HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San Luis Obispo

$133+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SBP
Apr 16 — Apr 231
Thu 4/16
Thu 4/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to San Luis Obispo with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 17, 2026.

This Alaska Airlines deal was found by Cheapflights users on 3/12. 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.
Wed 4/84:10 pm
ORD
-
SBP
1 stop8h 19m
Alaska Airlines
Tue 4/146:00 am
SBP
-
ORD
1 stop6h 21m
Alaska Airlines
Deal found 3/12$265
This Expedia deal was found by Cheapflights users on 3/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:50 am
ORD
-
SBP
1 stop8h 09m
Alaska Airlines
Tue 4/282:27 pm
SBP
-
ORD
1 stop7h 32m
Alaska Airlines
Deal found 3/12$278
This Expedia deal was found by Cheapflights users on 3/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:59 pm
ORD
-
SBP
1 stop20h 33m
Alaska Airlines
Wed 4/223:39 pm
SBP
-
ORD
1 stop19h 34m
Alaska Airlines
Deal found 3/16$285
This American Airlines deal was found by Cheapflights users on 3/15. 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 4/186:57 am
ORD
-
SBP
1 stop7h 13m
American Airlines
Tue 4/2112:55 pm
SBP
-
ORD
1 stop8h 53m
American Airlines
Deal found 3/15$291
This Expedia deal was found by Cheapflights users on 3/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:00 am
ORD
-
SBP
1 stop14h 42m
Alaska Airlines
Tue 4/217:34 pm
SBP
-
ORD
1 stop9h 06m
Alaska Airlines
Deal found 3/16$311
This American Airlines deal was found by Cheapflights users on 3/14. 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.
Thu 5/76:05 am
ORD
-
SBP
1 stop8h 05m
American Airlines
Tue 5/1212:59 pm
SBP
-
ORD
1 stop7h 21m
American Airlines
Deal found 3/14$318
This American Airlines deal was found by Cheapflights users on 3/12. 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.
Sat 4/253:07 pm
ORD
-
SBP
2 stops9h 03m
American Airlines
Tue 4/2812:55 pm
SBP
-
ORD
1 stop7h 05m
American Airlines
Deal found 3/12$325
This Alaska Airlines deal was found by Cheapflights users on 3/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:59 pm
ORD
-
SBP
1 stop21h 00m
Alaska Airlines
Tue 4/283:39 pm
SBP
-
ORD
1 stop19h 34m
Alaska Airlines
Deal found 3/14$337
This Orbitz deal was found by Cheapflights users on 3/12. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/88:20 am
ORD
-
SBP
1 stop16h 09m
Alaska Airlines
Wed 4/153:12 pm
SBP
-
ORD
1 stop21h 09m
Alaska Airlines
Deal found 3/12$346
This Alaska Airlines deal was found by Cheapflights users on 3/12. 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.
Wed 10/287:55 pm
ORD
-
SBP
1 stop21h 11m
Alaska Airlines
Sat 10/312:30 pm
SBP
-
ORD
1 stop7h 11m
Alaska Airlines
Deal found 3/12$349

Find 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 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$265
(Alaska Airlines)

One-way from

$133
(Alaska Airlines)

Popular in

August

Cheapest in

January

Average price

$404
Provider with most accurate pricing for Chicago (CHI)-San Luis Obispo County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-San Luis Obispo County flights.
Search Deals
From Chicago (CHI) to San Luis Obispo County
Search Deals
One-way flight from Chicago (CHI) to San Luis Obispo County
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 17, 2026.
Use the filters below to find and compare flights from Chicago to San Luis Obispo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 4/8

