$123+ Cheap flights from Oakland, CA (OAK) to Connecticut
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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
May 24 — May 311
Round-trip
1 adult, Economy
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Cheapest flights from Oakland to ConnecticutExplore the most affordable flight options available from Oakland to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2026.
Explore the most affordable flight options available from Oakland to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2026.
This Southwest deal was found by Cheapflights users on 4/21. 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 8/2511:55 pm
OAK
- LGA
1 stop9h 40m
Southwest
Mon 8/316:00 am
LGA
- OAK
1 stop9h 40m
Southwest
Deal found 4/21![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 4/20. 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 8/266:40 pm
OAK
- LGA
1 stop14h 05m
Southwest
Mon 8/316:30 am
LGA
- OAK
1 stop10h 15m
Southwest
Deal found 4/20![Southwest logo]()
$271
This Southwest deal was found by Cheapflights users on 4/20. 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 9/28:00 am
OAK
- BDL
2 stops10h 10m
Southwest
Sat 9/55:50 am
BDL
- OAK
2 stops12h 05m
Southwest
Deal found 4/20![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 4/20. 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.
Mon 5/188:55 pm
OAK
- LGA
1 stop11h 55m
Southwest
Wed 5/272:15 pm
LGA
- OAK
1 stop10h 50m
Southwest
Deal found 4/20![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 4/23. 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.
Tue 6/25:45 am
OAK
- LGA
2 stops12h 40m
Southwest
Sat 6/67:05 am
LGA
- OAK
1 stop13h 40m
Southwest
Deal found 4/23![Southwest logo]()
$295
This Southwest deal was found by Cheapflights users on 4/21. 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 5/2911:00 am
OAK
- LGA
1 stop8h 15m
Southwest
Sun 5/316:05 am
LGA
- OAK
1 stop11h 00m
Southwest
Deal found 4/21![Southwest logo]()
$299
This CheapOair deal was found by Cheapflights users on 4/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:41 am
OAK
- JFK
1 stop20h 22m
Alaska Airlines
Tue 5/124:29 pm
JFK
- OAK
1 stop19h 26m
Alaska Airlines
Deal found 4/21![Alaska Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 4/19. 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.
Mon 5/115:05 pm
OAK
- LGA
2 stops12h 09m
Delta
Tue 5/121:55 pm
LGA
- OAK
2 stops13h 02m
Delta
Deal found 4/19![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 4/23. 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.
Sun 5/246:00 am
OAK
- LGA
2 stops10h 47m
Delta
Wed 6/32:54 pm
LGA
- OAK
2 stops12h 03m
Delta
Deal found 4/23![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 4/23. 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.
Fri 5/296:00 am
OAK
- LGA
2 stops12h 58m
Delta
Fri 6/52:59 pm
LGA
- OAK
2 stops11h 58m
Delta
Deal found 4/23![Delta logo]()
$309
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:15 pm
OAK
- JFK
1 stop16h 24m
Alaska Airlines
Thu 5/284:41 pm
JFK
- OAK
1 stop10h 09m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$318
This Alaska Airlines deal was found by Cheapflights users on 4/23. 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 5/238:15 pm
OAK
- JFK
1 stop16h 24m
Alaska Airlines
Fri 5/294:41 pm
JFK
- OAK
1 stop10h 09m
Alaska Airlines
Deal found 4/23![Alaska Airlines logo]()
$319
Best flights from Oakland to ConnecticutDiscover carefully curated flight deals from Oakland to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 24, 2026.
Discover carefully curated flight deals from Oakland to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 24, 2026.
This Southwest deal was found by Cheapflights users on 4/20. 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 9/28:00 am
OAK
- BDL
2 stops10h 10m
Southwest
Sat 9/55:50 am
BDL
- OAK
2 stops12h 05m
Southwest
Deal found 4/20![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 4/19. 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.
Mon 5/115:05 pm
OAK
- LGA
2 stops12h 09m
Delta
Tue 5/121:55 pm
LGA
- OAK
2 stops13h 02m
Delta
Deal found 4/19![Delta logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 4/21. 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.
