Find cheap flights from San Luis Obispo to Chicago

SBP - ORD

Find cheap flights from San Luis Obispo to Chicago

Search hundreds of travel sites at once for deals on flights to Chicago from San Luis Obispo

Round-trip
Economy
San Luis Obispo (SBP)
Chicago O'Hare Intl
Tue 5/18
Tue 5/25
Any month
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Good to know

Low season

AugustBest time to beat the crowds with an average 24% drop in price.

High season

JanuaryMost popular time to fly with an average 11% increase in price.

Average price round-trip

$390(avg. price over the last 2 weeks)

Good deal round-trip

$240or less

Good deal one-way

$186or less

When to book flights from San Luis Obispo to Chicago

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight to Chicago from San Luis Obispo

  • Looking for a cheap flight? 25% of our users found flights to Chicago from San Luis Obispo for $186 or less one-way and $240 or less round-trip.
  • The cheapest flight from San Luis Obispo to Chicago was found 75 days before departure, on average.
  • Book at least 3 weeks before departure in order to get a below-average price.
  • High season is considered to be December, January and February. The cheapest month to fly is August.
  • Morning departure is around 71% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking San Luis Obispo to Chicago flights

Are there Chicago travel restrictions currently due to Coronavirus?

How long does a flight from San Luis Obispo to Chicago take?

Which airlines provide the cheapest flights from San Luis Obispo to Chicago?

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What’s the cheapest day of the week to fly San Luis Obispo to Chicago?

How does KAYAK find such low prices on flights from San Luis Obispo to Chicago?

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What is the Hacker Fare option on flights from San Luis Obispo to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Luis Obispo to Chicago?

Top 3 airlines serving San Luis Obispo County to Chicago O'Hare Intl

Scores according to KAYAK customer reviews

8.3
Alaska Airlines
Overall score based on 29,361 reviews
8.5
Boarding
8.3
Comfort
8.8
Crew
7.9
Entertainment
7.9
Food
Airline reviews

Pros: "Movie options and healthy food"

Pros: "Very good price for what you get"
Cons: "More filling snack like cheese and crackers or nuts and a fruit"

Pros: "Crew was amazing Plane clean great Pilots awesome"

Pros: "The cheese and fruit tray is great."
Cons: "Boarding takes forever. The seats are too narrow."

Cons: "The food options"

Pros: "Awesome crew"

Cons: "There was grease under the seat in front which has ruined my shoes. They have to be thrown out now. Very unhappy with this outcome."

Pros: "Direct flight"
Cons: "N/A"

Pros: "Good timing"
Cons: "All went well"

Pros: "Love that they have free movie choices and free earphones. Also, loved the menu for drinks and food!"

Pros: "Short lines, efficient service, most of all kind staff all the way from the counter attendants to the pilots."

Cons: "We were delayed for 40 min and had a last minute gate change"

Cons: "Flight was delayed"

Pros: "On time"

Cons: "Great crew! Smooth flight. Need more hot options for food"

Pros: "Nothing"
Cons: "Missed connecting flight"

Pros: "Even though plane was full, comfortable"
Cons: "needed appropriate food for red eye Miss warm cookies and milk"

Pros: "All good with Alaska and Virgin America"

Cons: "No free food was offered. Movies were not free."

Pros: "Great service and perks in first class."
Cons: "Entertainment tablets did not include some of the titles available with gogo wifi service. Gogo entertainment required downloading an app without play store that is generally not secure. Food was good but salad should be fresher or replaced with some winter option."

Pros: "timeliness, courteous, comfortable, charging outlets at every seat."
Cons: "weak movie selection"

Pros: "Pleasant attendants"
Cons: "All good"

Pros: "Boarding was efficient, seat was comfortable. I appreciate that food and drinks were offered often."
Cons: "One particular flight attendant purposely ignored me when I tried to ask for cream and sugar for my coffee which she did not offer when handing out drinks. Then she looked right at me twice as I tried to give her my garbage which she was collecting, but she ignored me again and left me holding my garbage until a different flight attendant came much later and took it without incident. It made me wonder if it was because I looked Asian- she was helpful and polite to the white women next to me. I was polite and was not being difficult in any way. I'm half white, but was often treated like this in Illinois when I was growing up. She should have been professional and if she had I would have rated the trip as excellent."

Pros: "Great service. Offered me a seat switch on full flt! Internet was tough and not working well but gogo almost always is. That was minor. Easy nice flight."

