$133+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — OAK
May 10 — May 171
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 April 10, 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 April 10, 2026.
This Southwest deal was found by Cheapflights users on 4/7. 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 5/55:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Tue 5/1211:55 pm
OAK
- LGA
1 stop9h 40m
Southwest
Deal found 4/7![Southwest logo]()
$271
This Southwest deal was found by Cheapflights users on 4/7. 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 4/212:15 pm
LGA
- OAK
1 stop10h 50m
Southwest
Tue 4/2811:55 pm
OAK
- LGA
1 stop8h 25m
Southwest
Deal found 4/7![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 4/7. 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 4/296:20 pm
BDL
- OAK
1 stop8h 05m
Southwest
Sat 5/211:55 pm
OAK
- BDL
1 stop7h 40m
Southwest
Deal found 4/7![Southwest logo]()
$291
This Southwest deal was found by Cheapflights users on 4/5. 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 5/145:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Tue 5/265:50 am
OAK
- LGA
1 stop9h 05m
Southwest
Deal found 4/5![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 4/7. 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 5/79:50 am
LGA
- OAK
1 stop8h 20m
Southwest
Mon 5/1111:55 pm
OAK
- LGA
1 stop9h 40m
Southwest
Deal found 4/7![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 4/6. 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 5/85:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Mon 5/1111:15 am
OAK
- LGA
1 stop8h 35m
Southwest
Deal found 4/6![Southwest logo]()
$297
This Alaska Airlines deal was found by Cheapflights users on 4/8. 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 5/74:46 pm
JFK
- OAK
1 stop8h 37m
Alaska Airlines
Mon 5/116:55 pm
OAK
- JFK
1 stop8h 08m
Alaska Airlines
Deal found 4/8![Alaska Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 4/5. 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 5/19:50 am
LGA
- OAK
1 stop8h 20m
Southwest
Fri 5/1511:55 pm
OAK
- LGA
1 stop12h 40m
Southwest
Deal found 4/5![Southwest logo]()
$298
This Southwest deal was found by Cheapflights users on 4/6. 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 4/305:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Mon 5/411:55 pm
OAK
- LGA
1 stop8h 25m
Southwest
Deal found 4/6![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 4/8. 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 4/287:15 am
LGA
- OAK
1 stop9h 35m
Southwest
Fri 5/111:15 am
OAK
- LGA
1 stop8h 35m
Southwest
Deal found 4/8![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 4/5. 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 4/305:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Fri 5/1511:55 pm
OAK
- LGA
1 stop12h 40m
Southwest
Deal found 4/5![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 4/7. 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 5/97:15 am
LGA
- OAK
1 stop10h 35m
Southwest
Wed 5/1310:15 am
OAK
- LGA
2 stops9h 30m
Southwest
Deal found 4/7![Southwest logo]()
$303
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 April 10, 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 April 10, 2026.
This Southwest deal was found by Cheapflights users on 4/7. 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 4/296:20 pm
BDL
- OAK
1 stop8h 05m
Southwest
Sat 5/27:50 pm
OAK
- BDL
2 stops9h 20m
Southwest
Deal found 4/7![Southwest logo]()
$296
This Delta deal was found by Cheapflights users on 4/5. 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.
Fri 5/82:46 pm
LGA
- OAK
2 stops12h 11m
Delta
Mon 5/115:05 pm
OAK
- LGA
2 stops12h 09m
Delta
Deal found 4/5![Delta logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 5/29:35 am
JFK
- OAK
1 stop11h 40m
Alaska Airlines
Tue 5/57:19 pm
OAK
- JFK
2 stops33h 40m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 4/5. 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 5/85:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Mon 5/1111:55 pm
OAK
- LGA
1 stop9h 40m
Southwest
Deal found 4/5![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 4/6. 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 4/273:40 pm
LGA
- OAK
1 stop11h 45m
Southwest
Tue 4/2811:55 pm
OAK
- LGA
1 stop8h 25m
Southwest
Deal found 4/6![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 4/5. 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.
Thu 6/41:02 pm
BDL
- OAK
2 stops13h 55m
Delta
Mon 6/85:03 pm
OAK
- BDL
2 stops12h 47m
Delta
Deal found 4/5![Delta logo]()
$346
This Alaska Airlines deal was found by Cheapflights users on 4/5. 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.
