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Springfield

$151+ Cheap flights from Oakland, CA (OAK) to Springfield, MA, MA

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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
OAK
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Oakland to Springfield

Keep the following information in mind while searching for Oakland to Springfield flight deals. Data was last updated September 16, 2025.

Round-trip from

$306
(Southwest)

One-way from

$151
(Southwest)

Popular in

May

Cheapest in

August

Average price

$601
From Oakland to Springfield
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One-way flight from Oakland to Springfield
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Highest demand for flights based on searches. 9% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Oakland to Springfield

Cheapest flights from Oakland to Springfield
Explore the most affordable flight options available from Oakland to Springfield. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Southwest deal was found by Cheapflights users on 9/16. 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.
Wed 10/225:50 amOAK - BDL
1 stop7h 25mSouthwest
Tue 10/284:15 pmBDL - OAK
2 stops9h 45mSouthwest
Deal found 9/16$306
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 11/1911:00 amOAK - BDL
1 stop7h 25mSouthwest
Wed 12/35:15 amBDL - OAK
2 stops10h 45mSouthwest
Deal found 9/15$399
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 11/199:00 amOAK - BDL
2 stops10h 05mSouthwest
Tue 12/25:15 amBDL - OAK
2 stops10h 45mSouthwest
Deal found 9/15$418
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 11/75:45 amOAK - BDL
2 stops9h 50mSouthwest
Sun 11/95:15 amBDL - OAK
1 stop8h 10mSouthwest
Deal found 9/15$423
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/2311:05 amOAK - BDL
1 stop10h 25mSouthwest
Sun 10/265:45 amBDL - OAK
1 stop8h 00mSouthwest
Deal found 9/14$433
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 10/1512:45 pmOAK - BDL
1 stop8h 05mSouthwest
Mon 10/205:30 amBDL - OAK
1 stop10h 10mSouthwest
Deal found 9/15$468

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Springfield 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 September 16, 2025.
Use the filters below to find and compare flights from Oakland to Springfield that are best for you.

Fly from

Oakland

Fly to

Springfield

Route

Depart

Return

Price

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Wed 10/22

5:50 am-4:15 pm

1 stop7h 25m

Hartford Bradley Intl

Tue 10/28

4:15 pm-11:00 pm

2 stops9h 45m

$306

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Wed 11/19

9:00 am-10:05 pm

2 stops10h 05m

Hartford Bradley Intl

Wed 12/3

5:15 am-1:00 pm

2 stops10h 45m

$354

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Fri 11/7

5:25 am-10:25 pm

1 stop14h 00m

Hartford Bradley Intl

Sun 11/9

5:15 am-10:25 am

1 stop8h 10m

$443

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Wed 11/19

11:00 am-9:25 pm

1 stop7h 25m

Hartford Bradley Intl

Tue 12/2

5:15 am-1:00 pm

2 stops10h 45m

$463

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Wed 10/15

12:45 pm-11:50 pm

1 stop8h 05m

Hartford Bradley Intl

Mon 10/20

5:30 am-12:40 pm

1 stop10h 10m

$468

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Thu 10/23

11:05 am-12:30 am

1 stop10h 25m

Hartford Bradley Intl

Sun 10/26

7:35 pm-7:50 am

2 stops15h 15m

$474

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Fri 1/16

7:55 am-9:10 pm

2 stops10h 15m

$151

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Tue 10/7

12:45 pm-11:50 pm

1 stop8h 05m

$156

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Sat 10/4

6:30 am-7:57 pm

3 stops58h 27m

$189

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Tue 10/14

5:50 am-4:15 pm

1 stop7h 25m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 13 results
1
2

Best time to book a flight from Oakland to Springfield

Have a flexible travel schedule? Discover the best time to fly to Springfield 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 Springfield
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Springfield

Get insights into the airlines that provide service to Springfield. 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 Springfield. Reviews last updated September 16, 2025.
Peruse reviews from past customers who have flown with Southwest and Delta from Oakland to Springfield to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

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

  • What airport do you fly from for flights from Oakland to Springfield?

    Oakland (OAK) is the airport you will fly out of if you book a flight from Oakland to Springfield. You should not have trouble finding flights to Springfield from Oakland; the airport handles an average of 0 outbound flights to Springfield per day. You should also have plenty of airline options to choose from since 25 airlines have flights from the Oakland airport to Springfield. It is only a 7.0 mi journey to Oakland (OAK) from Oakland’s city center.

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

    Airlines like Southwest fly from Oakland, California to Springfield in about 7h 25m. The time it takes to get you to your destination can typically vary by up to . Oakland, California and Springfield are separated by a distance of 2606 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Springfield 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

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