$343+ Cheap flights from Oakland, CA to Madison (OAK - MSN)
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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MSN
Jun 21 — Jun 281
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Madison 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 Oakland to Madison
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Best
Last-minute
One-way
Cheapest flights from Oakland to MadisonExplore the most affordable flight options available from Oakland to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.
Explore the most affordable flight options available from Oakland to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.
This Delta deal was found by Cheapflights users on 5/17. 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 9/235:55 am
OAK
- MSN
2 stops9h 09m
Delta
Mon 9/282:40 pm
MSN
- OAK
2 stops11h 09m
Delta
Deal found 5/17![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 5/21. 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.
Thu 7/95:05 pm
OAK
- MSN
2 stops13h 47m
Delta
Tue 7/146:00 am
MSN
- OAK
2 stops7h 46m
Delta
Deal found 5/21![Delta logo]()
$535
This Delta deal was found by Cheapflights users on 5/20. 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.
Wed 6/35:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Tue 6/96:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/20![Delta logo]()
$619
This Delta deal was found by Cheapflights users on 5/20. 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 6/25:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Tue 6/91:31 pm
MSN
- OAK
2 stops12h 23m
Delta
Deal found 5/20![Delta logo]()
$678
This Delta deal was found by Cheapflights users on 5/20. 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 7/75:05 pm
OAK
- MSN
2 stops13h 47m
Delta
Thu 7/91:31 pm
MSN
- OAK
2 stops12h 19m
Delta
Deal found 5/20![Delta logo]()
$715
This Delta deal was found by Cheapflights users on 5/21. 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.
Thu 7/1612:30 pm
OAK
- MSN
2 stops8h 30m
Delta
Sun 7/196:00 am
MSN
- OAK
2 stops7h 46m
Delta
Deal found 5/21![Delta logo]()
$737
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:03 pm
OAK
- MSN
2 stops15h 16m
Delta
Wed 6/106:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/20![Delta logo]()
$845
This Delta deal was found by Cheapflights users on 5/17. 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 6/15:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Wed 6/36:29 pm
MSN
- OAK
2 stops7h 28m
Delta
Deal found 5/17![Delta logo]()
$869
This Delta deal was found by Cheapflights users on 5/21. 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.
Fri 7/3112:30 pm
OAK
- MSN
2 stops8h 30m
Delta
Sun 8/26:11 pm
MSN
- OAK
2 stops7h 39m
Delta
Deal found 5/21![Delta logo]()
$877
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 6/95:03 pm
OAK
- MSN
2 stops13h 47m
Delta
Sun 6/146:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/19![Delta logo]()
$889
This Delta deal was found by Cheapflights users on 5/17. 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 6/165:03 pm
OAK
- MSN
2 stops13h 47m
Delta
Sun 6/216:00 am
MSN
- OAK
2 stops7h 53m
Delta
Deal found 5/17![Delta logo]()
$897
Best flights from Oakland to MadisonDiscover carefully curated flight deals from Oakland to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 22, 2026.
Discover carefully curated flight deals from Oakland to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 22, 2026.
This Delta deal was found by Cheapflights users on 5/17. 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 9/235:55 am
OAK
- MSN
2 stops9h 09m
Delta
Mon 9/282:40 pm
MSN
- OAK
2 stops11h 09m
Delta
Deal found 5/17![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 5/21. 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.
Thu 7/95:05 pm
OAK
- MSN
2 stops13h 47m
Delta
Tue 7/146:00 am
MSN
- OAK
2 stops7h 46m
Delta
Deal found 5/21![Delta logo]()
$535
This Delta deal was found by Cheapflights users on 5/20. 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.
Wed 6/35:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Tue 6/96:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/20![Delta logo]()
$619
This Delta deal was found by Cheapflights users on 5/20. 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 6/25:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Tue 6/91:31 pm
MSN
- OAK
2 stops12h 23m
Delta
Deal found 5/20![Delta logo]()
$678
This Delta deal was found by Cheapflights users on 5/21. 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.
