$103+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — OAK
Jul 9 — Jul 161
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 June 9, 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 June 9, 2026.
This Southwest deal was found by Cheapflights users on 6/7. 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 9/242:05 pm
LGA
- OAK
1 stop8h 15m
Southwest
Mon 9/2811:55 pm
OAK
- LGA
1 stop9h 40m
Southwest
Deal found 6/7![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 6/7. 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 7/2912:30 pm
LGA
- OAK
1 stop10h 55m
Southwest
Wed 8/59:00 am
OAK
- LGA
1 stop10h 30m
Southwest
Deal found 6/7![Southwest logo]()
$277
This CheapOair deal was found by Cheapflights users on 6/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:29 pm
JFK
- OAK
1 stop9h 41m
Alaska Airlines
Mon 9/146:48 am
OAK
- JFK
1 stop13h 11m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 6/7. 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 9/268:20 am
LGA
- OAK
2 stops12h 25m
Southwest
Sat 10/36:20 am
OAK
- LGA
1 stop13h 05m
Southwest
Deal found 6/7![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 6/8. 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.
Mon 9/2112:59 pm
JFK
- OAK
2 stops14h 00m
Delta
Thu 9/245:03 pm
OAK
- JFK
1 stop10h 23m
Delta
Deal found 6/8![Delta logo]()
$302
This CheapOair deal was found by Cheapflights users on 6/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:29 pm
JFK
- OAK
1 stop19h 07m
Alaska Airlines
Sat 11/143:04 pm
OAK
- JFK
1 stop12h 32m
Alaska Airlines
Deal found 6/9![Alaska Airlines logo]()
$303
This Southwest deal was found by Cheapflights users on 6/7. 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 7/2912:30 pm
LGA
- OAK
1 stop10h 55m
Southwest
Thu 8/67:40 pm
OAK
- LGA
1 stop13h 05m
Southwest
Deal found 6/7![Southwest logo]()
$307
This CheapOair deal was found by Cheapflights users on 6/4. 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 10/67:22 am
JFK
- OAK
1 stop14h 32m
Alaska Airlines
Wed 10/148:00 am
OAK
- JFK
1 stop8h 25m
Alaska Airlines
Deal found 6/4![Alaska Airlines logo]()
$307
This CheapOair deal was found by Cheapflights users on 6/4. 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 9/297:25 am
JFK
- OAK
1 stop14h 30m
Alaska Airlines
Fri 10/26:48 am
OAK
- JFK
1 stop13h 11m
Alaska Airlines
Deal found 6/4![Alaska Airlines logo]()
$308
This Alaska Airlines deal was found by Cheapflights users on 6/5. 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.
Wed 11/410:00 am
JFK
- OAK
1 stop9h 33m
Alaska Airlines
Tue 11/106:52 pm
OAK
- JFK
1 stop9h 33m
Alaska Airlines
Deal found 6/5![Alaska Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 6/5. 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 8/510:15 am
LGA
- OAK
1 stop12h 35m
Southwest
Wed 8/129:00 am
OAK
- LGA
1 stop8h 15m
Southwest
Deal found 6/5![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 6/5. 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 9/46:40 pm
JFK
- OAK
1 stop8h 11m
Delta
Tue 9/85:05 pm
OAK
- JFK
1 stop10h 12m
Delta
Deal found 6/5![Delta logo]()
$313
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 June 9, 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 June 9, 2026.
This Delta deal was found by Cheapflights users on 6/8. 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.
Fri 9/42:20 pm
JFK
- OAK
2 stops12h 36m
Delta
Tue 9/85:05 pm
OAK
- JFK
1 stop10h 12m
Delta
Deal found 6/8![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 6/8. 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.
Fri 9/2510:20 am
LGA
- OAK
2 stops12h 25m
Southwest
Sun 10/45:30 am
OAK
- LGA
1 stop7h 15m
Southwest
Deal found 6/8![Southwest logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 6/5. 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.
