SBP - ORD

$126 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 4/25. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$251
Overall average: $432
Alaska Airlines
Sat 5/2Sat 5/9
SBP - ORD • 1 stop
Cheapest one-way
$126
United Airlines
Sat 4/25
SBP - ORD • 1 stop
Top airlines
Alaska Airlines
Cheapest • from $251 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between San Luis Obispo and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Seattle (SEA)
Cheapest • Avg $444 (round-trip)
San Diego (SAN)
Shortest trip • 6h 08m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 44% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

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

Sat, May 2 - Sat, May 9
Alaska Airlines Logo
2:27 pm - 11:59 pm
SBP
-
ORD
7h 32m
1 stop
Alaska Airlines Logo
8:50 am - 2:59 pm
ORD
-
SBP
8h 09m
1 stop
$251Alaska Airlines
Sat, May 2 - Sun, May 3
American Airlines Logo
7:02 pm - 5:21 am
SBP
-
ORD
8h 19m
1 stop
American Airlines Logo
6:57 am - 12:10 pm
ORD
-
SBP
7h 13m
1 stop
$274American Airlines
Wed, Apr 1 - Sat, Apr 4
American Airlines Logo
7:10 pm - 5:25 am
SBP
-
ORD
8h 15m
1 stop
American Airlines Logo
6:59 pm - 11:31 pm
ORD
-
SBP
6h 32m
1 stop
$280American Airlines
Wed, May 27 - Sat, May 30
United Airlines Logo
12:42 pm - 9:39 pm
SBP
-
ORD
6h 57m
1 stop
United Airlines Logo
3:26 pm - 10:12 pm
ORD
-
SBP
8h 46m
1 stop
$304United Airlines
Fri, May 15 - Sun, May 24
United Airlines Logo
5:52 pm - 5:06 am
SBP
-
ORD
9h 14m
1 stop
United Airlines Logo
6:10 am - 11:38 am
ORD
-
SBP
7h 28m
1 stop
$309United Airlines
Sat, May 2 - Sat, May 9
Alaska Airlines Logo
3:39 pm - 6:40 am
SBP
-
ORD
13h 01m
2 stops
Alaska Airlines Logo
8:50 am - 2:59 pm
ORD
-
SBP
8h 09m
1 stop
$312Alaska Airlines
Wed, May 27 - Sat, May 30
American Airlines Logo
1:22 pm - 12:42 am
SBP
-
ORD
9h 20m
1 stop
American Airlines Logo
2:59 pm - 10:45 pm
ORD
-
SBP
9h 46m
2 stops
$314American Airlines
Sat, May 2 - Sat, May 9
Alaska Airlines Logo
3:39 pm - 6:40 am
SBP
-
ORD
13h 01m
2 stops
Alaska Airlines Logo
8:50 am - 2:59 pm
ORD
-
SBP
8h 09m
1 stop
$319Alaska Airlines
Tue, Mar 31 - Tue, Apr 7
Alaska Airlines Logo
7:34 pm - 11:59 pm
SBP
-
ORD
26h 25m
1 stop
Alaska Airlines Logo
4:10 pm - 10:29 pm
ORD
-
SBP
8h 19m
1 stop
$337Alaska Airlines
Sat, May 2 - Sat, May 9
Alaska Airlines Logo
3:39 pm - 6:40 am
SBP
-
ORD
13h 01m
2 stops
Alaska Airlines Logo
8:50 am - 6:14 pm
ORD
-
SBP
11h 24m
1 stop
$348Alaska Airlines
Booking Insights

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 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 January, where tickets cost $298 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $1,070 and $711 respectively.

Good to know

Low seasonJanuary
Cheapest flight$126
Best time to beat the crowds with an average 45% drop in price.
Most popular time to fly and prices are also 4% 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 $126 for a one-way ticket and $251 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 $588 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 $492 and an overall rating of 7.1.

  • 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 9377 reviews
7.3Comfort
8.1Crew
7.7Boarding
7.1Entertainment
6.6Food
Airline reviews

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

10.0 ExcellentDr. Joseph, Feb 2026
DCA - ORD
Read more United Airlines reviews

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

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

Information on your arrival and departure airports