$114+ Cheap flights from Oakland, CA (OAK) to Connecticut
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
Oct 22 — Oct 291
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Oakland to Connecticut with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oakland to Connecticut
Cheapest
Best
Last-minute
One-way
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 September 22, 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 September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:45 am -
2 stops13h 10m
Sat 11/147:25 am -
1 stop11h 10m
Deal found 9/18![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/1112:41 pm -
1 stop8h 14m
Sat 11/149:30 am -
1 stop9h 47m
Deal found 9/17![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/265:02 pm -
1 stop9h 57m
Thu 10/292:30 pm -
2 stops12h 26m
Deal found 9/17![Delta logo]()
$302
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/148:10 am -
1 stop11h 40m
Wed 10/216:50 am -
1 stop8h 15m
Deal found 9/17![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/265:02 pm -
2 stops14h 18m
Fri 10/302:30 pm -
2 stops12h 26m
Deal found 9/17![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/265:02 pm -
2 stops12h 06m
Thu 10/294:30 pm -
2 stops10h 26m
Deal found 9/17![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/211:50 pm -
1 stop9h 40m
Mon 11/93:05 pm -
1 stop12h 35m
Deal found 9/17![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/65:02 pm -
1 stop9h 58m
Thu 11/126:48 pm -
1 stop8h 07m
Deal found 9/17![Delta logo]()
$328
This KAYAK deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:02 pm -
1 stop9h 58m
Fri 10/306:30 pm -
1 stop8h 26m
Deal found 9/17![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/2511:50 pm -
1 stop7h 55m
Wed 12/26:25 pm -
1 stop8h 10m
Deal found 9/17![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/176:00 am -
2 stops11h 30m
Fri 10/306:30 pm -
1 stop8h 26m
Deal found 9/17![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 9/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
2 stops9h 30m
Sat 10/319:25 am -
2 stops9h 57m
Deal found 9/18![Delta logo]()
$334
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 September 22, 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 September 22, 2026.
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/3112:41 pm -
1 stop7h 59m
Sat 11/711:00 am -
1 stop8h 22m
Deal found 9/17![Delta logo]()
$297
This Alaska Airlines deal was found by Cheapflights users on 9/21. 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.
Mon 10/267:53 pm -
1 stop8h 51m
Sat 10/319:59 am -
1 stop9h 25m
Deal found 9/21![Alaska Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:50 am -
1 stop8h 00m
Wed 10/285:55 pm -
1 stop8h 25m
Deal found 9/21![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 12/145:07 pm -
2 stops12h 10m
Wed 12/161:59 pm -
2 stops13h 04m
Deal found 9/17![Delta logo]()
$307
This Frontier deal was found by Cheapflights users on 9/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:20 pm -
2 stops14h 13m
Thu 10/151:45 pm -
2 stops22h 20m
Deal found 9/21![Frontier logo]()
$627
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/256:35 pm -
2 stops10h 15m
Wed 12/26:25 pm -
1 stop8h 10m
Deal found 9/17![Southwest logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 1/228:04 am -
1 stop8h 19m
Sun 1/249:30 am -
1 stop11h 55m
Deal found 9/17![Alaska Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 9/21. 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.
Mon 10/1911:55 pm -
1 stop8h 00m
Wed 10/216:25 pm -
1 stop7h 55m
Deal found 9/21![Southwest logo]()
$376
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:35 pm -
2 stops9h 35m
Mon 11/26:40 pm -
1 stop8h 55m
Deal found 9/21![Southwest logo]()
$381
This Alaska Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/98:05 am -
1 stop7h 59m
Sat 12/127:00 am -
1 stop18h 50m
Deal found 9/19![Alaska Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/511:50 pm -
1 stop9h 50m
Tue 11/105:35 pm -
1 stop9h 00m
Deal found 9/21![Southwest logo]()
$388
This Delta deal was found by Cheapflights users on 9/19. 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.
Fri 12/115:07 pm -
1 stop10h 15m
Sat 12/1212:56 pm -
2 stops12h 13m
Deal found 9/19![Delta logo]()
$504
This Alaska Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/128:05 am -
1 stop18h 50m
Tue 12/159:00 am -
1 stop13h 39m
Deal found 9/19![Alaska Airlines logo]()
$463
This Southwest deal was found by Cheapflights users on 9/19. 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.
Mon 12/711:50 pm -
1 stop8h 25m
Thu 12/106:40 am -
1 stop9h 05m
Deal found 9/19![Southwest logo]()
$398
This Alaska Airlines deal was found by Cheapflights users on 9/20. 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.
