$149+ Cheap flights from Connecticut to Oakland, CA (OAK)
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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — OAK
Aug 23 — Aug 301
Round-trip
1 adult, Economy
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Cheapest flights from Connecticut to OaklandExplore the most affordable flight options available from Connecticut to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 24, 2026.
Explore the most affordable flight options available from Connecticut to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 24, 2026.
This Southwest deal was found by Cheapflights users on 7/22. 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 8/246:30 am
LGA
- OAK
1 stop8h 45m
Southwest
Tue 9/111:10 am
OAK
- LGA
1 stop8h 25m
Southwest
Deal found 7/22![Southwest logo]()
$309
This Gotogate deal was found by Cheapflights users on 7/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:29 pm
JFK
- OAK
1 stop9h 41m
Alaska Airlines
Mon 9/143:13 pm
OAK
- JFK
1 stop21h 27m
Alaska Airlines
Deal found 7/22![Alaska Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 7/23. 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 9/166:10 pm
BDL
- OAK
1 stop8h 00m
Southwest
Mon 9/2811:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 7/23![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 7/21. 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 8/186:55 am
LGA
- OAK
1 stop10h 00m
Southwest
Tue 8/258:05 am
OAK
- LGA
1 stop11h 25m
Southwest
Deal found 7/21![Southwest logo]()
$314
This Delta deal was found by Cheapflights users on 7/23. 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.
Wed 8/196:40 pm
JFK
- OAK
1 stop8h 16m
Delta
Tue 9/16:00 am
OAK
- JFK
2 stops11h 25m
Delta
Deal found 7/23![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 7/22. 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 8/192:00 pm
LGA
- OAK
2 stops9h 40m
Southwest
Wed 8/265:30 am
OAK
- LGA
2 stops8h 25m
Southwest
Deal found 7/22![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 7/22. 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 9/57:00 am
LGA
- OAK
1 stop15h 10m
Southwest
Sat 9/1210:15 am
OAK
- LGA
2 stops9h 45m
Southwest
Deal found 7/22![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 7/21. 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 9/241:40 pm
BDL
- OAK
2 stops10h 30m
Southwest
Tue 9/299:00 am
OAK
- BDL
2 stops9h 30m
Southwest
Deal found 7/21![Southwest logo]()
$321
This Southwest deal was found by Cheapflights users on 7/21. 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 8/206:10 am
LGA
- OAK
2 stops16h 35m
Southwest
Tue 8/255:30 am
OAK
- LGA
2 stops8h 25m
Southwest
Deal found 7/21![Southwest logo]()
$325
This Delta deal was found by Cheapflights users on 7/22. 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.
Wed 8/191:59 pm
LGA
- OAK
2 stops12h 57m
Delta
Tue 9/16:00 am
OAK
- LGA
2 stops8h 30m
Delta
Deal found 7/22![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 7/24. 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 8/256:55 am
LGA
- OAK
1 stop10h 00m
Southwest
Fri 9/257:45 am
OAK
- LGA
1 stop9h 40m
Southwest
Deal found 7/24![Southwest logo]()
$333
This Alaska Airlines deal was found by Cheapflights users on 7/22. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:27 pm
JFK
- OAK
1 stop16h 00m
Alaska Airlines
Mon 10/57:04 am
OAK
- JFK
1 stop12h 55m
Alaska Airlines
Deal found 7/22![Alaska Airlines logo]()
$333
Best flights from Connecticut to OaklandDiscover carefully curated flight deals from Connecticut to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 24, 2026.
Discover carefully curated flight deals from Connecticut to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 24, 2026.
