$134+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
Nov 22 — Nov 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 October 23, 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 October 23, 2026.
This Southwest deal was found by Cheapflights users on 10/21. 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 12/17:50 pm -
2 stops9h 05m
Mon 12/76:25 pm -
1 stop8h 10m
Deal found 10/21![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 10/22. 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.
Tue 12/17:50 pm -
2 stops9h 05m
Tue 12/85:40 am -
2 stops10h 15m
Deal found 10/22![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 10/22. 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 12/25:55 am -
2 stops12h 20m
Tue 12/81:30 pm -
2 stops13h 33m
Deal found 10/22![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 10/22. 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.
Thu 12/35:55 am -
2 stops11h 40m
Tue 12/85:17 am -
2 stops9h 37m
Deal found 10/22![Delta logo]()
$313
This Southwest deal was found by Cheapflights users on 10/22. 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.
Mon 11/96:30 pm -
2 stops10h 25m
Fri 11/136:40 pm -
1 stop9h 00m
Deal found 10/22![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 10/22. 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.
Thu 12/35:55 am -
2 stops11h 40m
Mon 12/71:28 pm -
2 stops13h 35m
Deal found 10/22![Delta logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:28 pm -
1 stop14h 47m
Tue 12/88:00 am -
1 stop30h 33m
Deal found 10/22![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:28 pm -
2 stops31h 40m
Sun 12/65:51 pm -
1 stop20h 42m
Deal found 10/22![Multiple Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 10/22. 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.
Tue 12/15:55 am -
2 stops12h 20m
Wed 12/92:59 pm -
2 stops12h 04m
Deal found 10/22![Delta logo]()
$339
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 October 23, 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 October 23, 2026.
This Southwest deal was found by Cheapflights users on 10/21. 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 12/17:50 pm -
2 stops9h 05m
Mon 12/75:40 am -
2 stops11h 20m
Deal found 10/21![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 10/23. 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.
Mon 11/95:00 pm -
2 stops14h 34m
Sat 11/142:48 pm -
2 stops10h 14m
Deal found 10/23![Delta logo]()
$386
This Southwest deal was found by Cheapflights users on 10/23. 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 11/69:30 pm -
2 stops10h 45m
Mon 11/96:40 pm -
1 stop9h 00m
Deal found 10/23![Southwest logo]()
$447
This Southwest deal was found by Cheapflights users on 10/20. 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.
Thu 11/510:35 am -
2 stops10h 15m
Mon 11/96:40 pm -
1 stop9h 00m
Deal found 10/20![Southwest logo]()
$481
Last-minute flights from Oakland to ConnecticutDiscover last-minute flight deals from Oakland to Connecticut. Data last updated October 23, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Connecticut. Data last updated October 23, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/23. 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 11/611:50 pm -
1 stop8h 25m
Mon 11/96:40 pm -
1 stop9h 00m
Deal found 10/23![Southwest logo]()
$442
This Southwest deal was found by Cheapflights users on 10/22. 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.
Mon 11/96:30 pm -
2 stops10h 25m
Fri 11/136:40 pm -
1 stop9h 00m
Deal found 10/22![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 10/21. 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.
Mon 11/95:00 pm -
2 stops14h 34m
Sat 11/142:48 pm -
2 stops10h 14m
Deal found 10/21![Delta logo]()
$386
This Delta deal was found by Cheapflights users on 10/22. 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.
Tue 11/105:00 pm -
2 stops14h 34m
Sat 11/142:48 pm -
2 stops10h 14m
Deal found 10/22![Delta logo]()
$377
This Southwest deal was found by Cheapflights users on 10/22. 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.
Tue 11/107:40 pm -
2 stops9h 15m
Sat 11/147:40 am -
1 stop10h 55m
Deal found 10/22![Southwest logo]()
$438
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Thu 11/1210:18 am -
1 stop16h 57m
Sat 11/147:00 am -
2 stops29h 23m
Deal found 10/20![Multiple Airlines logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3011:24 am -
1 stop29h 35m
Tue 12/88:00 am -
1 stop30h 33m
Deal found 10/22![Multiple Airlines logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3011:24 am -
1 stop29h 35m
Sun 12/65:51 pm -
1 stop20h 42m
Deal found 10/22![Multiple Airlines logo]()
$448
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 October 23, 2026.
Search for one-way flight options from Oakland to Connecticut. Find affordable one-way fares based on user searches. Data last updated October 23, 2026.
This Southwest deal was found by Cheapflights users on 10/21. 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 2/2210:25 am -
2 stops10h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$134
This Delta deal was found by Cheapflights users on 10/20. 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 12/85:55 am -
2 stops12h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Delta logo]()
$154
This Delta deal was found by Cheapflights users on 10/20. 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 12/75:07 pm -
2 stops14h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Delta logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Thu 12/1012:28 pm -
1 stop14h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:55 pm -
1 stop9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$196
This Southwest deal was found by Cheapflights users on 10/19. 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 1/57:40 pm -
2 stops9h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Southwest logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Mon 2/2210:58 pm -
1 stop18h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/410:34 pm -
1 stop18h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Tue 1/59:25 pm -
3 stops46h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$239
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 October 23, 2026.
Round-trip from | $268 (Southwest) |
|---|---|
One-way from | $134 (Southwest) |
Popular in | July |
Cheapest in | January |
Average price | $568 |
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 October 23, 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 Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Mon 12/7
5:07 pm-10:26 am
2 stops14h 19m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$160
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Tue 1/5
7:40 pm-7:55 am
2 stops9h 15m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$203
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Mon 2/22
10:58 pm-10:33 pm
3 stops20h 35m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$241
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Fri 12/18
5:50 am-10:20 pm
1 stop13h 30m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$247
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Thu 12/10
7:45 pm-7:50 am
2 stops9h 05m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$247
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Mon 1/4
6:30 pm-7:55 am
2 stops10h 25m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$247
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Wed 11/18
5:55 am-11:41 pm
2 stops14h 46m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$251
Quickest round-trip
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Wed 11/25
11:50 pm-10:45 am
1 stop7h 55m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$252
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Sat 11/21
7:35 pm-7:50 am
2 stops9h 15m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$257
OaklandHartford
OAK Oakland - BDL Hartford Bradley Intl
OAKBDL
Oakland
Tue 12/1
7:50 pm-7:55 am
2 stops9h 05m
Hartford Bradley Intl
Mon 12/7
5:40 am-2:00 pm
2 stops11h 20m
$274
Showing 1-10 of 13 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-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-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 $461 and $629 in December.The cheapest round-trip price found within the last 5 days was $268 on Southwest (Dec 1-Dec 7).
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 October 23, 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.
Entertainment
7.4
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.4
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
7.9
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 October 23, 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 October 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$387 | Average$539 | FlexibilityNo cancel fee | On-time63% |