Mon 6/154:57 pm
JFK
- OAK
1 stop20h 00m
Alaska Airlines
Tue 6/2310:37 am
OAK
- JFK
1 stop9h 19m
Alaska Airlines
Deal found 4/5![Alaska Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 4/7. 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 5/97:15 am
LGA
- OAK
1 stop10h 35m
Southwest
Wed 5/1310:15 am
OAK
- LGA
2 stops9h 30m
Southwest
Deal found 4/7![Southwest logo]()
$303
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 5/25:33 pm
EWR
- OAK
1 stop18h 20m
Alaska Airlines
Tue 5/53:18 pm
OAK
- EWR
1 stop23h 05m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 4/5. 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 4/245:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Sun 5/311:55 pm
OAK
- LGA
1 stop8h 20m
Southwest
Deal found 4/5![Southwest logo]()
$322
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 5/2711:30 am
JFK
- OAK
1 stop9h 51m
Alaska Airlines
Mon 6/18:13 pm
OAK
- JFK
1 stop16h 26m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 4/9. 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.
Thu 5/282:30 pm
JFK
- OAK
2 stops12h 27m
Delta
Mon 6/112:28 pm
OAK
- JFK
1 stop8h 27m
Delta
Deal found 4/9![Delta logo]()
$423
This Southwest deal was found by Cheapflights users on 4/7. 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 6/57:10 pm
BDL
- OAK
1 stop8h 00m
Southwest
Tue 6/97:40 pm
OAK
- BDL
2 stops9h 30m
Southwest
Deal found 4/7![Southwest logo]()
$331
This Alaska Airlines deal was found by Cheapflights users on 4/8. 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 10/35:30 pm
EWR
- OAK
1 stop8h 08m
Alaska Airlines
Wed 10/77:13 pm
OAK
- EWR
1 stop7h 45m
Alaska Airlines
Deal found 4/8![Alaska Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 4/5. 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 6/67:15 am
EWR
- OAK
1 stop7h 33m
Delta
Fri 6/125:03 pm
OAK
- EWR
1 stop9h 57m
Delta
Deal found 4/5![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 4/9. 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 5/153:40 pm
LGA
- OAK
1 stop11h 45m
Southwest
Mon 5/185:45 pm
OAK
- LGA
2 stops15h 05m
Southwest
Deal found 4/9![Southwest logo]()
$333
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 5/284:35 pm
EWR
- OAK
1 stop10h 15m
Alaska Airlines
Tue 6/27:00 am
OAK
- EWR
1 stop8h 26m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$393
This Southwest deal was found by Cheapflights users on 4/7. 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 6/512:40 pm
PVD
- OAK
2 stops10h 45m
Southwest
Tue 6/97:40 pm
OAK
- PVD
2 stops9h 25m
Southwest
Deal found 4/7![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 4/9. 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.
Fri 6/191:29 pm
EWR
- OAK
2 stops13h 25m
Delta
Wed 6/245:03 pm
OAK
- EWR
1 stop9h 57m
Delta
Deal found 4/9![Delta logo]()
$461
This Alaska Airlines deal was found by Cheapflights users on 4/7. 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 5/127:00 am
JFK
- OAK
1 stop9h 15m
Alaska Airlines
Tue 5/127:19 pm
OAK
- JFK
1 stop17h 20m
Alaska Airlines
Deal found 4/7![Alaska Airlines logo]()
$401
This Southwest deal was found by Cheapflights users on 4/6. 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 4/245:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Sun 4/2611:55 pm
OAK
- LGA
1 stop9h 50m
Southwest
Deal found 4/6![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 4/9. 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.
Thu 5/286:30 pm
EWR
- OAK
1 stop8h 27m
Delta
Mon 6/15:05 pm
OAK
- EWR
1 stop9h 55m
Delta
Deal found 4/9![Delta logo]()
$479
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 5/14:31 pm
EWR
- OAK
1 stop25h 07m
Alaska Airlines
Mon 5/46:55 pm
OAK
- EWR
1 stop19h 28m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$403
This Southwest deal was found by Cheapflights users on 4/6. 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 5/155:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Sun 5/2410:25 am
OAK
- LGA
2 stops10h 00m
Southwest
Deal found 4/6![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 4/5. 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 6/177:15 am
EWR
- OAK
1 stop19h 39m
Delta
Wed 6/245:03 pm
OAK
- EWR
1 stop9h 57m
Delta
Deal found 4/5![Delta logo]()
$491
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 5/2811:30 am
JFK
- OAK
1 stop9h 51m
Alaska Airlines
Tue 6/21:01 pm
OAK
- JFK
1 stop15h 15m
Alaska Airlines
Deal found 4/9![Alaska Airlines logo]()
$409
This Southwest deal was found by Cheapflights users on 4/5. 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 5/155:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Mon 5/258:55 pm
OAK
- LGA
1 stop11h 55m
Southwest
Deal found 4/5![Southwest logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 4/8. 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 6/611:30 am
JFK
- OAK
1 stop9h 51m
Alaska Airlines
Tue 6/97:00 am
OAK
- JFK
1 stop20h 29m
Alaska Airlines
Deal found 4/8![Alaska Airlines logo]()
$409
This Southwest deal was found by Cheapflights users on 4/9. 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 4/306:05 am
LGA
- OAK
2 stops15h 15m
Southwest
Sun 5/311:55 pm
OAK
- LGA
1 stop9h 50m
Southwest
Deal found 4/9![Southwest logo]()
$371
This Alaska Airlines deal was found by Cheapflights users on 4/6. 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.
