$105+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
Apr 27 — May 41
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 March 28, 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 March 28, 2026.
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 5/511:55 pm
OAK
- LGA
1 stop8h 25m
Southwest
Wed 5/65:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 3/26![Southwest logo]()
$198
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:45 am
OAK
- LGA
2 stops12h 40m
Southwest
Tue 4/283:05 pm
LGA
- OAK
2 stops10h 30m
Southwest
Deal found 3/24![Southwest logo]()
$215
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/2011:55 pm
OAK
- LGA
1 stop8h 25m
Southwest
Tue 4/285:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 3/26![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:00 am
OAK
- LGA
2 stops14h 15m
Southwest
Tue 4/215:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 3/24![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/157:35 pm
OAK
- LGA
1 stop13h 15m
Southwest
Thu 4/163:40 pm
LGA
- OAK
1 stop11h 45m
Southwest
Deal found 3/25![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:55 pm
OAK
- LGA
1 stop12h 40m
Southwest
Tue 4/215:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 3/24![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 5/68:15 am
OAK
- LGA
2 stops9h 30m
Southwest
Fri 5/83:40 pm
LGA
- OAK
1 stop11h 45m
Southwest
Deal found 3/26![Southwest logo]()
$246
This Alaska Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 5/46:41 am
OAK
- JFK
1 stop20h 22m
Alaska Airlines
Fri 5/84:46 pm
JFK
- OAK
1 stop8h 37m
Alaska Airlines
Deal found 3/26![Alaska Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/225:55 am
OAK
- JFK
2 stops11h 35m
Delta
Tue 4/282:15 pm
JFK
- OAK
2 stops12h 39m
Delta
Deal found 3/26![Delta logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 5/46:55 pm
OAK
- JFK
1 stop8h 08m
Alaska Airlines
Wed 5/64:46 pm
JFK
- OAK
1 stop8h 37m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$311
This Alaska Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 5/46:55 pm
OAK
- JFK
1 stop8h 08m
Alaska Airlines
Thu 5/74:46 pm
JFK
- OAK
1 stop8h 37m
Alaska Airlines
Deal found 3/26![Alaska Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/215:55 am
OAK
- JFK
2 stops10h 11m
Delta
Tue 4/282:15 pm
JFK
- OAK
2 stops12h 39m
Delta
Deal found 3/26![Delta logo]()
$321
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 March 28, 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 March 28, 2026.
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/205:45 pm
OAK
- LGA
2 stops15h 05m
Southwest
Tue 4/287:15 am
LGA
- OAK
2 stops11h 45m
Southwest
Deal found 3/25![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:55 am
OAK
- LGA
2 stops11h 49m
Delta
Wed 4/223:39 pm
LGA
- OAK
2 stops11h 15m
Delta
Deal found 3/24![Delta logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/2710:57 am
OAK
- EWR
1 stop27h 26m
Alaska Airlines
Fri 5/14:31 pm
EWR
- OAK
1 stop20h 46m
Alaska Airlines
Deal found 3/26![Alaska Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/111:55 pm
OAK
- LGA
1 stop8h 00m
Southwest
Wed 5/63:55 pm
LGA
- OAK
1 stop10h 30m
Southwest
Deal found 3/27![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 3/23. 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 4/295:45 am
OAK
- LGA
2 stops12h 40m
Southwest
Mon 5/43:40 pm
LGA
- OAK
2 stops10h 00m
Southwest
Deal found 3/23![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/155:04 pm
OAK
- LGA
2 stops19h 38m
Delta
Wed 4/223:39 pm
LGA
- OAK
2 stops11h 15m
Delta
Deal found 3/24![Delta logo]()
$372
This Alaska Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 am
