SBP - ORD

$137 Find Cheap Flights from San Luis Obispo to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Luis Obispo to Chicago departing on 9/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Luis Obispo to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Luis Obispo to Chicago, as well as popular online travel agencies
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Cheap Flights from San Luis Obispo to Chicago (SBP-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Luis Obispo to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Luis Obispo to Chicago

Tue, Aug 12 - Sat, Aug 16
Alaska Airlines Logo
7:35 pm - 5:40 amSBP-ORD
8h 05m1 stop
Alaska Airlines Logo
6:00 am - 6:43 pmORD-SBP
14h 43m1 stop
$230Alaska Airlines
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Wed, Aug 27 - Tue, Sep 2
American Airlines Logo
12:30 pm - 10:43 pmSBP-ORD
8h 13m1 stop
American Airlines Logo
6:00 am - 11:25 amORD-SBP
7h 25m1 stop
$231American Airlines
Find Deal
Tue, Aug 12 - Sat, Aug 16
American Airlines Logo
12:30 pm - 10:43 pmSBP-ORD
8h 13m1 stop
American Airlines Logo
11:54 am - 6:36 pmORD-SBP
8h 42m2 stops
$236American Airlines
Find Deal
Tue, Aug 12 - Sat, Aug 16
American Airlines Logo
6:00 am - 5:10 pmSBP-ORD
9h 10m2 stops
American Airlines Logo
11:54 am - 6:36 pmORD-SBP
8h 42m2 stops
$241American Airlines
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Thu, Sep 18 - Sat, Sep 20
Alaska Airlines Logo
6:29 pm - 7:03 amSBP-ORD
10h 34m1 stop
Alaska Airlines Logo
10:00 am - 5:37 pmORD-SBP
9h 37m1 stop
$252Alaska Airlines
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Fri, Aug 15 - Wed, Aug 20
American Airlines Logo
12:18 pm - 11:43 pmSBP-ORD
9h 25m1 stop
American Airlines Logo
6:00 am - 11:25 amORD-SBP
7h 25m1 stop
$253American Airlines
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Fri, Aug 15 - Wed, Aug 20
American Airlines Logo
12:30 pm - 10:43 pmSBP-ORD
8h 13m1 stop
American Airlines Logo
10:25 am - 6:36 pmORD-SBP
10h 11m2 stops
$258American Airlines
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Thu, Sep 4 - Mon, Sep 8
United Airlines Logo
3:45 pm - 12:45 amSBP-ORD
7h 00m1 stop
United Airlines Logo
1:05 pm - 6:19 pmORD-SBP
7h 14m1 stop
$302United Airlines
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Thu, Oct 30 - Tue, Nov 4
United Airlines Logo
5:15 am - 1:15 pmSBP-ORD
6h 00m1 stop
United Airlines Logo
4:40 pm - 9:34 pmORD-SBP
6h 54m1 stop
$388United Airlines
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Wed, Aug 6 - Sun, Aug 10
United Airlines Logo
6:00 pm - 5:39 amSBP-ORD
9h 39m1 stop
United Airlines Logo
5:00 am - 3:51 pmORD-SBP
12h 51m2 stops
$493United Airlines
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KAYAK's insights & trends for San Luis Obispo to Chicago flights

Get data-powered insights and trends into flights from San Luis Obispo to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from San Luis Obispo to Chicago?

The average price of all round-trip flights from San Luis Obispo to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

When flying from San Luis Obispo to Chicago, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to San Luis Obispo, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

What is the cheapest month to fly from San Luis Obispo to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Luis Obispo to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San Luis Obispo to Chicago O'Hare Intl Airport is April, where tickets cost $462 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $881 and $740 respectively.

Good to know

Low seasonFebruary
High seasonAugust
Cheapest flight$137
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from San Luis Obispo to Chicago

When to book flights from San Luis Obispo to Chicago

Are your dates flexible? Find out the best times to travel from San Luis Obispo to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking San Luis Obispo to Chicago flights

  • What is the cheapest flight from San Luis Obispo to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from San Luis Obispo to Chicago O'Hare Intl Airport was $137 for a one-way ticket and $230 for a round-trip.

  • Do I need a passport to fly between San Luis Obispo and Chicago?

    No, a passport isn't needed to fly from San Luis Obispo to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from San Luis Obispo to Chicago?

    San Luis Obispo and Chicago are both served by 1 main airport. You will leave San Luis Obispo from San Luis Obispo County and will be arriving at Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from San Luis Obispo to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from San Luis Obispo to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between San Luis Obispo and Chicago, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from San Luis Obispo to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from San Luis Obispo to Chicago are United Airlines and American Airlines. With an average price for the route of $652 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $530 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from San Luis Obispo to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Luis Obispo to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Luis Obispo to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from San Luis Obispo is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Luis Obispo to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to San Luis Obispo with another airline. Booking your flights between San Luis Obispo and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Luis Obispo to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from San Luis Obispo up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from San Luis Obispo to Chicago

 
See real verified KAYAK customer reviews for airlines flying from San Luis Obispo to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Luis Obispo to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8846 reviews
7.7Boarding
7.3Comfort
6.6Food
8.1Crew
7.0Entertainment
Airline reviews

Overall it was good. I missed my connection but I was put on another flight.

8.0 ExcellentJohanna, Jul 2025IAH - ORD
Read more United Airlines reviews

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Everything you need to know for your flight from San Luis Obispo to Chicago

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