Pros: "Appreciated the outlet at each seat to easily charge phone/ tablet. Often not enough time seated in airport to allow much charging. Pilot got us to destination almost 30 minutes early, so that was also nice."
Cons: "I absolutely hate having to pay for even the 1st checked bag. 1st bag should fly free; I have to remember to take Southwest whenever possible in the future to avoid that added cost! The baggage fee added $100 to our roundtrip cost, thus making it MORE expensive than my usual others."

Pros: "nice helpful employees. On time service."
Cons: "nothing"

Pros: "Your typical airlines for check-in, baggage etc but I was pleasantly surprised when our seat assignments were together for the return trip w/out having to select them. Baggage was extremely fast on the outbound flight but took a few minutes on the return flight."
Cons: "Again, as with most airlines, the seating room leaves a little bit to be desired but the leg room was adequate for a 6'4" man."

Pros: "I've always had a good experience with Alaska Air."

Pros: "Plenty of overhead bin space; no excessive announcements; ultra clean cabin; flight deck explained the lengthy ORD taxi time to the arrival gate"
Cons: "FA's appeared to be rushed during boarding. I was asked to put up my tray table, and I spilled all of my French fries on the floor as the flight attendant watched. I had to leave the mess all over the floor. My seat neighbor offered to help clean the mess. I cleaned it up on my own with a safety information card as a scoop and dumped the mess into a puke bag. The flight attendant should have offered a trash bag as there was plenty of time before takeoff. I flew for your airline as a flight attendant for almost four years, and I know AS flight attendants are among the best."

Pros: "I liked the choices of food and the movies!"
Cons: "I thought it took too long to get the laptops out. I didn't finish my movie."

Cons: "Seating felt a little more cramped than usual."

Cons: "Wondering why a very intoxicated man was asked to sit next to me. He had two deep cuts in his fingers, couldn't focus on sitting down, awful hygiene, was sold two vodka cocktails, and he hit his eye on the straw because he fell to sleep then woke up to drink more. I felt very uncomfortable throughout the entire flight and would like to speak with someone from Alaska Airlines."

Pros: "Both my flights were great, and especially my outgoing flight from Chicago, the attendants at the gate were amazing. I don't think I've ever met more helpful, nice attendants--nothing seemed rushed, and they were helpful and happy. Similarly, the attendants on the flight were really nice and cheerful. Flights left on time, and I got in early on my first flight. I've flown a lot in the last year, but this was one of my better experiences with an airline. Check-in was really easy too."

Cons: "Barely any free snacks, aside from water. Everything either needed to be paid for or was advertised in a way that eventually got annoying and overwhelming. I felt less like I was on an airplane and more at one of those promotion things where you have to sit in an uncomfortable chair for three hours listening to a guy in a suit talk about boats before you can get a free fast pass ticket to a ride at Disneyland."

Pros: "I like a lot the treatment"

Cons: "I requested an aisle seat because I have broad shoulders and a knee that hurts if I can't extend it. EVERY TIME a particular stewardess would pass, she'd SLAM into my shoulder, with no care or apology. This was very hard to enjoy a drink, or sleep, or do anything on the flight."

Cons: "See above."

Pros: "Wonderful seat and attendants."

Pros: "Straightforward. Love that Starbucks coffee is offered! Also love that you can charge devices. The inflight entertainment option works for me; I usually come prepared but I was happy to pay to watch a movie, although the cost seemed unnecessarily high."
Cons: "There was quite a bit of wait at boarding time while standby seating was sorted out. I wasn't sure why ticketed customers could not board on schedule; instead, everyone was standing around at the scheduled board time while names were announced, etc."

Pros: "I have become a major fan of Alaska Airlines. Check In is so easy, the attendants are friendly, the food is worth purchasing (although a bit too spicy for me), the choices of flight times is impressive. I have flown with Alaska three times in the past year and every flight was booked solid. Must be lots of others who feel the same way I do."

Pros: "Having an exit row"

Pros: "On Time, polite staff."
Cons: "Tablets for entertainment for additional cost. THe most significant point is that nobody can hear the announcements when listening to their tablets."

Pros: "Seats, beer selection, very friendly staff I will be flying again if I get the chance and I never say that anymore about other carriers."

Pros: "On time"
Cons: "Nathing"

Pros: "Pilot information/anoucements."

