284 € Cheap Flights from Chicago to San Luis Obispo County

Compare Chicago to San Luis Obispo County flight deals

Find the cheapest month or even day of the year to fly to San Luis Obispo County

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Find the cheapest month to fly from Chicago to San Luis Obispo County

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to San Luis Obispo County flights are currently cheapest in May.

Chicago to San Luis Obispo County: Alternative routes

Compare routes from Chicago to San Luis Obispo below. You may find an airport to fly into that's cheaper, faster, or easier than San Luis Obispo County.

Chicago to San Luis Obispo: Flight information

The things to know before you go.
Cheapest flight found284 €
Cheapest month to flyMay

Finding cheap flights from Chicago to San Luis Obispo County: Frequently asked questions

The best price we found for a return flight from Chicago to San Luis Obispo County is 284 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to San Luis Obispo County. But we found flights with one stop from 284 €.
As of March 2026, there are no flights flying from Chicago to San Luis Obispo County.
The cheapest month to fly from Chicago to San Luis Obispo County is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to San Luis Obispo County Airport on Friday, 15 May 2026.
No airlines currently offer direct flights between Chicago and San Luis Obispo County Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Luis Obispo County but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to San Luis Obispo is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to San Luis Obispo County is United .

Flying from Chicago to San Luis Obispo County Regional Airport (SBP): What you need to know

  • Your trip gets off the ground at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Check out your options for booking a flight from Chicago to San Luis Obispo County Regional Airport (SBP) departing from either of these.

  • The timezone in San Luis Obispo is UTC-7, which is two hours behind Chicago. San Luis Obispo County Regional Airport is located in San Luis Obispo.

  • Your flight from Chicago to SBP won't wait if you're running late, so get to the airport with time to spare. Arrive up to one hour in advance for domestic flights and two hours ahead when you're flying internationally.

  • Heading away during a peak period like public or school holidays? Expect longer lines at check-in and security. For peace of mind, arrive up to four hours before international flights and two hours before domestic departures.

Airports in Chicago

O'Hare International Airport (ORD)

  • ORD is around 40 kilometres from central Chicago. If you're driving, catching a cab or ride-sharing from the centre, it'll take you 35 minutes or so to get there, depending on traffic. If you're taking public transport, expect the journey time to be around 55 minutes.

  • Looking for a comfortable hotel close to O'Hare International Airport? If you're catching an early flight from Chicago to San Luis Obispo County Regional Airport, these accommodation options will have you sleeping moments from check-in:

  • 74.85% of flights that leave from O'Hare International Airport arrive at their destination on schedule.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • With public transport, you can travel from central Chicago to MDW in around 45 minutes. The airport is roughly 19 kilometres away, and making the trip by car will take approximately 20 minutes.

  • Want to enjoy an extra night away before boarding your Chicago to SBP flight? Check in to a hotel near Chicago Midway International Airport before your holiday officially starts. These stays have a room with your name on it:

  • 77.88% of flights taking off from Chicago Midway International Airport stick to their scheduled arrival time.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 137 kilometres away. It takes roughly 1 hour 25 minutes to arrive by car and 4 hours 15 minutes or so if you take public transport.

  • Skip the morning rush on departure day — stay near Chicago Rockford International Airport and know you'll get to the terminal with time to spare. Get comfy at one of these hotels the day before if you're catching an early Chicago to San Luis Obispo County Regional Airport flight:

  • Airports have an on-time performance rating that monitors how often flights arrive when they should. At RFD, that rate is 76.19%.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About San Luis Obispo County Regional Airport (SBP)

Getting from San Luis Obispo County Regional Airport (SBP) to central San Luis Obispo

  • San Luis Obispo County Regional Airport is around 11 kilometres from the centre of San Luis Obispo. It takes around 10 minutes or so to drive to the city.

  • It'll take around 55 minutes if you're travelling by public transport.

How to find the cheapest flights from Chicago to San Luis Obispo County Regional Airport (SBP)

  • Right now, 346 € is the best price we've found for a one-way ticket from Chicago to San Luis Obispo County Regional Airport. The cheapest price for a return flight is 284 €. Keep in mind fares may change due to demand at the time of booking.

  • Don't leave things to the last minute. You're more likely to walk away with cheap flights from Chicago to SBP if you book in advance. Airlines often offer some fantastic early bird deals.

  • If you're flexible with your travel dates, use the 'Whole month' tool. It'll show you the cheapest price across each month when searching for your Chicago to San Luis Obispo County Regional Airport ticket.

  • Locking in a cheap plane ticket from Chicago to SBP is a piece of cake with Price Alerts. All you need to do is create one of these automatic alerts and we'll let you know when there's a price drop.

  • Filters make it easier to dig up a deal for your flight from Chicago to San Luis Obispo County Regional Airport. Pick the departure times, carriers and stops that look good to you. Then sort the results by 'Cheapest' to zero in on the cheapest fare fast.

The best time to fly from Chicago to San Luis Obispo County Regional Airport (SBP)

  • September is the busiest month for flights from Chicago to San Luis Obispo County Regional Airport (SBP). Visit San Luis Obispo in February for a more low-key escape.

  • Before locking in your Chicago to SBP plane ticket, consider what kind of weather you prefer. August is the warmest month in San Luis Obispo, with temperatures ranging from 13ºC (55ºF) to 28ºC (82ºF).

  • February has temperatures of between 5ºC (41ºF) and 21ºC (70ºF). Search for cheap tickets from Chicago to San Luis Obispo County Regional Airport around that time if you'd rather travel in cooler conditions.

More about San Luis Obispo

  • When it comes to looking for somewhere to rest your head, you'll find the most popular stays in San Luis Obispo right here. Explore these hotels after you've booked your flight from Chicago to San Luis Obispo County Regional Airport:

  • There are loads of terrific things to do in San Luis Obispo when you're ready to sightsee. Kick things off at Bishop Peak followed by Mission San Luis Obispo de Tolosa and Performing Arts Centre.

Explore more of the United States

  • San Luis Obispo has plenty going for it, but there are so many other corners of the United States you should also see. About 257 kilometres south-east of San Luis Obispo, a visit to Los Angeles will keep you on the move. Don't miss top attractions like Hollywood Sign, Griffith Observatory and Hollywood Bowl.

  • Around 257 kilometres north-west of San Luis Obispo, San Jose is another essential stop in the United States. Experience the best of this destination with a visit to Japantown (San Jose), Winchester Mystery House and The Tech Museum of Innovation.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.