This Southwest deal was found by Cheapflights users on 7/19. 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 8/2211:40 am
LGA
- OAK
2 stops10h 30m
Southwest
Tue 9/19:00 am
OAK
- LGA
1 stop8h 15m
Southwest
Deal found 7/19![Southwest logo]()
$314
This Alaska Airlines deal was found by Cheapflights users on 7/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2311:55 am
JFK
- OAK
1 stop9h 17m
Alaska Airlines
Sat 9/268:04 am
OAK
- JFK
1 stop8h 23m
Alaska Airlines
Deal found 7/21![Alaska Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 7/24. 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 8/181:59 pm
LGA
- OAK
2 stops12h 57m
Delta
Wed 8/266:00 am
OAK
- LGA
2 stops8h 30m
Delta
Deal found 7/24![Delta logo]()
$404
This Southwest deal was found by Cheapflights users on 7/20. 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 9/176:30 am
LGA
- OAK
1 stop10h 30m
Southwest
Tue 9/225:30 am
OAK
- LGA
2 stops8h 25m
Southwest
Deal found 7/20![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 7/21. 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 8/206:00 am
LGA
- OAK
1 stop9h 40m
Southwest
Tue 8/255:30 am
OAK
- LGA
2 stops8h 25m
Southwest
Deal found 7/21![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 7/21. 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 9/241:40 pm
BDL
- OAK
2 stops10h 30m
Southwest
Tue 9/2911:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 7/21![Southwest logo]()
$316
This Alaska Airlines deal was found by Cheapflights users on 7/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/184:29 pm
JFK
- OAK
1 stop9h 41m
Alaska Airlines
Sun 9/205:10 pm
OAK
- JFK
1 stop26h 49m
Alaska Airlines
Deal found 7/23![Alaska Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 7/23. 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 9/166:00 am
BDL
- OAK
2 stops10h 10m
Southwest
Mon 9/2811:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 7/23![Southwest logo]()
$316
This Alaska Airlines deal was found by Cheapflights users on 7/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:02 pm
EWR
- OAK
1 stop9h 08m
Alaska Airlines
Tue 9/227:51 pm
OAK
- EWR
2 stops24h 38m
Alaska Airlines
Deal found 7/20![Alaska Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 7/20. 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 10/136:25 pm
BDL
- OAK
1 stop7h 50m
Southwest
Tue 10/271:40 pm
OAK
- BDL
1 stop7h 55m
Southwest
Deal found 7/20![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 7/21. 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.
Wed 9/27:10 am
JFK
- OAK
2 stops12h 04m
Delta
Tue 9/85:00 pm
OAK
- JFK
2 stops14h 15m
Delta
Deal found 7/21![Delta logo]()
$499
This Alaska Airlines deal was found by Cheapflights users on 7/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:02 pm
EWR
- OAK
1 stop24h 31m
Alaska Airlines
Mon 9/216:01 am
OAK
- EWR
1 stop21h 29m
Alaska Airlines
Deal found 7/23![Alaska Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 7/19. 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 8/196:55 am
LGA
- OAK
1 stop10h 00m
Southwest
Sat 8/2211:55 pm
OAK
- LGA
1 stop11h 35m
Southwest
Deal found 7/19![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 7/19. 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 8/227:15 am
EWR
- OAK
1 stop7h 37m
Delta
Tue 9/15:00 pm
OAK
- EWR
1 stop10h 00m
Delta
Deal found 7/19![Delta logo]()
$509
This Alaska Airlines deal was found by Cheapflights users on 7/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:02 pm
EWR
- OAK
1 stop9h 08m
Alaska Airlines
Tue 10/137:00 am
OAK
- EWR
1 stop20h 59m
Alaska Airlines
Deal found 7/20![Alaska Airlines logo]()
$448
This Southwest deal was found by Cheapflights users on 7/20. 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 8/253:05 pm
BDL
- OAK
2 stops10h 25m
Southwest
Tue 8/2511:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 7/20![Southwest logo]()
$342
This Alaska Airlines deal was found by Cheapflights users on 7/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:55 am
JFK
- OAK
1 stop9h 17m
Alaska Airlines
Sat 9/267:51 pm
OAK
- JFK
1 stop16h 38m
Alaska Airlines
Deal found 7/19![Alaska Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 7/23. 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 8/185:59 pm
