HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$180+ Cheap flights from San Luis Obispo (SBP) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
SBP — CHI
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Luis Obispo to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from San Luis Obispo to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from San Luis Obispo (SBP) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 1, 2025.

Round-trip from

$269
(American Airlines)

One-way from

$180
(United Airlines)

Popular in

March

Cheapest in

August

Average price

$339
From San Luis Obispo County to Chicago (CHI)
Search Deals
One-way flight from San Luis Obispo County to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from San Luis Obispo to Chicago

Cheapest flights from San Luis Obispo to Chicago
Explore the most affordable flight options available from San Luis Obispo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2025.

This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3012:30 pmSBP - ORD
1 stop8h 13mAmerican Airlines
Sat 9/611:10 amORD - SBP
1 stop9h 33mAmerican Airlines
Deal found 7/31$269
This Alaska Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/162:03 pmSBP - ORD
1 stop7h 56mAlaska Airlines
Sun 10/197:59 pmORD - SBP
1 stop19h 24mAlaska Airlines
Deal found 7/31$297
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/272:19 pmSBP - ORD
2 stops12h 18mUnited Airlines
Tue 9/28:50 amORD - SBP
1 stop9h 09mUnited Airlines
Deal found 7/31$401

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Luis Obispo to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2025.
Use the filters below to find and compare flights from San Luis Obispo to Chicago that are best for you.

Fly from

San Luis Obispo

Fly to

Chicago

Route

Depart

Return

Price

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 8/30

12:30 pm-10:43 pm

1 stop8h 13m

Chicago O'Hare Intl

Sat 9/6

11:10 am-6:43 pm

1 stop9h 33m

$269

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Thu 10/16

2:03 pm-11:59 pm

1 stop7h 56m

Chicago O'Hare Intl

Sun 10/19

7:59 pm-1:23 pm

1 stop19h 24m

$297

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Wed 8/27

2:19 pm-4:37 am

2 stops12h 18m

Chicago O'Hare Intl

Tue 9/2

8:50 am-3:59 pm

1 stop9h 09m

$401

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sun 8/24

6:16 pm-5:23 am

1 stop9h 07m

$180

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Thu 8/14

6:07 am-4:50 am

2 stops20h 43m

$275

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sun 11/2

5:00 am-8:40 pm

2 stops13h 40m

$326

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 8/12

7:35 pm-5:40 am

1 stop8h 05m

$497

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sun 9/14

12:53 pm-10:24 pm

1 stop7h 31m

$689

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Best time to book a flight from San Luis Obispo to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from San Luis Obispo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Luis Obispo to Chicago

What is the cheapest month to book a flight from San Luis Obispo to Chicago?

Currently, August is the cheapest month in which you can book a flight from San Luis Obispo to Chicago (average of $245). Flying from San Luis Obispo to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SBP to CHI?

Find hourly flight availability from San Luis Obispo to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2025.

It’s optimal to fly from San Luis Obispo to Chicago in the evening. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 1, 2025.
Read through reviews of airlines operating flights from San Luis Obispo to Chicago, such as Alaska Airlines, Hawaiian Airlines, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,904 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Overall

8.0

Boarding

8.1

Entertainment

7.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from San Luis Obispo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San Luis Obispo to Chicago?

    If you book a flight to Chicago from San Luis Obispo, you will be flying from County, which is the city’s only airport. San Luis Obispo County (SBP) is located 3.3 mi from the center of San Luis Obispo. There are 0 flights from County to Chicago per day from 2 different airlines.

  • What are the cheapest airlines flying from San Luis Obispo to Chicago round-trip?

    American Airlines, at $269, was found to be the cheapest airline from San Luis Obispo to Chicago.Alternate airlines to your destination round-trip include Alaska Airlines and United Airlines. American Airlines is currently priced 49% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from San Luis Obispo to Chicago one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $180. Alaska Airlines flights start at $326 while deals on Hawaiian Airlines start at $497 one-way.

  • Can I find deals for flights from San Luis Obispo to Chicago that include hotel bookings?

    Yes. In addition to deals on San Luis Obispo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Luis Obispo to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Luis Obispo to Chicago.

  • Can I find deals for business class flights from San Luis Obispo to Chicago?

    Yes. Cheapflights offers flight deals from San Luis Obispo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Luis Obispo to Chicago?

    Currently, August is the cheapest month in which you can book a flight from San Luis Obispo to Chicago (average of $245). Flying from San Luis Obispo to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Luis Obispo to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Ontario to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Burbank to O'Hare Intl flights
San Diego to O'Hare Intl flights
San Jose to O'Hare Intl flights
Oakland to O'Hare Intl flights
Los Angeles to Midway flights
San Francisco to Midway flights
Las Vegas to O'Hare Intl flights
Sacramento to O'Hare Intl flights
Ontario to Midway flights
San Jose to Midway flights
San Francisco to St. Louis flights
San Diego to Midway flights
Los Angeles to St. Louis flights
Las Vegas to Midway flights
Long Beach to O'Hare Intl flights
Santa Ana to Midway flights
Fresno to O'Hare Intl flights
Palm Springs to O'Hare Intl flights
Burbank to Midway flights
Oakland to Midway flights
Ontario to St. Louis flights
San Diego to Moline flights
San Diego to St. Louis flights
Sacramento to Midway flights
Reno to O'Hare Intl flights
Reno to St. Louis flights
Fresno to Midway flights
Monterey to O'Hare Intl flights
Santa Barbara to O'Hare Intl flights
Burbank to St. Louis flights
San Diego to Peoria flights
Sacramento to St. Louis flights
Reno to Midway flights
San Jose to St. Louis flights
Santa Ana to St. Louis flights
Los Angeles to Rockford flights
Las Vegas to St. Louis flights
Los Angeles to Peoria flights
Oakland to St. Louis flights
Palm Springs to Midway flights
Long Beach to Midway flights
San Luis Obispo to O'Hare Intl flights
Long Beach to St. Louis flights
Santa Rosa to O'Hare Intl flights
San Francisco to Moline flights
Los Angeles to Moline flights

Top 2 airlines flying from San Luis Obispo to Chicago

Discover the top 2 airlines that operate flights from San Luis Obispo to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$343Average$523FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$362Average$655FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.