$287+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — OGG
Aug 8 — Aug 151
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Maui with Cheapflights
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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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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 July 9, 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 July 9, 2026.
This American Airlines deal was found by Cheapflights users on 7/6. 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.
Sat 10/317:00 am
MSN
- OGG
1 stop12h 14m
American Airlines
Tue 11/1011:00 pm
OGG
- MSN
1 stop11h 24m
American Airlines
Deal found 7/6![American Airlines logo]()
$574
This United Airlines deal was found by Cheapflights users on 7/6. 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 9/15:00 am
MSN
- OGG
2 stops15h 05m
United Airlines
Tue 9/158:00 pm
OGG
- MSN
1 stop12h 13m
United Airlines
Deal found 7/6![United Airlines logo]()
$580
This American Airlines deal was found by Cheapflights users on 7/6. 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 9/111:29 am
MSN
- OGG
2 stops14h 50m
American Airlines
Tue 9/151:19 pm
OGG
- MSN
2 stops16h 32m
American Airlines
Deal found 7/6![American Airlines logo]()
$585
This American Airlines deal was found by Cheapflights users on 7/6. 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 10/277:55 am
MSN
- OGG
1 stop11h 42m
American Airlines
Sun 11/111:00 pm
OGG
- MSN
1 stop11h 24m
American Airlines
Deal found 7/6![American Airlines logo]()
$621
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/309:10 am
MSN
- OGG
2 stops17h 14m
American Airlines
Sun 9/610:00 pm
OGG
- MSN
1 stop10h 56m
American Airlines
Deal found 7/7![American Airlines logo]()
$627
This American Airlines deal was found by Cheapflights users on 7/8. 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 9/162:40 pm
MSN
- OGG
1 stop28h 49m
American Airlines
Wed 9/2310:00 pm
OGG
- MSN
1 stop11h 00m
American Airlines
Deal found 7/8![American Airlines logo]()
$631
This Delta deal was found by Cheapflights users on 7/6. 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 10/276:00 am
MSN
- OGG
2 stops16h 59m
Delta
Sun 11/19:14 pm
OGG
- MSN
2 stops12h 57m
Delta
Deal found 7/6![Delta logo]()
$632
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Sat 10/245:00 am
MSN
- OGG
2 stops12h 37m
United Airlines
Sat 10/318:30 pm
OGG
- MSN
2 stops14h 30m
United Airlines
Deal found 7/6![United Airlines logo]()
$635
This American Airlines deal was found by Cheapflights users on 7/8. 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 9/162:40 pm
MSN
- OGG
1 stop28h 49m
American Airlines
Thu 9/241:19 pm
OGG
- MSN
2 stops13h 55m
American Airlines
Deal found 7/8![American Airlines logo]()
$637
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 July 9, 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 July 9, 2026.
This Delta deal was found by Cheapflights users on 7/8. 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 1/55:45 am
MSN
- OGG
1 stop13h 07m
Delta
Tue 1/125:10 pm
OGG
- MSN
2 stops19h 24m
Delta
Deal found 7/8![Delta logo]()
$580
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Sat 10/3110:40 am
MSN
- OGG
2 stops13h 42m
United Airlines
Tue 11/108:30 pm
OGG
- MSN
2 stops13h 20m
United Airlines
Deal found 7/6![United Airlines logo]()
$585
This American Airlines deal was found by Cheapflights users on 7/7. 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 9/162:40 pm
MSN
- OGG
1 stop28h 49m
American Airlines
Thu 9/241:19 pm
OGG
- MSN
2 stops13h 55m
American Airlines
Deal found 7/7![American Airlines logo]()
$637
This United Airlines deal was found by Cheapflights users on 7/6. 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 10/2710:40 am
MSN
- OGG
2 stops13h 42m
United Airlines
Sun 11/18:30 pm
OGG
- MSN
2 stops14h 30m
United Airlines
Deal found 7/6![United Airlines logo]()
$632
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Sat 10/248:50 am
MSN
- OGG
1 stop11h 15m
United Airlines
Sat 10/315:10 pm
OGG
- MSN
1 stop12h 34m
United Airlines
Deal found 7/6![United Airlines logo]()
$668
This United Airlines deal was found by Cheapflights users on 7/5. 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 1/55:00 am
MSN
- OGG
2 stops15h 53m
United Airlines
Tue 1/122:25 pm
OGG
- MSN
3 stops20h 35m
United Airlines
Deal found 7/5![United Airlines logo]()
$740
This United Airlines deal was found by Cheapflights users on 7/7. 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 8/258:37 am
MSN
- OGG
1 stop11h 28m
United Airlines
Sat 8/297:00 am
OGG
- MSN
2 stops32h 53m
United Airlines
Deal found 7/7![United Airlines logo]()
$792
Last-minute flights from Madison to MauiDiscover last-minute flight deals from Madison to Maui. Data last updated July 9, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Maui. Data last updated July 9, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/8. 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 7/95:00 am
MSN
- OGG
2 stops13h 43m
United Airlines
Sun 7/129:59 pm
OGG
- MSN
2 stops12h 06m
United Airlines
Deal found 7/8![United Airlines logo]()
$794
This American Airlines deal was found by Cheapflights users on 7/8. 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 7/911:23 am
MSN
- OGG
2 stops15h 01m
American Airlines
Sun 7/1210:54 pm
OGG
- MSN
1 stop10h 08m
American Airlines
Deal found 7/8![American Airlines logo]()
$816
This American Airlines deal was found by Cheapflights users on 7/8. 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 7/1011:23 am
MSN
- OGG
2 stops15h 01m
American Airlines
Sun 7/1210:54 pm
OGG
- MSN
1 stop10h 08m
American Airlines
Deal found 7/8![American Airlines logo]()
$862
This American Airlines deal was found by Cheapflights users on 7/4. 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 7/192:42 pm
MSN
- OGG
1 stop26h 24m
American Airlines
Thu 7/239:45 pm
OGG
- MSN
2 stops13h 43m
American Airlines
Deal found 7/4![American Airlines logo]()
$839
This United Airlines deal was found by Cheapflights users on 7/8. 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 8/258:37 am
MSN
- OGG
1 stop11h 28m
United Airlines
Sat 8/297:00 am
OGG
- MSN
2 stops32h 53m
United Airlines
Deal found 7/8![United Airlines logo]()
$792
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/309:10 am
MSN
- OGG
2 stops17h 14m
American Airlines
Sun 9/610:00 pm
OGG
- MSN
1 stop10h 56m
American Airlines
Deal found 7/7![American Airlines logo]()
$627
This United Airlines deal was found by Cheapflights users on 7/7. 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.