Fri 7/174:57 pm
JFK
- OAK
1 stop8h 44m
Alaska Airlines
Tue 7/2110:37 am
OAK
- JFK
1 stop9h 19m
Alaska Airlines
Deal found 6/5![Alaska Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 6/5. 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 7/246:30 am
LGA
- OAK
2 stops15h 35m
Southwest
Sun 8/25:05 am
OAK
- LGA
1 stop8h 45m
Southwest
Deal found 6/5![Southwest logo]()
$350
This Southwest deal was found by Cheapflights users on 6/8. 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.
Thu 7/306:30 am
LGA
- OAK
2 stops15h 35m
Southwest
Wed 8/59:00 am
OAK
- LGA
1 stop10h 30m
Southwest
Deal found 6/8![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 6/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:17 am
JFK
- OAK
2 stops19h 37m
Delta
Fri 7/312:33 pm
OAK
- JFK
1 stop8h 19m
Delta
Deal found 6/6![Delta logo]()
$446
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 7/234:57 pm
JFK
- OAK
1 stop8h 44m
Alaska Airlines
Sat 8/16:49 am
OAK
- JFK
1 stop13h 07m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 6/4. 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 7/93:25 pm
LGA
- OAK
1 stop11h 50m
Southwest
Mon 7/137:40 pm
OAK
- LGA
1 stop13h 10m
Southwest
Deal found 6/4![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 6/8. 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.
Fri 9/44:55 pm
LGA
- OAK
2 stops10h 01m
Delta
Tue 9/85:05 pm
OAK
- LGA
2 stops14h 42m
Delta
Deal found 6/8![Delta logo]()
$457
This Southwest deal was found by Cheapflights users on 6/4. 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 8/67:25 am
LGA
- OAK
1 stop8h 15m
Southwest
Mon 8/1011:55 pm
OAK
- LGA
1 stop9h 40m
Southwest
Deal found 6/4![Southwest logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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.
Fri 8/284:29 pm
JFK
- OAK
1 stop9h 41m
Alaska Airlines
Tue 9/18:04 am
OAK
- JFK
1 stop8h 08m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$476
This Southwest deal was found by Cheapflights users on 6/6. 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.
Tue 8/113:55 pm
LGA
- OAK
2 stops10h 45m
Southwest
Tue 8/185:30 am
OAK
- LGA
2 stops9h 15m
Southwest
Deal found 6/6![Southwest logo]()
$383
This Delta deal was found by Cheapflights users on 6/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:00 am
JFK
- OAK
1 stop8h 49m
Delta
Sun 9/205:03 pm
OAK
- JFK
1 stop10h 23m
Delta
Deal found 6/6![Delta logo]()
$478
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 7/224:57 pm
JFK
- OAK
1 stop20h 00m
Alaska Airlines
Mon 8/310:37 am
OAK
- JFK
1 stop9h 19m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 6/8. 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.
Fri 12/46:40 am
PVD
- OAK
1 stop9h 05m
Southwest
Mon 12/711:50 pm
OAK
- PVD
1 stop13h 55m
Southwest
Deal found 6/8![Southwest logo]()
$388
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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.
Fri 10/25:02 pm
EWR
- OAK
1 stop9h 08m
Alaska Airlines
Tue 10/137:00 am
OAK
- EWR
1 stop8h 29m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$498
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:00 pm
EWR
- OAK
2 stops11h 59m
Delta
Sun 9/205:03 pm
OAK
- EWR
1 stop9h 57m
Delta
Deal found 6/7![Delta logo]()
$534
This Southwest deal was found by Cheapflights users on 6/5. 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.
Tue 7/281:25 pm
PVD
- OAK
2 stops9h 40m
Southwest
Tue 7/2811:55 pm
OAK
- PVD
1 stop9h 45m
Southwest
Deal found 6/5![Southwest logo]()
$402
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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.
