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Cheap flights from Oakland to Boston from US$160
There are no direct flights from Oakland to Boston. The fastest way is one stop via Chicago or Denver, about 6h 24m door to door (200 connections a week on current schedules), with fares from US$160.
No direct flights · 6 connection options From 7h 39m Cheapest in November Prices checked 13 days ago
Oakland to Boston at a glance
Cheapest one-wayUS$160Alaska Airlines · 1 stop · Tue 10 NovCheapest returnUS$424Thu 5 Nov – Sun 8 NovFastest journey7h 39mAlaska Airlines · 1 stop
Nonstop flightsNoneConnect via Chicago or Denver
Best ways to fly from Oakland to Boston
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
OAK Chicago (MDW) BOS
Leg 1: Southwest Airlines, Volaris · Leg 2: Southwest Airlines
Fri05:30 OAK11:13 MDW0h 47m connection12:00 MDW14:54 BOSSouthwest Airlines
2Search
OAK Denver (DEN) BOS
Leg 1: Southwest Airlines · Leg 2: Delta Air Lines, JetBlue Airways, Southwest Airlines
Tue09:00 OAK12:13 DEN1h 17m connection13:30 DEN19:04 BOSSouthwest Airlines
3Search
OAK Austin (AUS) BOS
Leg 1: Southwest Airlines · Leg 2: Delta Air Lines, JetBlue Airways, Southwest Airlines
Thu06:15 OAK11:30 AUS0h 45m connection12:15 AUS17:05 BOSSouthwest Airlines
4Search
OAK San Diego (SAN) BOS
Leg 1: Alaska Airlines, Southwest Airlines, SkyWest · Leg 2: Alaska Airlines, Delta Air Lines, JetBlue Airways
Sun15:15 OAK16:37 SAN1h 23m connection18:00 SAN02:09 BOSSouthwest Airlines
5Search
OAK Seattle (SEA) BOS
Leg 1: Alaska Airlines, Southwest Airlines · Leg 2: Alaska Airlines, Delta Air Lines, JetBlue Airways
Mon06:00 OAK07:51 SEA1h 09m connection09:00 SEA17:10 BOSAlaska Airlines
6Search
OAK Portland (PDX) BOS
Leg 1: Alaska Airlines, Southwest Airlines, Horizon Air · Leg 2: Alaska Airlines, JetBlue Airways
Tue18:15 OAK19:37 PDX2h 08m connection21:45 PDX05:51 BOSSouthwest Airlines + Alaska Airlines
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Cheapest dates from Oakland to Boston
The lowest one-way fares found recently, cheapest first. Prices change; click through for the live fare.
Good to know
- Distance
- 4,320 km2,683 miles
- Journey time
- 7h 39mfastest found
- Time difference
- +3hBoston vs Oakland
- Currency in Boston
- USD
- Airports
- OAK → BOS, PSM
Flights from Oakland to Boston: questions answered
How much is a flight from Oakland to Boston?
The cheapest one-way fare we found recently is US$160 with 1 stop, departing in November. Return trips start from US$424. Prices change constantly, so search your dates for the live fare.
Are there direct flights from Oakland to Boston?
No. There is no nonstop service, so you will connect, most easily in Chicago, Denver and Austin. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Oakland to Boston?
With one connection the journey usually takes around 7h 39m, depending on the layover. The straight-line distance is 4,320 km.
Where do you change planes between Oakland and Boston?
The best connecting points are Chicago (MDW), Denver (DEN), Austin (AUS) and San Diego (SAN). Southwest Airlines flies both legs via Chicago, so you can book it as one ticket.
Which airports serve Oakland and Boston?
Oakland: Oakland San Francisco Bay Airport (OAK). Boston: Boston Logan International Airport (BOS) and Portsmouth International Airport at Pease (PSM).
What is the time difference between Oakland and Boston?
Boston is 3 hours ahead of Oakland.