Thu 7/1612:30 pm
OAK
- MSN
2 stops8h 30m
Delta
Sun 7/196:00 am
MSN
- OAK
2 stops7h 46m
Delta
Deal found 5/21![Delta logo]()
$737
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3112:30 pm
OAK
- MSN
2 stops8h 30m
Delta
Mon 8/39:06 am
MSN
- OAK
2 stops9h 08m
Delta
Deal found 5/22![Delta logo]()
$737
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:03 pm
OAK
- MSN
2 stops15h 16m
Delta
Wed 6/106:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/20![Delta logo]()
$845
This Delta deal was found by Cheapflights users on 5/17. 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 6/165:03 pm
OAK
- MSN
2 stops13h 47m
Delta
Sun 6/216:00 am
MSN
- OAK
2 stops7h 53m
Delta
Deal found 5/17![Delta logo]()
$897
Last-minute flights from Oakland to MadisonDiscover last-minute flight deals from Oakland to Madison. Data last updated May 22, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Madison. Data last updated May 22, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/21. 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.
Tue 5/266:00 am
OAK
- MSN
2 stops9h 26m
Delta
Thu 5/286:29 pm
MSN
- OAK
2 stops7h 28m
Delta
Deal found 5/21![Delta logo]()
$1,629
This Delta deal was found by Cheapflights users on 5/17. 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 6/15:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Wed 6/36:29 pm
MSN
- OAK
2 stops7h 28m
Delta
Deal found 5/17![Delta logo]()
$869
This Delta deal was found by Cheapflights users on 5/20. 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 6/25:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Tue 6/91:31 pm
MSN
- OAK
2 stops12h 23m
Delta
Deal found 5/20![Delta logo]()
$678
This Delta deal was found by Cheapflights users on 5/20. 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.
Wed 6/35:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Tue 6/96:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/20![Delta logo]()
$619
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:03 pm
OAK
- MSN
2 stops15h 16m
Delta
Wed 6/106:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/20![Delta logo]()
$845
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 6/95:03 pm
OAK
- MSN
2 stops13h 47m
Delta
Sun 6/146:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/19![Delta logo]()
$889
This Delta deal was found by Cheapflights users on 5/19. 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.
Thu 6/1112:33 pm
OAK
- MSN
2 stops8h 29m
Delta
Sun 6/146:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/19![Delta logo]()
$1,270
This Delta deal was found by Cheapflights users on 5/19. 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.
Sat 6/136:00 am
OAK
- MSN
2 stops9h 09m
Delta
Tue 6/166:19 pm
MSN
- OAK
2 stops7h 35m
Delta
Deal found 5/19![Delta logo]()
$1,167
This Delta deal was found by Cheapflights users on 5/17. 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 6/165:03 pm
OAK
- MSN
2 stops13h 47m
Delta
Sun 6/216:00 am
MSN
- OAK
2 stops7h 53m
Delta
Deal found 5/17![Delta logo]()
$897
One-way flights from Oakland to MadisonSearch for one-way flight options from Oakland to Madison. Find affordable one-way fares based on user searches. Data last updated May 22, 2026.
Search for one-way flight options from Oakland to Madison. Find affordable one-way fares based on user searches. Data last updated May 22, 2026.
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 6/236:00 am
OAK
- MSN
2 stops9h 39m
Delta
Deal found 5/19![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:00 am
OAK
- MSN
2 stops9h 26m
Delta
Deal found 5/20![Delta logo]()
$563
This Delta deal was found by Cheapflights users on 5/21. 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.
Fri 6/56:00 am
OAK
- MSN
2 stops9h 26m
Delta
Deal found 5/21![Delta logo]()
$575
This Delta deal was found by Cheapflights users on 5/21. 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.
