$146+ Cheap flights from San Luis Obispo (SBP) to Chicago (CHI)
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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
SBP — CHI
Apr 16 — Apr 234
Round-trip
4 travelers, 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
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 San Luis Obispo to Chicago
Cheapest
Best
Last-minute
One-way
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 March 17, 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 March 17, 2026.
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.
Tue 4/143:12 pm
SBP
- ORD
1 stop21h 09m
Alaska Airlines
Tue 4/214:10 pm
ORD
- SBP
1 stop8h 19m
Alaska Airlines
Deal found 3/14![Alaska Airlines logo]()
$265
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/143:12 pm
SBP
- ORD
1 stop21h 09m
Alaska Airlines
Fri 4/174:10 pm
ORD
- SBP
1 stop9h 24m
Alaska Airlines
Deal found 3/15![Alaska Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:55 pm
SBP
- ORD
1 stop8h 53m
American Airlines
Sat 5/96:57 am
ORD
- SBP
1 stop7h 13m
American Airlines
Deal found 3/13![American Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 3/17. 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 4/1412:55 pm
SBP
- ORD
1 stop7h 50m
American Airlines
Tue 4/2110:41 am
ORD
- SBP
2 stops9h 39m
American Airlines
Deal found 3/17![American Airlines logo]()
$335
This Expedia deal was found by Cheapflights users on 3/13. 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.
Thu 4/236:00 am
SBP
- ORD
1 stop11h 03m
Alaska Airlines
Mon 4/273:52 pm
ORD
- SBP
1 stop9h 23m
Alaska Airlines
Deal found 3/13![Alaska Airlines logo]()
$337
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:07 pm
SBP
- ORD
1 stop7h 11m
American Airlines
Tue 10/62:34 pm
ORD
- SBP
1 stop9h 28m
American Airlines
Deal found 3/16![American Airlines logo]()
$349
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.
Thu 4/912:55 pm
SBP
- ORD
1 stop7h 50m
American Airlines
Tue 4/1411:43 am
ORD
- SBP
2 stops8h 37m
American Airlines
Deal found 3/15![American Airlines logo]()
$354
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 March 17, 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 March 17, 2026.
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/143:12 pm
SBP
- ORD
1 stop21h 09m
Alaska Airlines
Fri 4/174:10 pm
ORD
- SBP
1 stop9h 24m
Alaska Airlines
Deal found 3/15![Alaska Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:55 pm
SBP
- ORD
1 stop8h 53m
American Airlines
Sat 5/96:57 am
ORD
- SBP
1 stop7h 13m
American Airlines
Deal found 3/13![American Airlines logo]()
$291
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/152:30 pm
SBP
- ORD
1 stop6h 58m
United Airlines
Wed 4/226:00 pm
ORD
- SBP
1 stop7h 44m
United Airlines
Deal found 3/17![United Airlines logo]()
$291
This Alaska Airlines deal was found by Cheapflights users on 3/17. 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 4/146:00 am
SBP
- ORD
1 stop6h 21m
Alaska Airlines
Tue 4/218:20 am
ORD
- SBP
1 stop8h 12m
Alaska Airlines
Deal found 3/17![Alaska Airlines logo]()
$294
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:30 pm
SBP
- ORD
1 stop6h 58m
United Airlines
Tue 4/144:40 pm
ORD
- SBP
1 stop9h 19m
United Airlines
Deal found 3/15![United Airlines logo]()
$369
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/23:12 pm
SBP
- ORD
1 stop6h 47m
Alaska Airlines
Mon 4/64:10 pm
ORD
- SBP
1 stop9h 24m
Alaska Airlines
Deal found 3/16![Alaska Airlines logo]()
$407
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:12 pm
SBP
- ORD
1 stop8h 47m
United Airlines
Sat 4/46:20 pm
ORD
- SBP
1 stop7h 39m
United Airlines
Deal found 3/15![United Airlines logo]()
$419
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:30 pm
SBP
- ORD
1 stop8h 29m
United Airlines
Sat 4/116:00 pm
ORD
- SBP
1 stop7h 44m
United Airlines
Deal found 3/16![United Airlines logo]()
$458
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 5/15:36 pm
SBP
- ORD
1 stop18h 32m
Alaska Airlines
Mon 5/46:00 am
ORD
- SBP
2 stops19h 15m
Alaska Airlines
Deal found 3/14![Alaska Airlines logo]()
$470
Last-minute flights from San Luis Obispo to ChicagoDiscover last-minute flight deals from San Luis Obispo to Chicago. Data last updated March 17, 2026 and is based on user searches.
