$195+ Cheap flights from San Luis Obispo (SBP) to Chicago (CHI)
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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
SBP — CHI
Nov 12 — Nov 191
Round-trip
1 adult, Economy
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Find cheap flights from San Luis Obispo to Chicago 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
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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 San Luis Obispo to Chicago
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Cheapest flights from San Luis Obispo to ChicagoExplore the most affordable flight options available from San Luis Obispo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 13, 2026.
Explore the most affordable flight options available from San Luis Obispo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 13, 2026.
This American Airlines deal was found by Cheapflights users on 10/8. 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 11/1112:36 pm -
1 stop7h 54m
Sun 11/155:00 am -
1 stop8h 51m
Deal found 10/8![American Airlines logo]()
$379
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.
Wed 12/212:42 pm -
2 stops9h 17m
Sat 12/510:34 am -
2 stops10h 12m
Deal found 10/12![American Airlines logo]()
$389
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.
Mon 11/95:00 am -
1 stop6h 15m
Mon 11/163:47 pm -
1 stop8h 06m
Deal found 10/12![United Airlines logo]()
$394
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 10/306:50 pm -
1 stop9h 09m
Tue 11/36:50 am -
1 stop7h 12m
Deal found 10/12![American Airlines logo]()
$414
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.
Mon 11/912:42 pm -
2 stops9h 17m
Mon 11/165:00 am -
1 stop9h 02m
Deal found 10/12![American Airlines logo]()
$419
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.
Sat 12/1912:39 pm -
1 stop7h 26m
Mon 1/1110:39 am -
1 stop9h 44m
Deal found 10/9![American Airlines logo]()
$445
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.
Fri 10/2312:38 pm -
1 stop7h 32m
Sun 10/256:00 am -
1 stop7h 48m
Deal found 10/9![American Airlines logo]()
$449
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.
Sat 10/246:00 am -
1 stop8h 09m
Wed 10/285:00 am -
2 stops9h 07m
Deal found 10/9![American Airlines logo]()
$454
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.
Mon 12/217:21 pm -
1 stop8h 01m
Mon 12/285:00 am -
1 stop8h 54m
Deal found 10/9![American Airlines logo]()
$459
Best flights from San Luis Obispo to ChicagoDiscover carefully curated flight deals from San Luis Obispo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 13, 2026.
Discover carefully curated flight deals from San Luis Obispo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 13, 2026.
This United Airlines deal was found by Cheapflights users on 10/8. 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 1/512:52 pm -
1 stop6h 41m
Sat 1/91:55 pm -
1 stop7h 56m
Deal found 10/8![United Airlines logo]()
$379
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.
Sat 11/1412:42 pm -
1 stop7h 16m
Wed 11/185:00 am -
1 stop9h 02m
Deal found 10/12![American Airlines logo]()
$379
This Alaska Airlines deal was found by Cheapflights users on 10/8. 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.
Sat 2/66:00 am -
1 stop14h 08m
Tue 2/97:40 am -
1 stop9h 24m
Deal found 10/8![Alaska Airlines logo]()
$408
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.
Thu 11/57:11 pm -
1 stop7h 49m
Mon 11/95:00 am -
1 stop9h 02m
Deal found 10/12![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/8. 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 1/512:35 pm -
2 stops8h 28m
Sat 1/95:00 am -
1 stop8h 54m
Deal found 10/8![American Airlines logo]()
$384
This Expedia deal was found by Cheapflights users on 10/8. 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.
Tue 10/272:26 pm -
1 stop20h 59m
Thu 10/297:49 pm -
1 stop19h 57m
Deal found 10/8![Alaska Airlines logo]()
$474
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 10/262:26 pm -
1 stop7h 33m
Fri 10/307:16 pm -
1 stop16h 13m
Deal found 10/11![Alaska Airlines logo]()
$494
This Alaska Airlines deal was found by Cheapflights users on 10/8. 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.
Thu 11/125:42 pm -
1 stop9h 58m
Wed 11/189:30 am -
2 stops16h 13m
Deal found 10/8![Alaska Airlines logo]()
$506
Last-minute flights from San Luis Obispo to ChicagoDiscover last-minute flight deals from San Luis Obispo to Chicago. Data last updated October 13, 2026 and is based on user searches.
Discover last-minute flight deals from San Luis Obispo to Chicago. Data last updated October 13, 2026 and is based on user searches.
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.
Thu 10/2212:52 pm -
1 stop6h 08m
Wed 10/285:00 am -
2 stops9h 07m
Deal found 10/12![American Airlines logo]()
$499
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.
Fri 10/2312:38 pm -
1 stop7h 32m
Sun 10/256:00 am -
1 stop7h 48m
Deal found 10/9![American Airlines logo]()
$449
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.
Sat 10/246:00 am -
1 stop8h 09m
Wed 10/285:00 am -
2 stops9h 07m
Deal found 10/9![American Airlines logo]()
$454
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 10/262:26 pm -
1 stop7h 33m
Fri 10/307:16 pm -
1 stop16h 13m
Deal found 10/11![Alaska Airlines logo]()
$494
This Expedia deal was found by Cheapflights users on 10/8. 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.
Tue 10/272:26 pm -
1 stop20h 59m
Thu 10/297:49 pm -
1 stop19h 57m
Deal found 10/8![Alaska Airlines logo]()
$474
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 10/306:50 pm -
1 stop9h 09m
Tue 11/36:50 am -
1 stop7h 12m
Deal found 10/12![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.
