$174+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
OAK
Sep 2 — Sep 91
Round-trip
1 adult, Economy
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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 August 3, 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 August 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/112:13 pm
OAK
- BDL
1 stop15h 07m
Multiple Airlines
Tue 9/86:05 pm
BDL
- OAK
1 stop20h 46m
Multiple Airlines
Deal found 8/2![Multiple Airlines logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/2712:13 pm
OAK
- BDL
1 stop15h 02m
Multiple Airlines
Sun 8/305:40 pm
BDL
- OAK
1 stop20h 38m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 7/31. 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
OAK
- BDL
2 stops9h 40m
Southwest
Tue 10/203:10 pm
BDL
- OAK
1 stop9h 55m
Southwest
Deal found 7/31![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 7/29. 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 9/811:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Tue 9/225:45 pm
BDL
- OAK
1 stop7h 45m
Southwest
Deal found 7/29![Southwest logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 10/2212:13 pm
OAK
- BDL
1 stop15h 02m
Multiple Airlines
Sun 10/255:51 pm
BDL
- OAK
1 stop20h 27m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 8/1. 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 8/279:15 am
OAK
- BDL
2 stops10h 00m
Southwest
Wed 9/25:55 pm
BDL
- OAK
1 stop8h 10m
Southwest
Deal found 8/1![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 7/30. 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 10/77:30 pm
OAK
- BDL
2 stops9h 40m
Southwest
Mon 10/125:50 am
BDL
- OAK
2 stops9h 50m
Southwest
Deal found 7/30![Southwest logo]()
$409
This Southwest deal was found by Cheapflights users on 7/29. 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 10/227:40 pm
OAK
- BDL
2 stops9h 30m
Southwest
Sun 10/255:40 am
BDL
- OAK
2 stops11h 35m
Southwest
Deal found 7/29![Southwest logo]()
$415
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 August 3, 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 August 3, 2026.
This Southwest deal was found by Cheapflights users on 7/31. 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 10/1411:55 pm
OAK
- BDL
1 stop8h 05m
Southwest
Tue 10/203:10 pm
BDL
- OAK
1 stop9h 55m
Southwest
Deal found 7/31![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 7/29. 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 10/227:40 pm
OAK
- BDL
2 stops9h 30m
Southwest
Sun 10/255:40 am
BDL
- OAK
2 stops11h 35m
Southwest
Deal found 7/29![Southwest logo]()
$415
This Southwest deal was found by Cheapflights users on 8/1. 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 8/275:20 am
OAK
- BDL
1 stop13h 55m
Southwest
Wed 9/25:55 pm
BDL
- OAK
1 stop8h 10m
Southwest
Deal found 8/1![Southwest logo]()
$418
This Southwest deal was found by Cheapflights users on 8/2. 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 9/19:00 am
OAK
- BDL
2 stops9h 10m
Southwest
Tue 9/88:10 am
BDL
- OAK
2 stops14h 55m
Southwest
Deal found 8/2![Southwest logo]()
$423
This Southwest deal was found by Cheapflights users on 7/30. 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 8/2710:25 am
OAK
- BDL
2 stops8h 50m
Southwest
Thu 9/38:00 am
BDL
- OAK
2 stops9h 50m
Southwest
Deal found 7/30![Southwest logo]()
$431
This Southwest deal was found by Cheapflights users on 7/31. 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.
Sun 10/117:35 pm
OAK
- BDL
2 stops9h 35m
Southwest
Fri 10/167:05 pm
BDL
- OAK
1 stop8h 05m
Southwest
Deal found 7/31![Southwest logo]()
$440
This Southwest deal was found by Cheapflights users on 7/31. 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 8/2811:55 pm
OAK
- BDL
1 stop8h 10m
Southwest
Fri 9/411:10 am
BDL
- OAK
2 stops11h 35m
Southwest
Deal found 7/31![Southwest logo]()
$452
This Southwest deal was found by Cheapflights users on 7/29. 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 12/216:30 pm
OAK
- BDL
2 stops10h 20m
Southwest
Wed 12/305:50 am
BDL
- OAK
2 stops11h 05m
Southwest
Deal found 7/29![Southwest logo]()
$457
This Southwest deal was found by Cheapflights users on 7/30. 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 10/71:40 pm
OAK
- BDL
1 stop7h 55m
Southwest
Mon 10/127:05 pm
BDL
- OAK
1 stop8h 05m
Southwest
Deal found 7/30![Southwest logo]()
$526
Last-minute flights from Oakland to SpringfieldDiscover last-minute flight deals from Oakland to Springfield. Data last updated August 3, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Springfield. Data last updated August 3, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/2712:13 pm
OAK
- BDL
1 stop15h 02m
Multiple Airlines
Sun 8/305:40 pm
BDL
- OAK
1 stop20h 38m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 8/1. 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 8/279:15 am
OAK
- BDL
2 stops10h 00m
Southwest
Wed 9/25:55 pm
BDL
- OAK
1 stop8h 10m
Southwest
Deal found 8/1![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 7/30. 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 8/2710:25 am
OAK
- BDL
2 stops8h 50m
Southwest
Thu 9/38:00 am
BDL
- OAK
2 stops9h 50m
Southwest
Deal found 7/30![Southwest logo]()
$431
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 8/2712:13 pm
OAK
- BDL
1 stop15h 02m
Multiple Airlines
Thu 9/35:40 pm
BDL
- OAK
1 stop29h 02m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$458
This Southwest deal was found by Cheapflights users on 7/31. 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 8/2811:55 pm
OAK
- BDL
1 stop8h 10m
Southwest
Fri 9/46:20 pm
BDL
- OAK
1 stop7h 50m
Southwest
Deal found 7/31![Southwest logo]()
$447
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 August 3, 2026.
