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ORD - SBP

$249 Find cheap flights from Chicago to San Luis Obispo

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to San Luis Obispo departing on 7/15. 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
0 bags
Sat 7/6
Sat 7/13

Search hundreds of travel sites at once for deals on flights to San Luis Obispo

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Luis Obispo, 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 Chicago to San Luis Obispo, as well as popular online travel agencies
In the last 7 days travelers have searched 43,995,393 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to San Luis Obispo (ORD-SBP)

 
These are the cheapest deals for flights from Chicago to San Luis Obispo currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to San Luis Obispo.

Recent one-way flight deals from Chicago to San Luis Obispo

Only flying one-way? Below are some of the best one-way flight deals from Chicago to San Luis Obispo found on KAYAK recently.

Recent last minute flight deals from Chicago to San Luis Obispo

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to San Luis Obispo.

Recent direct flight deals from Chicago to San Luis Obispo

The latest deals for direct flights from Chicago to San Luis Obispo so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to San Luis Obispo

Find recent round-trip train or bus tickets from Chicago to San Luis Obispo.

All round-trip flight deals to San Luis Obispo

The cheapest plane tickets to San Luis Obispo found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:35 am - 1:12 pmORD-SBP
32h 37m2 stops
2:57 pm - 4:40 amSBP-ORD
11h 43m1 stop
$415Alaska Airlines
Find Deal
Mon, Jul 1 - Thu, Jul 4
6:35 am - 1:12 pmORD-SBP
32h 37m2 stops
12:52 pm - 4:40 amSBP-ORD
13h 48m2 stops
$435Alaska Airlines
Find Deal
Mon, Jul 1 - Thu, Jul 4
9:22 pm - 2:17 pmORD-SBP
18h 55m1 stop
12:52 pm - 5:15 amSBP-ORD
14h 23m1 stop
$448Alaska Airlines
Find Deal
Mon, Jul 1 - Thu, Jul 4
3:10 pm - 8:38 pmORD-SBP
7h 28m1 stop
12:27 pm - 9:25 pmSBP-ORD
6h 58m1 stop
$478American Airlines
Find Deal
Sat, Jun 29 - Tue, Jul 2
8:45 am - 11:58 pmORD-SBP
17h 13m1 stop
2:10 pm - 4:54 amSBP-ORD
12h 44m1 stop
$487United Airlines
Find Deal
Fri, Aug 16 - Tue, Aug 20
12:55 pm - 11:58 pmORD-SBP
13h 03m2 stops
2:10 pm - 5:38 amSBP-ORD
13h 28m1 stop
$492United Airlines
Find Deal
Fri, Aug 16 - Tue, Aug 20
8:49 am - 3:24 pmORD-SBP
8h 35m2 stops
12:32 pm - 11:34 pmSBP-ORD
9h 02m2 stops
$498American Airlines
Find Deal
Fri, Aug 16 - Tue, Aug 20
11:05 am - 3:30 pmORD-SBP
6h 25m1 stop
4:10 pm - 12:23 amSBP-ORD
6h 13m1 stop
$508American Airlines
Find Deal
Wed, Jul 24 - Tue, Jul 30
3:15 pm - 10:17 pmORD-SBP
9h 02m2 stops
6:23 am - 2:16 pmSBP-ORD
5h 53m1 stop
$513American Airlines
Find Deal
Wed, Jul 24 - Tue, Jul 30
9:08 pm - 10:16 amORD-SBP
15h 08m2 stops
6:15 am - 11:59 pmSBP-ORD
15h 44m2 stops
$594United Airlines
Find Deal
Sat, Jun 29 - Tue, Jul 2
6:35 am - 1:12 pmORD-SBP
32h 37m2 stops
$249Alaska Airlines
Find Deal
Mon, Jul 15
6:00 am - 10:15 pmORD-SBP
18h 15m1 stop
$283Alaska Airlines
Find Deal
Mon, Jul 15
2:01 pm - 11:46 pmORD-SBP
11h 45m3 stops
$567United Airlines
Find Deal
Mon, Jul 15
12:59 am - 2:17 pmORD-SBP
15h 18m2 stops
$599Alaska Airlines
Find Deal
Sun, Jul 14

Flights from Chicago to San Luis Obispo - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to San Luis Obispo 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 Chicago to San Luis Obispo?

The average price of all flights from Chicago O'Hare Intl Airport to San Luis Obispo clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to San Luis Obispo on a Friday and more expensive on a Tuesday. On your return trip to Chicago, you should consider flying back on a Tuesday, and avoid Sundays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to San Luis Obispo, 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 Chicago O'Hare Intl Airport to San Luis Obispo is September, where tickets cost $466 on average. On the other hand, the most expensive months are June and April, where the average cost of tickets is $695 and $680 respectively.

Which airlines provide the cheapest flights from Chicago to San Luis Obispo?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago to San Luis Obispo were found on Alaska Airlines ($415) and American Airlines ($478). Alaska Airlines proposed the cheapest one-way flight at $249.

Good to know

Low season

January

High season

September

Cheapest flight

$249
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Chicago to San Luis Obispo

When to book flights from Chicago to San Luis Obispo

Are your dates flexible? Find out the best times to travel from Chicago to San Luis Obispo 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 Chicago to San Luis Obispo flights

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

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to San Luis Obispo was $249 for a one-way ticket and $415 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to San Luis Obispo are United Airlines and American Airlines. With an average price for the route of $559 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 $548 and an overall rating of 7.3.

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

    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 Chicago to San Luis Obispo.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Luis Obispo from Chicago 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 Chicago to San Luis Obispo?

    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 San Luis Obispo with an airline and back to Chicago with another airline. Booking your flights between Chicago and SBP 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 Chicago to San Luis Obispo?

    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 San Luis Obispo from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chicago to San Luis Obispo

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San Luis Obispo. 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 Chicago to San Luis Obispo? 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 10696 reviews
6.7Food
7.1Entertainment
7.7Boarding
7.2Comfort
8.1Crew
Airline reviews

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

8.0 ExcellentBob, Jun 2024ORD - LAX
Read more about United Airlines reviews

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Book cheap flights from Chicago to San Luis Obispo

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to San Luis Obispo found on KAYAK in the last 72 hours.
7/15Mon
2 stopsAlaska Airlines
32h 37mORD-SBP
$249
7/15Mon
1 stopAlaska Airlines
18h 15mORD-SBP
$283
7/15Mon
3 stopsUnited Airlines
11h 45mORD-SBP
$567
7/14Sun
2 stopsAlaska Airlines
15h 18mORD-SBP
$599

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Chicago - San Luis Obispo Flights

Departure:

Chicago (ORD)United States

Destination:

San Luis Obispo (SBP)United States

Return flight deals:

San Luis Obispo - Chicago

Cabin classes: