OAK

$110 Find Cheap Flights from Massachusetts to Oakland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Oakland departing on 2/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Oakland

Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$211
Overall average: $383
Southwest
Tue 3/10Mon 3/16
BDL - OAK • 1 stop
Cheapest one-way
$110
Typical prices: $192-$246
Southwest
Wed 2/4
BOS - OAK • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Oakland!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Massachusetts to Oakland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Massachusetts to Oakland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Massachusetts to Oakland

Tue, Mar 10 - Mon, Mar 16
Southwest Logo
7:30 am - 12:45 pm
BDL
-
OAK
8h 15m1 stop
Southwest Logo
11:55 pm - 10:40 am
OAK
-
BDL
7h 45m1 stop
$211Southwest
Tue, Mar 10 - Mon, Mar 16
Southwest Logo
2:35 pm - 10:40 pm
BDL
-
OAK
11h 05m2 stops
Southwest Logo
11:55 pm - 10:40 am
OAK
-
BDL
7h 45m1 stop
$216Southwest
Tue, Mar 10 - Mon, Mar 16
Southwest Logo
2:35 pm - 10:00 pm
BDL
-
OAK
10h 25m2 stops
Southwest Logo
7:30 pm - 8:05 am
OAK
-
BDL
9h 35m2 stops
$222Southwest
Fri, Feb 20 - Thu, Feb 26
Southwest Logo
6:10 pm - 12:10 am
BOS
-
OAK
9h 00m1 stop
Southwest Logo
12:40 pm - 12:25 am
OAK
-
BOS
8h 45m2 stops
$256Southwest
Wed, Feb 25 - Tue, Mar 3
Alaska Airlines Logo
7:00 am - 4:37 pm
BOS
-
OAK
12h 37m1 stop
Alaska Airlines Logo
5:31 pm - 6:54 am
OAK
-
BOS
10h 23m1 stop
$257Alaska Airlines
Wed, Feb 18 - Tue, Feb 24
Alaska Airlines Logo
7:00 am - 4:37 pm
BOS
-
OAK
12h 37m1 stop
Alaska Airlines Logo
5:31 pm - 6:54 am
OAK
-
BOS
10h 23m1 stop
$267Alaska Airlines
Mon, Feb 2 - Thu, Feb 5
Southwest Logo
5:30 am - 2:05 pm
BOS
-
OAK
11h 35m1 stop
Southwest Logo
6:15 am - 4:30 pm
OAK
-
BOS
7h 15m1 stop
$270Southwest
Thu, Jan 29 - Mon, Feb 2
Southwest Logo
5:30 am - 2:05 pm
BOS
-
OAK
11h 35m1 stop
Southwest Logo
9:40 am - 10:30 pm
OAK
-
BOS
9h 50m1 stop
$277Southwest
Tue, Feb 17 - Wed, Feb 25
Alaska Airlines Logo
7:00 am - 9:14 am
BOS
-
OAK
29h 14m1 stop
Alaska Airlines Logo
5:31 pm - 6:54 am
OAK
-
BOS
10h 23m1 stop
$280Alaska Airlines
Fri, Feb 20 - Thu, Feb 26
Southwest Logo
6:10 pm - 12:10 am
BOS
-
OAK
9h 00m1 stop
Southwest Logo
6:40 am - 10:55 pm
OAK
-
BOS
13h 15m1 stop
$281Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$110
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Boston to Oakland

FAQs for booking flights from Massachusetts to Oakland

  • How does KAYAK find such low prices on flights from Massachusetts to Oakland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Oakland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Oakland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oakland from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Oakland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Oakland with an airline and back to Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Oakland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Oakland from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Oakland

Information on the airport you'll fly into in Oakland

Oakland (OAK)