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San Luis Obispo

$177+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SBP
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$288
(Hawaiian Airlines)

One-way from

$177
(Alaska Airlines)

Popular in

February

Cheapest in

December

Average price

$679
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. 12% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Hawaiian Airlines deal was found by Cheapflights users on 6/11. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2710:00 amORD - SBP
1 stop9h 37mHawaiian Airlines
Wed 9/36:29 pmSBP - ORD
1 stop10h 34mHawaiian Airlines
Deal found 6/11$288
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/21:05 pmORD - SBP
1 stop7h 14mUnited Airlines
Tue 9/98:10 amSBP - ORD
1 stop7h 00mUnited Airlines
Deal found 6/11$289
This American Airlines deal was found by Cheapflights users on 6/11. 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 9/26:00 amORD - SBP
1 stop7h 25mAmerican Airlines
Tue 9/912:53 pmSBP - ORD
2 stops9h 06mAmerican Airlines
Deal found 6/11$294
This Alaska Airlines deal was found by Cheapflights users on 6/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:00 amORD - SBP
1 stop14h 43mAlaska Airlines
Mon 10/207:35 pmSBP - ORD
1 stop8h 46mAlaska Airlines
Deal found 6/12$318

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 June 12, 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

Wed 8/27

10:00 am-5:37 pm

1 stop9h 37m

San Luis Obispo County

Wed 9/3

6:29 pm-7:03 am

1 stop10h 34m

$288

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Tue 9/2

6:20 am-5:37 pm

1 stop13h 17m

San Luis Obispo County

Tue 9/9

6:29 pm-7:03 am

1 stop10h 34m

$289

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Tue 9/2

6:00 am-11:25 am

1 stop7h 25m

San Luis Obispo County

Tue 9/9

12:53 pm-11:59 pm

2 stops9h 06m

$294

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 7/11

12:54 pm-11:59 pm

2 stops13h 05m

San Luis Obispo County

Fri 7/18

6:00 pm-9:41 am

2 stops13h 41m

$552

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sun 9/21

7:00 am-5:37 pm

2 stops12h 37m

$177

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 7/25

5:00 am-11:20 am

1 stop8h 20m

$248

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 7/17

1:04 pm-11:13 pm

3 stops12h 09m

$562

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

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 $528). 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 June 12, 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 June 12, 2025.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $288. Other airlines that can offer you cheap pricing are Alaska Airlines, from $289, and American Airlines, from $294. Hawaiian Airlines is 47% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 $528). 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?

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Alternative routes for Chicago to San Luis Obispo

See prices for flight routes from nearby airports that may be better suited for you.
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$326Average$567FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$518Average$646FlexibilityNo cancel feeOn-time69%

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