Sun 5/247:00 am
OAK
- EWR
1 stop8h 26m
Alaska Airlines
Wed 6/34:35 pm
EWR
- OAK
1 stop10h 15m
Alaska Airlines
Deal found 4/21![Alaska Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 4/23. 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 9/235:30 am
OAK
- LGA
2 stops8h 25m
Southwest
Tue 10/66:00 am
LGA
- OAK
2 stops10h 35m
Southwest
Deal found 4/23![Southwest logo]()
$326
This Southwest deal was found by Cheapflights users on 4/22. 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.
Fri 5/2911:00 am
OAK
- LGA
1 stop8h 15m
Southwest
Thu 6/46:30 am
LGA
- OAK
2 stops15h 35m
Southwest
Deal found 4/22![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 4/22. 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.
Fri 5/296:00 am
OAK
- JFK
2 stops11h 19m
Delta
Thu 6/412:59 pm
JFK
- OAK
2 stops13h 58m
Delta
Deal found 4/22![Delta logo]()
$379
This Alaska Airlines deal was found by Cheapflights users on 4/21. 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 8/195:10 pm
OAK
- JFK
1 stop26h 49m
Alaska Airlines
Wed 8/2611:30 am
JFK
- OAK
2 stops14h 09m
Alaska Airlines
Deal found 4/21![Alaska Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 4/19. 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.
Fri 5/2911:55 pm
OAK
- LGA
1 stop12h 40m
Southwest
Tue 6/25:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 4/19![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 4/20. 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 5/307:00 am
OAK
- LGA
1 stop12h 15m
Southwest
Fri 6/53:25 pm
LGA
- OAK
2 stops11h 50m
Southwest
Deal found 4/20![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 4/23. 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.
Sat 5/2312:28 pm
OAK
- EWR
1 stop8h 31m
Delta
Fri 5/296:30 pm
EWR
- OAK
1 stop8h 27m
Delta
Deal found 4/23![Delta logo]()
$440
This Alaska Airlines deal was found by Cheapflights users on 4/18. 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 8/62:50 pm
OAK
- JFK
1 stop29h 06m
Alaska Airlines
Mon 8/104:57 pm
JFK
- OAK
1 stop8h 44m
Alaska Airlines
Deal found 4/18![Alaska Airlines logo]()
$455
This Southwest deal was found by Cheapflights users on 4/23. 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.
Tue 7/217:40 pm
OAK
- LGA
1 stop13h 10m
Southwest
Tue 8/116:55 am
LGA
- OAK
1 stop10h 00m
Southwest
Deal found 4/23![Southwest logo]()
$348
This Alaska Airlines deal was found by Cheapflights users on 4/22. 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.
Tue 10/206:30 am
OAK
- JFK
2 stops36h 40m
Alaska Airlines
Sat 10/2410:00 am
JFK
- OAK
1 stop11h 28m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 4/22. 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.
Mon 6/86:00 am
OAK
- JFK
1 stop21h 23m
Delta
Fri 6/192:20 pm
JFK
- OAK
2 stops12h 34m
Delta
Deal found 4/22![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 4/21. 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 5/57:40 am
OAK
- LGA
1 stop8h 45m
Southwest
Tue 5/1212:35 pm
LGA
- OAK
1 stop12h 10m
Southwest
Deal found 4/21![Southwest logo]()
$377
This Alaska Airlines deal was found by Cheapflights users on 4/18. 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 5/56:20 am
OAK
- JFK
1 stop9h 51m
Alaska Airlines
Wed 5/67:00 am
JFK
- OAK
1 stop9h 15m
Alaska Airlines
Deal found 4/18![Alaska Airlines logo]()
$470
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/112:28 pm
OAK
- EWR
2 stops17h 22m
Delta
Tue 6/165:59 pm
EWR
- OAK
1 stop8h 55m
Delta
Deal found 4/20![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 4/23. 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.
