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$309+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
SBP — MSN
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap flight deals from San Luis Obispo to Madison

Best flights from San Luis Obispo to Madison
Discover carefully curated flight deals from San Luis Obispo to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 15, 2025.

This American Airlines deal was found by Cheapflights users on 12/14. 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.
Wed 2/41:03 pmSBP - MSN
1 stop6h 08mAmerican Airlines
Sun 2/87:00 amMSN - SBP
1 stop7h 17mAmerican Airlines
Deal found 12/14$309
This United Airlines deal was found by Cheapflights users on 12/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/15:00 amSBP - MSN
1 stop7h 04mUnited Airlines
Tue 1/64:20 pmMSN - SBP
1 stop6h 55mUnited Airlines
Deal found 12/12$359
This American Airlines deal was found by Cheapflights users on 12/13. 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 1/16:00 amSBP - MSN
1 stop6h 10mAmerican Airlines
Tue 1/67:03 amMSN - SBP
1 stop7h 11mAmerican Airlines
Deal found 12/13$334
This United Airlines deal was found by Cheapflights users on 12/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2812:30 pmSBP - MSN
1 stop6h 50mUnited Airlines
Sat 1/314:20 pmMSN - SBP
1 stop6h 55mUnited Airlines
Deal found 12/12$399

Find 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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$309
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$988
Provider with most accurate pricing for San Luis Obispo County-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for San Luis Obispo County-Madison Truax Field flights.
Search Deals
From San Luis Obispo County to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($49 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 15, 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

Wed 2/4

1:03 pm-9:11 pm

1 stop6h 08m

Madison Truax Field

Sun 2/8

7:00 am-12:17 pm

1 stop7h 17m

$309

San Luis ObispoMadison

SBP - MSN

SBPMSN

San Luis Obispo County

Thu 1/1

6:00 am-2:10 pm

1 stop6h 10m

Madison Truax Field

Tue 1/6

7:03 am-12:14 pm

1 stop7h 11m

$334

San Luis ObispoMadison

SBP - MSN

SBPMSN

San Luis Obispo County

Thu 1/1

5:00 am-2:04 pm

1 stop7h 04m

Madison Truax Field

Tue 1/6

4:20 pm-9:15 pm

1 stop6h 55m

$359

San Luis ObispoMadison

SBP - MSN

SBPMSN

San Luis Obispo County

Wed 1/28

12:30 pm-9:20 pm

1 stop6h 50m

Madison Truax Field

Sat 1/31

4:20 pm-9:15 pm

1 stop6h 55m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Compare providers for flights from San Luis Obispo to Madison

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Luis Obispo to Madison in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Luis Obispo-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Luis Obispo-Madison flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San Luis Obispo-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Luis Obispo-Madison flights, Cheapflights users trust eDreams the most. eDreams 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 San Luis Obispo-Madison 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 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, December is the cheapest month in which you can book a flight from San Luis Obispo to Madison (average of $220). Flying from San Luis Obispo to Madison in June is currently the most expensive (average of $394). 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 December 15, 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
9,092 reviews

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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
9,092 reviews
United Airlines
7.4
Good
9,092 reviews

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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
11,052 reviews
United Airlines
7.4
Good
9,092 reviews

Crew

8.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Entertainment

7.1

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.

  • How long is the flight from San Luis Obispo to Madison?

    Departing from San Luis Obispo to Madison will take you 6h 08m. The distance from San Luis Obispo to Madison is about 1750 mi.

  • 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 $276 on this airline. An additional option worth looking into is United Airlines, starting at $384. Users have found that American Airlines is 49% 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, December is the cheapest month in which you can book a flight from San Luis Obispo to Madison (average of $220). Flying from San Luis Obispo to Madison in June is currently the most expensive (average of $394). 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$434FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$384Average$792FlexibilityNo cancel feeOn-time69%

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