OAK
- JFK
1 stop7h 57m
Alaska Airlines
Mon 9/284:29 pm
JFK
- OAK
1 stop9h 09m
Alaska Airlines
Deal found 3/26![Alaska Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/15:04 pm
OAK
- EWR
1 stop9h 56m
Delta
Wed 5/63:26 pm
EWR
- OAK
2 stops11h 28m
Delta
Deal found 3/27![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 3/23. 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 4/155:45 am
OAK
- LGA
2 stops12h 40m
Southwest
Sun 4/196:05 am
LGA
- OAK
1 stop11h 00m
Southwest
Deal found 3/23![Southwest logo]()
$370
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:55 am
OAK
- EWR
1 stop7h 59m
Delta
Sat 4/181:15 pm
EWR
- OAK
2 stops11h 26m
Delta
Deal found 3/24![Delta logo]()
$394
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 4/282:09 pm
OAK
- JFK
2 stops14h 50m
Alaska Airlines
Sat 5/29:35 am
JFK
- OAK
1 stop11h 40m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$439
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/176:00 am
OAK
- LGA
2 stops12h 55m
Southwest
Mon 4/2010:25 am
LGA
- OAK
2 stops12h 40m
Southwest
Deal found 3/26![Southwest logo]()
$385
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/175:55 am
OAK
- LGA
2 stops10h 27m
Delta
Mon 4/203:05 pm
LGA
- OAK
2 stops11h 49m
Delta
Deal found 3/26![Delta logo]()
$398
This Alaska Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/297:19 pm
OAK
- JFK
1 stop7h 44m
Alaska Airlines
Mon 5/49:35 am
JFK
- OAK
1 stop27h 42m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$447
This Southwest deal was found by Cheapflights users on 3/23. 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 5/2910:25 am
OAK
- PVD
2 stops10h 00m
Southwest
Tue 6/26:10 pm
PVD
- OAK
1 stop8h 15m
Southwest
Deal found 3/23![Southwest logo]()
$387
This Alaska Airlines deal was found by Cheapflights users on 3/23. 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.
Tue 4/216:40 pm
OAK
- JFK
1 stop9h 32m
Alaska Airlines
Sat 4/257:00 am
JFK
- OAK
1 stop9h 15m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:34 pm
OAK
- JFK
1 stop14h 44m
Delta
Wed 4/222:15 pm
JFK
- OAK
2 stops12h 39m
Delta
Deal found 3/24![Delta logo]()
$410
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/1711:55 pm
OAK
- LGA
1 stop12h 40m
Southwest
Sun 4/196:05 am
LGA
- OAK
1 stop11h 00m
Southwest
Deal found 3/26![Southwest logo]()
$401
This Alaska Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:13 pm
OAK
- JFK
1 stop8h 02m
Alaska Airlines
Sat 9/124:29 pm
JFK
- OAK
1 stop9h 09m
Alaska Airlines
Deal found 3/24![Alaska Airlines logo]()
$451
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:04 pm
OAK
- EWR
1 stop9h 56m
Delta
Tue 4/216:30 pm
EWR
- OAK
1 stop8h 24m
Delta
Deal found 3/24![Delta logo]()
$420
This Southwest deal was found by Cheapflights users on 3/23. 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 4/297:35 pm
OAK
- LGA
1 stop13h 15m
Southwest
Sun 5/36:05 am
LGA
- OAK
1 stop11h 00m
Southwest
Deal found 3/23![Southwest logo]()
$403
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:34 pm
OAK
- JFK
1 stop14h 44m
Delta
Thu 4/232:15 pm
JFK
- OAK
2 stops12h 39m
Delta
Deal found 3/24![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/2211:55 pm
OAK
- LGA
1 stop9h 50m
Southwest
Sat 5/912:15 pm
LGA
- OAK
1 stop9h 45m
Southwest
Deal found 3/26![Southwest logo]()
$408
This Alaska Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:55 pm
OAK
- EWR
1 stop19h 28m
Alaska Airlines
Sun 5/34:31 pm
EWR
- OAK
1 stop20h 46m
Alaska Airlines
Deal found 3/24![Alaska Airlines logo]()
$494
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 5/205:50 am
OAK
- BDL
1 stop7h 10m
Southwest
Sat 5/239:00 am
BDL
- OAK