Mon 4/274:46 pm
JFK
- OAK
1 stop8h 37m
Alaska Airlines
Tue 4/286:46 am
OAK
- JFK
2 stops22h 13m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$409
Last-minute flights from Connecticut to OaklandDiscover last-minute flight deals from Connecticut to Oakland. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Oakland. Data last updated April 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/7. 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 4/212:15 pm
LGA
- OAK
1 stop10h 50m
Southwest
Tue 4/2811:55 pm
OAK
- LGA
1 stop8h 25m
Southwest
Deal found 4/7![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 4/8. 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 4/287:15 am
LGA
- OAK
1 stop9h 35m
Southwest
Fri 5/111:15 am
OAK
- LGA
1 stop8h 35m
Southwest
Deal found 4/8![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 4/7. 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 4/296:20 pm
BDL
- OAK
1 stop8h 05m
Southwest
Sat 5/211:55 pm
OAK
- BDL
1 stop7h 40m
Southwest
Deal found 4/7![Southwest logo]()
$291
This Southwest deal was found by Cheapflights users on 4/6. 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 4/305:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Mon 5/411:55 pm
OAK
- LGA
1 stop8h 25m
Southwest
Deal found 4/6![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 4/5. 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 4/305:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Fri 5/1511:55 pm
OAK
- LGA
1 stop12h 40m
Southwest
Deal found 4/5![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 4/5. 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 5/19:50 am
LGA
- OAK
1 stop8h 20m
Southwest
Fri 5/1511:55 pm
OAK
- LGA
1 stop12h 40m
Southwest
Deal found 4/5![Southwest logo]()
$298
This Southwest deal was found by Cheapflights users on 4/7. 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 5/55:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Tue 5/1211:55 pm
OAK
- LGA
1 stop9h 40m
Southwest
Deal found 4/7![Southwest logo]()
$271
This Southwest deal was found by Cheapflights users on 4/7. 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 5/79:50 am
LGA
- OAK
1 stop8h 20m
Southwest
Mon 5/1111:55 pm
OAK
- LGA
1 stop9h 40m
Southwest
Deal found 4/7![Southwest logo]()
$294
This Alaska Airlines deal was found by Cheapflights users on 4/8. 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 5/74:46 pm
JFK
- OAK
1 stop8h 37m
Alaska Airlines
Mon 5/116:55 pm
OAK
- JFK
1 stop8h 08m
Alaska Airlines
Deal found 4/8![Alaska Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 4/6. 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 5/85:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Mon 5/1111:15 am
OAK
- LGA
1 stop8h 35m
Southwest
Deal found 4/6![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 4/7. 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 5/97:15 am
LGA
- OAK
1 stop10h 35m
Southwest
Wed 5/1310:15 am
OAK
- LGA
2 stops9h 30m
Southwest
Deal found 4/7![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 4/5. 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 5/145:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Tue 5/265:50 am
OAK
- LGA
1 stop9h 05m
Southwest
Deal found 4/5![Southwest logo]()
$292
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 April 10, 2026.