Pros: "Not much at all really. Getting off the plane was nice."
Cons: "I didn't like being at the airport all day to be within 15 minutes of boarding and all of the sudden the flight was delayed 5+ hours. I could have gotten a hotel for the night again. Then after we get on the flight we have to sit in Seattle for an hour and a half because they had to fuel the plane up and switch crews. Not impressed."

Pros: "The flight was fine. Typical of any other airline company."
Cons: "They managed to lose my box of fish on a Direct flight from Anchorage to Chicago. I might be more understanding if I had connecting flights. Unacceptable..."

Cons: "I plan to tell all of my friends and family in the Pacific Northwest about the mistreatment I suffered at the hands of Alaska Airlines."

Cons: "For such a long flight at night we weren't offered a pillow to use or blanket and the seats are so small and cramped it was hard to get comfortable.one snack was offered the whole flight and the prices were too expensive to order."

Pros: "The boarding process was very smooth and we took off early and the crew was great and then we also arrived 30 minutes early."
Cons: "Nothing could be changed."

Cons: "As a handicaped disabled not able to walk and should be using a wheel chair,as I know from my many previous travels with other companies like lufthanza, klm..etc, I used to be the first traveller to go to the air craft when loading it to take off and the last one who would be leaving it after landing. Even when going through the check and security points I used to go in a special route especially for the handicaped but going with all other normal travelers lines with such amount of time waiting and crowdness is completely inconvenient. what happened through the trip was quit different , going with the travelers or after when they are boarding the craft make it very hard and time consuming , Wish you take care of it, as it's a very important handicaped service. Thank you for taking the time to read my comment"

Pros: "Great service."

Pros: "Service"
Cons: "Nothing"

Pros: "Finish currently use were the most courteous and caring I ever was serviced by."
Cons: "Not much to recall"

Pros: "It is good"

Cons: "No tv on seat. Those dumb comedy tv show"

Pros: "It was very inexpensive and on time. And it was much more comfortable than those budget airlines like Spirit, Frontier, etc."
Cons: "The snack choice was unappealing."

Cons: "The touch-screen entertainment system was not very responsive. It was difficult to get the screen to recognize your selection."

Pros: "Aircraft comfort and entertainment options"

Pros: "I like it! Thank you, kayak"

Pros: "Friendly and prompt service."

Pros: "personal entertainment systems and charging plugs"
Cons: "only pretzels and no headphones offered for the entertainment systems."

Cons: "Aircraft need to be updated. Or price should be credited when you get such an old aircraft."

Pros: "Entertainment and great beverage options"

Pros: "Seat were comfortable and I didn't feel claustrophobic."

Pros: "Todo muy bueno"

Pros: "The staff was friendly and helpful"
Cons: "There was a ton of turbulence"

Cons: "Boarding late"

Pros: "NOTHING"
Cons: "Everything. DELAYS___DELAYS"

Pros: "Pretty comfortable"

Pros: "On time."

Cons: "Got cancelled"

Pros: "very smooth, ontime ride.. kool"
Cons: "everything was ok"

Pros: "Delays caused a little stress but all in all a good experience."
Cons: "Late arrival to DCA."

Pros: "The TIMING AND ATMOSPHERE"

Pros: "Upon sitting down, I was able to fall asleep almost instantly. The helpful stewardesses were constantly aware of my needs."
Cons: "Check-in desk seemed confused and unorganized. Two very friendly ladies were helping out but were on different wavelengths."

Cons: "Numerous delays and disappointments. Two delays before boarding. Another long delay after boarding waiting for paperwork to be completed. Long taxi period. Waited over half hour for baggage claim conveyor to start rolling."

Pros: "Very professional"
Cons: "We didn't leave on time"

Pros: "Everyone was gracious and very helpful. Wheel chairs waiting at each stop. Special ramp installed at CHO, VERY HELPFUL."

Cons: "EXTREMELY LONG CHECK IN & SECURITY LINES"

Pros: "On time arrival despite two issues at the departure gate"

Pros: "Service, comfort, timeliness."
Cons: "Food was marginal, especially the chicken in the salad, which was petrified."

Pros: "Everything was very professional."

Pros: "Boarding was smooth"
Cons: "It was fine"

Pros: "Good"

Pros: "Roomy & comfortable seating for such a small aircraft"
Cons: "Late boarding, over an hour"

Cons: "Gate changed and baoarding time changed countless times."

Cons: "No tv."