7:00 am-1:49 pm

1 stop8h 49m

San Luis Obispo County

Tue 4/14

2:30 pm-11:28 pm

1 stop6h 58m

$349

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 6/19

4:30 pm-10:12 pm

1 stop7h 42m

San Luis Obispo County

Thu 6/25

6:05 pm-4:51 am

1 stop8h 46m

$366

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 7/17

6:10 am-11:38 am

1 stop7h 28m

San Luis Obispo County

Sun 7/26

6:05 pm-4:51 am

1 stop8h 46m

$369

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 4/24

8:48 pm-4:56 pm

2 stops22h 08m

San Luis Obispo County

Tue 4/28

6:00 am-7:03 pm

1 stop11h 03m

$391

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 7/23

6:10 pm-11:44 pm

1 stop7h 34m

San Luis Obispo County

Thu 7/30

6:05 pm-4:51 am

1 stop8h 46m

$415

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sun 8/16

8:05 pm-10:10 am

1 stop16h 05m

San Luis Obispo County

Mon 8/17

6:05 pm-1:24 pm

1 stop17h 19m

$438

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 5/1

3:45 pm-11:59 pm

1 stop10h 14m

San Luis Obispo County

Sun 5/31

6:05 pm-4:51 am

1 stop8h 46m

$439

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Mon 7/20

5:00 am-11:51 am

1 stop8h 51m

San Luis Obispo County

Mon 7/27

12:31 pm-10:26 pm

1 stop7h 55m

$444

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sun 4/12

7:59 pm-2:32 pm

1 stop20h 33m

San Luis Obispo County

Mon 4/13

5:43 pm-1:13 pm

1 stop17h 30m

$454

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 4/30

3:45 pm-11:59 pm

1 stop10h 14m

San Luis Obispo County

Thu 5/28

6:05 pm-4:51 am

1 stop8h 46m

$464

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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

*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 $240). Flying from Chicago to San Luis Obispo in December is currently the most expensive (average of $299). 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 Chicago to San Luis Obispo?

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 17, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago to San Luis Obispo by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,431 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
9,431 reviews
United Airlines
7.4
Good
9,431 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
American Airlines
7.1
Good
11,468 reviews
United Airlines
7.4
Good
9,431 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

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.

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

    There are many flights that can get you from Chicago to San Luis Obispo in 8h 19m. Fly via Alaska Airlines or United Airlines to get the fastest option. The distance from Chicago to San Luis Obispo is about 1814 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $247. Another airline that can offer you cheap pricing is United Airlines. American Airlines is 54% 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 $240). Flying from Chicago to San Luis Obispo in December is currently the most expensive (average of $299). 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 San Luis Obispo?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to San Luis Obispo

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Las Vegas flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to San Francisco flights
Midway to Las Vegas flights
O'Hare Intl to San Diego flights
O'Hare Intl to Ontario flights
Midway to Los Angeles flights
St. Louis to Las Vegas flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Palm Springs flights
St. Louis to Los Angeles flights
O'Hare Intl to Reno flights
O'Hare Intl to Burbank flights
O'Hare Intl to San Jose flights
Midway to San Francisco flights
Rockford to Las Vegas flights
O'Hare Intl to Sacramento flights
St. Louis to San Francisco flights
Midway to San Diego flights
O'Hare Intl to Oakland flights
St. Louis to San Diego flights
Midway to Reno flights
Midway to Palm Springs flights
St. Louis to Ontario flights
O'Hare Intl to Santa Barbara flights
O'Hare Intl to Fresno flights
St. Louis to Santa Ana flights
Peoria to Las Vegas flights
Midway to Sacramento flights
Moline to Las Vegas flights
Midway to San Jose flights
St. Louis to Reno flights
St. Louis to Sacramento flights
Moline to Los Angeles flights
Paducah to Las Vegas flights
St. Louis to Burbank flights
O'Hare Intl to Monterey flights
Midway to Oakland flights
O'Hare Intl to Long Beach flights
Peoria to Los Angeles flights
Bloomington to San Francisco flights
St. Louis to San Jose flights
Bloomington to Las Vegas flights
Champaign to San Francisco flights
St. Louis to Oakland flights
Moline to San Diego flights
Midway to Ontario flights
St. Louis to Long Beach flights

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 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$247Average$458FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$276Average$426FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights