Cheap Flights from Oakland, CA to Boston, MA from $106

Return flight: Boston – Oakland

On Cheapflightsplus.com you will find 191 connecting flights from Oakland to Boston. You can compare airfare deals from 4 airlines and multiple travel sites from $106, book and save on cheap plane tickets and last minute offers. Also check out OAK-BOS flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Oakland to Boston Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $106 (one-way), $182 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Oakland to Boston. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
06:40 — 07:40
+1 day
07:00 — 09:07 HA6275 Hawaiian Airlines
Oakland — Seattle
14h 29m stop
23:40 — 08:00 HA6628 Hawaiian Airlines
Seattle — Boston
22h
including layover
Find flight
from$198
06:40 — 07:40
+1 day
07:00 — 09:07 AS1151 Alaska Airlines
Oakland — Seattle
14h 29m stop
23:40 — 08:00 AS536 Alaska Airlines
Seattle — Boston
22h
including layover
Find flight
from$207
07:00 — 23:59
07:00 — 09:07 HA6275 Hawaiian Airlines
Oakland — Seattle
6h 36m stop
15:43 — 23:59 HA6627 Hawaiian Airlines
Seattle — Boston
13h 59m
including layover
Find flight
from$222
07:00 — 23:59
07:00 — 09:07 AS1151 Alaska Airlines
Oakland — Seattle
6h 36m stop
15:43 — 23:59 AS460 Alaska Airlines
Seattle — Boston
13h 59m
including layover
Find flight
from$225
08:00 — 06:00
+1 day
08:00 — 09:37 AS2094 Alaska Airlines
Oakland — Portland
12h stop
21:37 — 06:00 AS436 Alaska Airlines
Portland — Boston
19h
including layover
Find flight
from$151
08:00 — 06:00
+1 day
08:00 — 09:37 HA6273 Hawaiian Airlines
Oakland — Portland
12h stop
21:37 — 06:00 HA6331 Hawaiian Airlines
Portland — Boston
19h
including layover
Find flight
from$162
09:28 — 23:59
09:28 — 11:30 HA6279 Hawaiian Airlines
Oakland — Seattle
4h 13m stop
15:43 — 23:59 HA6627 Hawaiian Airlines
Seattle — Boston
11h 31m
including layover
Find flight
from$256
09:39 — 08:00
+1 day
09:28 — 11:30 AS2079 Alaska Airlines
Oakland — Seattle
11h 50m stop
23:40 — 08:00 AS536 Alaska Airlines
Seattle — Boston
19h 21m
including layover
Find flight
from$190
11:03 — 23:59
11:01 — 13:06 HA6161 Hawaiian Airlines
Oakland — Seattle
2h 29m stop
15:59 — 00:23 HA6627 Hawaiian Airlines
Seattle — Boston
9h 56m
including layover
Find flight
from$162
11:03 — 23:59
11:01 — 13:06 AS2021 Alaska Airlines
Oakland — Seattle
2h 29m stop
15:59 — 00:23 AS460 Alaska Airlines
Seattle — Boston
9h 56m
including layover
Find flight
from$168
12:49 — 08:00
+1 day
12:49 — 14:53 HA6283 Hawaiian Airlines
Oakland — Seattle
8h 47m stop
23:40 — 08:00 HA6628 Hawaiian Airlines
Seattle — Boston
16h 11m
including layover
Find flight
from$171
12:49 — 08:00
+1 day
12:49 — 14:53 AS3456 Alaska Airlines
Oakland — Seattle
8h 47m stop
23:40 — 08:00 AS536 Alaska Airlines
Seattle — Boston
16h 11m
including layover
Find flight
from$180
13:49 — 10:37
+1 day
13:49 — 19:16 SY1986 Sun Country Airlines
Oakland — Minneapolis
11h 38m stop
06:54 — 10:37 SY251 Sun Country Airlines
Minneapolis — Boston
17h 48m
including layover
Find flight
from$186
14:38 — 08:00
+1 day
14:38 — 16:38 HA6278 Hawaiian Airlines
Oakland — Seattle
7h 2m stop
23:40 — 08:00 HA6628 Hawaiian Airlines
Seattle — Boston
14h 22m
including layover
Find flight
from$171
14:38 — 08:00
+1 day
14:38 — 16:38 AS1247 Alaska Airlines
Oakland — Seattle
7h 2m stop
23:40 — 08:00 AS536 Alaska Airlines
Seattle — Boston
14h 22m
including layover
Find flight
from$180
19:13 — 06:00
+1 day
19:13 — 20:50 HA6277 Hawaiian Airlines
Oakland — Portland
47m stop
21:37 — 06:00 HA6331 Hawaiian Airlines
Portland — Boston
7h 47m
including layover
Find flight
from$106
19:13 — 06:00
+1 day
19:13 — 20:50 AS2133 Alaska Airlines
Oakland — Portland
47m stop
21:37 — 06:00 AS436 Alaska Airlines
Portland — Boston
7h 47m
including layover
Find flight
from$114
23:59 — 10:37
+1 day
17:21 — 22:48 SY1578 Sun Country Airlines
Oakland — Minneapolis
1h 28m stop
06:54 — 10:37 SY251 Sun Country Airlines
Minneapolis — Boston
7h 38m
including layover
Find flight
from$133
*Departure and arrival times - local. Updated on June 27, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Oakland to Boston depends on and how to choose the most interesting flight option for you.

Distance between Oakland and Boston is 4324 miles. Time difference between the cities is 3h. Airplanes depart 05:30 to 23:59 from 3 Oakland airports and arrive 05:30 to 23:59 to 4 Boston airports. Average flight time is 19h.

  • The fastest flight 7h 38m
  • Average flight time 19h
  • The earliest flight 05:30
  • The latest flight 23:59
  • Distance 2687 ml

The cheapest months to travel to Boston are july (from 142 $), august (from 152 $), october (from 165 $).

The most expensive months are february (from 348 $), september (from 165 $), october (from 165 $).

What is the lowest airfare Oakland to Boston?

The cheapest plane ticket found by our users is $106. This airfare is for economy class on one-way HA6277 flight by Hawaiian Airlines for July 14, 2025 which leaves Oakland Int in Oakland at 19:13 am and arrives at Boston Logan at 06:00.

Economy class
$106
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Business class
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First class
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Popular Airlines on the Route

The flight Oakland — Boston is served by 4 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 98 departures per week at the price of from $ 114 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 815.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 191 flights with layovers on the route. The fastest connecting flight is SY1578 by Sun Country Airlines takes 7h 38m and the cheapest is HA6277 by Hawaiian Airlines for $106.

  • AS - Alaska Airlines
    from $114
    Find
  • SY - Sun Country Airlines
    from $133
    Find
  • HA - Hawaiian Airlines
    from $106
    Find
  • NK - Spirit Airlines
    from $116
    Find
See more connecting flights

Airports

You can fly from Oakland to Boston from 3 airports (Oakland Int, Oakland/Coliseum Stat, Convention Center Heliport).

Oakland airports

  • Oakland Int-OAK
    from $106
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  • Oakland/Coliseum Stat-OBT
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  • Convention Center Heliport-JCE
    Find

Boston airports

  • Boston City Heliport-JBC
    Find
  • Boston RT128 Rail-ZRU
    Find
  • Boston South Rail-ZTO
    Find
  • Logan-BOS
    Find

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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