2 stops10h 55m
Southwest
Deal found 3/25![Southwest logo]()
$409
This Alaska Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:57 am
OAK
- EWR
2 stops16h 42m
Alaska Airlines
Wed 5/69:00 am
EWR
- OAK
2 stops12h 39m
Alaska Airlines
Deal found 3/24![Alaska Airlines logo]()
$507
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 6/147:15 pm
OAK
- BDL
2 stops9h 50m
Southwest
Thu 6/187:10 pm
BDL
- OAK
1 stop8h 00m
Southwest
Deal found 3/28![Southwest logo]()
$410
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/23:18 pm
OAK
- EWR
2 stops20h 12m
Alaska Airlines
Sun 5/34:31 pm
EWR
- OAK
1 stop20h 46m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$523
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/812:35 pm
OAK
- JFK
1 stop8h 24m
Delta
Sun 4/196:15 am
JFK
- OAK
1 stop8h 38m
Delta
Deal found 3/26![Delta logo]()
$533
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/225:55 am
OAK
- BDL
2 stops11h 36m
Delta
Sun 4/265:30 am
BDL
- OAK
2 stops9h 23m
Delta
Deal found 3/26![Delta logo]()
$538
Last-minute flights from Oakland to ConnecticutDiscover last-minute flight deals from Oakland to Connecticut. Data last updated March 28, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Connecticut. Data last updated March 28, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/157:35 pm
OAK
- LGA
1 stop13h 15m
Southwest
Thu 4/163:40 pm
LGA
- OAK
1 stop11h 45m
Southwest
Deal found 3/25![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:55 pm
OAK
- LGA
1 stop12h 40m
Southwest
Tue 4/215:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 3/24![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:00 am
OAK
- LGA
2 stops14h 15m
Southwest
Tue 4/215:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 3/24![Southwest logo]()
$228
This Expedia deal was found by Cheapflights users on 3/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:10 pm
OAK
- JFK
1 stop16h 16m
Alaska Airlines
Tue 4/216:43 pm
JFK
- OAK
1 stop17h 30m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/2011:55 pm
OAK
- LGA
1 stop8h 25m
Southwest
Tue 4/285:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 3/26![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:45 am
OAK
- LGA
2 stops12h 40m
Southwest
Tue 4/285:45 pm
LGA
- OAK
1 stop8h 40m
Southwest
Deal found 3/24![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/215:55 am
OAK
- JFK
2 stops10h 11m
Delta
Tue 4/282:15 pm
JFK
- OAK
2 stops12h 39m
Delta
Deal found 3/26![Delta logo]()
$321
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:45 am
OAK
- LGA
2 stops12h 40m
Southwest
Wed 4/294:30 pm
LGA
- OAK
1 stop8h 35m
Southwest
Deal found 3/24![Southwest logo]()
$204
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/225:55 am
OAK
- JFK
2 stops11h 35m
Delta
Tue 4/282:15 pm
JFK
- OAK
2 stops12h 39m
Delta
Deal found 3/26![Delta logo]()
$307
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/258:10 pm
OAK
- JFK
1 stop16h 36m
Alaska Airlines
Wed 4/294:46 pm
JFK
- OAK
1 stop8h 37m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$331
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 4/2811:55 pm
OAK
- BDL
1 stop7h 45m
Southwest
Fri 5/17:20 pm
BDL
- OAK
1 stop8h 05m
Southwest
Deal found 3/27![Southwest logo]()
$326
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 4/297:19 pm
OAK
- JFK
1 stop7h 44m
Alaska Airlines
Thu 5/74:46 pm
JFK
- OAK
1 stop8h 37m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$325
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 March 28, 2026.
Search for one-way flight options from Oakland to Connecticut. Find affordable one-way fares based on user searches. Data last updated March 28, 2026.
