$219+ Cheap flights from Chicago (CHI) to San Luis Obispo (SBP)
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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SBP
Nov 13 — Nov 201
Round-trip
1 adult, Economy
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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
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Cheapest flights from Chicago to San Luis ObispoExplore 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 October 14, 2026.
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 October 14, 2026.
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/91:30 pm -
1 stop8h 34m
Mon 11/162:15 pm -
1 stop6h 14m
Deal found 10/10![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/96:50 am -
1 stop7h 12m
Mon 11/1612:42 pm -
2 stops9h 17m
Deal found 10/10![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 10/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/61:00 pm -
1 stop6h 38m
Sun 11/82:15 pm -
1 stop7h 12m
Deal found 10/13![United Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Wed 10/282:30 pm -
1 stop7h 34m
Sun 11/15:00 am -
1 stop6h 14m
Deal found 10/11![United Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 10/9. 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 10/286:00 am -
1 stop7h 48m
Sat 10/3112:38 pm -
1 stop6h 52m
Deal found 10/9![American Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Tue 12/223:35 pm -
1 stop6h 16m
Sat 12/262:19 pm -
1 stop8h 57m
Deal found 10/12![United Airlines logo]()
$426
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Sat 11/212:00 pm -
1 stop7h 58m
Tue 11/242:15 pm -
1 stop6h 14m
Deal found 10/10![United Airlines logo]()
$428
This Expedia deal was found by Cheapflights users on 10/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/302:17 pm -
1 stop11h 34m
Mon 1/45:16 pm -
1 stop17h 59m
Deal found 10/13![Alaska Airlines logo]()
$429
This United Airlines deal was found by Cheapflights users on 10/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/306:00 am -
1 stop7h 50m
Mon 1/48:34 pm -
1 stop6h 23m
Deal found 10/13![United Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 10/11. 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 12/13:03 pm -
2 stops9h 18m
Tue 12/812:42 pm -
2 stops9h 17m
Deal found 10/11![American Airlines logo]()
$456
Best flights from Chicago to San Luis ObispoDiscover carefully curated flight deals from Chicago to San Luis Obispo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
Discover carefully curated flight deals from Chicago to San Luis Obispo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2026.
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/91:30 pm -
1 stop8h 34m
Mon 11/162:15 pm -
1 stop6h 14m
Deal found 10/10![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Fri 10/306:17 pm -
1 stop6h 42m
Fri 11/612:42 pm -
2 stops9h 17m
Deal found 10/14![American Airlines logo]()
$419
This Alaska Airlines deal was found by Cheapflights users on 10/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:46 pm -
1 stop17h 43m
Fri 10/306:30 pm -
1 stop9h 10m
Deal found 10/11![Alaska Airlines logo]()
$494
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Wed 10/282:30 pm -
1 stop7h 34m
Sun 11/15:00 am -
1 stop6h 14m
Deal found 10/11![United Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 10/10. 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 12/305:00 am -
1 stop8h 54m
Mon 1/47:21 pm -
1 stop8h 01m
Deal found 10/10![American Airlines logo]()
$449
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Sat 11/212:00 pm -
1 stop7h 58m
Tue 11/242:15 pm -
1 stop6h 14m
Deal found 10/10![United Airlines logo]()
$428
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Fri 10/236:06 pm -
1 stop7h 36m
Tue 10/272:15 pm -
1 stop7h 12m
Deal found 10/11![United Airlines logo]()
$494
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Fri 11/612:42 pm -
1 stop9h 22m
Sun 11/86:40 pm -
1 stop6h 22m
Deal found 10/10![United Airlines logo]()
$499
Last-minute flights from Chicago to San Luis ObispoDiscover last-minute flight deals from Chicago to San Luis Obispo. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to San Luis Obispo. Data last updated October 14, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 10/12. 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.
Mon 10/265:46 pm -
1 stop17h 43m
Fri 10/306:30 pm -
1 stop9h 10m
Deal found 10/12![Alaska Airlines logo]()
$494
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Wed 10/282:30 pm -
1 stop7h 34m
Sun 11/15:00 am -
1 stop6h 14m
Deal found 10/11![United Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 10/9. 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 10/286:00 am -
1 stop7h 48m
Sat 10/3112:38 pm -
1 stop6h 52m
Deal found 10/9![American Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 10/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/61:00 pm -
1 stop6h 38m
Sun 11/82:15 pm -
1 stop7h 12m
Deal found 10/13![United Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/91:30 pm -
1 stop8h 34m
Mon 11/162:15 pm -
1 stop6h 14m
Deal found 10/10![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/96:50 am -
1 stop7h 12m
Mon 11/1612:42 pm -
2 stops9h 17m
Deal found 10/10![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 10/10. 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.
