$128+ Cheap flights from Oakland, CA (OAK) to Springfield, MA, MA
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
OAK
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Springfield with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oakland to Springfield
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Last-minute
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Cheapest flights from Oakland to SpringfieldExplore 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, 2026.
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, 2026.
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 10/2311:55 pm -
1 stop8h 15m
Wed 10/283:10 pm -
1 stop10h 00m
Deal found 9/15![Southwest logo]()
$313
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.
Wed 10/147:30 pm -
2 stops9h 40m
Wed 10/211:25 pm -
1 stop12h 55m
Deal found 9/14![Southwest logo]()
$337
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:18 am -
1 stop16h 57m
Sun 11/85:51 pm -
1 stop18h 32m
Deal found 9/16![Multiple Airlines logo]()
$349
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 12/106:30 am -
1 stop6h 55m
Sat 12/127:40 am -
1 stop10h 55m
Deal found 9/14![Southwest logo]()
$370
This Southwest deal was found by Cheapflights users on 9/11. 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 10/1211:55 pm -
1 stop8h 00m
Sat 10/173:40 pm -
2 stops9h 30m
Deal found 9/11![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 9/12. 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 11/1111:50 pm -
1 stop8h 20m
Mon 11/166:25 pm -
1 stop8h 10m
Deal found 9/12![Southwest logo]()
$439
Best flights from Oakland to SpringfieldDiscover carefully curated flight deals from Oakland to Springfield that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
Discover carefully curated flight deals from Oakland to Springfield that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
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 10/2311:55 pm -
2 stops8h 55m
Wed 10/283:10 pm -
1 stop10h 00m
Deal found 9/15![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
2 stops12h 08m
Wed 9/305:13 pm -
2 stops9h 46m
Deal found 9/13![Delta logo]()
$699
This Southwest deal was found by Cheapflights users on 9/11. 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 10/1211:55 pm -
1 stop8h 00m
Sat 10/173:40 pm -
2 stops9h 30m
Deal found 9/11![Southwest logo]()
$417
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.
Fri 11/611:50 pm -
1 stop8h 25m
Sun 11/86:40 pm -
1 stop9h 00m
Deal found 9/16![Southwest logo]()
$463
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.
Thu 11/510:35 am -
2 stops10h 15m
Sun 11/86:40 pm -
1 stop9h 00m
Deal found 9/16![Southwest logo]()
$468
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.
Fri 12/185:50 am -
1 stop8h 30m
Fri 12/256:25 pm -
1 stop8h 05m
Deal found 9/14![Southwest logo]()
$527
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.
Fri 11/206:30 pm -
2 stops10h 20m
Sun 11/2212:55 pm -
2 stops11h 20m
Deal found 9/14![Southwest logo]()
$536
Last-minute flights from Oakland to SpringfieldDiscover last-minute flight deals from Oakland to Springfield. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Springfield. Data last updated September 16, 2026 and is based on user searches.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:00 pm -
2 stops14h 38m
Sat 10/32:00 pm -
2 stops11h 01m
Deal found 9/14![Delta logo]()
$579
This Southwest deal was found by Cheapflights users on 9/11. 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 10/1211:55 pm -
1 stop8h 00m
Sat 10/173:40 pm -
2 stops9h 30m
Deal found 9/11![Southwest logo]()
$417
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.
Wed 10/147:30 pm -
2 stops9h 40m
Wed 10/211:25 pm -
1 stop12h 55m
Deal found 9/14![Southwest logo]()
$337
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 10/157:40 pm -
2 stops9h 30m
Thu 10/227:05 pm -
1 stop8h 10m
Deal found 9/14![Southwest logo]()
$488
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 10/2311:55 pm -
1 stop8h 15m
Wed 10/283:10 pm -
1 stop10h 00m
Deal found 9/15![Southwest logo]()
$313
One-way flights from Oakland to SpringfieldSearch for one-way flight options from Oakland to Springfield. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from Oakland to Springfield. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
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.
Tue 11/107:45 pm -
2 stops9h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$128
This Southwest deal was found by Cheapflights users on 9/13. 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 2/111:50 pm -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$177
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:48 pm -
3 stops31h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$211
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 11/275:35 am -
1 stop7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 9/13. 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 12/2411:50 pm -
1 stop13h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 9/11. 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 11/2111:50 pm -
1 stop8h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Southwest logo]()
$254
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.
Fri 10/911:55 pm -
1 stop8h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$274
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.
Wed 9/309:00 am -
1 stop8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$285
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 September 16, 2026.
Round-trip from | $313 (Southwest) |
|---|---|
One-way from | $128 (Southwest) |
Popular in | March |
Cheapest in | February |
Average price | $443 |
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 7,457,451 searches. Data last updated September 16, 2026.
Use the filters below to find and compare flights from Oakland to Springfield that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Tue 11/10
7:45 pm-7:55 am
2 stops9h 10m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$128
Quickest round-trip
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Fri 11/27
5:35 am-3:45 pm
1 stop7h 10m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$232
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Thu 12/24
7:40 pm-7:55 am
2 stops9h 15m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$247
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Sat 11/21
11:50 pm-11:10 am
1 stop8h 20m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$254
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Fri 10/9
11:55 pm-11:10 am
1 stop8h 15m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$274
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Wed 9/30
9:00 am-8:45 pm
1 stop8h 45m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$285
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Fri 10/23
11:55 pm-11:50 am
2 stops8h 55m
Hartford Bradley Intl
Wed 10/28
3:10 pm-10:10 pm
1 stop10h 00m
$318
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Wed 10/7
12:47 pm-2:21 pm
2 stops22h 34m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$356
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Mon 10/12
11:55 pm-10:55 am
1 stop8h 00m
Hartford Bradley Intl
Sat 10/17
3:40 pm-10:10 pm
2 stops9h 30m
$417
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Sat 9/26
6:00 am-9:08 pm
2 stops12h 08m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$435
Showing 1-10 of 15 resultsSorted by cheapest first
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.
OAK-BDL
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
OAK-SFY
OAK-BDL
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, 2026.
Peruse reviews from past customers who have flown with Southwest 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.
Entertainment
7.5
Boarding
8.1
Overall
8.0
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Overall
8.0
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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.
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