$309+ Cheap flights from Madison to Oakland, CA (MSN - OAK)
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — OAK
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Oakland 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
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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 Madison to Oakland
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Cheapest flights from Madison to OaklandExplore the most affordable flight options available from Madison to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Madison to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/810:59 am -
2 stops15h 04m
Sat 12/125:55 am -
2 stops13h 35m
Deal found 9/14![Delta logo]()
$540
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/810:59 am -
2 stops15h 04m
Sun 12/135:55 am -
2 stops9h 49m
Deal found 9/14![Delta logo]()
$586
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/1010:59 am -
2 stops15h 04m
Sun 12/135:55 am -
2 stops9h 49m
Deal found 9/14![Delta logo]()
$625
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/299:02 am -
2 stops9h 18m
Sat 10/312:39 pm -
2 stops7h 55m
Deal found 9/14![Delta logo]()
$649
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/106:32 am -
2 stops19h 31m
Sat 12/1212:34 pm -
2 stops19h 45m
Deal found 9/14![Delta logo]()
$669
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/201:24 pm -
2 stops12h 31m
Fri 11/2712:41 pm -
2 stops19h 38m
Deal found 9/13![Delta logo]()
$690
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/1910:59 am -
2 stops14h 56m
Tue 12/15:55 am -
2 stops11h 21m
Deal found 9/15![Delta logo]()
$703
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 11/217:49 pm -
2 stops18h 12m
Fri 11/2712:41 pm -
2 stops28h 26m
Deal found 9/12![Delta logo]()
$797
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/201:24 pm -
2 stops12h 31m
Tue 12/15:55 am -
2 stops11h 21m
Deal found 9/15![Delta logo]()
$919
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/216:00 am -
2 stops8h 01m
Mon 10/2612:41 pm -
2 stops8h 16m
Deal found 9/15![Delta logo]()
$929
Best flights from Madison to OaklandDiscover carefully curated flight deals from Madison to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Madison to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/1010:59 am -
2 stops15h 04m
Sun 12/135:55 am -
2 stops9h 49m
Deal found 9/14![Delta logo]()
$625
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/299:02 am -
2 stops9h 18m
Sat 10/312:39 pm -
2 stops7h 55m
Deal found 9/14![Delta logo]()
$649
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/1910:59 am -
2 stops14h 56m
Tue 12/15:55 am -
2 stops11h 21m
Deal found 9/15![Delta logo]()
$703
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 11/217:49 pm -
2 stops18h 12m
Fri 11/2712:41 pm -
2 stops28h 26m
Deal found 9/12![Delta logo]()
$797
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/217:49 pm -
2 stops18h 12m
Tue 12/15:55 am -
2 stops11h 21m
Deal found 9/15![Delta logo]()
$797
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 12/161:26 pm -
2 stops12h 37m
Sun 1/171:15 pm -
2 stops7h 40m
Deal found 9/15![Delta logo]()
$919
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/11:26 pm -
2 stops12h 37m
Thu 12/315:56 am -
2 stops8h 30m
Deal found 9/14![Delta logo]()
$1,039
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/211:29 pm -
2 stops12h 27m
Sun 10/256:00 am -
2 stops9h 18m
Deal found 9/15![Delta logo]()
$1,089
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:30 pm -
2 stops12h 29m
Fri 10/26:00 am -
2 stops9h 57m
Deal found 9/12![Delta logo]()
$1,382
Last-minute flights from Madison to OaklandDiscover last-minute flight deals from Madison to Oakland. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Oakland. Data last updated September 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 9/171:30 pm -
2 stops12h 29m
Sat 9/196:00 am -
2 stops13h 30m
Deal found 9/11![Delta logo]()
$949
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 9/171:30 pm -
2 stops12h 29m
Sun 9/2012:29 pm -
2 stops18h 23m
Deal found 9/11![Delta logo]()
$1,057
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:00 am -
2 stops7h 59m
Sun 9/206:00 am -
2 stops9h 57m
Deal found 9/11![Delta logo]()
$2,844
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 9/226:00 am -
2 stops7h 59m
Thu 9/2412:39 pm -
2 stops8h 22m
Deal found 9/15![Delta logo]()
$1,255
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:30 pm -
2 stops12h 29m
Fri 10/26:00 am -
2 stops9h 57m
Deal found 9/12![Delta logo]()
$1,382
