$180 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 6/28. 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

Tue, Sep 15 - Tue, Oct 6
American Airlines Logo
1:00 pm - 10:25 pm
SBP
-
ORD
7h 25m
1 stop
American Airlines Logo
6:00 am - 11:45 am
ORD
-
SBP
7h 45m
1 stop
$285American Airlines
Tue, Sep 15 - Tue, Oct 6
American Airlines Logo
1:00 pm - 11:30 pm
SBP
-
ORD
8h 30m
2 stops
American Airlines Logo
6:00 am - 11:45 am
ORD
-
SBP
7h 45m
1 stop
$290American Airlines
Tue, Sep 1 - Sat, Sep 5
American Airlines Logo
12:45 pm - 12:18 am
SBP
-
ORD
9h 33m
2 stops
American Airlines Logo
5:00 am - 11:58 am
ORD
-
SBP
8h 58m
2 stops
$296American Airlines
Sat, Jul 18 - Tue, Jul 21
United Airlines Logo
8:35 pm - 5:57 am
SBP
-
ORD
7h 22m
1 stop
United Airlines Logo
6:10 am - 11:38 am
ORD
-
SBP
7h 28m
1 stop
$313United Airlines
Wed, Jul 8 - Sun, Jul 12
American Airlines Logo
12:29 pm - 11:30 pm
SBP
-
ORD
9h 01m
1 stop
American Airlines Logo
5:00 am - 11:49 am
ORD
-
SBP
8h 49m
1 stop
$322American Airlines
Thu, Sep 17 - Tue, Sep 22
American Airlines Logo
1:00 pm - 11:43 pm
SBP
-
ORD
8h 43m
1 stop
American Airlines Logo
5:00 am - 12:11 pm
ORD
-
SBP
9h 11m
2 stops
$327American Airlines
Tue, Aug 11 - Wed, Aug 19
American Airlines Logo
12:45 pm - 12:18 am
SBP
-
ORD
9h 33m
2 stops
American Airlines Logo
5:00 am - 11:52 am
ORD
-
SBP
8h 52m
2 stops
$337American Airlines
Wed, Jul 1 - Sat, Jul 11
Alaska Airlines Logo
5:57 pm - 1:21 pm
SBP
-
ORD
17h 24m
1 stop
Alaska Airlines Logo
5:59 pm - 11:40 pm
ORD
-
SBP
7h 41m
1 stop
$346Alaska Airlines
Tue, Sep 22 - Sat, Sep 26
Alaska Airlines Logo
6:43 pm - 6:20 am
SBP
-
ORD
9h 37m
1 stop
Alaska Airlines Logo
7:20 am - 2:44 pm
ORD
-
SBP
9h 24m
1 stop
$357Alaska Airlines
Thu, Jul 23 - Mon, Jul 27
American Airlines Logo
4:07 pm - 12:51 am
SBP
-
ORD
6h 44m
1 stop
American Airlines Logo
6:51 pm - 10:50 pm
ORD
-
SBP
5h 59m
1 stop
$359American 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 3 days was to Chicago, at $1,156 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 3 days was $1,156.

What is the cheapest time of day to fly to Illinois?

The average price for all round-trip flights from San Luis Obispo to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Illinois is generally in the morning, when round-trip flights cost $1,376 on average. The most expensive time of day to fly to Illinois is generally in the morning, which is peak travel time and where the average cost of a ticket is $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 $230 (return) on average. On the other hand, the most expensive months are November and July, when the average cost of round-trip tickets is $364 and $362 respectively.

Good to know

Low seasonJanuary
Cheapest flight$180
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 31% 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 12429 reviews
8.1Boarding
8.5Crew
7.8Comfort
7.0Entertainment
7.1Food
Airline reviews

The gate agents begged us to check our carryons. They BEGGED us, over and over, and said that the flight was completely, totally full, and said that if we don't check our bags, it will cause huge delays. They finally said that "group suchandsuch will be required to check bags!" So I checked mine. Well, the flight wasn't close to being full, and many of the overhead compartments were *empty*! Moreover, my bag was delayed at the carousel, and it wasn't on the carousel that was posted. COME ON, AIRLINE, you can look at the seating for the flight on your computer and decide whether it's really necessary to beg and beg and beg people to go through the hassle of checking their bags! This is annoying as hell and makes me not want to use your crummy airline ever again.

4.0 OkayBryan, May 2026
SBP - SAN
Read more Alaska Airlines reviews

The gate agents begged us to check our carryons. They BEGGED us, over and over, and said that the flight was completely, totally full, and said that if we don't check our bags, it will cause huge delays. They finally said that "group suchandsuch will be required to check bags!" So I checked mine. Well, the flight wasn't close to being full, and many of the overhead compartments were *empty*! Moreover, my bag was delayed at the carousel, and it wasn't on the carousel that was posted. COME ON, AIRLINE, you can look at the seating for the flight on your computer and decide whether it's really necessary to beg and beg and beg people to go through the hassle of checking their bags! This is annoying as hell and makes me not want to use your crummy airline ever again.

Flight got delayed like 5 times, then they put and ada passenger in the back of the plane.

They called me 2 hours before my original flight from SFO was to depart to let me know it was delayed and that I would miss my connection. They then rebooked on a different flight leaving a half hour earlier to a different connecting airport, so that I would not miss my connection. It all worked out and I arrived at my destination without a problem and 15 minutes earlier than the original flight would have. Nice!

Flight delayed no communication. The gate was changed so many times.

Comfortable seats, good drinks with lots of water refills, staff was kind and understanding of my disabled mother!

It is a hassle to not have entertainment screens on the backs of the seats.

I had to cancel my trip due to medical reasons. I have been unable to cancel online through either Kayak or Alaska Airlines.. I am trying to get my insured trip reimbursed by XCover. They are requiring a notice of cancellation or not using to get my refund. Please help me get that information. I have been unable to get this information from either Kayak or Alaska Airlines.

Alaska is by far the best airline to fly with 😍

They were flexible and able to get me home a day earlier due to a family members illness. Flight was on time and great friendly crew.

Affirmed my disability by allowing me to board when most accessible. Very parable, helpful and friendly staff. Smooth flight overall! I always fly Alaska when possible! Thank you!

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

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.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

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.

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

Information on your arrival and departure airports