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$159+ 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
Jun 10 — Jun 171
Wed 6/10
Wed 6/17
1 adult, Economy
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Cheap flight deals from Oakland to Boston

Cheapest flights from Oakland to Boston
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 May 11, 2026.

This CheapOair deal was found by Cheapflights users on 5/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:35 am
OAK
-
BOS
1 stop17h 49m
Alaska Airlines
Tue 6/96:40 pm
BOS
-
OAK
1 stop18h 17m
Alaska Airlines
Deal found 5/10$317
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:55 pm
OAK
-
BOS
2 stops12h 12m
Delta
Tue 6/96:05 am
BOS
-
OAK
1 stop8h 48m
Delta
Deal found 5/9$322
This Southwest deal was found by Cheapflights users on 5/11. 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.
Tue 7/79:50 am
OAK
-
BOS
1 stop10h 15m
Southwest
Wed 7/154:25 pm
BOS
-
OAK
1 stop9h 10m
Southwest
Deal found 5/11$327
This CheapOair deal was found by Cheapflights users on 5/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:35 am
OAK
-
BOS
1 stop17h 49m
Alaska Airlines
Wed 6/108:28 am
BOS
-
OAK
1 stop8h 42m
Alaska Airlines
Deal found 5/11$332
This CheapOair deal was found by Cheapflights users on 5/11. 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 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
Tue 6/28:05 am
BOS
-
OAK
1 stop9h 09m
Alaska Airlines
Deal found 5/11$337
This Alaska Airlines deal was found by Cheapflights users on 5/11. 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.
Thu 5/287:03 pm
OAK
-
BOS
1 stop8h 21m
Alaska Airlines
Tue 6/28:05 am
BOS
-
OAK
1 stop9h 09m
Alaska Airlines
Deal found 5/11$342
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/210:29 am
OAK
-
BOS
1 stop16h 15m
Alaska Airlines
Wed 6/38:05 am
BOS
-
OAK
1 stop9h 09m
Alaska Airlines
Deal found 5/9$345
This CheapOair deal was found by Cheapflights users on 5/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:02 am
OAK
-
BOS
1 stop20h 42m
Alaska Airlines
Mon 6/86:40 pm
BOS
-
OAK
1 stop18h 05m
Alaska Airlines
Deal found 5/10$347
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/272:58 pm
OAK
-
BOS
1 stop11h 46m
Alaska Airlines
Wed 6/108:28 am
BOS
-
OAK
1 stop8h 42m
Alaska Airlines
Deal found 5/9$352
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/302:58 pm
OAK
-
BOS
1 stop11h 46m
Alaska Airlines
Tue 6/28:05 am
BOS
-
OAK
1 stop9h 09m
Alaska Airlines
Deal found 5/9$355
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:15 pm
OAK
-
BOS
1 stop16h 33m
Alaska Airlines
Wed 5/276:40 pm
BOS
-
OAK
1 stop18h 05m
Alaska Airlines
Deal found 5/9$357

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 May 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(CheapOair)

One-way from

$159
(Delta)

Popular in

December

Cheapest in

September

Average price

$452
Provider with most accurate pricing for Oakland-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Oakland-Boston Logan Intl flights.
Search Deals
From Oakland to Boston Logan Intl
Search Deals
One-way flight from Oakland to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 11, 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

Price

Cheapest round-trip

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 6/9

5:03 pm-6:05 am

1 stop10h 02m

Boston Logan Intl

Tue 6/16

1:10 pm-11:54 pm

2 stops13h 44m

$322

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 6/9

7:35 am-11:05 pm

1 stop12h 30m

Boston Logan Intl

Tue 6/16

4:25 pm-10:35 pm

1 stop9h 10m

$347

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 7/3

7:40 pm-8:05 am

2 stops9h 25m

Boston Logan Intl

Tue 7/7

3:45 pm-11:20 pm

2 stops10h 35m

$377

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 6/1

7:30 pm-8:15 am

2 stops9h 45m

Boston Logan Intl

Fri 6/5

4:30 pm-10:35 pm

1 stop9h 05m

$389

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 6/2

5:05 pm-6:20 am

1 stop10h 15m

Boston Logan Intl

Wed 6/3

1:29 pm-11:57 pm

2 stops13h 28m

$402

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 8/20

6:49 am-5:49 am

1 stop20h 00m

Boston Logan Intl

Mon 8/24

7:40 am-2:20 pm

1 stop9h 40m

$405

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 10/17

7:05 pm-8:15 am

2 stops10h 10m

Boston Logan Intl

Tue 10/20

8:20 am-2:45 pm

1 stop9h 25m

$408

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 6/2

10:15 am-10:40 pm

2 stops9h 25m

Boston Logan Intl

Sat 6/6

9:00 pm-11:10 am

2 stops17h 10m

$413

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 9/1

11:55 am-6:09 am

1 stop15h 14m

Boston Logan Intl

Wed 9/2

8:30 am-2:20 pm

1 stop8h 50m

$425
Quickest round-trip

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 10/23

5:05 pm-6:11 am

1 stop10h 06m

Boston Logan Intl

Tue 11/3

6:25 pm-11:56 pm

1 stop8h 31m

$441

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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

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 May 11, 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.
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,296 reviews
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Alaska Airlines
7.9
Good
12,354 reviews
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,452 reviews
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
JetBlue
7.2
Good
2,973 reviews
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Oakland, California to Boston?

    A quick flight from Oakland, California to Boston can take about 10h 02m. Delta provides one of the quickest options available for as low as $322. The distance between Oakland, California and Boston is about 2685 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Oakland, California to Boston round-trip?

    Currently priced at $149, JetBlue will fly you from Oakland, California to Boston and back. In addition to JetBlue, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Alaska Airlines - these airlines can fly you to your destination from $208 and $267, respectively. JetBlue is priced at 64% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Oakland, California to Boston one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $118. Users have also found prices from $129 and $148 on JetBlue and Alaska Airlines, respectively.

  • Can I find deals for flights from Oakland to Boston that include hotel bookings?

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

  • How can I find direct flights from Oakland to Boston?

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

  • Can I find deals for business class flights from Oakland to Boston?

    Yes. Cheapflights offers flight deals from Oakland to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Medford
Cambridge
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Chelsea
Peabody
Seabrook
York Beach
Warwick
Londonderry
Cranston
Swansea
Old Orchard Beach
Auburn
Quincy
Lowell

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.

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 May 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$149Average$293FlexibilityNo cancel feeOn-time62%
DeltaCheapest$208Average$437FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$267Average$373FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$307Average$486FlexibilityNo cancel feeOn-time63%

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