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Monterey

$289+ Cheap flights from Madison to Monterey (MSN - MRY)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MRY
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$289
(American Airlines)

Popular in

June

Cheapest in

February

Average price

$694
From Madison Truax Field to Monterey Regional
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($89 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 11/146:00 amMSN - MRY
1 stop7h 41mAmerican Airlines
Mon 11/1712:31 pmMRY - MSN
1 stop7h 23mAmerican Airlines
Deal found 9/16$289
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/123:08 pmMSN - MRY
2 stops8h 29mUnited Airlines
Tue 11/185:00 amMRY - MSN
1 stop6h 10mUnited Airlines
Deal found 9/15$294
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/1211:11 amMSN - MRY
2 stops9h 30mAmerican Airlines
Tue 11/189:52 amMRY - MSN
2 stops10h 57mAmerican Airlines
Deal found 9/15$299
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/146:00 amMSN - MRY
1 stop7h 41mAmerican Airlines
Tue 11/1812:31 pmMRY - MSN
1 stop7h 23mAmerican Airlines
Deal found 9/15$379
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/115:00 amMSN - MRY
2 stops9h 41mAmerican Airlines
Mon 11/1712:31 pmMRY - MSN
1 stop7h 23mAmerican Airlines
Deal found 9/15$384
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/119:48 amMSN - MRY
2 stops10h 53mAmerican Airlines
Sat 11/154:26 pmMRY - MSN
2 stops16h 14mAmerican Airlines
Deal found 9/15$389
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/107:50 amMSN - MRY
1 stop9h 35mAmerican Airlines
Tue 10/146:07 amMRY - MSN
1 stop5h 53mAmerican Airlines
Deal found 9/16$404
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/107:50 amMSN - MRY
1 stop9h 35mAmerican Airlines
Mon 10/136:00 amMRY - MSN
1 stop6h 00mAmerican Airlines
Deal found 9/16$429
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/106:00 amMSN - MRY
1 stop7h 41mAmerican Airlines
Tue 11/1812:31 pmMRY - MSN
1 stop7h 23mAmerican Airlines
Deal found 9/15$444
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/106:00 amMSN - MRY
1 stop7h 41mAmerican Airlines
Sat 11/154:26 pmMRY - MSN
2 stops16h 14mAmerican Airlines
Deal found 9/15$449

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 September 17, 2025.
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

Wed 11/12

3:08 pm-9:37 pm

2 stops8h 29m

Monterey Regional

Tue 11/18

5:00 am-1:10 pm

1 stop6h 10m

$294

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Sat 11/15

3:08 pm-9:07 pm

1 stop7h 59m

Monterey Regional

Tue 11/18

5:00 am-1:10 pm

1 stop6h 10m

$379

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Fri 11/14

6:00 am-11:41 am

1 stop7h 41m

Monterey Regional

Wed 11/19

9:52 am-9:54 pm

2 stops10h 02m

$384

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Wed 11/12

11:11 am-6:41 pm

2 stops9h 30m

Monterey Regional

Wed 11/19

12:31 pm-9:54 pm

1 stop7h 23m

$384

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Sat 11/15

3:08 pm-9:07 pm

1 stop7h 59m

Monterey Regional

Wed 11/19

6:00 am-9:02 pm

2 stops13h 02m

$384

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Wed 11/12

12:26 pm-9:58 pm

2 stops11h 32m

Monterey Regional

Sat 11/15

5:00 am-7:41 pm

2 stops12h 41m

$389

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Fri 11/14

2:48 pm-9:58 pm

2 stops9h 10m

Monterey Regional

Sat 11/15

6:00 am-9:02 pm

2 stops13h 02m

$389

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Fri 11/14

2:48 pm-9:58 pm

2 stops9h 10m

Monterey Regional

Tue 11/18

5:00 am-2:54 pm

2 stops7h 54m

$389

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Wed 11/12

3:04 pm-9:58 pm

2 stops8h 54m

Monterey Regional

Wed 11/19

6:00 am-9:02 pm

2 stops13h 02m

$389

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Mon 11/10

6:00 am-11:41 am

1 stop7h 41m

Monterey Regional

Wed 11/19

12:31 pm-9:54 pm

1 stop7h 23m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 11 results
1
2

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, January is the cheapest month in which you can book a flight from Madison to Monterey (average of $376). Flying from Madison to Monterey in June is currently the most expensive (average of $486). 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 September 17, 2025.
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
8,926 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

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
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

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
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

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 United Airlines and American Airlines fly from Madison to Monterey in about 7h 41m. The time it takes to get you to your destination can typically vary by up to 48m. 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 $288 on this airline. An additional option worth looking into is American Airlines, starting at $293. These flights start at 45% 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, January is the cheapest month in which you can book a flight from Madison to Monterey (average of $376). Flying from Madison to Monterey in June is currently the most expensive (average of $486). 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.

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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$288Average$508FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$293Average$483FlexibilityNo cancel feeOn-time71%

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