Mon 10/127:10 pm -
1 stop7h 49m
Fri 10/164:23 pm -
1 stop9h 32m
Deal found 9/20![Alaska Airlines logo]()
$467
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:40 pm -
1 stop8h 10m
Mon 10/264:25 pm -
2 stops10h 30m
Deal found 9/21![Southwest logo]()
$417
This Alaska Airlines deal was found by Cheapflights users on 9/21. 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.
Sat 10/248:10 am -
1 stop8h 15m
Tue 10/277:22 am -
1 stop14h 32m
Deal found 9/21![Alaska Airlines logo]()
$470
This Delta deal was found by Cheapflights users on 9/22. 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.
Sat 10/245:02 pm -
2 stops14h 17m
Mon 11/27:20 am -
2 stops12h 02m
Deal found 9/22![Delta logo]()
$588
This Alaska Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:14 pm -
1 stop23h 05m
Tue 11/175:29 pm -
1 stop26h 04m
Deal found 9/20![Alaska Airlines logo]()
$473
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/57:40 pm -
1 stop13h 10m
Wed 10/77:25 am -
2 stops10h 40m
Deal found 9/17![Southwest logo]()
$432
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:50 pm -
2 stops10h 20m
Sat 10/317:40 am -
1 stop8h 35m
Deal found 9/17![Southwest logo]()
$434
This Alaska Airlines deal was found by Cheapflights users on 9/21. 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.
Fri 12/117:56 pm -
1 stop8h 04m
Mon 12/146:31 pm -
1 stop27h 41m
Deal found 9/21![Alaska Airlines logo]()
$485
This Southwest deal was found by Cheapflights users on 9/19. 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.
Thu 11/129:30 am -
2 stops10h 25m
Mon 11/166:40 am -
2 stops11h 20m
Deal found 9/19![Southwest logo]()
$437
This Alaska Airlines deal was found by Cheapflights users on 9/18. 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.
Fri 12/47:56 pm -
1 stop8h 04m
Mon 12/76:31 pm -
1 stop27h 41m
Deal found 9/18![Alaska Airlines logo]()
$485
This Alaska Airlines deal was found by Cheapflights users on 9/18. 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.
Fri 10/167:04 am -
1 stop12h 55m
Sat 10/247:22 am -
2 stops12h 02m
Deal found 9/18![Alaska Airlines logo]()
$491
This Southwest deal was found by Cheapflights users on 9/20. 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.
Fri 10/2311:55 pm -
1 stop12h 30m
Fri 10/303:35 pm -
1 stop11h 40m
Deal found 9/20![Southwest logo]()
$449
This Alaska Airlines deal was found by Cheapflights users on 9/21. 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.
Thu 11/58:00 am -
1 stop19h 30m
Mon 11/99:00 am -
1 stop15h 19m
Deal found 9/21![Alaska Airlines logo]()
$497
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/69:30 am -
2 stops10h 25m
Mon 11/95:05 pm -
2 stops10h 05m
Deal found 9/17![Southwest logo]()
$462
This Alaska Airlines deal was found by Cheapflights users on 9/18. 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.
Fri 11/136:12 am -
2 stops14h 47m
Tue 11/173:29 pm -
2 stops20h 51m
Deal found 9/18![Alaska Airlines logo]()
$503
This Southwest deal was found by Cheapflights users on 9/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:35 pm -
1 stop7h 20m
Sat 10/248:05 am -
1 stop12h 20m
Deal found 9/18![Southwest logo]()
$463
Last-minute flights from Oakland to ConnecticutDiscover last-minute flight deals from Oakland to Connecticut. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Connecticut. Data last updated September 22, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/127:10 pm -
1 stop7h 49m
Wed 10/214:23 pm -
1 stop9h 32m
Deal found 9/17![Alaska Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/148:10 am -
1 stop11h 40m
Wed 10/216:50 am -
1 stop8h 15m
Deal found 9/17![Southwest logo]()
$303
This Expedia deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/177:02 am -
1 stop12h 27m
Wed 10/289:59 am -
1 stop9h 25m
Deal found 9/17![Alaska Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/176:00 am -
2 stops11h 30m
Fri 10/306:30 pm -
1 stop8h 26m
Deal found 9/17![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 9/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
2 stops9h 30m
Sat 10/319:25 am -
2 stops9h 57m
Deal found 9/18![Delta logo]()
$334
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:30 am -
1 stop13h 40m
Wed 10/2810:10 am -
1 stop10h 05m
Deal found 9/17![Southwest logo]()
$342
This Alaska Airlines deal was found by Cheapflights users on 9/18. 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.
