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$289+ Cheap flights from San Luis Obispo to Madison (SBP - MSN)

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
SBP — MSN
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from San Luis Obispo to Madison

Discover tips and strategies to find the most affordable flight options for your journey from San Luis Obispo (SBP) to Madison (MSN). 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 July 31, 2025.

Round-trip from

$289
(American Airlines)

Popular in

December

Cheapest in

November

Average price

$720
From San Luis Obispo County to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($90 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
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Find flight deals from San Luis Obispo to Madison

Cheapest flights from San Luis Obispo to Madison
Explore the most affordable flight options available from San Luis Obispo to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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 9/512:24 pmSBP - MSN
1 stop9h 03mAmerican Airlines
Sun 9/76:40 amMSN - SBP
1 stop6h 54mAmerican Airlines
Deal found 7/30$289
This United Airlines deal was found by Cheapflights users on 7/29. 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 9/256:22 pmSBP - MSN
2 stops24h 40mUnited Airlines
Sun 9/286:30 amMSN - SBP
3 stops17h 44mUnited Airlines
Deal found 7/29$815

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Luis Obispo to Madison 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 31, 2025.
Use the filters below to find and compare flights from San Luis Obispo to Madison that are best for you.

Fly from

San Luis Obispo

Fly to

Madison

Route

Depart

Return

Price

San Luis ObispoMadison

SBP - MSN

SBPMSN

San Luis Obispo County

Fri 9/5

12:24 pm-11:27 pm

1 stop9h 03m

Madison Truax Field

Sun 9/7

6:40 am-11:34 am

1 stop6h 54m

$289

San Luis ObispoMadison

SBP - MSN

SBPMSN

San Luis Obispo County

Fri 8/15

4:43 pm-3:03 pm

2 stops20h 20m

Madison Truax Field

Tue 8/19

8:15 am-3:59 pm

2 stops9h 44m

$588

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from San Luis Obispo to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from San Luis Obispo 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 San Luis Obispo to Madison

What is the cheapest month to book a flight from San Luis Obispo to Madison?

Currently, January is the cheapest month in which you can book a flight from San Luis Obispo to Madison (average of $338). Flying from San Luis Obispo to Madison in March is currently the most expensive (average of $422). 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 Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated July 31, 2025.
Read reviews from past customers who have flown United Airlines and American Airlines from San Luis Obispo to Madison. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,900 reviews

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Kathy,Jun 2024

RDD - SFO

United has consistently been good. Every now and then there is a crew member that should probably retire, but most of them are excellent.
United Airlines
7.4
Good
8,900 reviews
United Airlines
7.4
Good
8,900 reviews

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Kathy,Jun 2024

RDD - SFO

United has consistently been good. Every now and then there is a crew member that should probably retire, but most of them are excellent.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,900 reviews

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Kathy,Jun 2024

RDD - SFO

United has consistently been good. Every now and then there is a crew member that should probably retire, but most of them are excellent.

Related info for your journey

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

  • What are the cheapest airlines flying from San Luis Obispo to Madison round-trip?

    Our cheapest airline available from San Luis Obispo to Madison is American Airlines. Our recent data shows that you can find tickets from as low as $289 on this airline. An additional option worth looking into is United Airlines, starting at $588. Users have found that American Airlines is 52% cheaper than the other options available to this destination.

  • Can I find deals for flights from San Luis Obispo to Madison that include hotel bookings?

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

  • How can I find direct flights from San Luis Obispo to Madison?

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

  • Can I find deals for business class flights from San Luis Obispo to Madison?

    Yes. Cheapflights offers flight deals from San Luis Obispo to Madison 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 San Luis Obispo to Madison?

    Currently, January is the cheapest month in which you can book a flight from San Luis Obispo to Madison (average of $338). Flying from San Luis Obispo to Madison in March is currently the most expensive (average of $422). 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

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Top 2 airlines flying from San Luis Obispo to Madison

Discover the top 2 airlines that operate flights from San Luis Obispo to Madison. 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 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$447FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$384Average$792FlexibilityNo cancel feeOn-time69%

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