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Monterey

$369+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MRY
May 13 — May 201
Wed 5/13
Wed 5/20
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 April 13, 2026.

This American Airlines deal was found by Cheapflights users on 4/10. 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 5/166:02 pm
MSN
-
MRY
1 stop6h 42m
American Airlines
Sat 5/2312:45 pm
MRY
-
MSN
1 stop8h 22m
American Airlines
Deal found 4/10$369
This American Airlines deal was found by Cheapflights users on 4/11. 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 6/92:39 pm
MSN
-
MRY
1 stop6h 04m
American Airlines
Sat 6/137:03 pm
MRY
-
MSN
2 stops13h 35m
American Airlines
Deal found 4/11$374
This United Airlines deal was found by Cheapflights users on 4/10. 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 5/169:00 am
MSN
-
MRY
2 stops11h 11m
United Airlines
Sat 5/232:01 pm
MRY
-
MSN
1 stop6h 26m
United Airlines
Deal found 4/10$431
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/156:02 pm
MSN
-
MRY
1 stop6h 42m
American Airlines
Fri 5/2212:45 pm
MRY
-
MSN
1 stop8h 21m
American Airlines
Deal found 4/8$432
This American Airlines deal was found by Cheapflights users on 4/12. 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 10/221:11 pm
MSN
-
MRY
2 stops11h 05m
American Airlines
Tue 10/279:53 am
MRY
-
MSN
2 stops11h 38m
American Airlines
Deal found 4/12$442
This United Airlines deal was found by Cheapflights users on 4/10. 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 7/2210:40 am
MSN
-
MRY
2 stops11h 56m
United Airlines
Sat 7/252:15 pm
MRY
-
MSN
1 stop6h 44m
United Airlines
Deal found 4/10$454
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Sat 5/166:02 pm
MSN
-
MRY
1 stop6h 42m
American Airlines
Fri 5/2212:45 pm
MRY
-
MSN
1 stop8h 21m
American Airlines
Deal found 4/8$459
This American Airlines deal was found by Cheapflights users on 4/10. 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 7/2211:23 am
MSN
-
MRY
2 stops9h 05m
American Airlines
Sat 7/257:09 pm
MRY
-
MSN
2 stops13h 29m
American Airlines
Deal found 4/10$501
This deal was found by Cheapflights users on 4/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/93:10 pm
MSN
-
MRY
1 stop8h 00m
United Airlines
Sat 6/132:01 pm
MRY
-
MSN
1 stop6h 26m
United Airlines
Deal found 4/8$514

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 April 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$369
(American Airlines)

Popular in

March

Cheapest in

June

Average price

$748
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
Highest demand for flights based on searches. 27% potential increase in price ($243 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 13, 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
Quickest round-trip

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 6/9

3:10 pm-9:10 pm

1 stop8h 00m

Monterey Regional

Sat 6/13

2:01 pm-10:27 pm

1 stop6h 26m

$369

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Sat 5/16

9:00 am-6:11 pm

2 stops11h 11m

Monterey Regional

Sat 5/23

2:01 pm-10:27 pm

1 stop6h 26m

$431

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Wed 7/22

10:40 am-8:36 pm

2 stops11h 56m

Monterey Regional

Sat 7/25

2:15 pm-10:59 pm

1 stop6h 44m

$454

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Mon 6/8

3:10 pm-9:10 pm

1 stop8h 00m

Monterey Regional

Sat 6/13

2:01 pm-10:27 pm

1 stop6h 26m

$594

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Thu 5/14

6:02 pm-10:44 pm

1 stop6h 42m

Monterey Regional

Sat 5/23

6:00 am-4:31 pm

2 stops8h 31m

$664

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Fri 5/15

5:48 pm-11:45 am

2 stops19h 57m

Monterey Regional

Sat 5/23

7:05 am-9:07 pm

2 stops12h 02m

$687

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Thu 5/14

8:10 am-6:11 pm

2 stops12h 01m

Monterey Regional

Sat 5/23

7:05 am-9:07 pm

2 stops12h 02m

$724

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 8/11

8:50 am-5:58 pm

2 stops11h 08m

Monterey Regional

Fri 8/14

5:00 am-1:13 pm

1 stop6h 13m

$757

MadisonMonterey

MSN - MRY

MSNMRY

Madison Truax Field

Tue 8/11

10:49 am-5:30 pm

2 stops8h 41m

Monterey Regional

Thu 8/13

8:05 am-9:05 pm

2 stops11h 00m

$762

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/11

Sorted by cheapest first
  • 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 $186). Flying from Madison to Monterey in October is currently the most expensive (average of $259). 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.

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 April 13, 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
9,579 reviews

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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
9,579 reviews
United Airlines
7.4
Good
9,579 reviews

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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
11,568 reviews
United Airlines
7.4
Good
9,579 reviews

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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 United Airlines and American Airlines fly from Madison to Monterey in about 6h 42m. The time it takes to get you to your destination can typically vary by up to 1h 18m. 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 $364. 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.

  • 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 $186). Flying from Madison to Monterey in October is currently the most expensive (average of $259). 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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Alternative routes for Madison to Monterey

See prices for flight routes from nearby airports that may be better suited for you.
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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 April 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$308Average$508FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$364Average$576FlexibilityNo cancel feeOn-time71%

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