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Cheap flights from Chicago to San Luis Obispo from $138

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Luis Obispo departing on 6/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to San Luis Obispo

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 11:45 am
ORD
-
SBP
7h 45m
1 stop
American Airlines Logo
4:37 pm - 12:36 am
SBP
-
ORD
5h 59m
1 stop
$275American Airlines
Wed, Oct 28 - Sat, Oct 31
Alaska Airlines Logo
9:00 am - 5:50 pm
ORD
-
SBP
10h 50m
1 stop
Alaska Airlines Logo
6:08 am - 6:53 pm
SBP
-
ORD
10h 45m
1 stop
$285Alaska Airlines
Wed, Oct 28 - Sat, Oct 31
Alaska Airlines Logo
2:22 pm - 8:01 pm
ORD
-
SBP
7h 39m
1 stop
Alaska Airlines Logo
3:24 pm - 11:57 pm
SBP
-
ORD
6h 33m
1 stop
$312Alaska Airlines
Tue, Sep 1 - Sat, Sep 5
Alaska Airlines Logo
2:10 pm - 11:53 pm
ORD
-
SBP
11h 43m
1 stop
Alaska Airlines Logo
6:00 am - 6:50 pm
SBP
-
ORD
10h 50m
1 stop
$313Alaska Airlines
Tue, Jun 2 - Sat, Jun 6
American Airlines Logo
3:50 pm - 10:45 pm
ORD
-
SBP
8h 55m
2 stops
American Airlines Logo
12:28 pm - 11:00 pm
SBP
-
ORD
8h 32m
1 stop
$318American Airlines
Tue, Jun 2 - Sat, Jun 6
American Airlines Logo
5:00 am - 11:51 am
ORD
-
SBP
8h 51m
1 stop
American Airlines Logo
12:31 pm - 11:30 pm
SBP
-
ORD
8h 59m
1 stop
$321American Airlines
Wed, Jul 15 - Wed, Jul 22
Alaska Airlines Logo
5:59 pm - 11:40 pm
ORD
-
SBP
7h 41m
1 stop
Alaska Airlines Logo
5:20 pm - 5:00 am
SBP
-
ORD
9h 40m
1 stop
$322Alaska Airlines
Sat, Jul 4 - Wed, Jul 8
American Airlines Logo
5:00 am - 11:51 am
ORD
-
SBP
8h 51m
1 stop
American Airlines Logo
12:31 pm - 11:30 pm
SBP
-
ORD
8h 59m
1 stop
$326American Airlines
Wed, Jul 15 - Wed, Jul 22
Alaska Airlines Logo
9:00 am - 2:19 pm
ORD
-
SBP
7h 19m
1 stop
Alaska Airlines Logo
2:59 pm - 11:55 pm
SBP
-
ORD
6h 56m
1 stop
$341Alaska Airlines
Thu, May 28 - Sat, May 30
American Airlines Logo
7:02 am - 12:01 pm
ORD
-
SBP
6h 59m
1 stop
American Airlines Logo
12:28 pm - 11:37 pm
SBP
-
ORD
9h 09m
2 stops
$346American Airlines
Thu, May 28 - Sat, May 30

American Airlines flights from Chicago to San Luis Obispo

Our best American Airlines deals on Chicago to San Luis Obispo flight tickets
American Airlines
Oct 28
ORD6:00 amChicago O'Hare Intl
7h 45m
1 stop
SBP11:45 amSan Luis Obispo County
Oct 31
SBP4:37 pmSan Luis Obispo County
5h 59m
1 stop
ORD12:36 amChicago O'Hare Intl
$275
American Airlines
Jun 2
ORD3:50 pmChicago O'Hare Intl
8h 55m
2 stops
SBP10:45 pmSan Luis Obispo County
Jun 6
SBP12:28 pmSan Luis Obispo County
8h 32m
1 stop
ORD11:00 pmChicago O'Hare Intl
$318
American Airlines
Jul 15
ORD5:00 amChicago O'Hare Intl
8h 51m
1 stop
SBP11:51 amSan Luis Obispo County
Jul 22
SBP12:31 pmSan Luis Obispo County
8h 59m
1 stop
ORD11:30 pmChicago O'Hare Intl
$321

Alaska Airlines flights from Chicago to San Luis Obispo

Our best Alaska Airlines deals on Chicago to San Luis Obispo flight tickets
Alaska Airlines
Oct 28
ORD9:00 amChicago O'Hare Intl
10h 50m
1 stop
SBP5:50 pmSan Luis Obispo County
Oct 31
SBP6:08 amSan Luis Obispo County
10h 45m
1 stop
ORD6:53 pmChicago O'Hare Intl
$285
Alaska Airlines
Sep 1
ORD2:22 pmChicago O'Hare Intl
7h 39m
1 stop
SBP8:01 pmSan Luis Obispo County
Sep 5
SBP3:24 pmSan Luis Obispo County
6h 33m
1 stop
ORD11:57 pmChicago O'Hare Intl
$312
Alaska Airlines
Jun 2
ORD2:10 pmChicago O'Hare Intl
11h 43m
1 stop
SBP11:53 pmSan Luis Obispo County
Jun 6
SBP6:00 amSan Luis Obispo County
10h 50m
1 stop
ORD6:50 pmChicago O'Hare Intl
$313