EWR
- OAK
1 stop8h 57m
Delta
Tue 8/255:00 pm
OAK
- EWR
2 stops14h 29m
Delta
Deal found 7/23![Delta logo]()
$552
This Southwest deal was found by Cheapflights users on 7/22. 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 8/195:55 pm
BDL
- OAK
1 stop8h 10m
Southwest
Wed 8/2611:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 7/22![Southwest logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 7/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/184:57 pm
JFK
- OAK
1 stop21h 09m
Alaska Airlines
Wed 8/263:13 pm
OAK
- JFK
1 stop28h 46m
Alaska Airlines
Deal found 7/21![Alaska Airlines logo]()
$453
This Southwest deal was found by Cheapflights users on 7/23. 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 8/149:40 am
LGA
- OAK
1 stop13h 05m
Southwest
Mon 8/178:30 pm
OAK
- LGA
2 stops8h 40m
Southwest
Deal found 7/23![Southwest logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 7/22. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:02 pm
EWR
- OAK
1 stop9h 08m
Alaska Airlines
Mon 10/127:53 pm
OAK
- EWR
1 stop8h 06m
Alaska Airlines
Deal found 7/22![Alaska Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 7/22. 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 8/254:51 pm
PVD
- OAK
2 stops10h 05m
Delta
Mon 8/315:00 pm
OAK
- PVD
2 stops27h 51m
Delta
Deal found 7/22![Delta logo]()
$634
This Southwest deal was found by Cheapflights users on 7/20. 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 10/242:15 pm
LGA
- OAK
2 stops10h 05m
Southwest
Tue 10/279:25 am
OAK
- LGA
2 stops9h 25m
Southwest
Deal found 7/20![Southwest logo]()
$378
This Alaska Airlines deal was found by Cheapflights users on 7/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:55 am
EWR
- OAK
2 stops15h 00m
Alaska Airlines
Thu 9/175:10 pm
OAK
- EWR
1 stop20h 40m
Alaska Airlines
Deal found 7/23![Alaska Airlines logo]()
$468
This Delta deal was found by Cheapflights users on 7/22. 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.
Wed 8/265:45 am
PVD
- OAK
2 stops21h 11m
Delta
Mon 8/315:00 pm
OAK
- PVD
2 stops27h 51m
Delta
Deal found 7/22![Delta logo]()
$651
This Alaska Airlines deal was found by Cheapflights users on 7/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:55 am
EWR
- OAK
1 stop8h 54m
Alaska Airlines
Sat 9/262:15 pm
OAK
- EWR
1 stop13h 15m
Alaska Airlines
Deal found 7/19![Alaska Airlines logo]()
$478
This Southwest deal was found by Cheapflights users on 7/23. 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 8/219:40 am
LGA
- OAK
1 stop13h 05m
Southwest
Sun 8/3011:55 pm
OAK
- LGA
1 stop8h 30m
Southwest
Deal found 7/23![Southwest logo]()
$404
This Alaska Airlines deal was found by Cheapflights users on 7/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:55 am
JFK
- OAK
1 stop9h 17m
Alaska Airlines
Tue 8/255:10 pm
OAK
- JFK
1 stop19h 36m
Alaska Airlines
Deal found 7/23![Alaska Airlines logo]()
$481
This Southwest deal was found by Cheapflights users on 7/22. 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 8/206:20 pm
BDL
- OAK
1 stop7h 45m
Southwest
Thu 8/2711:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 7/22![Southwest logo]()
$409
Last-minute flights from Connecticut to OaklandDiscover last-minute flight deals from Connecticut to Oakland. Data last updated July 24, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Oakland. Data last updated July 24, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/20. 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 8/126:05 am
LGA
- OAK
1 stop11h 00m
Southwest
Tue 8/2511:55 pm
OAK
- LGA
1 stop7h 25m
Southwest
Deal found 7/20![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 7/21. 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 8/126:05 am
LGA
- OAK
1 stop11h 00m
Southwest
Thu 8/275:45 pm
OAK
- LGA
2 stops15h 00m
Southwest
Deal found 7/21![Southwest logo]()
$350
This Southwest deal was found by Cheapflights users on 7/21. 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 8/186:55 am
LGA
- OAK
1 stop10h 00m
Southwest
Tue 8/258:05 am
OAK
- LGA
1 stop11h 25m
Southwest
Deal found 7/21![Southwest logo]()
$314
This Delta deal was found by Cheapflights users on 7/23. 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.
