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Flights from San Luis Obispo to Chicago, United States
Where To Buy Cheap Flights from San Luis Obispo to Chicago?
The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from San Luis Obispo to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.
Compare Flight Prices from San Luis Obispo to Chicago by Month
Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for San Luis Obispo to Chicago flights.
| Month | Origin | Destination | Carrier | Depart Date | Return Date | Stops | Price |
|---|---|---|---|---|---|---|---|
| April | San Luis Obispo | Chicago | Alaska | 4/30/25 | 5/5/25 | 2 | $682 |
| May | San Luis Obispo | Chicago | Alaska | 5/31/25 | 6/3/25 | 1 | $355 |
| June | San Luis Obispo | Chicago | Alaska | 6/2/25 | 6/6/25 | 1 | $384 |
Cheap Last Minute Flights from San Luis Obispo to Chicago
Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from San Luis Obispo to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.
Next 30 Days
| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
| 18 | 19 | 20 | 21 | 22 | 23 | 24 |
| $483 | ||||||
| 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| $483 | $355 | |||||
| 1 | 2 | 3 | 4 | 5 | 6 | 7 |
| $355 | ||||||
Connecting Flights vs Direct Flights from San Luis Obispo to Chicago
Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.
The average price for connecting flights from San Luis Obispo to Chicago is $473.
The average price for direct flights from San Luis Obispo to Chicago is not available.
One Way Flights vs Round Trip Flights from San Luis Obispo to Chicago
We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from San Luis Obispo to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.
The average price for one way flights from San Luis Obispo to Chicago is $269.
The average price for round trip flights from San Luis Obispo to Chicago is $473.
Airlines in San Luis Obispo flying to Chicago Last modified: May 8, 2025 14:23 -04:00Number of routes searched: 0Number of itineraries searched: 0
Wondering which airlines fly out of San Luis Obispo to Chicago? We've gathered the average price of San Luis Obispo airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.
Farecompare Research Tools
FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.
Cheap Domestic Flights to Chicago - CHI Last modified: May 8, 2025 14:23 -04:00
Cheap International Flights to Chicago - CHI Last modified: May 8, 2025 14:23 -04:00
| Flights | Lowest Price |
| Los Angeles, California to Toronto | $187 |