Fri 10/25:02 pm
EWR
- OAK
1 stop28h 08m
Alaska Airlines
Sun 10/412:05 pm
OAK
- EWR
1 stop8h 20m
Alaska Airlines
Deal found 6/7![Alaska Airlines logo]()
$524
This Southwest deal was found by Cheapflights users on 6/7. 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 8/125:55 pm
BDL
- OAK
1 stop8h 10m
Southwest
Sun 8/1611:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 6/7![Southwest logo]()
$409
This Delta deal was found by Cheapflights users on 6/8. 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.
Fri 9/43:00 pm
EWR
- OAK
2 stops11h 56m
Delta
Tue 9/85:05 pm
OAK
- EWR
2 stops13h 32m
Delta
Deal found 6/8![Delta logo]()
$564
This Alaska Airlines deal was found by Cheapflights users on 6/5. 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.
Wed 7/1511:30 am
JFK
- OAK
1 stop10h 03m
Alaska Airlines
Fri 7/246:49 am
OAK
- JFK
1 stop13h 07m
Alaska Airlines
Deal found 6/5![Alaska Airlines logo]()
$531
This Southwest deal was found by Cheapflights users on 6/4. 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 7/45:50 am
BDL
- OAK
2 stops10h 25m
Southwest
Fri 7/1011:55 pm
OAK
- BDL
1 stop8h 00m
Southwest
Deal found 6/4![Southwest logo]()
$414
This Delta deal was found by Cheapflights users on 6/5. 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 7/33:25 pm
EWR
- OAK
2 stops11h 29m
Delta
Wed 7/85:05 pm
OAK
- EWR
1 stop9h 55m
Delta
Deal found 6/5![Delta logo]()
$580
This Alaska Airlines deal was found by Cheapflights users on 6/6. 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.
Sat 6/204:57 pm
JFK
- OAK
1 stop8h 44m
Alaska Airlines
Thu 7/26:49 am
OAK
- JFK
1 stop13h 07m
Alaska Airlines
Deal found 6/6![Alaska Airlines logo]()
$548
This Southwest deal was found by Cheapflights users on 6/6. 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 7/97:00 pm
PVD
- OAK
1 stop8h 15m
Southwest
Tue 7/2811:55 pm
OAK
- PVD
1 stop9h 45m
Southwest
Deal found 6/6![Southwest logo]()
$417
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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.
Tue 9/17:25 am
EWR
- OAK
2 stops17h 03m
Alaska Airlines
Sun 9/66:04 am
OAK
- EWR
2 stops14h 25m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$553
This Southwest deal was found by Cheapflights users on 6/5. 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 7/37:10 pm
BDL
- OAK
1 stop8h 00m
Southwest
Fri 7/1011:55 pm
OAK
- BDL
1 stop8h 00m
Southwest
Deal found 6/5![Southwest logo]()
$427
This Alaska Airlines deal was found by Cheapflights users on 6/4. 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 8/224:35 pm
EWR
- OAK
1 stop21h 31m
Alaska Airlines
Sun 8/3011:55 am
OAK
- EWR
1 stop8h 34m
Alaska Airlines
Deal found 6/4![Alaska Airlines logo]()
$554
This Southwest deal was found by Cheapflights users on 6/9. 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.
