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Monterey

$299+ Cheap flights from Madison to Monterey (MSN - MRY)

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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MRY
Jun 17 — Jun 241
Wed 6/17
Wed 6/24
1 adult, Economy
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Cheap flight deals from Madison to Monterey

Cheapest flights from Madison to Monterey
Explore the most affordable flight options available from Madison to Monterey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 18, 2026.

This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/214:10 pm
MSN
-
MRY
1 stop8h 06m
American Airlines
Tue 10/279:53 am
MRY
-
MSN
1 stop8h 41m
American Airlines
Deal found 5/17$349
This American Airlines deal was found by Cheapflights users on 5/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/611:37 am
MSN
-
MRY
2 stops12h 39m
American Airlines
Tue 10/137:29 pm
MRY
-
MSN
2 stops13h 15m
American Airlines
Deal found 5/16$359
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:51 am
MSN
-
MRY
1 stop9h 33m
American Airlines
Tue 10/2012:33 pm
MRY
-
MSN
1 stop7h 46m
American Airlines
Deal found 5/17$379
This United Airlines deal was found by Cheapflights users on 5/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:00 am
MSN
-
MRY
2 stops8h 19m
United Airlines
Tue 10/2710:30 am
MRY
-
MSN
2 stops9h 09m
United Airlines
Deal found 5/14$394
This American Airlines deal was found by Cheapflights users on 5/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:45 am
MSN
-
MRY
1 stop7h 10m
American Airlines
Mon 6/112:45 pm
MRY
-
MSN
1 stop8h 21m
American Airlines
Deal found 5/13$414
This American Airlines deal was found by Cheapflights users on 5/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3011:23 am
MSN
-
MRY
2 stops9h 00m
American Airlines
Wed 6/312:45 pm
MRY
-
MSN
1 stop8h 21m
American Airlines
Deal found 5/14$424
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/132:49 pm
MSN
-
MRY
2 stops9h 07m
United Airlines
Tue 10/2012:00 pm
MRY
-
MSN
2 stops8h 35m
United Airlines
Deal found 5/17$430
This American Airlines deal was found by Cheapflights users on 5/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:40 am
MSN
-
MRY
1 stop6h 26m
American Airlines
Wed 8/1912:36 pm
MRY
-
MSN
1 stop6h 12m
American Airlines
Deal found 5/16$440

Find flight deals from Madison to Monterey

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Monterey (MRY). 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 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$349
(American Airlines)

One-way from

$299
(Kiwi.com)

Popular in

March

Cheapest in

June

Average price

$508
Provider with most accurate pricing for Madison Truax Field-Monterey Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Monterey Regional flights.
Search Deals
From Madison Truax Field to Monterey Regional
Search Deals
One-way flight from Madison Truax Field to Monterey Regional
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($244 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($40 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Monterey 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 18, 2026.
Use the filters below to find and compare flights from Madison to Monterey that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Wed 10/21

4:10 pm-10:16 pm

1 stop8h 06m

Monterey Regional

Tue 10/27

9:53 am-8:34 pm

1 stop8h 41m

$349
Quickest round-trip

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 10/6

2:40 pm-9:10 pm

1 stop8h 30m

Monterey Regional

Tue 10/13

5:00 am-1:13 pm

1 stop6h 13m

$349

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 10/13

7:51 am-3:24 pm

1 stop9h 33m

Monterey Regional

Tue 10/20

12:33 pm-10:19 pm

1 stop7h 46m

$379

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Wed 10/21

5:00 am-11:19 am

2 stops8h 19m

Monterey Regional

Tue 10/27

6:00 am-4:50 pm

2 stops8h 50m

$394

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Thu 5/28

12:33 pm-10:33 pm

2 stops12h 00m

Monterey Regional

Mon 6/1

12:45 pm-11:06 pm

1 stop8h 21m

$419

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 10/13

2:49 pm-9:56 pm

2 stops9h 07m

Monterey Regional

Tue 10/20

12:00 pm-10:35 pm

2 stops8h 35m

$430

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Sat 5/30

5:00 am-11:41 am

2 stops8h 41m

Monterey Regional

Wed 6/3

1:54 pm-11:59 pm

2 stops8h 05m

$452

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 10/6

7:51 am-3:24 pm

1 stop9h 33m

Monterey Regional

Mon 10/12

7:29 pm-9:16 am

2 stops11h 47m

$469
Cheapest one-way

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Mon 7/6

6:50 am-6:28 pm

2 stops13h 38m

$379
Quickest one-way

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Mon 6/22

6:46 am-11:54 am

1 stop7h 08m

$409

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Showing 1-10 of 16 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Madison-Monterey flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Monterey flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Monterey flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Monterey 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-Monterey 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 Monterey

Have a flexible travel schedule? Discover the best time to fly to Monterey from Madison with our price prediction graph.
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 Monterey

How much does it cost to fly round-trip from Madison to Monterey?

Reviews of airlines servicing Monterey

Get insights into the airlines that provide service to Monterey. 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 Monterey. Reviews last updated May 18, 2026.
See what other customers who have flown with United Airlines and American Airlines from Madison to Monterey have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,737 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.
United Airlines
7.4
Good
9,737 reviews
United Airlines
7.4
Good
9,737 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.
American Airlines
7.1
Good
11,648 reviews
United Airlines
7.4
Good
9,737 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.

Related info for your journey

Find useful and relevant information for your journey from Madison to Monterey. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Madison to Monterey?

    Airlines like American Airlines and United Airlines fly from Madison to Monterey in about 8h 06m. The time it takes to get you to your destination can typically vary by up to 24m. Airlines will cover a distance of 1769 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Madison to Monterey round-trip?

    Our cheapest airline available from Madison to Monterey is United Airlines. Our recent data shows that you can find tickets from as low as $308 on this airline. An additional option worth looking into is American Airlines, starting at $368. These flights start at 53% lower than the current average price 3 months from now.

  • Can I find deals for flights from Madison to Monterey that include hotel bookings?

    Yes. In addition to deals on Madison to Monterey flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Monterey?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Monterey.

  • Can I find deals for business class flights from Madison to Monterey?

    Yes. Cheapflights offers flight deals from Madison to Monterey by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top 2 airlines flying from Madison to Monterey

Discover the top 2 airlines that operate flights from Madison to Monterey. 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 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$308Average$508FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$368Average$576FlexibilityNo cancel feeOn-time71%

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