$417 Cheap Flights from Chicago (MDW) to San Luis Obispo (SBP)

Bundle Your Flight + Hotel & Save!

Featured airlines

Top nine airline logos for desktop

Cheap Flights from Chicago to San Luis Obispo (MDW-SBP)

Prices were available within the past 7 days and start at $417 for one-way flights and $953 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Flights from Chicago (MDW) to San Luis Obispo (SBP)
Origin airport
Midway Intl.
Destination airport
San Luis Obispo County Regional
Roundtrip price
$953
Distance
1823 mi

Chicago to San Luis Obispo Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to San Luis Obispo offer the perfect respite. Not only does exploring San Luis Obispo provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to San Luis Obispo may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of San Luis Obispo are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to San Luis Obispo more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to San Luis Obispo is $417 now!

Frequently asked questions

How much is a one-way flight from Midway Intl. Airport (MDW) to San Luis Obispo County Regional Airport (SBP)?
Prepare to grab a bargain, because one-way Chicago flights to San Luis Obispo start from $461. This is based on the lowest price found on Expedia for this route with a departure date within the next three months. This airfare is for an Delta flight, jetting off from Midway Intl. Airport (MDW) on June 7 2024 and landing at McChesney Field. The price of this airfare was last updated on May 23 2024 and has not changed since.
Is it cheaper to buy a plane ticket from Midway Airport to SBP last minute?
Booking your trip from Midway Airport to San Luis Obispo County Regional Airport (SBP) last minute could save you money if you’re lucky enough to find an epic deal. However, tickets generally don’t get cheaper as the date of departure nears. If you hold off, flights could also be booked up or the best seats gone (because no one wants the middle seat). If you’d prefer to play it safe, book well ahead of the date you want to leave. In fact, some of the best deals are available on Expedia up to a year in advance. If your favorite airline hasn’t released tickets yet, check back regularly as offers are constantly updated on Expedia.
What is the cheapest airline flying from Midway Intl. Airport (MDW) to McChesney Field in the next 90 days?
With fares from $417 for a flight from Chicago to San Luis Obispo, Delta is the cheapest airline found on Expedia. This price is based on airfares found on Expedia with a departure date within the next 90 days and was updated on May 27 2024 and has not changed since. The flight takes off from Midway Airport on June 18 2024 and lands at McChesney Field.
What's the cheapest price for a flight from MDW to McChesney Field next month?
You can get a flight from Chicago to San Luis Obispo for $417. This is the best ticket price for this trip departing in the next month. It’s an Delta flight jetting off from Midway Airport on June 18 2024 and touching down at McChesney Field. The airfare was last updated on May 27 2024 and has not changed since. It was found after looking through all available flights on Expedia within the next 30 days.
What airports do you fly into for San Luis Obispo from Chicago?
San Luis Obispo County Regional Airport (SBP), Santa Maria Public Airport (SMX) and Paso Robles Municipal Airport (PRB) are your choices when setting off from Chicago to San Luis Obispo. Roughly 3 mi south of downtown San Luis Obispo, San Luis Obispo County Regional Airport (SBP) is the city’s principal gateway. Consider factors such as flight arrival and departure times and the distance to your hotel before picking your airport. Mission San Luis Obispo de Tolosa and California Polytechnic State University, San Luis Obispo are a couple of terrific attractions to add to your must-see list when you arrive at your destination.
Can I change the date of my flight from Midway Intl. Airport (MDW) to SBP?
You can easily make changes to your MDW to San Luis Obispo County Regional Airport (SBP) trip by logging in to the Expedia Trips portal. Before making any amendments, browse the ticket rules in your itinerary to see what the carrier will allow you to do and if any charges apply. Some carriers charge a change fee per person, on top of any difference in ticket prices. But if you booked in the last 24 hours, you may be able to cancel for free and organize new flights. You can also swing by our Customer Service portal to find the answers to your questions and to chat with our Virtual Agent.
Chicago nearby Airports
*Available to One Key members.