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/299:02 am -
2 stops9h 18m
Sat 10/312:39 pm -
2 stops7h 55m
Deal found 9/14![Delta logo]()
$649
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:00 am -
2 stops8h 01m
Sat 10/176:00 am -
2 stops9h 07m
Deal found 9/16![Delta logo]()
$1,647
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/126:00 am -
2 stops8h 01m
Fri 10/1612:41 pm -
2 stops8h 16m
Deal found 9/15![Delta logo]()
$1,029
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/126:00 am -
2 stops8h 01m
Tue 10/1312:41 pm -
2 stops8h 16m
Deal found 9/14![Delta logo]()
$1,049
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/123:00 pm -
2 stops10h 56m
Sat 10/176:00 am -
2 stops9h 07m
Deal found 9/16![Delta logo]()
$2,387
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/216:00 am -
2 stops8h 01m
Mon 10/2612:41 pm -
2 stops8h 16m
Deal found 9/15![Delta logo]()
$929
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/211:29 pm -
2 stops12h 27m
Sun 10/256:00 am -
2 stops9h 18m
Deal found 9/15![Delta logo]()
$1,089
One-way flights from Madison to OaklandSearch for one-way flight options from Madison to Oakland. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Madison to Oakland. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/2010:30 am -
2 stops55h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 11/201:24 pm -
2 stops12h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Delta logo]()
$468
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/136:00 am -
2 stops19h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/126:00 am -
2 stops19h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$594
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/193:00 pm -
2 stops10h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$684
Find flight deals from Madison to Oakland
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Oakland (OAK). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $540 (Delta) |
One-way from | $309 (Kiwi.com) |
Popular in | March |
Cheapest in | April |
Average price | $439 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Oakland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from Madison to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Tue 10/20
10:30 am-4:25 pm
2 stops55h 55m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$309
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Fri 11/20
1:24 pm-11:55 pm
2 stops12h 31m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$468
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Tue 10/13
6:00 am-11:56 pm
2 stops19h 56m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$493
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Sat 11/21
2:40 pm-12:01 pm
2 stops23h 21m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$517
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Mon 10/12
6:00 am-11:56 pm
2 stops19h 56m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$594
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Thu 12/10
10:59 am-12:03 am
2 stops15h 04m
Oakland
Sun 12/13
5:55 am-5:44 pm
2 stops9h 49m
$625
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Tue 9/29
9:02 am-4:20 pm
2 stops9h 18m
Oakland
Sat 10/3
12:39 pm-10:34 pm
2 stops7h 55m
$649
Quickest round-trip
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Mon 10/19
3:00 pm-11:56 pm
2 stops10h 56m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$684
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Thu 11/19
10:59 am-11:55 pm
2 stops14h 56m
Oakland
Tue 12/1
5:55 am-7:16 pm
2 stops11h 21m
$703
MadisonOakland
MSN Madison Truax Field - OAK Oakland
MSNOAK
Madison Truax Field
Sat 11/21
7:49 pm-12:01 pm
2 stops18h 12m
Oakland
Fri 11/27
12:41 pm-7:07 pm
2 stops28h 26m
$797
Showing 1-10 of 15 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Madison-Oakland, California flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Oakland, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Oakland, California flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-Oakland, California flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Oakland, California flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Madison to Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from Madison with our price prediction graph.
MSN-OAK
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Related info for your journey
Find useful and relevant information for your journey from Madison to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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