$537 Cheap Flights from San Luis Obispo (SBP) to Chicago (MDW)

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

Prices were available within the past 7 days and start at $537 for one-way flights and $981 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
United
United
United
United
Alaska Airlines
Alaska Airlines
Alaska Airlines
United
Alaska Airlines
Flights from San Luis Obispo (SBP) to Chicago (MDW)
Origin airport
San Luis Obispo County Regional
Destination airport
Midway Intl.
Roundtrip price
$980
Distance
1823 mi

San Luis Obispo to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from San Luis Obispo to Chicago offer the perfect respite. Not only does exploring Chicago 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 San Luis Obispo to Chicago 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 Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $537 now!

Frequently asked questions

How much is a one-way flight from McChesney Field to Midway Intl. Airport (MDW)?
Purchase your tickets with Expedia and you could pick up one-way San Luis Obispo flights to Chicago from only $543. This was the cheapest price found for this particular route departing within the next three months — an United flight, leaving from San Luis Obispo County Regional Airport (SBP) on May 16 2024 and arriving at Midway Airport. The price was updated on April 15 2024 and has not changed since. Ready to land your own bargain? Wonderful offers are just a few clicks away.
Is it cheaper to buy a plane ticket from McChesney Field to Midway Airport last minute?
Being a spontaneous soul is a fantastic way to explore the globe, but it isn’t always the wisest method to nab a cheap plane ticket. Think about booking your San Luis Obispo County Regional Airport (SBP) to Midway Intl. Airport (MDW) journey in advance rather than leaving it until the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. We recommend saving that spontaneity for when you reach your destination!
What is the cheapest airline flying from SBP to Chicago Airport in the next 90 days?
With fares from $543 for a flight from San Luis Obispo to Chicago, United is the cheapest airline found on Expedia. This price is based on airfares found on Expedia departing within the next 90 days and was last updated on April 15 2024 and has not changed since. The flight sets off from SBP on May 16 2024 and arrives at Midway Intl. Airport (MDW).
What airports do you fly into for Chicago from San Luis Obispo?
From San Luis Obispo, you can travel to Chicago through Midway Intl. Airport (MDW), O’Hare Intl. Airport (ORD) and Lewis University Airport (LOT). Check which terminal is more convenient for you before you make a decision. If you go with Midway Intl. Airport (MDW), it’s about 9 mi southwest of the city center. Use the cash you save when booking your trip with Expedia to tour the city’s awesome sights, such as Wrigley Field and Millennium Park.
Can I change the date of my flight from San Luis Obispo County Regional Airport (SBP) to MDW?
It’s a snap to make amendments to your McChesney Field to Midway Airport journey yourself. Simply log in to the Expedia Trips portal and tap “change flight.” Browse around for new flights and choose the one that better suits your plans. You’ll get an estimate of any flight change costs. Alternatively, visit our Customer Service portal to connect with our Virtual Agent and get answers to your questions.
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