$388+ Cheap flights from Madison (MSN) to Maui
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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — OGG
Jun 22 — Jun 291
Round-trip
1 adult, Economy
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Best
Last-minute
One-way
Cheapest flights from Madison to MauiExplore the most affordable flight options available from Madison to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2026.
Explore the most affordable flight options available from Madison to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:56 am
MSN
- OGG
1 stop12h 59m
American Airlines
Wed 9/239:32 pm
OGG
- MSN
1 stop11h 33m
American Airlines
Deal found 5/19![American Airlines logo]()
$554
This American Airlines deal was found by Cheapflights users on 5/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:00 am
MSN
- OGG
2 stops16h 35m
American Airlines
Mon 12/1410:15 pm
OGG
- MSN
2 stops14h 43m
American Airlines
Deal found 5/18![American Airlines logo]()
$565
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.
Wed 6/176:00 am
MSN
- OGG
2 stops12h 58m
Delta
Tue 6/239:13 pm
OGG
- MSN
2 stops15h 39m
Delta
Deal found 5/19![Delta logo]()
$633
Best flights from Madison to MauiDiscover carefully curated flight deals from Madison to Maui that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 23, 2026.
Discover carefully curated flight deals from Madison to Maui that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 23, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:56 am
MSN
- OGG
1 stop12h 59m
American Airlines
Wed 9/239:32 pm
OGG
- MSN
1 stop11h 33m
American Airlines
Deal found 5/19![American Airlines logo]()
$554
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.
Wed 6/176:00 am
MSN
- OGG
2 stops12h 58m
Delta
Tue 6/239:13 pm
OGG
- MSN
2 stops15h 39m
Delta
Deal found 5/19![Delta logo]()
$633
This United Airlines deal was found by Cheapflights users on 5/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:50 am
MSN
- OGG
1 stop11h 15m
United Airlines
Tue 8/118:00 pm
OGG
- MSN
1 stop12h 13m
United Airlines
Deal found 5/18![United Airlines logo]()
$800
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:31 am
MSN
- OGG
2 stops14h 21m
Alaska Airlines
Sat 10/249:29 pm
OGG
- MSN
2 stops17h 21m
Alaska Airlines
Deal found 5/20![Alaska Airlines logo]()
$809
This American Airlines deal was found by Cheapflights users on 5/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/411:23 am
MSN
- OGG
2 stops15h 01m
American Airlines
Tue 8/1110:00 pm
OGG
- MSN
1 stop17h 48m
American Airlines
Deal found 5/18![American Airlines logo]()
$679
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 8/256:05 am
MSN
- OGG
2 stops16h 47m
Delta
Sat 8/2912:55 pm
OGG
- MSN
2 stops14h 57m
Delta
Deal found 5/20![Delta logo]()
$770
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:08 pm
MSN
- OGG
2 stops13h 37m
Alaska Airlines
Wed 6/1011:01 am
OGG
- MSN
2 stops15h 44m
Alaska Airlines
Deal found 5/20![Alaska Airlines logo]()
$878
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/511:23 am
MSN
- OGG
2 stops14h 59m
American Airlines
Tue 6/910:52 pm
OGG
- MSN
1 stop10h 07m
American Airlines
Deal found 5/21![American Airlines logo]()
$810
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.
Mon 6/296:00 am
MSN
- OGG
2 stops12h 58m
Delta
Mon 7/69:40 pm
OGG
- MSN
2 stops14h 51m
Delta
Deal found 5/19![Delta logo]()
$821
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/218:00 am
MSN
- OGG
1 stop11h 19m
American Airlines
Sun 6/2810:52 pm
OGG
- MSN
1 stop10h 07m
American Airlines
Deal found 5/22![American Airlines logo]()
$826
Last-minute flights from Madison to MauiDiscover last-minute flight deals from Madison to Maui. Data last updated May 23, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Maui. Data last updated May 23, 2026 and is based on user searches.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:00 am
MSN
- OGG
1 stop11h 07m
American Airlines
Mon 6/19:10 pm
OGG
- MSN
1 stop11h 49m
American Airlines
Deal found 5/21![American Airlines logo]()
$690
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:50 am
MSN
- OGG
1 stop11h 15m
United Airlines
Mon 6/18:00 pm
OGG
- MSN
2 stops13h 57m
United Airlines
Deal found 5/21![United Airlines logo]()
$696
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:00 am
MSN
- OGG
1 stop11h 19m
American Airlines
Tue 6/99:13 pm
OGG
- MSN
1 stop11h 46m
American Airlines
Deal found 5/21![American Airlines logo]()
$805
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.
Wed 6/176:00 am
MSN
- OGG
2 stops12h 58m
Delta
Tue 6/239:13 pm
OGG
- MSN
2 stops15h 39m
Delta
Deal found 5/19![Delta logo]()
$633
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1711:23 am
MSN
- OGG
2 stops14h 59m
American Airlines
Tue 6/2310:52 pm
OGG
- MSN
1 stop17h 50m
American Airlines
Deal found 5/19![American Airlines logo]()
$742
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/218:00 am
MSN
- OGG
1 stop11h 19m
American Airlines
Sun 6/2810:52 pm
OGG
- MSN
1 stop10h 07m
American Airlines
Deal found 5/22![American Airlines logo]()
$826
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.
