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$183+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
SBP — CHI
Mar 31 — Apr 71
Mon 3/31
Mon 4/7
1 adult, Economy
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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 March 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$372
(Alaska Airlines)

One-way from

$183
(Alaska Airlines)

Popular in

March

Cheapest in

February

Average price

$913
Provider with most accurate pricing for San Luis Obispo County-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for San Luis Obispo County-Chicago (CHI) flights.
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From San Luis Obispo County to Chicago (CHI)
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One-way flight from San Luis Obispo County to Chicago (CHI)
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High demand for flights, 7% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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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 March 26, 2025.

This Alaska Airlines deal was found by Cheapflights users on 3/25. 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.
Wed 5/146:05 amSBP - ORD
2 stops15h 54mAlaska Airlines
Tue 5/206:00 amORD - SBP
1 stop14h 40mAlaska Airlines
Deal found 3/25$372
This Hawaiian Airlines deal was found by Cheapflights users on 3/25. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/227:14 pmSBP - ORD
1 stop8h 51mHawaiian Airlines
Sat 4/2612:00 pmORD - SBP
1 stop8h 22mHawaiian Airlines
Deal found 3/25$419
This American Airlines deal was found by Cheapflights users on 3/25. 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.
Wed 5/1412:43 pmSBP - ORD
1 stop6h 04mAmerican Airlines
Tue 5/206:00 amORD - SBP
1 stop7h 32mAmerican Airlines
Deal found 3/25$447
This United deal was found by Cheapflights users on 3/25. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/205:00 amSBP - ORD
1 stop17h 35mUnited Airlines
Sat 4/2610:44 amORD - SBP
2 stops15h 15mUnited Airlines
Deal found 3/25$522

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 March 26, 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

Wed 5/14

6:05 am-11:59 pm

2 stops15h 54m

Chicago O'Hare Intl

Tue 5/20

6:00 am-6:40 pm

1 stop14h 40m

$372

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 4/22

7:14 pm-6:05 am

1 stop8h 51m

Chicago O'Hare Intl

Sat 4/26

12:00 pm-6:22 pm

1 stop8h 22m

$419

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Wed 5/14

12:43 pm-8:47 pm

1 stop6h 04m

Chicago O'Hare Intl

Tue 5/20

6:00 am-11:32 am

1 stop7h 32m

$447

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sun 4/20

5:00 am-12:35 am

1 stop17h 35m

Chicago O'Hare Intl

Sat 4/26

10:44 am-11:59 pm

2 stops15h 15m

$522

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 4/22

7:14 pm-11:59 pm

1 stop26h 45m

$183

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 4/26

12:26 pm-11:49 pm

1 stop9h 23m

$224

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 4/26

2:21 pm-1:06 pm

3 stops20h 45m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Compare providers for flights from San Luis Obispo to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Luis Obispo to Chicago in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Luis Obispo-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Luis Obispo-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Luis Obispo-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Luis Obispo-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Luis Obispo-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 $323). 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 March 26, 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.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 March 26, 2025.
Alaska Airlines
8.0
Very good
9,789 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,789 reviews
Alaska Airlines
8.0
Very good
9,789 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,330 reviews
Alaska Airlines
8.0
Very good
9,789 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,608 reviews
Alaska Airlines
8.0
Very good
9,789 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,789 reviews

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.1

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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?

    Alaska Airlines, at $372, was found to be the cheapest airline from San Luis Obispo to Chicago.Alternate airlines to your destination round-trip include Hawaiian Airlines and American Airlines. Alaska Airlines is currently priced 40% 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 Alaska Airlines, which is currently one of the cheapest options available, starting at $183. American Airlines flights start at $224 while deals on United Airlines start at $338 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 $323). 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 San Luis Obispo?

Book flights to San Luis Obispo if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for San Luis Obispo to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$362Average$631FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$362Average$541FlexibilityNo cancel feeOn-time71%
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