Wed 8/196:40 pm
JFK
- OAK
1 stop8h 16m
Delta
Tue 9/16:00 am
OAK
- JFK
2 stops11h 25m
Delta
Deal found 7/23![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 7/22. 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 8/192:00 pm
LGA
- OAK
2 stops9h 40m
Southwest
Wed 8/265:30 am
OAK
- LGA
2 stops8h 25m
Southwest
Deal found 7/22![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 7/22. 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.
Wed 8/191:59 pm
LGA
- OAK
2 stops12h 57m
Delta
Tue 9/16:00 am
OAK
- LGA
2 stops8h 30m
Delta
Deal found 7/22![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 7/22. 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 8/195:55 pm
BDL
- OAK
1 stop8h 10m
Southwest
Wed 8/2611:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 7/22![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 7/21. 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 8/206:10 am
LGA
- OAK
2 stops16h 35m
Southwest
Tue 8/255:30 am
OAK
- LGA
2 stops8h 25m
Southwest
Deal found 7/21![Southwest logo]()
$325
This Delta deal was found by Cheapflights users on 7/19. 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 8/222:20 pm
JFK
- OAK
2 stops11h 18m
Delta
Tue 9/16:00 am
OAK
- JFK
2 stops11h 25m
Delta
Deal found 7/19![Delta logo]()
$353
This Southwest deal was found by Cheapflights users on 7/22. 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 8/246:30 am
LGA
- OAK
1 stop8h 45m
Southwest
Tue 9/111:10 am
OAK
- LGA
1 stop8h 25m
Southwest
Deal found 7/22![Southwest logo]()
$309
This Southwest deal was found by Cheapflights users on 7/24. 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 8/256:55 am
LGA
- OAK
1 stop10h 00m
Southwest
Fri 9/257:45 am
OAK
- LGA
1 stop9h 40m
Southwest
Deal found 7/24![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 7/20. 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 8/257:45 am
BDL
- OAK
1 stop7h 55m
Southwest
Tue 8/2511:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 7/20![Southwest logo]()
$337
One-way flights from Connecticut to OaklandSearch for one-way flight options from Connecticut to Oakland. Find affordable one-way fares based on user searches. Data last updated July 24, 2026.
Search for one-way flight options from Connecticut to Oakland. Find affordable one-way fares based on user searches. Data last updated July 24, 2026.
This SmartFares deal was found by Cheapflights users on 7/20. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:55 am
JFK
- OAK
1 stop9h 17m
Alaska Airlines
Deal found 7/20![Alaska Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Sun 8/308:29 pm
LGA
- OAK
2 stops41h 49m
Frontier
Deal found 7/22![Frontier logo]()
$153
This Trip.com deal was found by Cheapflights users on 7/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:55 am
JFK
- OAK
1 stop9h 17m
Alaska Airlines
Deal found 7/19![Alaska Airlines logo]()
$154
This Southwest deal was found by Cheapflights users on 7/19. 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 8/186:05 am
LGA
- OAK
1 stop11h 00m
Southwest
Deal found 7/19![Southwest logo]()
$155
This Alaska Airlines deal was found by Cheapflights users on 7/22. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:55 am
JFK
- OAK
1 stop9h 17m
Alaska Airlines
Deal found 7/22![Alaska Airlines logo]()
$155
This Southwest deal was found by Cheapflights users on 7/20. 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 9/25:55 pm
BDL
- OAK
1 stop8h 10m
Southwest
Deal found 7/20![Southwest logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sat 8/298:29 pm
LGA
- OAK
2 stops41h 49m
Frontier
Deal found 7/23![Frontier logo]()
$157
This Delta deal was found by Cheapflights users on 7/19. 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 8/181:59 pm
LGA
- OAK
2 stops12h 57m
Delta
Deal found 7/19![Delta logo]()
$160
This Delta deal was found by Cheapflights users on 7/21. 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 8/111:59 pm
LGA
- OAK
2 stops12h 57m
Delta
Deal found 7/21![Delta logo]()
$165
This Delta deal was found by Cheapflights users on 7/19. 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 8/182:20 pm
JFK
- OAK
2 stops12h 36m
Delta
Deal found 7/19![Delta logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Mon 8/315:55 am
EWR
- OAK
2 stops32h 23m
Frontier
Deal found 7/21![Frontier logo]()
$165
This Southwest deal was found by Cheapflights users on 7/21. 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 8/146:10 am
LGA
- OAK
2 stops16h 35m
Southwest
Deal found 7/21![Southwest logo]()
$166
Find flight deals from Connecticut to Oakland
Keep the following information in mind while searching for Connecticut to Oakland flight deals. Data was last updated July 24, 2026.