Pros: "Both planes were delayed"
Cons: "I did not appreciated getting to my destination so late."

Pros: "This was ok"

Cons: "Touch screen for movies is hard to use"

Pros: "Safe. Secure. Nonstop. 2 meals. Affordable. Polite attendants. Free wine. Movies. TV shows. Free headphones. Pillows. Blankets."
Cons: "0"

Pros: "Nothing"
Cons: "Everything"

Pros: "nothing"
Cons: "everything"

Pros: "Spatious"

Pros: "Not Pplicable because I never made it to Charlotte"

Pros: "Z"

Cons: "Pecan Chicken was cold!"

Pros: "had onboard in seat entertainment. Mostly TV shows but not bad."
Cons: "Center seat, group 3 boarding, poor seat spacing in coach."

Cons: "I wish the WiFi worked better and did not break down."

Pros: "Everything was great"
Cons: "Nice trip"

Cons: "Delays, delays, delays. :("

Cons: "90 minute delay almost caused missed connection"

Pros: "I know how everything works with United Airlines."
Cons: "Free Wi-Fi for everyone!"

Cons: "Gate changes 6 different time Delays a lot Bad airline horror not recommended"

Pros: "Nice attendant."
Cons: "Very late."

Pros: "Efficient"
Cons: "Free wifi"

Pros: "Boarding was fast"

Cons: "With the exception of delays due to thunderstorms all was excellent."

Pros: "Having our own device"
Cons: "I kind of miss watching movies on the seat in front of me option instead of just having our own mobile device.. wish the outlet were more reachable and easy to get to."

Cons: "Nothing"

Pros: "I did not get my luggage in Munich"

Cons: "Better snacks & more legroom"

Cons: "Gate area very crowded."

Pros: "Most of the staff were good and helpful. Chicago had a snow storm and it was frustrating but not their fault...I did get a free drink on the plane for all the delays."
Cons: "The boarding process. Again, not the staff's fault."

Cons: "Boarding could have been better. If you have 5 groups you should have 5 lines — not 2. Also the terminal in Holland was extraordinarily cold."

Pros: "Everything: ticketing, gate experience, boarding, service, comfort."
Cons: "No problems at all."

Cons: "A little late getting started, otherwise OK."

Pros: "On time"
Cons: "Space a little cramped.for spmepne 6'3""

Pros: "Everything was really smooth sailing."
Cons: "Everything was great! The Charleston airport is small yet very nice inside"

Pros: "Check-in process was smooth"

Cons: "Lost luggage’s"

Cons: "Unprofessional rude United staff"

Pros: "A bit more leg and knee room."

Cons: "Good"

Pros: "Service and respect very good"
Cons: "Nothing"

Pros: "Ok"

Pros: "comfortable and on time"

Pros: "Great"
Cons: "Nothing"

Cons: "I farted on the plane"

Pros: "On time , and good service"
Cons: "Na"

Pros: "Everything was perfect."

Cons: "AC was broken. They could at least give you a second cup of water. Tired of being treated like an animal"

Pros: "Was on time everything was great need better snacks"

Cons: "Easy for check-in and on time"

Cons: "My itinerary had to completely change."

Pros: "Everyone was very friendly"

Pros: "Was nice"

Pros: "Excellent service."

Pros: "I got in my final destination"
Cons: "Everything"

Pros: "Great staff"

Cons: "No compliementary snack. Customers that pay to check their bags should get a snack included with the cost of checking a bag."

Pros: "They had wifi :)"

Pros: "staff on airplane"
Cons: "staff at checkin counter"

Pros: "Not much."

Pros: "why they don't board from back of the plane to front.... zoning not ver efficient!"

Pros: "It was on time and things went smoothlyi"

Pros: "Very much on time!! Love the punctuality!!"

Pros: "United is predictably competent and professional."
Cons: "The seat pitch is very close in coach. Being already 3 by 3 on the A320, sitting at such a close pitch is uncomfortable."

Read more about Alaska Airlines
COVID-19 information

Safety measures for airlines flying from San Luis Obispo to Chicago

Airlines flying from San Luis Obispo to Chicago have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from San Luis Obispo to Chicago

Mandatory masks

Masks required on board, masks provided on flights from San Luis Obispo to Chicago

Social distancing seating

Middle seats unavailable to book on flights from San Luis Obispo to Chicago

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from San Luis Obispo to Chicago

Book cheap flights from San Luis Obispo to Chicago

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