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to San Luis Obispo 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, momondo users made 832,500 searches. Data last updated May 9, 2026.
Use the filters below to find and compare flights from Chicago to San Luis Obispo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 10/28

6:00 am-11:45 am

1 stop7h 45m

San Luis Obispo County

Sat 10/31

4:37 pm-12:36 am

1 stop5h 59m

$275

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 10/28

9:00 am-5:50 pm

1 stop10h 50m

San Luis Obispo County

Sat 10/31

6:08 am-6:53 pm

1 stop10h 45m

$285

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Tue 9/1

2:22 pm-8:01 pm

1 stop7h 39m

San Luis Obispo County

Sat 9/5

3:24 pm-11:57 pm

1 stop6h 33m

$312

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Tue 6/2

2:10 pm-11:53 pm

1 stop11h 43m

San Luis Obispo County

Sat 6/6

6:00 am-6:50 pm

1 stop10h 50m

$313

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Tue 6/2

3:50 pm-10:45 pm

2 stops8h 55m

San Luis Obispo County

Sat 6/6

12:28 pm-11:00 pm

1 stop8h 32m

$318

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 7/15

5:00 am-11:51 am

1 stop8h 51m

San Luis Obispo County

Wed 7/22

12:31 pm-11:30 pm

1 stop8h 59m

$321

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sat 7/4

5:59 pm-11:40 pm

1 stop7h 41m

San Luis Obispo County

Wed 7/8

5:20 pm-5:00 am

1 stop9h 40m

$322

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 7/15

5:00 am-11:51 am

1 stop8h 51m

San Luis Obispo County

Wed 7/22

12:31 pm-11:30 pm

1 stop8h 59m

$326

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 5/28

9:00 am-2:19 pm

1 stop7h 19m

San Luis Obispo County

Sat 5/30

2:59 pm-11:55 pm

1 stop6h 56m

$341

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 5/28

7:02 am-12:01 pm

1 stop6h 59m

San Luis Obispo County

Sat 5/30

12:28 pm-11:37 pm

2 stops9h 09m

$346

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San Luis Obispo from

How to get the cheapest flight ticket from Chicago to San Luis Obispo

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and San Luis Obispo?

What is the cheapest month to fly to San Luis Obispo?

In general, September is the cheapest month to fly from Chicago to San Luis Obispo. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $230. The month of March is another great option to travel to San Luis Obispo, with average flight prices from Chicago averaging around $246.

When to book flights from Chicago to San Luis Obispo

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to San Luis Obispo according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to San Luis Obispo (CHI to SBP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Luis Obispo

Fastest flight time

6h 45m

Direct flights

None
The fastest flight from Chicago to San Luis Obispo takes 6h 45m
There are no direct flights from Chicago to San Luis Obispo. There are no popular flight routes from Chicago to San Luis Obispo.
Search flight deals

Frequently asked questions about flying from Chicago to San Luis Obispo

  • How far is Chicago to San Luis Obispo County by plane?

    The distance between Chicago and San Luis Obispo County is about 1827.9 mi. 6h 45m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to San Luis Obispo County Airport?

    Prices for flights from Chicago to San Luis Obispo County Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to San Luis Obispo County Airport?

  • How old do you have to be to fly from Chicago to San Luis Obispo County Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to San Luis Obispo County Airport.

  • What documentation or ID do you need to fly to San Luis Obispo County Airport?

    The travel and health documents you'll need for your trip to San Luis Obispo County Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San Luis Obispo County Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago to San Luis Obispo?

Best airlines flying from Chicago to San Luis Obispo

Compare and see reviews for airlines that fly from Chicago to San Luis Obispo with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $247Free CancellationRating
7.1
11,669 reviews
Search American Airlines flights
United AirlinesPriceFrom $309Free CancellationRating
7.4
9,692 reviews
Search United Airlines flights

Traveling to a place near San Luis Obispo?

Book flights to San Luis Obispo if you plan to visit one of these locations
Pismo Beach
Paso Robles
Morro Bay
Cambria
Avila Beach
Cayucos
San Simeon
Arroyo Grande
Atascadero
Grover Beach

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San Luis Obispo?

Finding the right flight to San Luis Obispo from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to San Luis Obispo quick and easy, saving you time and money.

Can I find flights from Chicago to San Luis Obispo with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to San Luis Obispo from Chicago with this policy.

How can momondo help me find flights from Chicago to San Luis Obispo?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to San Luis Obispo.

I’m not ready to book a flight from Chicago to San Luis Obispo right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to San Luis Obispo flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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