Mon 6/296:00 am
MSN
- OGG
2 stops12h 58m
Delta
Mon 7/69:40 pm
OGG
- MSN
2 stops14h 51m
Delta
Deal found 5/19![Delta logo]()
$821
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/298:00 am
MSN
- OGG
1 stop11h 19m
American Airlines
Mon 7/610:54 pm
OGG
- MSN
1 stop17h 44m
American Airlines
Deal found 5/19![American Airlines logo]()
$872
One-way flights from Madison to MauiSearch for one-way flight options from Madison to Maui. Find affordable one-way fares based on user searches. Data last updated May 23, 2026.
Search for one-way flight options from Madison to Maui. Find affordable one-way fares based on user searches. Data last updated May 23, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:23 am
MSN
- OGG
2 stops14h 59m
American Airlines
Deal found 5/22![American Airlines logo]()
$388
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/248:50 am
MSN
- OGG
1 stop11h 15m
United Airlines
Deal found 5/21![United Airlines logo]()
$414
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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.
Wed 6/248:00 am
MSN
- OGG
2 stops19h 07m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$431
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.
Wed 6/241:31 pm
MSN
- OGG
3 stops37h 19m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$661
Find flight deals from Madison to Maui
Keep the following information in mind while searching for Madison to Maui flight deals. Data was last updated May 23, 2026.
Round-trip from | $554 (American Airlines) |
|---|---|
One-way from | $388 (American Airlines) |
Popular in | May |
Cheapest in | September |
Average price | $1,305 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Maui 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 23, 2026.
Use the filters below to find and compare flights from Madison to Maui that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Wed 9/16
5:56 am-1:55 pm
1 stop12h 59m
Kahului
Wed 9/23
9:32 pm-2:05 pm
1 stop11h 33m
$554
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Wed 6/17
6:00 am-1:58 pm
2 stops12h 58m
Kahului
Tue 6/23
9:13 pm-5:52 pm
2 stops15h 39m
$633
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Tue 8/4
11:23 am-9:24 pm
2 stops15h 01m
Kahului
Tue 8/11
10:00 pm-8:48 pm
1 stop17h 48m
$679
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Tue 8/25
6:05 am-5:52 pm
2 stops16h 47m
Kahului
Sat 8/29
12:55 pm-8:52 am
2 stops14h 57m
$770
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Tue 8/4
8:50 am-3:05 pm
1 stop11h 15m
Kahului
Tue 8/11
8:00 pm-1:13 pm
1 stop12h 13m
$800
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Sat 10/17
11:31 am-8:52 pm
2 stops14h 21m
Kahului
Sat 10/24
9:29 pm-7:50 pm
2 stops17h 21m
$809
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Fri 6/5
11:23 am-9:22 pm
2 stops14h 59m
Kahului
Tue 6/9
10:52 pm-1:59 pm
1 stop10h 07m
$810
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Mon 6/29
6:00 am-1:58 pm
2 stops12h 58m
Kahului
Mon 7/6
9:40 pm-5:31 pm
2 stops14h 51m
$821
Quickest round-trip
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Sun 6/21
8:00 am-2:19 pm
1 stop11h 19m
Kahului
Sun 6/28
10:52 pm-1:59 pm
1 stop10h 07m
$826
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Thu 6/4
12:08 pm-8:45 pm
2 stops13h 37m
Kahului
Wed 6/10
11:01 am-7:45 am
2 stops15h 44m
$878
Showing 1-10 of 12 resultsSorted by cheapest first
Best time to book a flight from Madison to Maui
Have a flexible travel schedule? Discover the best time to fly to Maui from Madison with our price prediction graph.
MSN-OGG
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 Madison to Maui
MSN-zzFUK
MSN-OGG
What is the cheapest month to book a flight from Madison to Maui?
Currently, April is the cheapest month in which you can book a flight from Madison to Maui (average of $351). Flying from Madison to Maui in July is currently the most expensive (average of $848). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Maui
Get insights into the airlines that provide service to Maui. 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 Maui. Reviews last updated May 23, 2026.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Madison to Maui to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Boarding
7.7
Food
6.6
Crew
8.1
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Comfort
7.3
Boarding
7.7
Food
6.6
Crew
8.1
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Comfort
7.3
Boarding
7.7
Food
6.6
Crew
8.1
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Related info for your journey
Find useful and relevant information for your journey from Madison to Maui. 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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Complete your trip
Complete your trip to Maui by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Madison to Maui, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Madison and Maui flights
Browse other Madison and Maui flight options. Last updated on May 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Madison to Maui
Discover the top 2 airlines that operate flights from Madison to Maui. 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 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$527 | Average$731 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$541 | Average$802 | FlexibilityNo cancel fee | On-time71% |