delta deal was found by Cheapflights users on 9/10. 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 10/22:40 pm -
2 stops12h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$189
This Alaska Airlines deal was found by Cheapflights users on 9/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:59 pm -
1 stop16h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Alaska Airlines logo]()
$190
This Alaska Airlines deal was found by Cheapflights users on 9/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:51 am -
1 stop9h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Alaska Airlines logo]()
$192
This Alaska Airlines deal was found by Cheapflights users on 9/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:00 am -
1 stop9h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Alaska Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 9/12. 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 11/236:45 pm -
1 stop8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Delta logo]()
$195
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/245:20 am -
2 stops17h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$196
Find flight deals from Boston to Oakland
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Oakland (OAK). 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 September 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $325 (Trip.com) |
One-way from | $169 (Southwest) |
Popular in | August |
Cheapest in | April |
Average price | $423 |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Oakland 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 September 12, 2026.
Use the filters below to find and compare flights from Boston to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Sat 10/24
6:05 am-12:01 pm
1 stop8h 56m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$174
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Tue 10/20
2:50 pm-10:45 pm
2 stops10h 55m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$179
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Tue 9/29
2:40 pm-11:59 pm
2 stops12h 19m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$179
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Sat 1/30
8:40 am-4:30 pm
1 stop10h 50m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$185
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Thu 12/24
5:20 am-7:20 pm
2 stops17h 00m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$196
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Sat 11/21
7:40 am-3:15 pm
1 stop10h 35m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$230
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Fri 11/6
7:03 am-2:10 pm
1 stop10h 07m
Oakland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$244
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Tue 11/3
7:03 am-2:10 pm
1 stop10h 07m
Oakland
Tue 11/10
6:52 pm-7:20 am
1 stop9h 28m
$337
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Fri 11/13
4:20 pm-12:35 am
1 stop11h 15m
Oakland
Mon 11/16
11:50 pm-12:00 pm
1 stop9h 10m
$337
BostonOakland
BOS Boston Logan Intl - OAK Oakland
BOSOAK
Boston Logan Intl
Tue 11/17
7:10 am-2:40 pm
2 stops10h 30m
Oakland
Wed 11/18
9:20 am-9:50 pm
2 stops9h 30m
$347
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Boston to Oakland
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 Boston to Oakland in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Boston-Oakland, California flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Oakland, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Oakland, California flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-Oakland, California 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 Boston-Oakland, California 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 Boston to Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from Boston with our price prediction graph.
BOS-OAK
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 Boston to Oakland
What is the cheapest month to book a flight from Boston to Oakland, California?
Currently, April is the cheapest month in which you can book a flight from Boston to Oakland, California (average of $243). Flying from Boston to Oakland, California in August is currently the most expensive (average of $656). 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 Boston to Oakland, California?
Airfare is below average for this route at the moment.
Boston to Oakland, California flights typically cost between $395 and $466 in October.The cheapest round-trip price found within the last 5 days was $325 on Alaska Airlines (Oct 29-Nov 4).
Reviews of airlines servicing Oakland
Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated September 12, 2026.
Read reviews from past customers who have flown Southwest,Alaska Airlines, andDelta from Boston to Oakland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Related info for your journey
Find useful and relevant information for your journey from Boston to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Oakland flight routes
Other flight options
Other flights from Boston
Popular flights
Alternative routes for Boston to Oakland
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Oakland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Oakland by cabin class
Find flights from Boston to Oakland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Oakland
Explore flights to Oakland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 12, 2026.
Boston and Oakland flights
Browse other Boston and Oakland flight options. Last updated on September 12, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on September 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Boston to Oakland
Discover the top 3 airlines that operate flights from Boston to Oakland. 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 September 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$157 | Average$342 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$468 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$286 | Average$486 | FlexibilityNo cancel fee | On-time75% |