Sun 8/308:44 am
MSN
- OGG
1 stop11h 21m
United Airlines
Sun 9/68:00 pm
OGG
- MSN
1 stop19h 39m
United Airlines
Deal found 7/7![United Airlines logo]()
$833
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 July 9, 2026.
Search for one-way flight options from Madison to Maui. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
This United Airlines deal was found by Cheapflights users on 7/4. 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 12/88:30 am
MSN
- OGG
1 stop12h 07m
United Airlines
Deal found 7/4![United Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 7/4. 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 12/66:15 am
MSN
- OGG
2 stops16h 31m
Delta
Deal found 7/4![Delta logo]()
$293
This Priceline deal was found by Cheapflights users on 7/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:00 am
MSN
- OGG
2 stops16h 58m
Alaska Airlines
Deal found 7/6![Alaska Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Fri 7/3112:30 pm
MSN
- OGG
2 stops14h 14m
United Airlines
Deal found 7/8![United Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 7/6. 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 10/18:50 am
MSN
- OGG
1 stop11h 15m
United Airlines
Deal found 7/6![United Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 7/4. 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 12/810:30 am
MSN
- OGG
3 stops31h 30m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$605
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Sun 12/64:40 pm
MSN
- OGG
3 stops49h 20m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$812
This Kiwi.com deal was found by Cheapflights users on 7/4. 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.
Sun 12/134:40 pm
MSN
- OGG
3 stops47h 45m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$854
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 10/17:05 am
MSN
- OGG
3 stops44h 09m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$901
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 7/319:10 am
MSN
- OGG
3 stops41h 40m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$962
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 July 9, 2026.
Round-trip from | $574 (American Airlines) |
|---|---|
One-way from | $368 (Priceline) |
Popular in | May |
Cheapest in | September |
Average price | $856 |
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 July 9, 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
Tue 1/5
5:45 am-2:52 pm
1 stop13h 07m
Kahului
Tue 1/12
5:10 pm-4:34 pm
2 stops19h 24m
$580
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Sat 10/31
10:40 am-7:22 pm
2 stops13h 42m
Kahului
Tue 11/10
8:30 pm-1:50 pm
2 stops13h 20m
$585
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Tue 10/27
10:40 am-7:22 pm
2 stops13h 42m
Kahului
Sun 11/1
8:30 pm-3:00 pm
2 stops14h 30m
$632
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Wed 9/16
2:40 pm-2:29 pm
1 stop28h 49m
Kahului
Thu 9/24
1:19 pm-8:14 am
2 stops13h 55m
$637
Quickest round-trip
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Sat 10/24
8:50 am-3:05 pm
1 stop11h 15m
Kahului
Sat 10/31
5:10 pm-10:44 am
1 stop12h 34m
$668
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Tue 1/5
5:00 am-4:53 pm
2 stops15h 53m
Kahului
Tue 1/12
2:25 pm-3:00 pm
3 stops20h 35m
$740
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Tue 8/25
8:37 am-3:05 pm
1 stop11h 28m
Kahului
Sat 8/29
7:00 am-8:53 pm
2 stops32h 53m
$792
Cheapest one-way
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Tue 12/8
8:30 am-4:37 pm
1 stop12h 07m
$287
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Tue 12/8
7:35 am-3:32 pm
1 stop11h 57m
$287
MadisonKahului
MSN - OGG
MSNOGG
Madison Truax Field
Sun 12/6
6:15 am-6:46 pm
2 stops16h 31m
$293
Showing 1-10 of 14 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 $856). 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 July 9, 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.
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Reviews
1 / 20
6.0
GoodROHIT,Jun 2026
IND - EWR
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Reviews
1 / 20
6.0
GoodROHIT,Jun 2026
IND - EWR
Boarding
7.7
Entertainment
7.1
Overall
7.4
Comfort
7.3
Crew
8.1
Food
6.7
Reviews
1 / 20
6.0
GoodROHIT,Jun 2026
IND - 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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Alternative routes for Madison to Maui
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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 July 9, 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 July 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$509 | Average$701 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$541 | Average$802 | FlexibilityNo cancel fee | On-time71% |