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Monterey

$309+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MRY
Mar 22 — Mar 291
Sun 3/22
Sun 3/29
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 February 20, 2026.

This American Airlines deal was found by Cheapflights users on 2/19. 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.
Tue 3/1011:24 am
MSN
-
MRY
2 stops13h 49m
American Airlines
Tue 3/317:21 pm
MRY
-
MSN
2 stops12h 47m
American Airlines
Deal found 2/19$344
This United Airlines deal was found by Cheapflights users on 2/17. 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.
Wed 3/48:26 am
MSN
-
MRY
2 stops10h 56m
United Airlines
Sun 3/87:00 pm
MRY
-
MSN
2 stops13h 12m
United Airlines
Deal found 2/17$386
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 5/217:02 am
MSN
-
MRY
2 stops13h 21m
American Airlines
Tue 5/267:23 pm
MRY
-
MSN
2 stops13h 15m
American Airlines
Deal found 2/19$483
This United Airlines deal was found by Cheapflights users on 2/17. 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 2/2412:57 pm
MSN
-
MRY
2 stops11h 32m
United Airlines
Sat 2/286:03 pm
MRY
-
MSN
2 stops14h 11m
United Airlines
Deal found 2/17$549
This United Airlines deal was found by Cheapflights users on 2/17. 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.
Thu 4/309:00 am
MSN
-
MRY
2 stops11h 11m
United Airlines
Sat 5/98:00 am
MRY
-
MSN
2 stops10h 55m
United Airlines
Deal found 2/17$554
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:26 am
MSN
-
MRY
2 stops11h 15m
United Airlines
Sat 2/287:00 am
MRY
-
MSN
2 stops11h 48m
United Airlines
Deal found 2/20$631

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 February 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$344
(American Airlines)

One-way from

$309
(United Airlines)

Popular in

March

Cheapest in

February

Average price

$365
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. 6% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 20, 2026.
Use the filters below to find and compare flights from Madison to Monterey that are best for you.

Fly from

Madison

Fly to

Monterey

Route

Depart

Return

Price

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 3/10

11:24 am-11:13 pm

2 stops13h 49m

Monterey Regional

Tue 3/31

7:21 pm-10:08 am

2 stops12h 47m

$344

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Wed 3/4

8:26 am-5:22 pm

2 stops10h 56m

Monterey Regional

Sun 3/8

7:00 pm-10:12 am

2 stops13h 12m

$386

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Thu 4/30

9:00 am-6:11 pm

2 stops11h 11m

Monterey Regional

Sat 5/9

8:00 am-8:55 pm

2 stops10h 55m

$554

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Thu 4/30

9:00 am-6:11 pm

2 stops11h 11m

Monterey Regional

Sun 5/10

5:00 am-2:16 pm

1 stop7h 16m

$618

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Sun 3/15

5:45 pm-11:13 pm

1 stop7h 28m

Monterey Regional

Thu 3/19

7:21 pm-10:14 am

2 stops12h 53m

$652

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 3/24

8:16 am-6:01 pm

2 stops11h 45m

Monterey Regional

Wed 3/25

7:00 pm-8:34 pm

2 stops23h 34m

$721

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Wed 3/4

5:45 pm-11:23 pm

1 stop7h 38m

Monterey Regional

Sun 3/8

10:02 am-9:05 pm

1 stop9h 03m

$745

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Mon 3/23

4:05 pm-6:01 pm

2 stops27h 56m

Monterey Regional

Wed 3/25

7:00 pm-8:34 pm

2 stops23h 34m

$779

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 3/24

8:16 am-6:01 pm

2 stops11h 45m

$309

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Wed 3/25

5:45 pm-11:13 pm

1 stop7h 28m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 13 results
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

What is the cheapest month to book a flight from Madison to Monterey?

Currently, May is the cheapest month in which you can book a flight from Madison to Monterey (average of $166). Flying from Madison to Monterey in February is currently the most expensive (average of $256). 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 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 February 20, 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
9,335 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

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
9,335 reviews
United Airlines
7.4
Good
9,335 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

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
7.2
Good
11,334 reviews
United Airlines
7.4
Good
9,335 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

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 10h 56m. The time it takes to get you to your destination can typically vary by up to 2h 53m. 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 $314 on this airline. An additional option worth looking into is American Airlines, starting at $353. These flights start at 50% 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.

  • What is the cheapest month to book a flight from Madison to Monterey?

    Currently, May is the cheapest month in which you can book a flight from Madison to Monterey (average of $166). Flying from Madison to Monterey in February is currently the most expensive (average of $256). 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.

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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 February 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$314Average$508FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$353Average$477FlexibilityNo cancel feeOn-time71%

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