Search for one-way flight options from Connecticut to Oakland. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
This Southwest deal was found by Cheapflights users on 4/8. 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 5/63:55 pm
LGA
- OAK
1 stop10h 30m
Southwest
Deal found 4/8![Southwest logo]()
$133
This Southwest deal was found by Cheapflights users on 4/5. 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 5/275:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 4/5![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 4/7. 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 6/26:20 pm
BDL
- OAK
1 stop8h 05m
Southwest
Deal found 4/7![Southwest logo]()
$146
This Southwest deal was found by Cheapflights users on 4/7. 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 5/2812:30 pm
LGA
- OAK
2 stops12h 05m
Southwest
Deal found 4/7![Southwest logo]()
$149
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:35 am
JFK
- OAK
1 stop11h 40m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$149
This Southwest deal was found by Cheapflights users on 4/6. 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 5/155:50 pm
LGA
- OAK
1 stop9h 35m
Southwest
Deal found 4/6![Southwest logo]()
$150
This Southwest deal was found by Cheapflights users on 4/8. 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 4/225:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 4/8![Southwest logo]()
$152
This Southwest deal was found by Cheapflights users on 4/7. 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 5/1210:10 am
LGA
- OAK
2 stops11h 05m
Southwest
Deal found 4/7![Southwest logo]()
$154
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:35 am
JFK
- OAK
1 stop12h 04m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$154
This Southwest deal was found by Cheapflights users on 4/7. 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 6/113:25 pm
LGA
- OAK
1 stop11h 45m
Southwest
Deal found 4/7![Southwest logo]()
$155
This Southwest deal was found by Cheapflights users on 4/7. 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 6/17:20 pm
BDL
- OAK
1 stop8h 05m
Southwest
Deal found 4/7![Southwest logo]()
$156
This Delta deal was found by Cheapflights users on 4/8. 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 4/225:00 pm
LGA
- OAK
2 stops9h 54m
Delta
Deal found 4/8![Delta logo]()
$157
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 April 10, 2026.
Round-trip from | $271 (Southwest) |
|---|---|
One-way from | $133 (Southwest) |
Popular in | March |
Cheapest in | October |
Average price | $391 |
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 April 10, 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
HartfordOakland
BDL - OAK
BDLOAK
Hartford Bradley Intl
Wed 4/29
6:20 pm-11:25 pm
1 stop8h 05m
Oakland
Sat 5/2
7:50 pm-8:10 am
2 stops9h 20m
$296
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Fri 5/8
5:50 pm-12:25 am
1 stop9h 35m
Oakland
Mon 5/11
11:55 pm-12:35 pm
1 stop9h 40m
$297
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Mon 4/27
3:40 pm-12:25 am
1 stop11h 45m
Oakland
Tue 4/28
11:55 pm-11:20 am
1 stop8h 25m
$303
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Sat 5/9
7:15 am-2:50 pm
1 stop10h 35m
Oakland
Wed 5/13
10:15 am-10:45 pm
2 stops9h 30m
$303
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Fri 5/8
2:46 pm-11:57 pm
2 stops12h 11m
Oakland
Mon 5/11
5:05 pm-8:14 am
2 stops12h 09m
$307
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Fri 4/24
5:50 pm-12:25 am
1 stop9h 35m
Oakland
Sun 5/3
11:55 pm-11:15 am
1 stop8h 20m
$322
HartfordOakland
BDL - OAK
BDLOAK
Hartford Bradley Intl
Fri 6/5
7:10 pm-12:10 am
1 stop8h 00m
Oakland
Tue 6/9
7:40 pm-8:10 am
2 stops9h 30m
$331
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Fri 5/15
3:40 pm-12:25 am
1 stop11h 45m
Oakland
Mon 5/18
5:45 pm-11:50 am
2 stops15h 05m
$333
ProvidenceOakland
PVD - OAK
PVDOAK
Providence-TFGreen
Fri 6/5
12:40 pm-8:25 pm
2 stops10h 45m
Oakland
Tue 6/9
7:40 pm-8:05 am
2 stops9h 25m
$337
HartfordOakland
BDL - OAK
BDLOAK
Hartford Bradley Intl
Thu 6/4
1:02 pm-11:57 pm
2 stops13h 55m
Oakland
Mon 6/8
5:03 pm-8:50 am
2 stops12h 47m
$346
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.
BDL-OAK
LGA-OAK
JFK-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
BDL-OAK
LGA-OAK
JFK-OAK
EWR-OAK
What is the cheapest month to book a flight from Connecticut to Oakland, California?
Currently, June is the cheapest month in which you can book a flight from Connecticut to Oakland, California (average of $138). Flying from Connecticut to Oakland, California in April is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Connecticut to Oakland, California?
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
Find flights from Connecticut to Oakland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 April 10, 2026.
Connecticut and Oakland flights
Browse other Connecticut and Oakland flight options. Last updated on April 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$384 | Average$562 | FlexibilityNo cancel fee | On-time63% |