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$170+ 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
OAK
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/26. 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.
Tue 3/3111:55 pm
OAK
-
BDL
1 stop7h 45m
Southwest
Tue 4/76:20 pm
BDL
-
OAK
1 stop8h 05m
Southwest
Deal found 1/26$339
This Southwest deal was found by Cheapflights users on 1/28. 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 2/1212:40 pm
OAK
-
BDL
2 stops8h 30m
Southwest
Thu 2/193:10 pm
BDL
-
OAK
1 stop10h 20m
Southwest
Deal found 1/28$447
This Southwest deal was found by Cheapflights users on 1/28. 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.
Mon 2/96:20 pm
OAK
-
BDL
2 stops11h 05m
Southwest
Mon 2/165:10 am
BDL
-
OAK
1 stop8h 40m
Southwest
Deal found 1/28$512
This Southwest deal was found by Cheapflights users on 1/28. 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.
Sat 2/145:10 am
OAK
-
BDL
1 stop8h 30m
Southwest
Mon 2/165:10 am
BDL
-
OAK
1 stop8h 40m
Southwest
Deal found 1/28$519
This Southwest deal was found by Cheapflights users on 1/28. 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 5/137:35 pm
OAK
-
BDL
2 stops9h 30m
Southwest
Sun 5/177:15 am
BDL
-
OAK
2 stops14h 40m
Southwest
Deal found 1/28$544
This Southwest deal was found by Cheapflights users on 1/27. 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 4/311:55 pm
OAK
-
BDL
1 stop7h 50m
Southwest
Sat 4/119:00 am
BDL
-
OAK
2 stops10h 55m
Southwest
Deal found 1/27$854

Find flight deals from Oakland to Springfield

Keep the following information in mind while searching for Oakland to Springfield flight deals. Data was last updated January 29, 2026.

Round-trip from

$339
(Southwest)

One-way from

$170
(Southwest)

Popular in

October

Cheapest in

August

Average price

$481
From Oakland to Springfield
Search Deals
One-way flight from Oakland to Springfield
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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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 January 29, 2026.
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

Tue 3/31

11:55 pm-10:40 am

1 stop7h 45m

Hartford Bradley Intl

Tue 4/7

6:20 pm-11:25 pm

1 stop8h 05m

$339

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Thu 2/12

12:40 pm-12:10 am

2 stops8h 30m

Hartford Bradley Intl

Thu 2/19

3:10 pm-10:30 pm

1 stop10h 20m

$447

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Mon 2/9

6:30 am-9:10 pm

1 stop11h 40m

Hartford Bradley Intl

Mon 2/16

5:10 am-10:50 am

1 stop8h 40m

$512

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Sat 2/14

5:10 am-4:40 pm

1 stop8h 30m

Hartford Bradley Intl

Mon 2/16

5:10 am-10:50 am

1 stop8h 40m

$519

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Wed 5/13

7:35 pm-8:05 am

2 stops9h 30m

Hartford Bradley Intl

Sun 5/17

7:15 am-6:55 pm

2 stops14h 40m

$544

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Tue 2/17

6:20 pm-8:25 am

2 stops11h 05m

$185

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Tue 6/16

11:55 pm-11:00 am

1 stop8h 05m

$189

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Sun 3/22

11:55 pm-10:45 am

1 stop7h 50m

$219

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Thu 3/19

7:35 pm-7:55 am

2 stops9h 20m

$224

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Fri 3/6

5:45 am-4:10 pm

1 stop7h 25m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 13 results
1
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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 January 29, 2026.
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
4,267 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,127 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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 21 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 45m. 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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