Search for one-way flight options from Oakland to Springfield. Find affordable one-way fares based on user searches. Data last updated August 3, 2026.
This Southwest deal was found by Cheapflights users on 7/31. 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 8/2511:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 7/31![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 8/2. 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 1/209:15 am
OAK
- BDL
2 stops8h 20m
Southwest
Deal found 8/2![Southwest logo]()
$179
This Southwest deal was found by Cheapflights users on 7/30. 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 9/1111:55 pm
OAK
- BDL
1 stop8h 10m
Southwest
Deal found 7/30![Southwest logo]()
$188
This Southwest deal was found by Cheapflights users on 7/30. 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 9/29:00 am
OAK
- BDL
2 stops9h 10m
Southwest
Deal found 7/30![Southwest logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/2512:13 pm
OAK
- BDL
3 stops44h 27m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Fri 9/1110:17 am
OAK
- BDL
3 stops34h 07m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Wed 9/212:13 pm
OAK
- BDL
3 stops24h 34m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$224
This Southwest deal was found by Cheapflights users on 7/31. 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 8/2211:55 pm
OAK
- BDL
1 stop8h 25m
Southwest
Deal found 7/31![Southwest logo]()
$275
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 August 3, 2026.
Round-trip from | $328 (Kiwi.com) |
|---|---|
One-way from | $174 (Southwest) |
Popular in | March |
Cheapest in | August |
Average price | $357 |
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 August 3, 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 - BDL
OAKBDL
Oakland
Wed 10/14
11:55 pm-11:00 am
1 stop8h 05m
Hartford Bradley Intl
Tue 10/20
3:10 pm-10:05 pm
1 stop9h 55m
$347
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Thu 10/22
7:40 pm-8:10 am
2 stops9h 30m
Hartford Bradley Intl
Sun 10/25
5:40 am-2:15 pm
2 stops11h 35m
$415
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Thu 8/27
5:20 am-10:15 pm
1 stop13h 55m
Hartford Bradley Intl
Wed 9/2
5:55 pm-11:05 pm
1 stop8h 10m
$418
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Tue 9/1
9:00 am-9:10 pm
2 stops9h 10m
Hartford Bradley Intl
Tue 9/8
8:10 am-8:05 pm
2 stops14h 55m
$423
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Thu 8/27
10:25 am-10:15 pm
2 stops8h 50m
Hartford Bradley Intl
Thu 9/3
8:00 am-2:50 pm
2 stops9h 50m
$431
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Sun 10/11
7:35 pm-8:10 am
2 stops9h 35m
Hartford Bradley Intl
Fri 10/16
7:05 pm-12:10 am
1 stop8h 05m
$440
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Fri 8/28
11:55 pm-11:05 am
1 stop8h 10m
Hartford Bradley Intl
Fri 9/4
11:10 am-7:45 pm
2 stops11h 35m
$452
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Mon 12/21
6:30 pm-7:50 am
2 stops10h 20m
Hartford Bradley Intl
Wed 12/30
5:50 am-1:55 pm
2 stops11h 05m
$457
Quickest round-trip
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Wed 10/7
1:40 pm-12:35 am
1 stop7h 55m
Hartford Bradley Intl
Mon 10/12
7:05 pm-12:10 am
1 stop8h 05m
$526
Cheapest one-way
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Tue 8/25
11:55 pm-12:00 pm
1 stop9h 05m
$174
Showing 1-10 of 18 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 August 3, 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.
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
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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