Sat 5/237:00 am
OAK
- LGA
1 stop12h 15m
Southwest
Fri 5/296:55 am
LGA
- OAK
1 stop8h 30m
Southwest
Deal found 4/23![Southwest logo]()
$377
This Alaska Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 6/56:02 am
OAK
- JFK
1 stop21h 15m
Alaska Airlines
Mon 6/84:41 pm
JFK
- OAK
1 stop20h 04m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 4/21. 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 5/65:55 am
OAK
- JFK
2 stops10h 11m
Delta
Tue 5/122:30 pm
JFK
- OAK
2 stops12h 27m
Delta
Deal found 4/21![Delta logo]()
$519
This Southwest deal was found by Cheapflights users on 4/20. 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.
Mon 5/115:20 am
OAK
- LGA
2 stops8h 30m
Southwest
Wed 5/137:15 am
LGA
- OAK
2 stops11h 45m
Southwest
Deal found 4/20![Southwest logo]()
$390
This Alaska Airlines deal was found by Cheapflights users on 4/22. 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 10/156:30 am
OAK
- JFK
2 stops12h 40m
Alaska Airlines
Wed 10/214:00 pm
JFK
- OAK
1 stop9h 38m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$485
This Southwest deal was found by Cheapflights users on 4/20. 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.
Mon 8/1711:55 pm
OAK
- BDL
1 stop9h 05m
Southwest
Sat 8/228:25 am
BDL
- OAK
2 stops10h 05m
Southwest
Deal found 4/20![Southwest logo]()
$391
This Delta deal was found by Cheapflights users on 4/19. 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.
Wed 6/176:00 am
OAK
- JFK
2 stops11h 20m
Delta
Wed 6/242:20 pm
JFK
- OAK
2 stops12h 34m
Delta
Deal found 4/19![Delta logo]()
$523
This Southwest deal was found by Cheapflights users on 4/19. 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 6/37:35 pm
OAK
- BDL
2 stops9h 30m
Southwest
Sat 6/612:10 pm
BDL
- OAK
1 stop10h 25m
Southwest
Deal found 4/19![Southwest logo]()
$391
This Alaska Airlines deal was found by Cheapflights users on 4/22. 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.
Mon 6/810:29 am
OAK
- JFK
1 stop16h 48m
Alaska Airlines
Tue 6/95:29 pm
JFK
- OAK
1 stop9h 30m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$542
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:05 pm
OAK
- EWR
1 stop9h 55m
Delta
Thu 5/149:45 am
EWR
- OAK
2 stops17h 12m
Delta
Deal found 4/20![Delta logo]()
$546
This Alaska Airlines deal was found by Cheapflights users on 4/20. 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.
Tue 7/710:22 am
OAK
- EWR
1 stop10h 37m
Alaska Airlines
Thu 7/96:29 pm
EWR
- OAK
1 stop18h 28m
Alaska Airlines
Deal found 4/20![Alaska Airlines logo]()
$544
This Delta deal was found by Cheapflights users on 4/22. 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.
Fri 6/1212:33 pm
OAK
- EWR
2 stops31h 56m
Delta
Sat 6/207:15 am
EWR
- OAK
1 stop17h 19m
Delta
Deal found 4/22![Delta logo]()
$580
This Southwest deal was found by Cheapflights users on 4/19. 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 5/197:35 pm
OAK
- PVD
2 stops9h 30m
Southwest
Fri 5/297:05 pm
PVD
- OAK
1 stop8h 20m
Southwest
Deal found 4/19![Southwest logo]()
$444
Last-minute flights from Oakland to ConnecticutDiscover last-minute flight deals from Oakland to Connecticut. Data last updated April 24, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Connecticut. Data last updated April 24, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/21. 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.
Sun 5/1011:55 pm
OAK
- LGA
1 stop8h 20m
Southwest
Wed 5/137:15 am
LGA
- OAK
1 stop9h 35m
Southwest
Deal found 4/21![Southwest logo]()
$322
This CheapOair deal was found by Cheapflights users on 4/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:41 am
OAK
- JFK
1 stop20h 22m
Alaska Airlines
Tue 5/124:29 pm
JFK
- OAK
1 stop19h 26m
Alaska Airlines
Deal found 4/21![Alaska Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 4/19. 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.