Sun 10/112:00 pm
BDL
- OAK
1 stop13h 05m
Southwest
Sat 10/247:55 am
OAK
- BDL
1 stop7h 25m
Southwest
Deal found 6/9![Southwest logo]()
$437
Last-minute flights from Connecticut to OaklandDiscover last-minute flight deals from Connecticut to Oakland. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Oakland. Data last updated June 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/4. 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 7/33:40 pm
LGA
- OAK
2 stops10h 45m
Southwest
Fri 7/107:40 pm
OAK
- LGA
1 stop13h 15m
Southwest
Deal found 6/4![Southwest logo]()
$348
This CheapOair deal was found by Cheapflights users on 6/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:08 pm
JFK
- OAK
1 stop21h 13m
Alaska Airlines
Wed 8/56:49 am
OAK
- JFK
1 stop13h 07m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$387
This CheapOair deal was found by Cheapflights users on 6/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:30 am
JFK
- OAK
1 stop10h 03m
Alaska Airlines
Tue 7/2110:37 am
OAK
- JFK
1 stop9h 19m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$372
This Expedia deal was found by Cheapflights users on 6/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:59 pm
JFK
- OAK
2 stops22h 27m
Alaska Airlines
Tue 7/146:49 am
OAK
- JFK
1 stop13h 07m
Alaska Airlines
Deal found 6/6![Alaska Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 6/6. 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 7/93:25 pm
LGA
- OAK
1 stop11h 50m
Southwest
Sun 7/127:15 pm
OAK
- LGA
1 stop13h 40m
Southwest
Deal found 6/6![Southwest logo]()
$373
This CheapOair deal was found by Cheapflights users on 6/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/144:57 pm
JFK
- OAK
1 stop8h 44m
Alaska Airlines
Wed 7/2910:37 am
OAK
- JFK
1 stop9h 19m
Alaska Airlines
Deal found 6/7![Alaska Airlines logo]()
$374
This Southwest deal was found by Cheapflights users on 6/5. 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 7/2212:40 pm
BDL
- OAK
2 stops10h 25m
Southwest
Wed 8/1211:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Deal found 6/5![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 6/5. 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 7/246:30 am
LGA
- OAK
2 stops15h 35m
Southwest
Sun 8/210:10 pm
OAK
- LGA
2 stops13h 50m
Southwest
Deal found 6/5![Southwest logo]()
$361
This Southwest deal was found by Cheapflights users on 6/7. 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 7/2912:30 pm
LGA
- OAK
1 stop10h 55m
Southwest
Wed 8/59:00 am
OAK
- LGA
1 stop10h 30m
Southwest
Deal found 6/7![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 6/7. 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 7/2912:30 pm
LGA
- OAK
1 stop10h 55m
Southwest
Thu 8/67:40 pm
OAK
- LGA
1 stop13h 05m
Southwest
Deal found 6/7![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 6/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/291:59 pm
LGA
- OAK
2 stops12h 51m
Delta
Tue 9/16:00 am
OAK
- LGA
2 stops11h 30m
Delta
Deal found 6/6![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 6/8. 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.
Thu 7/305:30 pm
LGA
- OAK
1 stop9h 45m
Southwest
Wed 8/59:00 am
OAK
- LGA
1 stop10h 30m
Southwest
Deal found 6/8![Southwest logo]()
$342
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 June 9, 2026.
Search for one-way flight options from Connecticut to Oakland. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
This Southwest deal was found by Cheapflights users on 6/8. 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 9/96:55 am
LGA
- OAK
1 stop10h 00m
Southwest
Deal found 6/8![Southwest logo]()
$103
This Jettzy deal was found by Cheapflights users on 6/8. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/304:01 pm
JFK
- OAK
1 stop9h 53m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$143
This Delta deal was found by Cheapflights users on 6/8. 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 9/96:30 am
JFK
- OAK
1 stop8h 54m
Delta
Deal found 6/8![Delta logo]()
$149
This Delta deal was found by Cheapflights users on 6/8. 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 9/92:55 pm
LGA
- OAK
2 stops11h 54m
Delta
Deal found 6/8![Delta logo]()
$154
This Delta deal was found by Cheapflights users on 6/4. 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 8/1211:13 am
JFK
- OAK
1 stop8h 01m
Delta
Deal found 6/4![Delta logo]()
$154
This CheapOair deal was found by Cheapflights users on 6/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/284:29 pm
JFK
- OAK
1 stop9h 41m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$155
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 7/212:55 pm
LGA
- OAK
2 stops11h 55m
Delta
Deal found 6/8![Delta logo]()
$159
This Delta deal was found by Cheapflights users on 6/8. 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.