Discover last-minute flight deals from San Luis Obispo to Chicago. Data last updated March 17, 2026 and is based on user searches.
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.
Thu 4/912:55 pm
SBP
- ORD
1 stop7h 50m
American Airlines
Tue 4/1411:43 am
ORD
- SBP
2 stops8h 37m
American Airlines
Deal found 3/15![American Airlines logo]()
$354
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:30 pm
SBP
- ORD
1 stop6h 58m
United Airlines
Tue 4/144:40 pm
ORD
- SBP
1 stop9h 19m
United Airlines
Deal found 3/15![United Airlines logo]()
$369
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.
Tue 4/143:12 pm
SBP
- ORD
1 stop21h 09m
Alaska Airlines
Tue 4/214:10 pm
ORD
- SBP
1 stop8h 19m
Alaska Airlines
Deal found 3/14![Alaska Airlines logo]()
$265
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/143:12 pm
SBP
- ORD
1 stop21h 09m
Alaska Airlines
Fri 4/174:10 pm
ORD
- SBP
1 stop9h 24m
Alaska Airlines
Deal found 3/15![Alaska Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 3/17. 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 4/1412:55 pm
SBP
- ORD
1 stop7h 50m
American Airlines
Tue 4/2110:41 am
ORD
- SBP
2 stops9h 39m
American Airlines
Deal found 3/17![American Airlines logo]()
$335
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/152:30 pm
SBP
- ORD
1 stop6h 58m
United Airlines
Wed 4/226:00 pm
ORD
- SBP
1 stop7h 44m
United Airlines
Deal found 3/17![United Airlines logo]()
$291
This Expedia deal was found by Cheapflights users on 3/13. 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.
Thu 4/236:00 am
SBP
- ORD
1 stop11h 03m
Alaska Airlines
Mon 4/273:52 pm
ORD
- SBP
1 stop9h 23m
Alaska Airlines
Deal found 3/13![Alaska Airlines logo]()
$337
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 March 17, 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 March 17, 2026.
This American Airlines deal was found by Cheapflights users on 3/17. 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 4/2512:55 pm
SBP
- ORD
1 stop7h 50m
American Airlines
Deal found 3/17![American Airlines logo]()
$146
This Expedia deal was found by Cheapflights users on 3/17. 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.
Thu 4/233:39 pm
SBP
- ORD
1 stop6h 04m
Alaska Airlines
Deal found 3/17![Alaska Airlines logo]()
$185
This Alaska Airlines deal was found by Cheapflights users on 3/13. 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.
Sat 5/23:39 pm
SBP
- ORD
2 stops13h 01m
Alaska Airlines
Deal found 3/13![Alaska Airlines logo]()
$197
This Expedia deal was found by Cheapflights users on 3/17. 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 3/316:00 am
SBP
- ORD
1 stop6h 21m
Alaska Airlines
Deal found 3/17![Alaska Airlines logo]()
$210
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.