Mon 11/95:00 am -
1 stop6h 15m
Mon 11/163:47 pm -
1 stop8h 06m
Deal found 10/12![United Airlines logo]()
$394
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.
Mon 11/912:42 pm -
2 stops9h 17m
Mon 11/165:00 am -
1 stop9h 02m
Deal found 10/12![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 10/8. 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 11/1112:36 pm -
1 stop7h 54m
Sun 11/155:00 am -
1 stop8h 51m
Deal found 10/8![American Airlines logo]()
$379
This Alaska Airlines deal was found by Cheapflights users on 10/8. 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.
Thu 11/125:42 pm -
1 stop9h 58m
Wed 11/189:30 am -
2 stops16h 13m
Deal found 10/8![Alaska Airlines logo]()
$506
One-way flights from San Luis Obispo to ChicagoSearch for one-way flight options from San Luis Obispo to Chicago. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
Search for one-way flight options from San Luis Obispo to Chicago. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
This Expedia deal was found by Cheapflights users on 10/8. 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.
Sun 11/16:00 am -
1 stop10h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Alaska Airlines logo]()
$195
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:42 pm -
1 stop9h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Alaska Airlines logo]()
$225
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:06 am -
1 stop10h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Alaska Airlines logo]()
$246
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:00 am -
1 stop10h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Alaska Airlines logo]()
$290
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 11/23:16 pm -
1 stop25h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Alaska Airlines logo]()
$301
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.
Tue 11/103:16 pm -
2 stops19h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Alaska Airlines logo]()
$327
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.
Sun 10/187:30 am -
1 stop27h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Alaska Airlines logo]()
$329
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:00 am -
1 stop29h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Alaska Airlines logo]()
$347
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.
Thu 11/512:54 pm -
2 stops16h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![United Airlines logo]()
$349
Find flight deals from San Luis Obispo to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from San Luis Obispo (SBP) to Chicago (CHI). 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 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $379 (American Airlines) |
One-way from | $195 (Expedia) |
Popular in | October |
Cheapest in | March |
Average price | $678 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Luis Obispo to Chicago 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 13, 2026.
Use the filters below to find and compare flights from San Luis Obispo to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Wed 11/11
3:16 pm-1:17 pm
1 stop20h 01m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$195
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Thu 11/5
6:00 am-6:59 pm
1 stop10h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$290
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Mon 11/16
6:00 am-1:17 pm
1 stop29h 17m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$347
Quickest round-trip
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Sun 11/15
5:00 am-1:15 pm
1 stop6h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$374
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Tue 1/5
12:52 pm-9:33 pm
1 stop6h 41m
Chicago O'Hare Intl
Sat 1/9
1:55 pm-7:51 pm
1 stop7h 56m
$379
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Sat 11/14
12:42 pm-9:58 pm
1 stop7h 16m
Chicago O'Hare Intl
Wed 11/18
5:00 am-12:02 pm
1 stop9h 02m
$379
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Thu 11/5
7:11 pm-5:00 am
1 stop7h 49m
Chicago O'Hare Intl
Mon 11/9
5:00 am-12:02 pm
1 stop9h 02m
$379
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Fri 11/6
6:42 pm-5:40 am
2 stops8h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$382
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Mon 11/16
12:42 pm-11:59 pm
2 stops9h 17m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$384
San Luis ObispoChicago
SBP San Luis Obispo County - ORD Chicago O'Hare Intl
SBPORD
San Luis Obispo County
Thu 11/5
12:54 pm-7:44 am
2 stops16h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$384
Showing 1-10 of 15 resultsSorted by cheapest first
Compare providers for flights from San Luis Obispo to Chicago
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 Chicago 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 San Luis Obispo-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Luis Obispo-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Luis Obispo-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Luis Obispo-Chicago 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 San Luis Obispo-Chicago 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 Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from San Luis Obispo with our price prediction graph.
SBP-CHI
SBP-ORD
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 Chicago
SBP-CHI
SBP-ORD
What is the cheapest month to book a flight from San Luis Obispo to Chicago?
Currently, January is the cheapest month in which you can book a flight from San Luis Obispo to Chicago (average of $378). Flying from San Luis Obispo to Chicago in July is currently the most expensive (average of $729). 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 SBP to CHI?
Find hourly flight availability from San Luis Obispo to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 13, 2026.
When flying from San Luis Obispo to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated October 13, 2026.
Read through reviews of airlines operating flights from San Luis Obispo to Chicago, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Food
6.7
Overall
7.4
Boarding
7.7
Entertainment
7.1
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Food
6.7
Overall
7.4
Boarding
7.7
Entertainment
7.1
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Food
6.7
Overall
7.4
Boarding
7.7
Entertainment
7.1
Crew
8.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from San Luis Obispo to Chicago. 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 Chicago?
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Find flights from San Luis Obispo to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Luis Obispo and Chicago flights
Browse other San Luis Obispo and Chicago flight options. Last updated on October 13, 2026.
Other flights from San Luis Obispo
Browse through other flights departing from San Luis Obispo. Flights are based on user searches made on Cheapflights and were last updated on October 13, 2026.
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Top 3 airlines flying from San Luis Obispo to Chicago
Discover the top 3 airlines that operate flights from San Luis Obispo to Chicago. 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$290 | Average$620 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$298 | Average$434 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$348 | Average$517 | FlexibilityNo cancel fee | On-time69% |