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San Luis Obispo

$190+ Cheap flights from Chicago (CHI) to San Luis Obispo (SBP)

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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SBP
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Chicago to San Luis Obispo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to San Luis Obispo (SBP). 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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$359
(United Airlines)

One-way from

$190
(American Airlines)

Popular in

February

Cheapest in

December

Average price

$718
Provider with most accurate pricing for Chicago (CHI)-San Luis Obispo County flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San Luis Obispo County flights.
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From Chicago (CHI) to San Luis Obispo County
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One-way flight from Chicago (CHI) to San Luis Obispo County
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Highest demand for flights based on searches. 15% potential increase in price ($110 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Chicago to San Luis Obispo

Cheapest flights from Chicago to San Luis Obispo
Explore the most affordable flight options available from Chicago to San Luis Obispo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This United Airlines deal was found by Cheapflights users on 3/27. 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 5/276:30 amORD - SBP
1 stop7h 26mUnited Airlines
Sat 5/316:00 amSBP - ORD
1 stop8h 56mUnited Airlines
Deal found 3/27$359
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/276:00 amORD - SBP
1 stop7h 32mAmerican Airlines
Sat 5/3112:43 pmSBP - ORD
2 stops9h 13mAmerican Airlines
Deal found 3/27$364
This Alaska Airlines deal was found by Cheapflights users on 3/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/307:59 pmORD - SBP
2 stops19h 26mAlaska Airlines
Tue 6/36:10 amSBP - ORD
2 stops15h 49mAlaska Airlines
Deal found 3/27$380
This Hawaiian Airlines deal was found by Cheapflights users on 3/27. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1910:00 amORD - SBP
1 stop10h 43mHawaiian Airlines
Sun 8/245:23 pmSBP - ORD
1 stop9h 41mHawaiian Airlines
Deal found 3/27$460

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to San Luis Obispo 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 March 28, 2025.
Use the filters below to find and compare flights from Chicago to San Luis Obispo that are best for you.

Fly from

Chicago

Fly to

San Luis Obispo

Route

Depart

Return

Price

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Tue 5/27

6:30 am-11:56 am

1 stop7h 26m

San Luis Obispo County

Sat 5/31

6:00 am-4:56 pm

1 stop8h 56m

$359

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Tue 5/27

6:00 am-11:32 am

1 stop7h 32m

San Luis Obispo County

Sat 5/31

12:43 pm-11:56 pm

2 stops9h 13m

$364

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 5/30

7:59 pm-1:25 pm

2 stops19h 26m

San Luis Obispo County

Tue 6/3

6:10 am-11:59 pm

2 stops15h 49m

$380

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Tue 8/19

10:00 am-6:43 pm

1 stop10h 43m

San Luis Obispo County

Sun 8/24

5:23 pm-5:04 am

1 stop9h 41m

$460

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sun 5/11

5:00 am-11:32 am

1 stop8h 32m

$190

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 4/10

3:16 pm-2:42 pm

2 stops25h 26m

$262

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 4/10

9:15 pm-11:50 am

2 stops16h 35m

$599

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Compare providers for flights from Chicago to San Luis Obispo

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 Chicago to San Luis Obispo in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 Chicago-San Luis Obispo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-San Luis Obispo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-San Luis Obispo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-San Luis Obispo 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 Chicago-San Luis Obispo 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 Chicago to San Luis Obispo

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago to San Luis Obispo (average of $374). Flying from Chicago to San Luis Obispo in June is currently the most expensive (average of $594). 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.

What is the cheapest time of day to fly from CHI to SBP?

Find hourly flight availability from Chicago to San Luis Obispo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

When flying from Chicago to San Luis Obispo, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 19% versus a flight in the evening.

Rainfall in San Luis Obispo by month

Plan your trip to San Luis Obispo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Luis Obispo ranges from 0.0 - 4.0 inches per month. December is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit San Luis Obispo when rainfall is around 0.0 in.

Temperature in San Luis Obispo by month

Plan your trip to San Luis Obispo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Luis Obispo, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing San Luis Obispo

Get insights into the airlines that provide service to San Luis Obispo. 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 San Luis Obispo. Reviews last updated March 28, 2025.
To help decide which airline to fly from Chicago to San Luis Obispo, see what other customers have to say about Alaska Airlines, Hawaiian Airlines and United Airlines. 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.
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Alaska Airlines
8.0
Very good
9,798 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Hawaiian Airlines
7.9
Good
2,336 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
United Airlines
7.4
Good
8,603 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot

Related info for your journey

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

  • What airport do you fly into for flights to San Luis Obispo from Chicago?

    San Luis Obispo County (SBP), located 3.3 mi from the city center, is the airport you fly into when you book flights from Chicago to San Luis Obispo. 2 airlines have flights to County from Chicago on a regular basis. Booking flights from Chicago to San Luis Obispo County should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

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

    Cheapflights users have booked flights from Chicago to San Luis Obispo round-trip from $359. Other airlines that can offer you cheap pricing are American Airlines, from $364, and Alaska Airlines, from $380. United Airlines is 38% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to San Luis Obispo one-way?

    One-way options have recently been found by users for as low as $190 on American Airlines. Other airlines that offer cheap prices include Alaska Airlines from $223 and United Airlines from $599 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago to San Luis Obispo (average of $374). Flying from Chicago to San Luis Obispo in June is currently the most expensive (average of $594). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Morro Bay
Arroyo Grande
Avila Beach
San Simeon

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Top 2 airlines flying from Chicago to San Luis Obispo

Discover the top 2 airlines that operate flights from Chicago to San Luis Obispo. 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$326Average$559FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$538Average$693FlexibilityNo cancel feeOn-time69%
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