Mon 4/63:12 pm
SBP
- ORD
1 stop6h 47m
Alaska Airlines
Deal found 3/14![Alaska Airlines logo]()
$230
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:05 pm
SBP
- ORD
1 stop17h 19m
Alaska Airlines
Deal found 3/14![Alaska Airlines logo]()
$235
This Expedia deal was found by Cheapflights users on 3/17. 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 4/247:20 am
SBP
- ORD
1 stop7h 36m
Alaska Airlines
Deal found 3/17![Alaska Airlines logo]()
$245
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:34 pm
SBP
- ORD
1 stop8h 46m
Alaska Airlines
Deal found 3/15![Alaska Airlines logo]()
$254
This Alaska Airlines deal was found by Cheapflights users on 3/17. 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 4/167:34 pm
SBP
- ORD
1 stop9h 05m
Alaska Airlines
Deal found 3/17![Alaska Airlines logo]()
$255
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 March 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $265 (Alaska Airlines) |
One-way from | $146 (American Airlines) |
Popular in | November |
Cheapest in | August |
Average price | $334 |
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 2,558,603 searches. Data last updated March 17, 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 - ORD
SBPORD
San Luis Obispo County
Tue 4/14
3:12 pm-2:21 pm
1 stop21h 09m
Chicago O'Hare Intl
Fri 4/17
4:10 pm-11:34 pm
1 stop9h 24m
$285
San Luis ObispoChicago
SBP - ORD
SBPORD
San Luis Obispo County
Sat 5/2
12:55 pm-11:48 pm
1 stop8h 53m
Chicago O'Hare Intl
Sat 5/9
6:57 am-12:10 pm
1 stop7h 13m
$291
San Luis ObispoChicago
SBP - ORD
SBPORD
San Luis Obispo County
Wed 4/15
2:30 pm-11:28 pm
1 stop6h 58m
Chicago O'Hare Intl
Wed 4/22
6:00 pm-11:44 pm
1 stop7h 44m
$291
Quickest round-trip
San Luis ObispoChicago
SBP - ORD
SBPORD
San Luis Obispo County
Tue 4/14
6:00 am-2:21 pm
1 stop6h 21m
Chicago O'Hare Intl
Tue 4/21
8:20 am-2:32 pm
1 stop8h 12m
$294
San Luis ObispoChicago
SBP - ORD
SBPORD
San Luis Obispo County
Thu 4/9
2:30 pm-11:28 pm
1 stop6h 58m
Chicago O'Hare Intl
Tue 4/14
4:40 pm-11:59 pm
1 stop9h 19m
$369
San Luis ObispoChicago
SBP - ORD
SBPORD
San Luis Obispo County
Thu 4/2
3:12 pm-11:59 pm
1 stop6h 47m
Chicago O'Hare Intl
Mon 4/6
4:10 pm-11:34 pm
1 stop9h 24m
$407
San Luis ObispoChicago
SBP - ORD
SBPORD
San Luis Obispo County
Tue 3/31
2:12 pm-12:59 am
1 stop8h 47m
Chicago O'Hare Intl
Sat 4/4
6:20 pm-11:59 pm
1 stop7h 39m
$419
San Luis ObispoChicago
SBP - ORD
SBPORD
San Luis Obispo County
Thu 4/9
2:30 pm-12:59 am
1 stop8h 29m
Chicago O'Hare Intl
Sat 4/11
6:00 pm-11:44 pm
1 stop7h 44m
$458
San Luis ObispoChicago
SBP - ORD
SBPORD
San Luis Obispo County
Fri 5/1
5:36 pm-2:08 pm
1 stop18h 32m
Chicago O'Hare Intl
Mon 5/4
6:00 am-11:15 pm
2 stops19h 15m
$470
Cheapest one-way
Quickest one-way
San Luis ObispoChicago
SBP - ORD
SBPORD
San Luis Obispo County
Mon 5/11
3:39 pm-11:43 pm
1 stop6h 04m
$185
Showing 1-10 of 17 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 March.
| 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, October is the cheapest month in which you can book a flight from San Luis Obispo to Chicago (average of $240). Flying from San Luis Obispo to Chicago in November is currently the most expensive (average of $388). 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 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 March 17, 2026.
Read through reviews of airlines operating flights from San Luis Obispo to Chicago, such as Alaska Airlines,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.0
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
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?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 17, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
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San Luis Obispo and Chicago flights
Browse other San Luis Obispo and Chicago flight options. Last updated on March 17, 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 March 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from San Luis Obispo to Chicago
Discover the top 2 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 2,558,603 searches. Data last updated March 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$274 | Average$488 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$391 | Average$584 | FlexibilityNo cancel fee | On-time69% |