$185 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 4/23. 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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Cheap Flights from San Luis Obispo to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Peoria
Peoria2 stops$469
St. Louis
St. Louis1 stop$454
Peoria
Peoria2 stops$469
St. Louis
St. Louis1 stop$454

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
7:02 pm - 5:21 am
SBP
-
ORD
8h 19m
1 stop
American Airlines Logo
6:05 am - 12:10 pm
ORD
-
SBP
8h 05m
1 stop
$291American Airlines
Sat, Apr 18 - Sat, Apr 25
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
$293American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
12:55 pm - 11:48 pm
SBP
-
ORD
8h 53m
1 stop
American Airlines Logo
3:07 pm - 10:10 pm
ORD
-
SBP
9h 03m
2 stops
$296American Airlines
Tue, May 12 - Sat, May 23
Alaska Airlines Logo
3:39 pm - 1:14 pm
SBP
-
ORD
19h 35m
1 stop
Alaska Airlines Logo
9:00 am - 2:19 pm
ORD
-
SBP
7h 19m
1 stop
$328Alaska Airlines
Tue, May 12 - Sat, May 23
United Airlines Logo
5:52 pm - 5:06 am
SBP
-
ORD
9h 14m
1 stop
United Airlines Logo
6:00 am - 10:23 am
ORD
-
SBP
6h 23m
1 stop
$330United Airlines
Tue, May 12 - Sat, May 23
American Airlines Logo
12:55 pm - 10:20 pm
SBP
-
ORD
7h 25m
1 stop
American Airlines Logo
10:38 am - 6:22 pm
ORD
-
SBP
9h 44m
2 stops
$335American Airlines
Tue, Sep 15 - Tue, Oct 6
Alaska Airlines Logo
3:45 pm - 11:59 pm
SBP
-
ORD
6h 14m
1 stop
Alaska Airlines Logo
6:00 am - 6:47 pm
ORD
-
SBP
14h 47m
1 stop
$369Alaska Airlines
Wed, Apr 15 - Wed, Apr 22
United Airlines Logo
2:12 pm - 12:59 am
SBP
-
ORD
8h 47m
1 stop
United Airlines Logo
5:48 am - 5:56 pm
ORD
-
SBP
14h 08m
2 stops
$386United Airlines
Sat, May 2 - Wed, May 6
United Airlines Logo
2:15 pm - 11:29 pm
SBP
-
ORD
7h 14m
1 stop
United Airlines Logo
4:40 pm - 11:44 pm
ORD
-
SBP
9h 04m
1 stop
$391United Airlines
Sat, May 23 - Mon, May 25
Alaska Airlines Logo
4:14 pm - 6:20 am
SBP
-
ORD
12h 06m
1 stop
Alaska Airlines Logo
7:59 pm - 2:19 pm
ORD
-
SBP
20h 20m
1 stop
$394Alaska 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$185
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 12098 reviews
8.5Crew
7.8Comfort
7.0Food
8.1Boarding
7.0Entertainment
Airline reviews

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

2.0 MediocreEric, Mar 2026
SFO - SAN
Read more Alaska Airlines reviews

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

Wi-Fi cut out for a bit, then resumed. Otherwise flawless flight.

I have been flying commercial for decades. I was in one of the ladder boarding groups, had my bag tagged because they thought there was not going to be enough space for it in the overhead bins. I politely asked one of the attendance if I could try to find a space- she said I could and I did. I then took the bag tag off and gave it to one of the other attendants as I was told to do by the first one. He, in a curt, anal, and disrespectful manner, told me that I needed to take my bag down from the overhead bin and check it. This was a situation I’ve never encountered before. The attendant’s attitude was confrontational and belittling in front of other onlooking passengers as if daring me to challenge him. I am a physician who takes care of patients day in and day out. Not wanting to make a scene, I calmly told him, “do what you need to do.” he took my bag down from the overhead bin, put the back tag back on it, and checked it only to make room for another bag that was also supposed to be technically checked by a following passenger. The same male attendant later came up to me and said “you shouldn’t have showed me the bag tag,” as if conveying that he was just following protocol was a justification for treating me like a kid out of line. I cared about this because it took 15 minutes from my life to then retrieve the bag at baggage claim and it also felt like really poor customer service. I understand the need for protocols. This is also a service industry, and we the passengers are the clients. We should be made to feel welcome and respected and our life in transit made as easy as it can be within reason. This attendant clearly needs to be reminded of that. Of note, an older female fellow passenger sitting next to me agreed with this assessment.

Ended up sitting in front of a child who kicked the back of the seat and screamed for most of the flight.

After landing in Seattle, 3 hours waiting to find parking space do to driving problems. Very uncomfortable.

My only complaint was how far it was from plane to baggage claim

I had a problem with my reservation and no one could help me understand what happened. I booked my flight months ago and received a confirmation email. In the confirmation email, it said that the flight would depart at 3:15 p.m. A few hours before the flight, I tried to go online and check in, and suddenly it said that the flight was leaving an hour earlier. I had to rush to get to the airport and almost didn't make it. No one could help me understand why this happened, and I'm really concerned that it might happen in the future. I would appreciate some support in this matter.

They cancelled the flight and provided no support to find another way home or how to get a refund. Links provided didn’t work and phone wait times were over eight hours. Battery on my phone couldn’t last long enough.

It was a super old plane so the first class experience was just not luxurious

signage from the upper area to the tram down 2 escalator!

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.

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.

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.

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.

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

Information on your arrival and departure airports