$137 Cheap flight deals from Boston (BOS) to Oakley (OAK)

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This Weekend's Flight Deals from Boston to Oakley

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Apr 19 - Wed, Apr 22
BOS
Logan Intl.
OAK
Oakland Intl.
$1,101 Roundtrip, found 5 days ago
$1,101
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Sun, Apr 19 from Logan Intl. to Oakland Intl., returning Wed, Apr 22, priced at $1,101 found 5 days ago

Airfares from $137 One Way, $297 Round Trip from Boston to Oakley

Prices starting at $297 for return flights and $137 for one-way flights to Oakley were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jun 10 - Tue, Jun 16
BOS
Boston
OAK
Oakland
$297 Roundtrip, found 19 hours ago
$297
Roundtrip
found 19 hours ago
Select Alaska Airlines flight, departing Wed, Jun 10 from Boston to Oakland, returning Tue, Jun 16, priced at $297 found 19 hours ago
Wed, Jun 10 - Tue, Jun 16
BOS
Boston
OAK
Oakland
$297 Roundtrip, found 19 hours ago
$297
Roundtrip
found 19 hours ago
Select Southwest Airlines flight, departing Wed, Jun 10 from Boston to Oakland, returning Tue, Jun 16, priced at $297 found 19 hours ago
Wed, May 27 - Wed, Jun 3
BOS
Boston
OAK
Oakland
$304 Roundtrip, found 4 days ago
$304
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, May 27 from Boston to Oakland, returning Wed, Jun 3, priced at $304 found 4 days ago
Wed, Jun 10 - Tue, Jun 16
BOS
Boston
OAK
Oakland
$307 Roundtrip, found 19 hours ago
$307
Roundtrip
found 19 hours ago
Select Alaska Airlines flight, departing Wed, Jun 10 from Boston to Oakland, returning Tue, Jun 16, priced at $307 found 19 hours ago
Wed, May 6 - Fri, May 8
BOS
Boston
OAK
Oakland
$310 Roundtrip, found 4 days ago
$310
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, May 6 from Boston to Oakland, returning Fri, May 8, priced at $310 found 4 days ago

Oakley economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Emeryville - San Francisco Bay Bridge
3.0-star property

Sonesta Emeryville - San Francisco Bay Bridge

8.6/10 Excellent! (1,395 reviews)

Jun 4 - Jun 8

4 night stay

Boston (BOS) to Oakland (OAK)

Frontier Airlines • Non-stop • Coach

Oakland (OAK) to Boston (BOS)

Alaska Airlines • Non-stop • Coach
Price was $713, price is now $506 per person
$506
per person
found 13 hours ago
Great clean friendly

Reviewed on Mar 12, 2026

Carneros Resort and Spa
5.0-star property

Carneros Resort and Spa

9.2/10 Wonderful! (363 reviews)

Jun 7 - Jun 12

5 night stay

Boston (BOS) to Oakland (OAK)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,201, price is now $2,267 per person
$2,267
per person
found 20 hours ago
The property was located in a very quiet area. It is very evident in some locations of the resort that service is extremely important. The Hilltop & Boonfly Café were consistently on top of service. The restaurant Farm lost points with us after a follow-up call was not received pertaining to reservation availability. The cottages themselves were very cute and had excellent amenities. The fireplace, fire pit, and outdoor tub/shower were so unique to our cottage experience. The cleanliness of the outdoor pillows, the curtains, and rugs were not pleasing. The outdoor rugs and cushions in the outdoor seating areas, particularly, near Farm were filled with pet hair & the floor rugs need to either be cleaned or replaced. The overall disappointing piece of the resort was the cleanliness. Even the hot tub had grime. With the amount of money paid to book the resort along with monies spent at the resort, there needs to be some revamping of the care.

Reviewed on Apr 3, 2021

Milliken Creek Inn
4.5-star property

Milliken Creek Inn

9.2/10 Wonderful! (513 reviews)

Jun 7 - Jun 12

5 night stay

Boston (BOS) to Oakland (OAK)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,717, price is now $1,979 per person
$1,979
per person
found 20 hours ago
Rooms are gorgeous! Sunny, clean, beautiful. Such a great place. Peaceful, quiet, welcoming. Staff are thoughtful and welcoming.

Reviewed on Dec 24, 2023

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More About Flying To Oakley from Boston

Route Information for Flights from Boston to Oakley

Origin Airport IATA Code
BOS
Destination Airport IATA Code
OAK
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to Oakley

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.