Sat 10/177:02 am -
1 stop12h 27m
Sat 10/319:59 am -
1 stop9h 25m
Deal found 9/18![Alaska Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/197:40 pm -
1 stop13h 10m
Thu 10/2210:30 am -
2 stops15h 45m
Deal found 9/17![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/265:02 pm -
2 stops14h 18m
Fri 10/306:30 pm -
1 stop8h 26m
Deal found 9/17![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/265:02 pm -
2 stops12h 06m
Thu 10/294:30 pm -
2 stops10h 26m
Deal found 9/17![Delta logo]()
$307
This KAYAK deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:02 pm -
1 stop9h 58m
Fri 10/306:30 pm -
1 stop8h 26m
Deal found 9/17![Delta logo]()
$332
This Alaska Airlines deal was found by Cheapflights users on 9/21. 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.
Fri 10/307:10 pm -
1 stop7h 52m
Sat 10/319:59 am -
1 stop9h 25m
Deal found 9/21![Alaska Airlines logo]()
$353
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 September 22, 2026.
Search for one-way flight options from Oakland to Connecticut. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 1/69:15 am -
1 stop6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$114
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/141:15 pm -
1 stop6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1712:48 pm -
2 stops27h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$120
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 1/79:15 am -
1 stop6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$129
This SmartFares deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/307:10 pm -
1 stop7h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Alaska Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:48 pm -
2 stops18h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/267:40 pm -
1 stop12h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:55 pm -
2 stops23h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:48 pm -
2 stops24h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$141
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/1911:55 pm -
1 stop13h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/2611:55 pm -
1 stop8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$146
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/66:00 am -
1 stop7h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$149
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 September 22, 2026.
Round-trip from | $259 (Southwest) |
|---|---|
One-way from | $114 (Southwest) |
Popular in | July |
Cheapest in | January |
Average price | $450 |
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 7,457,451 searches. Data last updated September 22, 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 Oakland - LGA New York LaGuardia
OAKLGA
Oakland
Sat 1/9
7:20 am-9:30 pm
1 stop11h 10m
New York LaGuardia
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$141
OaklandProvidence
OAK Oakland - PVD Providence-TFGreen
OAKPVD
Oakland
Mon 10/19
11:55 pm-4:15 pm
1 stop13h 20m
Providence-TFGreen
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$144
OaklandNew York
OAK Oakland - JFK New York John F Kennedy Intl
OAKJFK
Oakland
Mon 11/2
6:12 pm-6:22 am
1 stop9h 10m
New York John F Kennedy Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$149
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Thu 12/3
7:45 pm-7:55 am
2 stops9h 10m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$175
Quickest round-trip
OaklandNew York
OAK Oakland - LGA New York LaGuardia
OAKLGA
Oakland
Wed 1/13
9:15 am-6:55 pm
1 stop6h 40m
New York LaGuardia
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$175
OaklandNew York
OAK Oakland - JFK New York John F Kennedy Intl
OAKJFK
Oakland
Sat 10/24
12:41 pm-11:40 pm
1 stop7h 59m
New York John F Kennedy Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$180
OaklandNew York
OAK Oakland - JFK New York John F Kennedy Intl
OAKJFK
Oakland
Sat 11/7
7:52 pm-7:25 am
1 stop8h 33m
New York John F Kennedy Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$180
OaklandNew York
OAK Oakland - JFK New York John F Kennedy Intl
OAKJFK
Oakland
Tue 11/10
6:12 pm-6:22 am
1 stop9h 10m
New York John F Kennedy Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$180
OaklandNew York
OAK Oakland - LGA New York LaGuardia
OAKLGA
Oakland
Wed 10/21
11:50 am-10:50 pm
1 stop8h 00m
New York LaGuardia
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$180
OaklandNew York
OAK Oakland - LGA New York LaGuardia
OAKLGA
Oakland
Thu 11/12
11:50 pm-12:40 pm
1 stop9h 50m
New York LaGuardia
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$180
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-PVD
OAK-BDL
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-JFK
OAK-PVD
OAK-BDL
How much does it cost to fly round-trip from Oakland, California to Connecticut?
Airfare is below average for this route at the moment.
Oakland, California to Connecticut flights typically cost between $471 and $542 in November.The cheapest round-trip price found within the last 5 days was $332 on Southwest (Nov 25-Dec 2).
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 September 22, 2026.
Read through reviews of airlines operating flights from Oakland to Connecticut, such as Southwest. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Oakland to Connecticut
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Connecticut by adding a car rental and/or hotel reservation to your travel itinerary.
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 September 22, 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 airline flying from Oakland to Connecticut
Discover the top airline 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 7,457,451 searches. Data last updated September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$387 | Average$517 | FlexibilityNo cancel fee | On-time63% |