Sat 11/212:00 pm -
1 stop7h 58m
Tue 11/242:15 pm -
1 stop6h 14m
Deal found 10/10![United Airlines logo]()
$428
One-way flights from Chicago to San Luis ObispoSearch for one-way flight options from Chicago to San Luis Obispo. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
Search for one-way flight options from Chicago to San Luis Obispo. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/179:30 am -
1 stop10h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Alaska Airlines logo]()
$219
This Expedia deal was found by Cheapflights users on 10/12. 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.
Fri 11/66:35 pm -
1 stop16h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Alaska Airlines logo]()
$230
This Orbitz deal was found by Cheapflights users on 10/13. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:35 pm -
1 stop16h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Alaska Airlines logo]()
$240
This Alaska Airlines deal was found by Cheapflights users on 10/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/302:17 pm -
1 stop11h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Alaska Airlines logo]()
$246
This Travelocity deal was found by Cheapflights users on 10/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/172:17 pm -
1 stop11h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Alaska Airlines logo]()
$255
This Alaska Airlines deal was found by Cheapflights users on 10/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/192:21 pm -
1 stop11h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Alaska Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Fri 11/65:00 am -
1 stop9h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$379
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 October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $379 (United Airlines) |
One-way from | $219 (Alaska Airlines) |
Popular in | October |
Cheapest in | January |
Average price | $1,008 |
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 7,457,451 searches. Data last updated October 14, 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
Cheapest round-trip
Quickest round-trip
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Mon 10/19
2:21 pm-11:43 pm
1 stop11h 22m
San Luis Obispo County
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$275
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Mon 11/16
6:35 pm-4:46 pm
2 stops24h 11m
San Luis Obispo County
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$323
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Mon 11/9
1:30 pm-8:04 pm
1 stop8h 34m
San Luis Obispo County
Mon 11/16
2:15 pm-10:29 pm
1 stop6h 14m
$379
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Wed 10/28
2:30 pm-8:04 pm
1 stop7h 34m
San Luis Obispo County
Sun 11/1
5:00 am-1:14 pm
1 stop6h 14m
$409
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Fri 10/30
6:17 pm-10:59 pm
1 stop6h 42m
San Luis Obispo County
Fri 11/6
12:42 pm-11:59 pm
2 stops9h 17m
$419
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Sat 11/21
2:00 pm-7:58 pm
1 stop7h 58m
San Luis Obispo County
Tue 11/24
2:15 pm-10:29 pm
1 stop6h 14m
$428
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Wed 12/30
5:00 am-11:54 am
1 stop8h 54m
San Luis Obispo County
Mon 1/4
7:21 pm-5:22 am
1 stop8h 01m
$449
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Wed 12/30
9:47 pm-11:50 am
2 stops16h 03m
San Luis Obispo County
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$465
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Mon 10/26
5:46 pm-9:29 am
1 stop17h 43m
San Luis Obispo County
Fri 10/30
6:30 pm-5:40 am
1 stop9h 10m
$494
ChicagoSan Luis Obispo
ORD Chicago O'Hare Intl - SBP San Luis Obispo County
ORDSBP
Chicago O'Hare Intl
Fri 10/23
6:06 pm-11:42 pm
1 stop7h 36m
San Luis Obispo County
Tue 10/27
2:15 pm-11:27 pm
1 stop7h 12m
$494
Showing 1-10 of 14 resultsSorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
CHI-SBP
ORD-SBP
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
CHI-SBP
ORD-SBP
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 $298). Flying from Chicago to San Luis Obispo in December is currently the most expensive (average of $649). 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 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 October 14, 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.
Food
6.7
Entertainment
7.1
Comfort
7.3
Boarding
7.7
Crew
8.1
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Food
6.7
Entertainment
7.1
Comfort
7.3
Boarding
7.7
Crew
8.1
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Food
6.7
Entertainment
7.1
Comfort
7.3
Boarding
7.7
Crew
8.1
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
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.
Traveling to a place near San Luis Obispo?
Book flights to San Luis Obispo if you plan to visit one of these locationsCambria
Morro Bay
San Simeon
Arroyo Grande
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Chicago and San Luis Obispo flights
Browse other Chicago and San Luis Obispo flight options. Last updated on October 14, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Luis Obispo
Explore flights to San Luis Obispo departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 14, 2026.
Top 3 airlines flying from Chicago to San Luis Obispo
Discover the top 3 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 7,457,451 searches. Data last updated October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$246 | Average$494 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$288 | Average$378 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$344 | Average$547 | FlexibilityNo cancel fee | On-time69% |