Mon 5/115:05 pm
OAK
- LGA
2 stops12h 09m
Delta
Tue 5/121:55 pm
LGA
- OAK
2 stops13h 02m
Delta
Deal found 4/19![Delta logo]()
$307
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/123:18 pm
OAK
- JFK
1 stop21h 21m
Alaska Airlines
Thu 5/284:41 pm
JFK
- OAK
1 stop10h 09m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 4/20. 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.
Mon 5/188:55 pm
OAK
- LGA
1 stop11h 55m
Southwest
Wed 5/272:15 pm
LGA
- OAK
1 stop10h 50m
Southwest
Deal found 4/20![Southwest logo]()
$289
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:15 pm
OAK
- JFK
1 stop16h 24m
Alaska Airlines
Thu 5/284:41 pm
JFK
- OAK
1 stop10h 09m
Alaska Airlines
Deal found 4/22![Alaska Airlines logo]()
$318
This Alaska Airlines deal was found by Cheapflights users on 4/23. 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 5/238:15 pm
OAK
- JFK
1 stop16h 24m
Alaska Airlines
Fri 5/294:41 pm
JFK
- OAK
1 stop10h 09m
Alaska Airlines
Deal found 4/23![Alaska Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 4/23. 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.
Sun 5/246:00 am
OAK
- LGA
2 stops10h 47m
Delta
Wed 6/32:54 pm
LGA
- OAK
2 stops12h 03m
Delta
Deal found 4/23![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 4/21. 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.
Sun 5/247:00 am
OAK
- LGA
1 stop10h 00m
Southwest
Thu 6/45:30 pm
LGA
- OAK
1 stop9h 40m
Southwest
Deal found 4/21![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 4/21. 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 5/2911:00 am
OAK
- LGA
1 stop8h 15m
Southwest
Sun 5/316:05 am
LGA
- OAK
1 stop11h 00m
Southwest
Deal found 4/21![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 4/23. 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.
Fri 5/296:00 am
OAK
- LGA
2 stops12h 58m
Delta
Fri 6/52:59 pm
LGA
- OAK
2 stops11h 58m
Delta
Deal found 4/23![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 4/23. 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 5/2911:00 am
OAK
- LGA
1 stop8h 15m
Southwest
Thu 6/46:30 am
LGA
- OAK
2 stops15h 35m
Southwest
Deal found 4/23![Southwest logo]()
$327
One-way flights from Oakland to ConnecticutSearch for one-way flight options from Oakland to Connecticut. Find affordable one-way fares based on user searches. Data last updated April 24, 2026.
Search for one-way flight options from Oakland to Connecticut. Find affordable one-way fares based on user searches. Data last updated April 24, 2026.
This Southwest deal was found by Cheapflights users on 4/22. 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 9/25:30 am
OAK
- LGA
2 stops8h 25m
Southwest
Deal found 4/22![Southwest logo]()
$123
This Southwest deal was found by Cheapflights users on 4/21. 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 5/2611:55 pm
OAK
- BDL
1 stop7h 45m
Southwest
Deal found 4/21![Southwest logo]()
$129
This Southwest deal was found by Cheapflights users on 4/21. 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 5/1211:55 pm
OAK
- BDL
1 stop7h 45m
Southwest
Deal found 4/21![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 4/20. 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 6/97:40 pm
OAK
- LGA
1 stop13h 10m
Southwest
Deal found 4/20![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 4/19. 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 6/25:45 am
OAK
- LGA
2 stops12h 40m
Southwest
Deal found 4/19![Southwest logo]()
$140
This Southwest deal was found by Cheapflights users on 4/20. 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 5/275:50 am
OAK
- LGA
1 stop9h 05m
Southwest
Deal found 4/20![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 4/20. 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.
Mon 5/188:55 pm
OAK
- LGA
1 stop11h 55m
Southwest
Deal found 4/20![Southwest logo]()
$146
This CheapOair deal was found by Cheapflights users on 4/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:55 pm
OAK
- JFK
1 stop8h 08m
Alaska Airlines
Deal found 4/20![Alaska Airlines logo]()
$149
This Southwest deal was found by Cheapflights users on 4/20. 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.
Mon 6/1511:55 pm
OAK
- LGA
1 stop8h 20m
Southwest
Deal found 4/20![Southwest logo]()
$149
This Southwest deal was found by Cheapflights users on 4/20. 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 5/2711:55 pm
OAK
- PVD
1 stop7h 55m
Southwest
Deal found 4/20![Southwest logo]()
$154
This Delta deal was found by Cheapflights users on 4/22. 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 8/125:55 am
OAK
- JFK
2 stops9h 23m
Delta
Deal found 4/22![Delta logo]()
$154
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:03 pm
OAK
- BDL
2 stops12h 47m
Delta
Deal found 4/20![Delta logo]()
$154
Find flight deals from Oakland to Connecticut
Keep the following information in mind while searching for Oakland to Connecticut flight deals. Data was last updated April 24, 2026.
Round-trip from | $248 (Southwest) |
|---|---|
One-way from | $123 (Southwest) |
Popular in | November |
Cheapest in | January |
Average price | $431 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Connecticut 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 24, 2026.
Use the filters below to find and compare flights from Oakland to Connecticut that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandHartford
OAK - BDL
OAKBDL
Oakland
Wed 9/2
8:00 am-9:10 pm
2 stops10h 10m
Hartford Bradley Intl
Sat 9/5
5:50 am-2:55 pm
2 stops12h 05m
$289
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Mon 5/11
5:05 pm-8:14 am
2 stops12h 09m
New York LaGuardia
Tue 5/12
1:55 pm-11:57 pm
2 stops13h 02m
$307
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Wed 9/23
5:30 am-4:55 pm
2 stops8h 25m
New York LaGuardia
Tue 10/6
6:00 am-1:35 pm
2 stops10h 35m
$326
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Fri 5/29
11:00 am-10:15 pm
1 stop8h 15m
New York LaGuardia
Thu 6/4
6:30 am-7:05 pm
2 stops15h 35m
$327
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Fri 5/29
11:55 pm-3:35 pm
1 stop12h 40m
New York LaGuardia
Tue 6/2
5:45 pm-11:25 pm
1 stop8h 40m
$327
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Sat 5/30
7:00 am-10:15 pm
1 stop12h 15m
New York LaGuardia
Fri 6/5
3:25 pm-12:15 am
2 stops11h 50m
$328
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Tue 7/21
7:40 pm-11:50 am
1 stop13h 10m
New York LaGuardia
Tue 8/11
6:55 am-1:55 pm
1 stop10h 00m
$348
OaklandNewark
OAK - EWR
OAKEWR
Oakland
Sun 5/24
7:00 am-6:26 pm
1 stop8h 26m
Newark
Wed 6/3
4:35 pm-11:50 pm
1 stop10h 15m
$371
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Tue 5/5
7:40 am-7:25 pm
1 stop8h 45m
New York LaGuardia
Tue 5/12
12:35 pm-9:45 pm
1 stop12h 10m
$377
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Sat 5/23
7:00 am-10:15 pm
1 stop12h 15m
New York LaGuardia
Fri 5/29
6:55 am-12:25 pm
1 stop8h 30m
$377
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Oakland to Connecticut
Have a flexible travel schedule? Discover the best time to fly to Connecticut from Oakland with our price prediction graph.
OAK-LGA
OAK-BDL
OAK-JFK
OAK-PVD
OAK-EWR
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Oakland to Connecticut
OAK-USCT
OAK-LGA
OAK-BDL
OAK-JFK
OAK-PVD
How much does it cost to fly round-trip from Oakland, California to Connecticut?
Reviews of airlines servicing Connecticut
Get insights into the airlines that provide service to Connecticut. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Connecticut. Reviews last updated April 24, 2026.
Read through reviews of airlines operating flights from Oakland to Connecticut, such as Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Related info for your journey
Find useful and relevant information for your journey from Oakland to Connecticut. 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 Oakland to Connecticut
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Complete your trip
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Oakland and Connecticut flights
Browse other Oakland and Connecticut flight options. Last updated on April 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Oakland to Connecticut flights
Consider these flights traveling from Oakland to Connecticut.
Top 2 airlines flying from Oakland to Connecticut
Discover the top 2 airlines that operate flights from Oakland to Connecticut. 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 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$233 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$387 | Average$533 | FlexibilityNo cancel fee | On-time63% |