$147 Find Cheap Flights from San Luis Obispo to Illinois

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 Illinois departing on 3/11. 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 Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Luis Obispo to Illinois, 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 Illinois, as well as popular online travel agencies
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Flight Deals

Book Cheap San Luis Obispo to Illinois Plane Tickets

 
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 Illinois 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 Illinois

Sat, Feb 28 - Sat, Mar 7
Alaska Airlines Logo
6:00 am - 2:58 pm
SBP
-
ORD
6h 58m
1 stop
Alaska Airlines Logo
8:20 am - 11:17 pm
ORD
-
SBP
16h 57m
1 stop
$244Alaska Airlines
Mon, Feb 23 - Sat, Feb 28
Alaska Airlines Logo
5:34 pm - 1:11 pm
SBP
-
ORD
17h 37m
1 stop
Alaska Airlines Logo
3:07 pm - 11:17 pm
ORD
-
SBP
10h 10m
1 stop
$280Alaska Airlines
Mon, Feb 23 - Sat, Feb 28
American Airlines Logo
7:16 pm - 5:25 am
SBP
-
ORD
8h 09m
1 stop
American Airlines Logo
5:00 am - 12:03 pm
ORD
-
SBP
9h 03m
2 stops
$285American Airlines
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
$296Alaska Airlines
Thu, Feb 12 - Tue, Feb 24
Alaska Airlines Logo
6:00 am - 2:58 pm
SBP
-
ORD
6h 58m
1 stop
Alaska Airlines Logo
3:07 pm - 11:17 pm
ORD
-
SBP
10h 10m
1 stop
$298Alaska Airlines
Thu, Feb 12 - Tue, Feb 24
United Airlines Logo
5:00 am - 1:13 pm
SBP
-
ORD
6h 13m
1 stop
United Airlines Logo
2:02 pm - 9:09 pm
ORD
-
SBP
9h 07m
1 stop
$300United Airlines
Mon, Feb 23 - Thu, Feb 26
Alaska Airlines Logo
5:34 pm - 1:11 pm
SBP
-
ORD
17h 37m
1 stop
Alaska Airlines Logo
8:20 am - 11:17 pm
ORD
-
SBP
16h 57m
1 stop
$306Alaska Airlines
Wed, Apr 8 - Mon, Apr 13
United Airlines Logo
6:05 am - 2:27 pm
SBP
-
ORD
6h 22m
1 stop
United Airlines Logo
6:00 pm - 11:44 pm
ORD
-
SBP
7h 44m
1 stop
$309United Airlines
Thu, Feb 19 - Sun, Feb 22
United Airlines Logo
5:00 am - 1:14 pm
SBP
-
ORD
6h 14m
1 stop
United Airlines Logo
6:25 am - 11:51 am
ORD
-
SBP
7h 26m
1 stop
$329United Airlines
Mon, Feb 23 - Thu, Feb 26
Alaska Airlines Logo
5:34 pm - 1:11 pm
SBP
-
ORD
17h 37m
1 stop
Alaska Airlines Logo
3:07 pm - 11:17 pm
ORD
-
SBP
10h 10m
1 stop
$334Alaska Airlines
Booking Insights

KAYAK's insights & trends for San Luis Obispo to Illinois flights

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

How much is a round-trip flight from San Luis Obispo to Illinois?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from San Luis Obispo to Illinois departing in February.

What is the cheapest month to fly from San Luis Obispo to Illinois?

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 Illinois, 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 Illinois is August, when tickets cost $317 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $613 and $581 respectively.

Good to know

Low seasonJanuary
Cheapest flight$147
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from San Luis Obispo to Chicago

FAQs - booking Illinois flights

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

    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 Illinois.

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

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

    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 from San Luis Obispo to Illinois with an airline and back with another airline.

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

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

Reviews of the top 3 airlines serving from San Luis Obispo to Illinois

 
See real verified KAYAK customer reviews for airlines flying from San Luis Obispo to Illinois. 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 Illinois? 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.
8.0
Alaska AirlinesOverall score based on 11808 reviews
8.5Crew
7.0Entertainment
7.1Food
8.1Boarding
7.8Comfort
Airline reviews

Due to plane delays on both legs of my flight home, I had to be rerouted from Santa Rosa to Las Vegas on Skywest and then to DCA on American. SkyWest airlines sat on runway in Las Vegas for 20 minutes waiting for gate to clear. My boarding pass for American that I was given by Alaska was incomplete and the Las Vegas airport lacked signage and departure boards. I barely made my flight bc it was so confusing. American Airlines has a much better wireless connection. I’ll never fly Alaska again. It clearly has problems.

2.0 MediocreAnonymous, Jan 2026
STS - SAN
Read more Alaska Airlines reviews

Due to plane delays on both legs of my flight home, I had to be rerouted from Santa Rosa to Las Vegas on Skywest and then to DCA on American. SkyWest airlines sat on runway in Las Vegas for 20 minutes waiting for gate to clear. My boarding pass for American that I was given by Alaska was incomplete and the Las Vegas airport lacked signage and departure boards. I barely made my flight bc it was so confusing. American Airlines has a much better wireless connection. I’ll never fly Alaska again. It clearly has problems.

I paid for wifi and it never worked... it was miserable. I couldn't access my shared files to work on the plane, it didn't work on my phone. I paid for nothing but frustration and continual refreshing, hoping it would work

The stewardess are very nice and pleasant, Someone onboard had a medical attention, and they attended that person non-stop all throughout the flight, and yet, did not forget to serve and help other passengers.

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

The bathroom trash container under the sink fell out and was like that long before my flight. The plane smelled of canned fish and floor was Deteriorating

My TSA pre check was left Off my boarding pass which was a large inconvenience.

Again, very smooth and all of the Alaska folks were great. They continue to meet all my needs.

Overall it was fine, however one of my two checked bags did not arrive and I was told it was left in Palm Springs. I don't understand how one of the two bags made it through fine but the other got lost .

The Alaska Airlines app made it very difficult to find my boarding pass. It was very frustrating to use! The flight itself was flawless.

It wasn’t great. Your app is not user friendly unless you sign up for those points. It tries to force you and won’t show you flight/trip info until you sign up. You have to somehow get into get your boarding pass because your kiosks don’t offer boarding pass information only bag check. It was not helpful or user friendly. The app is useless unless you sign up for your rewards program. My daughters info was missing even though I checked us in we had to get out of security and go back to a ticket window the woman told us that it sometimes populates incorrectly so it didn’t have her information. It populated incorrect birth date. She said this is common. Luckily we were at Palm Springs and not JFK where leaving the giant security line would have been a much bigger problem. I will avoid your airline in the future if it’s possible. Also no food availability except dry snack boxes.

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

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

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

Information on your arrival and departure airports