Thu 7/165:00 pm
LGA
- OAK
2 stops9h 50m
Delta
Deal found 6/8![Delta logo]()
$160
This CheapOair deal was found by Cheapflights users on 6/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:27 pm
JFK
- OAK
1 stop17h 59m
Alaska Airlines
Deal found 6/9![Alaska Airlines logo]()
$160
This Jettzy deal was found by Cheapflights users on 6/8. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:29 pm
JFK
- OAK
1 stop9h 41m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$163
This SmartFares deal was found by Cheapflights users on 6/5. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1310:00 am
JFK
- OAK
1 stop9h 33m
Alaska Airlines
Deal found 6/5![Alaska Airlines logo]()
$166
This Southwest deal was found by Cheapflights users on 6/9. 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 7/234:25 pm
LGA
- OAK
1 stop10h 25m
Southwest
Deal found 6/9![Southwest logo]()
$169
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 June 9, 2026.
Round-trip from | $267 (Southwest) |
|---|---|
One-way from | $103 (Southwest) |
Popular in | May |
Cheapest in | October |
Average price | $533 |
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 June 9, 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
JFK - OAK
JFKOAK
New York John F Kennedy Intl
Fri 9/4
2:20 pm-11:56 pm
2 stops12h 36m
Oakland
Tue 9/8
5:05 pm-6:17 am
1 stop10h 12m
$308
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Fri 9/25
10:20 am-7:45 pm
2 stops12h 25m
Oakland
Sun 10/4
5:30 am-3:45 pm
1 stop7h 15m
$330
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Fri 7/24
6:30 am-7:05 pm
2 stops15h 35m
Oakland
Sun 8/2
5:05 am-4:50 pm
1 stop8h 45m
$350
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Thu 7/30
6:30 am-7:05 pm
2 stops15h 35m
Oakland
Wed 8/5
9:00 am-10:30 pm
1 stop10h 30m
$353
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Thu 7/9
3:25 pm-12:15 am
1 stop11h 50m
Oakland
Mon 7/13
7:40 pm-11:50 am
1 stop13h 10m
$378
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Thu 8/6
7:25 am-12:40 pm
1 stop8h 15m
Oakland
Mon 8/10
11:55 pm-12:35 pm
1 stop9h 40m
$382
New YorkOakland
LGA - OAK
LGAOAK
New York LaGuardia
Tue 8/11
3:55 pm-11:40 pm
2 stops10h 45m
Oakland
Tue 8/18
5:30 am-5:45 pm
2 stops9h 15m
$383
ProvidenceOakland
PVD - OAK
PVDOAK
Providence-TFGreen
Fri 12/4
6:40 am-12:45 pm
1 stop9h 05m
Oakland
Mon 12/7
11:50 pm-4:45 pm
1 stop13h 55m
$388
ProvidenceOakland
PVD - OAK
PVDOAK
Providence-TFGreen
Tue 7/28
1:25 pm-8:05 pm
2 stops9h 40m
Oakland
Tue 7/28
11:55 pm-12:40 pm
1 stop9h 45m
$402
HartfordOakland
BDL - OAK
BDLOAK
Hartford Bradley Intl
Wed 8/12
5:55 pm-11:05 pm
1 stop8h 10m
Oakland
Sun 8/16
11:55 pm-12:00 pm
1 stop9h 05m
$409
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
BDL-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
LGA-OAK
BDL-OAK
JFK-OAK
EWR-OAK
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
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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 June 9, 2026.
Connecticut and Oakland flights
Browse other Connecticut and Oakland flight options. Last updated on June 9, 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 June 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$384 | Average$550 | FlexibilityNo cancel fee | On-time63% |