$174 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 5/23. 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, May 2 - Sat, May 9
American Airlines Logo
12:55 pm - 11:48 pm
SBP
-
ORD
8h 53m
1 stop
American Airlines Logo
5:25 pm - 10:10 pm
ORD
-
SBP
6h 45m
1 stop
$275American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
12:55 pm - 10:00 pm
SBP
-
ORD
7h 05m
1 stop
American Airlines Logo
11:43 am - 6:32 pm
ORD
-
SBP
8h 49m
2 stops
$280American Airlines
Thu, Apr 30 - Sat, May 2
American Airlines Logo
7:02 pm - 5:21 am
SBP
-
ORD
8h 19m
1 stop
American Airlines Logo
5:00 am - 12:10 pm
ORD
-
SBP
9h 10m
1 stop
$312American Airlines
Thu, Apr 30 - Sat, May 2
American Airlines Logo
7:02 pm - 5:21 am
SBP
-
ORD
8h 19m
1 stop
American Airlines Logo
11:43 am - 6:32 pm
ORD
-
SBP
8h 49m
2 stops
$317American Airlines
Tue, May 19 - Mon, Jun 1
Alaska Airlines Logo
2:59 pm - 1:14 pm
SBP
-
ORD
20h 15m
1 stop
Alaska Airlines Logo
7:59 pm - 2:19 pm
ORD
-
SBP
20h 20m
1 stop
$326Alaska Airlines
Sat, Apr 11 - Wed, Apr 15
American Airlines Logo
12:55 pm - 10:45 pm
SBP
-
ORD
7h 50m
1 stop
American Airlines Logo
5:00 am - 12:25 pm
ORD
-
SBP
9h 25m
1 stop
$347American Airlines
Fri, May 29 - Tue, Jun 2
American Airlines Logo
12:51 pm - 12:42 am
SBP
-
ORD
9h 51m
1 stop
American Airlines Logo
5:00 am - 12:01 pm
ORD
-
SBP
9h 01m
1 stop
$348American Airlines
Thu, Apr 30 - Mon, May 4
Alaska Airlines Logo
3:39 pm - 11:43 pm
SBP
-
ORD
6h 04m
1 stop
Alaska Airlines Logo
7:59 pm - 2:59 pm
ORD
-
SBP
21h 00m
1 stop
$349Alaska Airlines
Sat, May 2 - Tue, May 5
American Airlines Logo
12:55 pm - 11:48 pm
SBP
-
ORD
8h 53m
1 stop
American Airlines Logo
11:43 am - 6:20 pm
ORD
-
SBP
8h 37m
2 stops
$351American Airlines
Sat, Apr 18 - Mon, Apr 20
American Airlines Logo
12:55 pm - 10:45 pm
SBP
-
ORD
7h 50m
1 stop
American Airlines Logo
5:00 am - 12:10 pm
ORD
-
SBP
9h 10m
1 stop
$358American 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 May.

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 July, when the average cost of round-trip tickets is $613 and $569 respectively.

Good to know

Low seasonJanuary
Cheapest flight$174
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly with an average 2% increase in price.
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.
7.9
Alaska AirlinesOverall score based on 12146 reviews
8.1Boarding
8.5Crew
7.0Food
7.0Entertainment
7.8Comfort
Airline reviews

Luggage was severely damaged. Flight was late for several hours

2.0 MediocreAnonymous, Mar 2026
SAN - LAS
Read more Alaska Airlines reviews

Luggage was severely damaged. Flight was late for several hours

No complimentary snacks or food. Had to buy drinks and food.

The ticketing counter in SD was a mess. The lady handling the First-Class check-in seemed overwhelmed until a supervisor replaced her. It took almost 20 minutes to get once couple checked in, and then she started walking around the counters while 7 people just stood in line. Once her supervisor arrived, she announced she was going on break, never to engage with customers again.

No outlets, plugs, way to charge the phone or service and no food on one leg o the trip, but other than that, great. Loved WIFI, the flight, the crew, the pilots, the schedule, etc. Great job. My new favorite airline!

On time, friendly and professional staff and crew Very nice new terminal in Spokane

Alaska drastically changed our flight from a direct flight to a flight with connection and a long layover. So we canceled the Alaska flight and we learned a valuable lesson that we will never book through kayak again because the third party travel agent tried to withhold our money.

Everything was excellent. It always is with Alaska Airlines. Thank you. 😊

It was ok! Not fond of sitting in middle seat. Tried to upgrade with my Atmos card but it was a new account and they weren’t able to look up my account details.

Flights were on time, which made making connections do much better. Well organized

Four hour delay. Missed our event. And they offered me $75. Absolutely shameful.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

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.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

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.

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

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