$180 Find Cheap Flights from San Luis Obispo to Illinois - Compare and Save

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 10/15. 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

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
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

Wed, Nov 4 - Sat, Nov 7
United Airlines Logo
5:00 am - 1:31 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
6h 31m1 stop Denver Intl
United Airlines Logo
3:56 pm - 9:10 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
7h 14m1 stop Denver Intl
$354United Airlines
Wed, Sep 16 - Mon, Sep 21
Alaska Airlines Logo
3:24 pm - 1:22 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
19h 58m1 stop San Diego
Alaska Airlines Logo
8:17 pm - 2:44 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
20h 27m1 stop San Diego
$359Alaska Airlines
Fri, Sep 25 - Sun, Sep 27
American Airlines Logo
12:31 pm - 11:30 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
8h 59m1 stop Dallas/Fort Worth
American Airlines Logo
6:59 am - 12:11 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
7h 12m1 stop Phoenix Sky Harbor Intl
$359American Airlines
Thu, Sep 17 - Tue, Sep 22
American Airlines Logo
12:31 pm - 10:04 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
7h 33m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 12:11 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
9h 11m1 stop Phoenix Sky Harbor Intl
$359American Airlines
Fri, Sep 25 - Mon, Sep 28
United Airlines Logo
2:15 pm - 12:59 amSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
8h 44m1 stop San Francisco
United Airlines Logo
6:00 am - 10:07 amORD  Chicago O'Hare Intl-SBP San Luis Obispo County
6h 07m1 stop Los Angeles
$359United Airlines
Wed, Sep 16 - Mon, Sep 21
United Airlines Logo
6:40 pm - 5:01 amSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
8h 21m1 stop San Francisco
United Airlines Logo
3:00 pm - 7:47 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
6h 47m1 stop Los Angeles
$359United Airlines
Fri, Sep 25 - Sun, Sep 27
American Airlines Logo
1:00 pm - 10:31 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
7h 31m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
6:00 am - 11:41 amORD  Chicago O'Hare Intl-SBP San Luis Obispo County
7h 41m1 stop Dallas/Fort Worth
$359American Airlines
Wed, Oct 28 - Sat, Oct 31
Alaska Airlines Logo
6:30 pm - 5:40 amSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
9h 10m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:20 am - 1:46 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
8h 26m1 stop San Diego
$359Alaska Airlines
Fri, Sep 25 - Mon, Sep 28
Alaska Airlines Logo
6:43 pm - 6:20 amSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
9h 37m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
8:17 pm - 2:44 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
20h 27m1 stop San Diego
$359Alaska Airlines
Tue, Nov 10 - Sat, Nov 14
United Airlines Logo
7:08 am - 5:00 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
7h 52m1 stop Los Angeles
United Airlines Logo
4:20 pm - 9:10 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
6h 50m1 stop Denver Intl
$359United 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 November.

Flight prices are typical for this route right now.

Flights to Illinois from San Luis Obispo usually cost between $348 and $636 in November.
The lowest price found in the past 5 days was $354 on United Airlines (Nov 4-Nov 7).

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 5 days was to Chicago, at $954 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 5 days was $954.

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 $1,156 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 $1,156.

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 January, when tickets cost $378 (return) on average. On the other hand, the most expensive months are July and November, when the average cost of round-trip tickets is $729 and $676 respectively.

Good to know

Low season

January

Cheapest flight

$180
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 12% 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 12772 reviews
8.1Boarding
8.5Crew
7.0Food
7.0Entertainment
7.8Comfort
Airline reviews

They cancelled the 6am flight around 12:30 AM the day before. I was luckily able to book through another airline. I called for a one way fare refund, the new flight is much more expensive. I lost $$$ in the difference and this caused lots of stress. I intend to take action following my trip, really off to a bad start and I will never fly Alaskan again

2.0 MediocreAnonymous, Jul 2026
Read more Alaska Airlines reviews

They cancelled the 6am flight around 12:30 AM the day before. I was luckily able to book through another airline. I called for a one way fare refund, the new flight is much more expensive. I lost $$$ in the difference and this caused lots of stress. I intend to take action following my trip, really off to a bad start and I will never fly Alaskan again

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.

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

SBP to PDX 2/17/2026. One person ahead of us at the counter. One ahead of is at TSA. First to board. First row, first class. First to be served. Food and service very good. First off the aircraft. Flight was nice other than some moderately hard bumps on climb out (please find a way to control that!). Air Force landing (none of that Navy slam you to the deck stuff). Wheel chair at the bottom of the ramp waiting for my wife. Luggage out quickly, walked right up to the parking shuttle bus. First stop on the bus. I like the EMB 175 aircraft. This was as close to a perfect flight as I will ever see. Bravo!

They changed our flight from a one stop 3 hour layover to a non-stop. Saved us hours and got us there sooner.

Departing flight to San Diego was delayed. Return flight from SD to SBP was delayed. Not terrible but not ideal

The flight was delayed for an hour, while we sat in the plane.

Flight was initially delayed 1 hour, but said come to gate at scheduled time in case plane shows early. Then the flight was delayed several times over for a total of 3.5 hrs for 1.5hr flight. The only compensation was $12 to get a water and some chips. Cant seem to fly anymore without some issue.

No prob with entertainment-would have selected n/a if it had been an option. No entertainment-flight was only a short hop. Great flight,

It was adequate nothing special no entertain because flight was short. Crew pleasant.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

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.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

As usual, United scheduling is completely misleading. A 54-minute layover at O’Hare is too short to make a lot of connections, especially since the flight landed “on time” but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.

when you can say you don't remember being at any point upset during a flight, the airline is winning .

I had a great flight. Everything went smoothly and the flight arrived early.

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Boarding took a long time for a couple of flights. We arrived at our final destination an hour late. Others missed their connecting flight. We had no time to eat between flights. My checked in bag was delayed because it was in another flight. At least they gave us a voucher because of that. The staff was very kind.

My seat had a worn out cushion, which made it a bit uncomfortable. Other than that, the flight was excellent.

The flight from LA to Chicago was smooth and service was very good overall.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

Was not able to watch most shows on the entertainment site. They would not load

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Do a bit better with n first class offer some real food and pillows

It was Christmas and the crew was awesome. And the passengers were patient.

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

Information on your arrival and departure airports