Cheap flights from Chicago (CHI) to San Luis Obispo (SBP) from $259

This is the cheapest one-way flight price, found on 5/31. Prices may vary by date and flight preferences.
CHI — SBP
Jun 6 — Jun 131

The best prices from Chicago to San Luis Obispo County are usually found in February or December, booked 57 days in advance, depart on a Saturday or Wednesday and return on a Tuesday

How to find the cheapest flight from Chicago (CHI) to San Luis Obispo (SBP)

All the information you need to plan the best CHI to SBP flight in 2023: compare Chicago to San Luis Obispo flight prices with the expected peak season, weather and rainfall in San Luis Obispo.

Popular in

June

Cheapest in

February

Round-trip from

$377

One-way from

$259
High demand for flights, 17% potential price rise
Best time to find cheap flights, 26% potential price drop
From Chicago (CHI) to San Luis Obispo County
One-way flight from Chicago (CHI) to San Luis Obispo County

CHI - SBP

Price

$377 - $725

SBP

Temperature

51.8 - 66.2 °F

SBP

Rainfall

0 - 4 inches

Cheap flights from Chicago to San Luis Obispo in June, July 2023

The best prices found for CHI to SBP flights for June, July
The lowest fares we've come across on flights traveling from Chicago to San Luis Obispo in June and July 2023. Check back soon for alternative fares.

Chicago to San Luis Obispo 2023 flight deals

Cheap flights to San Luis Obispo from Chicago found for this year
The lowest fares we've come across on flights traveling from Chicago to San Luis Obispo in June and July 2023. Check back soon for alternative fares.

Cheap United Airlines flights from Chicago to San Luis Obispo

Check out some of the cheapest United Airlines flights we've come across from Chicago to San Luis Obispo. It's recommended that users confirm their flight details before booking.

Cheap Alaska Airlines flights from Chicago to San Luis Obispo

Some of the best deals we've found on Alaska Airlines flights traveling from Chicago to San Luis Obispo. Make sure to examine the flight information before completing your reservation.

Last minute flights from Chicago to San Luis Obispo

Late deals on return flights to San Luis Obispo from Chicago, departing today and this week
Check out these flights departing soon from Chicago to San Luis Obispo. Users should examine the flight details to ensure there are no surprises.

One-way flights to San Luis Obispo from Chicago

The cheapest one-way flights from Chicago to San Luis Obispo
If you're seeking multiple options on one-way flights from Chicago to San Luis Obispo, be sure to check out these deals, which are updated often. Those seeking round-trip flights from Chicago to San Luis Obispo should utilize the search form at the the top of the page.

Find flights from Chicago to San Luis Obispo within your budget

Use the slider to find flights from Chicago to San Luis Obispo that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$350 - $804

Route

Depart

Return

Price

Chicago O'Hare IntlSan Luis Obispo County

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 9/1

1 stop9h 36m

San Luis Obispo County

Sat 9/2

1 stop26h 30m

Chicago O'Hare IntlSan Luis Obispo County

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 6/29

1 stop18h 27m

San Luis Obispo County

Sun 7/2

1 stop21h 23m

Chicago O'Hare IntlSan Luis Obispo County

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 8/9

1 stop16h 41m

San Luis Obispo County

Sun 8/13

1 stop17h 23m

Chicago O'Hare IntlSan Luis Obispo County

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 8/9

2 stops12h 58m

San Luis Obispo County

Sun 8/13

1 stop13h 28m

Chicago O'Hare IntlSan Luis Obispo County

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 11/16

1 stop5h 57m

San Luis Obispo County

Fri 11/24

1 stop21h 30m

Chicago O'Hare IntlSan Luis Obispo County

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 11/16

1 stop7h 43m

San Luis Obispo County

Fri 11/24

2 stops12h 57m

Chicago O'Hare IntlSan Luis Obispo County

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 7/5

1 stop8h 26m

San Luis Obispo County

Mon 7/24

2 stops15h 00m

Chicago O'Hare IntlSan Luis Obispo County

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 7/5

2 stops19h 15m

San Luis Obispo County

Mon 7/24

2 stops18h 55m

Chicago O'Hare IntlSan Luis Obispo County

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 11/16

2 stops12h 43m

San Luis Obispo County

Fri 11/24

2 stops11h 14m

Flights are sorted by cheapest first

Deals found on 5/30

Reviews of Airlines Servicing San Luis Obispo

To help decide which airline to fly from Chicago to San Luis Obispo, see what other customers have to say about United Airlines, Alaska Airlines and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
1,375 reviews

Entertainment

7.1

Boarding

8.3

Food

7.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Boarding staff was funny which was comforting in my time of grief. As I went to San Antonio for my dads funeral. Flight and staff were amazing. Unlike United that uses a much smaller carry on size. Seats were comfortable and the plane had a usb charger unlike United.

Alaska Airlines
8.0
Very good
1,375 reviews
Alaska Airlines
8.0
Very good
1,375 reviews

Entertainment

7.1

Boarding

8.3

Food

7.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Boarding staff was funny which was comforting in my time of grief. As I went to San Antonio for my dads funeral. Flight and staff were amazing. Unlike United that uses a much smaller carry on size. Seats were comfortable and the plane had a usb charger unlike United.

United Airlines
7.6
Good
1,535 reviews
Alaska Airlines
8.0
Very good
1,375 reviews

Entertainment

7.1

Boarding

8.3

Food

7.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Boarding staff was funny which was comforting in my time of grief. As I went to San Antonio for my dads funeral. Flight and staff were amazing. Unlike United that uses a much smaller carry on size. Seats were comfortable and the plane had a usb charger unlike United.

American Airlines
7.3
Good
2,149 reviews
Alaska Airlines
8.0
Very good
1,375 reviews

Entertainment

7.1

Boarding

8.3

Food

7.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 10

Boarding staff was funny which was comforting in my time of grief. As I went to San Antonio for my dads funeral. Flight and staff were amazing. Unlike United that uses a much smaller carry on size. Seats were comfortable and the plane had a usb charger unlike United.

Related info for your journey

Useful info, stats and facts about Chicago to San Luis Obispo flights.

Top 2 airlines flying from Chicago to San Luis Obispo

The chart below displays the airlines Cheapflights users traveling from Chicago to San Luis Obispo choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
United AirlinesCheapest$417Average$593FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$420Average$600FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
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