Sat 6/66:00 am
OAK
- MSN
2 stops9h 37m
Delta
Deal found 5/21![Delta logo]()
$785
This Delta deal was found by Cheapflights users on 5/21. 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.
Sun 6/76:00 am
OAK
- MSN
2 stops9h 52m
Delta
Deal found 5/21![Delta logo]()
$795
This Delta deal was found by Cheapflights users on 5/20. 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.
Thu 6/46:00 am
OAK
- MSN
2 stops9h 26m
Delta
Deal found 5/20![Delta logo]()
$805
This Kiwi.com deal was found by Cheapflights users on 5/19. 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.
Tue 6/236:22 am
OAK
- MSN
3 stops52h 21m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$836
Find flight deals from Oakland to Madison
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Madison (MSN). 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 May 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $473 (Delta) |
One-way from | $343 (Delta) |
Popular in | June |
Cheapest in | November |
Average price | $491 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Madison 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 May 22, 2026.
Use the filters below to find and compare flights from Oakland to Madison that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Wed 9/23
5:55 am-5:04 pm
2 stops9h 09m
Madison Truax Field
Mon 9/28
2:40 pm-11:49 pm
2 stops11h 09m
$473
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Thu 7/9
5:05 pm-8:52 am
2 stops13h 47m
Madison Truax Field
Tue 7/14
6:00 am-11:46 am
2 stops7h 46m
$535
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Wed 6/3
5:05 pm-10:16 am
2 stops15h 11m
Madison Truax Field
Tue 6/9
6:19 pm-11:54 pm
2 stops7h 35m
$619
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Tue 6/2
5:05 pm-10:16 am
2 stops15h 11m
Madison Truax Field
Tue 6/9
1:31 pm-11:54 pm
2 stops12h 23m
$678
Quickest round-trip
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Thu 7/16
12:30 pm-11:00 pm
2 stops8h 30m
Madison Truax Field
Sun 7/19
6:00 am-11:46 am
2 stops7h 46m
$737
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Fri 7/31
12:30 pm-11:00 pm
2 stops8h 30m
Madison Truax Field
Mon 8/3
9:06 am-4:14 pm
2 stops9h 08m
$737
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Mon 6/8
5:03 pm-10:19 am
2 stops15h 16m
Madison Truax Field
Wed 6/10
6:19 pm-11:54 pm
2 stops7h 35m
$845
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Tue 6/16
5:03 pm-8:50 am
2 stops13h 47m
Madison Truax Field
Sun 6/21
6:00 am-11:53 am
2 stops7h 53m
$897
Cheapest one-way
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Tue 6/23
6:00 am-5:39 pm
2 stops9h 39m
$343
Quickest one-way
OaklandMadison
OAK - MSN
OAKMSN
Oakland
Mon 6/1
6:00 am-5:26 pm
2 stops9h 26m
$563
Showing 1-10 of 15 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Oakland, California-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Madison flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Madison 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 Oakland, California-Madison 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 Oakland to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from Oakland with our price prediction graph.
OAK-MSN
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.
Reviews of airlines servicing Madison
Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated May 22, 2026.
Read through reviews of airlines operating flights from Oakland to Madison, such as Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Boarding
8.1
Overall
7.9
Food
7.2
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Comfort
7.8
Boarding
8.1
Overall
7.9
Food
7.2
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentMichael,Sep 2023
SMF - ATL
Related info for your journey
Find useful and relevant information for your journey from Oakland to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsPortage
Sun Prairie
Middleton
Baraboo
Fitchburg
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Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 22, 2026.
Oakland and Madison flights
Browse other Oakland and Madison flight options. Last updated on May 22, 2026.
Other flights from Oakland
Browse through other flights departing from Oakland. Flights are based on user searches made on Cheapflights and were last updated on May 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Oakland to Madison
Discover the top airline that operate flights from Oakland to Madison. 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 May 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$279 | Average$519 | FlexibilityNo cancel fee | On-timeN/A |