$138 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 6/9. 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
Peoria1 stop$497
St. Louis
St. Louis2 stops$335
Peoria
Peoria1 stop$497
St. Louis
St. Louis2 stops$335

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

Tue, Sep 15 - Tue, Oct 6
American Airlines Logo
12:34 pm - 11:12 pm
SBP
-
ORD
8h 38m
1 stop
American Airlines Logo
6:00 am - 11:45 am
ORD
-
SBP
7h 45m
1 stop
$275American Airlines
Tue, Sep 1 - Sat, Sep 5
American Airlines Logo
12:45 pm - 10:59 pm
SBP
-
ORD
8h 14m
1 stop
American Airlines Logo
5:00 am - 11:58 am
ORD
-
SBP
8h 58m
2 stops
$280American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
7:02 pm - 5:21 am
SBP
-
ORD
8h 19m
1 stop
American Airlines Logo
6:57 am - 12:05 pm
ORD
-
SBP
7h 08m
1 stop
$291American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
12:55 pm - 10:45 pm
SBP
-
ORD
7h 50m
1 stop
American Airlines Logo
11:43 am - 6:32 pm
ORD
-
SBP
8h 49m
2 stops
$296American Airlines
Tue, Aug 4 - Sat, Aug 8
United Airlines Logo
7:04 pm - 5:01 am
SBP
-
ORD
7h 57m
1 stop
United Airlines Logo
6:10 pm - 11:44 pm
ORD
-
SBP
7h 34m
1 stop
$311United Airlines
Sun, May 17 - Sat, Jun 13
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
$312United Airlines
Tue, May 26 - Wed, May 27
American Airlines Logo
12:51 pm - 11:37 pm
SBP
-
ORD
8h 46m
1 stop
American Airlines Logo
3:22 pm - 10:45 pm
ORD
-
SBP
9h 23m
1 stop
$321American Airlines
Tue, May 26 - Wed, May 27
American Airlines Logo
12:51 pm - 11:37 pm
SBP
-
ORD
8h 46m
1 stop
American Airlines Logo
5:00 am - 11:47 am
ORD
-
SBP
8h 47m
2 stops
$326American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
12:57 pm - 9:15 pm
SBP
-
ORD
6h 18m
1 stop
American Airlines Logo
1:20 pm - 6:32 pm
ORD
-
SBP
7h 12m
1 stop
$329American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
12:57 pm - 9:15 pm
SBP
-
ORD
6h 18m
1 stop
American Airlines Logo
11:43 am - 6:32 pm
ORD
-
SBP
8h 49m
2 stops
$334American 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 September.

What is the cheapest San Luis Obispo to Illinois flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Illinois from San Luis Obispo found in the last 72 hours was to Chicago, at $1,376 round-trip. The most popular route is from San Luis Obispo (SBP) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $1,376.

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$138
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 27% 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.
7.9
Alaska AirlinesOverall score based on 12235 reviews
7.8Comfort
8.5Crew
8.1Boarding
7.0Entertainment
7.0Food
Airline reviews

They treat me well because of my one world status. Crew is attentive and professional. One of the best airlines out there.

8.0 ExcellentM, Apr 2026
SFO - EWR
Read more Alaska Airlines reviews

They treat me well because of my one world status. Crew is attentive and professional. One of the best airlines out there.

This was my first time flying first class. I was really disappointed with the food option and lack of entertainment. I wasn’t given an option of what to eat. The breakfast was less than desirable. It was a bowl of some type of granola cereal, dried fruit, almond butter and 3 biscuits that we pretty much tasteless. There was so much fiber in that meal I was afraid I would poop myself in the flight. There was absolutely ZERO entertainment available. No tv screen to watch a movie or listen to music. No charging port for my phone. I recently flew Delta Airlines Comfort class and I had a tv screen with numerous options of music to listen to and movies to watch. Also I had a charging port for my phone. I expected more quality from first class. Please understand I am not some prima donna that feels entitled. But the price I paid for first class wasn’t worth what I experienced.

Crew were bad Didn’t help with luggage When asked for a glass of wine, I was told that they will serve later , which they didn’t to Me and didn’t serve anyone else in First class . Didn’t offer any snacks , Chips or Nuts to anyone . Flight was not crowded either. Worst Service/ or No Service !

A solidly good experience, but would’ve appreciated more communication with regards to travel delays.

Alaska is consistently the best in all categories. Excellent airlines and employees

My daughter has anxiety and became nauseous after boarding the plane and before take off. She went to the plane bathroom and ended up having to vomit, and your staff promptly removed us from the flight. We explained that it was due to my daughter’s anxiety, and that the condition would not continue in the air, but they removed us anyway. We have flown many many times before on many different airlines and my daughter’s anxiety has resulted in nausea and sickness before takeoff, and every airline has been accommodating and professional. This is was our first time flying with your airline, and also the first time we have ever been removed from a flight. This was the worst service we have ever experienced. This was a special surprise trip we gifted to my daughter for graduating college. I had also paid to upgrade the family to first class and sit all together which we had never done before and can’t afford on a normal basis. Our removal from the flight was not only extremely embarrassing, but devastating for my daughter. My daughter and I were removed from the plane and a call was made by your staff to medical personnel, a few questions were asked of my daughter, and then she was magically cleared. All of this took mere minutes. Why this could not have been performed while we were on the plane, or why this could not have been performed off the plane and then us allowed to reboard is beyond me. My wife and youngest daughter continued on the original flight alone and were very upset and crying due to the situation, yet the staff did nothing to console or assist them. My wife states that upon arrival in Portland and as they were exiting the plane, one of the stewardesses involved said “byyyyeeeee” to them sarcastically and laughed. Myself and my oldest daughter had to wait 4 hours for an alternate flight and were sat in regular seats because our first class seat purchase could not be honored. My wife wasn’t allowed to pick up our rental car and had to wait 4 hours with our luggage until I arrived. The delay prevented us from being able to carry out planned events and ruined the first day of our trip. Upon explaining all of this to your customer service, we received no sympathy, assistance, or compensation other than your staff submitting a request for a reimbursement of my and my daughters first class upgrade cost. When checking in early for our flight back home, the luggage cost for myself and my eldest daughter was no longer discounted as it was for my wife and youngest daughter. Customer service once again could not assist me over the phone and rectify what should have been a minor adjustment. Instead they stated I would have to wait until we physically checked bags in at the airport and then ask staff to adjust the luggage cost. With everything else we had experienced, I was not going to leave that to chance and instead paid full price for the luggage ahead of time. Or experience with Alaska Airlines was a complete disaster and I am baffled at the lack of empathy and assistance from your staff. I’m not sure of what else to say other than the fact that unless we are compensated by Alaska Airlines in some form to offset the horrendous service we received, we will be relaying our experience to family and friends and on social media, and doing all we can to urge everyone to avoid utilizing your services.

All airlines should board planes back to front, instead of catering to higher priced tickets. The boarding groups are inefficient and delay takeoff time

I got an email 3 hours before the flight letting me know it got canceled

Boarding was easy and quick. Staff was very friendly. Service of snacks and drinks by staff was outstanding.

No issues and clear sailing. What a preferred to have sat in one of empty seats other than my assigned seat that would be my only complaint if it was to complain.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

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.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

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.

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