Round-trip from | $309 (Southwest) |
|---|---|
One-way from | $149 (SmartFares) |
Popular in | June |
Cheapest in | October |
Average price | $495 |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut to Oakland 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 July 24, 2026.
Use the filters below to find and compare flights from Connecticut to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Sat 8/22
11:40 am-7:10 pm
2 stops10h 30m
Oakland
Tue 9/1
9:00 am-8:15 pm
1 stop8h 15m
$314
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Thu 9/17
6:30 am-2:00 pm
1 stop10h 30m
Oakland
Tue 9/22
5:30 am-4:55 pm
2 stops8h 25m
$314
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Thu 8/20
6:00 am-12:40 pm
1 stop9h 40m
Oakland
Tue 8/25
5:30 am-4:55 pm
2 stops8h 25m
$314
HartfordOakland
BDL - OAK
BDLOAK
Hartford Bradley Intl
Thu 9/24
1:40 pm-9:10 pm
2 stops10h 30m
Oakland
Tue 9/29
11:55 pm-12:00 pm
1 stop9h 05m
$316
HartfordOakland
BDL - OAK
BDLOAK
Hartford Bradley Intl
Wed 9/16
6:00 am-1:10 pm
2 stops10h 10m
Oakland
Mon 9/28
11:55 pm-12:00 pm
1 stop9h 05m
$316
Quickest round-trip
HartfordOakland
BDL - OAK
BDLOAK
Hartford Bradley Intl
Tue 10/13
6:25 pm-11:15 pm
1 stop7h 50m
Oakland
Tue 10/27
1:40 pm-12:35 am
1 stop7h 55m
$338
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Wed 8/19
6:55 am-1:55 pm
1 stop10h 00m
Oakland
Sat 8/22
11:55 pm-2:30 pm
1 stop11h 35m
$339
HartfordOakland
BDL - OAK
BDLOAK
Hartford Bradley Intl
Tue 8/25
3:05 pm-10:30 pm
2 stops10h 25m
Oakland
Tue 8/25
11:55 pm-12:00 pm
1 stop9h 05m
$342
HartfordOakland
BDL - OAK
BDLOAK
Hartford Bradley Intl
Wed 8/19
5:55 pm-11:05 pm
1 stop8h 10m
Oakland
Wed 8/26
11:55 pm-12:00 pm
1 stop9h 05m
$347
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Fri 8/14
9:40 am-7:45 pm
1 stop13h 05m
Oakland
Mon 8/17
8:30 pm-8:10 am
2 stops8h 40m
$364
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Connecticut to Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from Connecticut with our price prediction graph.
LGA-OAK
JFK-OAK
BDL-OAK
EWR-OAK
PVD-OAK
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 Connecticut to Oakland
USCT-OAK
LGA-OAK
JFK-OAK
BDL-OAK
EWR-OAK
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Connecticut to Oakland. 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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Alternative routes for Connecticut to Oakland
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Complete your trip
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Search flights from Connecticut to Oakland by cabin class
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Other flights to Oakland
Explore flights to Oakland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 24, 2026.
Connecticut and Oakland flights
Browse other Connecticut and Oakland flight options. Last updated on July 24, 2026.
Popular flight searches
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Connecticut to Oakland flights
Consider these flights traveling from Connecticut to Oakland.
Top airline flying from Connecticut to Oakland
Discover the top airline that operate flights from Connecticut to Oakland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$384 | Average$533 | FlexibilityNo cancel fee | On-time63% |