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/67:35 pm
OAK
- LGA
1 stop13h 15m
Southwest
Deal found 3/27![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 3/23. 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 4/215:45 am
OAK
- LGA
2 stops12h 40m
Southwest
Deal found 3/23![Southwest logo]()
$110
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/297:35 pm
OAK
- LGA
1 stop13h 15m
Southwest
Deal found 3/26![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 5/91:10 pm
OAK
- LGA
1 stop7h 10m
Southwest
Deal found 3/26![Southwest logo]()
$118
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/308:55 pm
OAK
- LGA
1 stop11h 55m
Southwest
Deal found 3/26![Southwest logo]()
$124
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/208:55 pm
OAK
- LGA
2 stops14h 30m
Southwest
Deal found 3/26![Southwest logo]()
$129
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 5/811:15 am
OAK
- LGA
1 stop8h 35m
Southwest
Deal found 3/26![Southwest logo]()
$136
This Southwest deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/1711:55 pm
OAK
- LGA
1 stop12h 40m
Southwest
Deal found 3/26![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:55 pm
OAK
- LGA
1 stop11h 55m
Southwest
Deal found 3/24![Southwest logo]()
$146
This CheapOair deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/67:19 pm
OAK
- JFK
1 stop7h 44m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$149
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” 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 4/135:04 pm
OAK
- JFK
2 stops14h 11m
Delta
Deal found 3/26![Delta logo]()
$154
This Alaska Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines 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 3/24![Alaska Airlines logo]()
$163
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 March 28, 2026.
Round-trip from | $198 (Southwest) |
|---|---|
One-way from | $105 (Southwest) |
Popular in | November |
Cheapest in | January |
Average price | $558 |
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 March 28, 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
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Mon 4/20
5:45 pm-11:50 am
2 stops15h 05m
New York LaGuardia
Tue 4/28
7:15 am-4:00 pm
2 stops11h 45m
$233
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Fri 5/1
11:55 pm-10:55 am
1 stop8h 00m
New York LaGuardia
Wed 5/6
3:55 pm-11:25 pm
1 stop10h 30m
$297
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Tue 4/14
5:55 am-8:44 pm
2 stops11h 49m
New York LaGuardia
Wed 4/22
3:39 pm-11:54 pm
2 stops11h 15m
$307
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Wed 4/29
5:45 am-9:25 pm
2 stops12h 40m
New York LaGuardia
Mon 5/4
3:40 pm-10:40 pm
2 stops10h 00m
$327
OaklandNewark
OAK - EWR
OAKEWR
Oakland
Mon 4/27
10:57 am-5:23 pm
1 stop27h 26m
Newark
Fri 5/1
4:31 pm-10:17 am
1 stop20h 46m
$366
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Wed 4/15
5:45 am-9:25 pm
2 stops12h 40m
New York LaGuardia
Sun 4/19
6:05 am-2:05 pm
1 stop11h 00m
$370
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Wed 4/15
5:04 pm-3:42 pm
2 stops19h 38m
New York LaGuardia
Wed 4/22
3:39 pm-11:54 pm
2 stops11h 15m
$372
OaklandNew York
OAK - LGA
OAKLGA
Oakland
Fri 4/17
6:00 am-9:55 pm
2 stops12h 55m
New York LaGuardia
Mon 4/20
10:25 am-8:05 pm
2 stops12h 40m
$385
OaklandProvidence
OAK - PVD
OAKPVD
Oakland
Fri 5/29
10:25 am-11:25 pm
2 stops10h 00m
Providence-TFGreen
Tue 6/2
6:10 pm-11:25 pm
1 stop8h 15m
$387
OaklandNewark
OAK - EWR
OAKEWR
Oakland
Fri 5/1
5:04 pm-6:00 am
1 stop9h 56m
Newark
Wed 5/6
3:26 pm-11:54 pm
2 stops11h 28m
$394
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-JFK
OAK-EWR
OAK-PVD
OAK-BDL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Oakland to Connecticut
OAK-USCT
OAK-LGA
OAK-JFK
OAK-EWR
OAK-PVD
What is the cheapest month to book a flight from Oakland, California to Connecticut?
Currently, August is the cheapest month in which you can book a flight from Oakland, California to Connecticut (average of $190). Flying from Oakland, California to Connecticut in May is currently the most expensive (average of $278). 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 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 March 28, 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.
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
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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Search flights from Oakland to Connecticut by cabin class
Find flights from Oakland to Connecticut, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Oakland and Connecticut flights
Browse other Oakland and Connecticut flight options. Last updated on March 28, 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 March 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$233 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$381 | Average$498 | FlexibilityNo cancel fee | On-time63% |