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Cheap flights from Chicago to San Luis Obispo from $146

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 5/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 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.
Alaska Airlines Logo
7:59 pm - 2:32 pm
ORD
-
SBP
20h 33m
1 stop
Alaska Airlines Logo
3:39 pm - 1:13 pm
SBP
-
ORD
19h 34m
1 stop
$285Alaska Airlines
Fri, Apr 17 - Wed, Apr 22
Alaska Airlines Logo
4:10 pm - 10:29 pm
ORD
-
SBP
8h 19m
1 stop
Alaska Airlines Logo
3:12 pm - 2:21 pm
SBP
-
ORD
21h 09m
1 stop
$288Alaska Airlines
Wed, Apr 8 - Tue, Apr 14
American Airlines Logo
6:57 am - 12:10 pm
ORD
-
SBP
7h 13m
1 stop
American Airlines Logo
12:55 pm - 11:48 pm
SBP
-
ORD
8h 53m
1 stop
$291American Airlines
Sat, Apr 18 - Tue, Apr 21
American Airlines Logo
5:25 pm - 10:10 pm
ORD
-
SBP
6h 45m
1 stop
American Airlines Logo
12:55 pm - 10:00 pm
SBP
-
ORD
7h 05m
1 stop
$293American Airlines
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
3:07 pm - 10:10 pm
ORD
-
SBP
9h 03m
2 stops
American Airlines Logo
12:55 pm - 10:00 pm
SBP
-
ORD
7h 05m
1 stop
$296American Airlines
Sat, Apr 18 - Tue, Apr 21
Alaska Airlines Logo
6:00 am - 6:42 pm
ORD
-
SBP
14h 42m
1 stop
Alaska Airlines Logo
7:34 pm - 6:40 am
SBP
-
ORD
9h 06m
1 stop
$311Alaska Airlines
Wed, Apr 15 - Tue, Apr 21
American Airlines Logo
5:25 pm - 10:10 pm
ORD
-
SBP
6h 45m
1 stop
American Airlines Logo
12:51 pm - 12:42 am
SBP
-
ORD
9h 51m
1 stop
$330American Airlines
Wed, May 20 - Fri, May 29
American Airlines Logo
5:00 am - 11:44 am
ORD
-
SBP
8h 44m
1 stop
American Airlines Logo
12:31 pm - 10:26 pm
SBP
-
ORD
7h 55m
1 stop
$349American Airlines
Tue, Jul 21 - Tue, Jul 28
Alaska Airlines Logo
4:10 pm - 11:34 pm
ORD
-
SBP
9h 24m
1 stop
Alaska Airlines Logo
3:39 pm - 6:40 am
SBP
-
ORD
13h 01m
2 stops
$369Alaska Airlines
Fri, Apr 17 - Wed, Apr 22
American Airlines Logo
7:26 am - 11:51 am
ORD
-
SBP
6h 25m
1 stop
American Airlines Logo
12:31 pm - 10:26 pm
SBP
-
ORD
7h 55m
1 stop
$374American Airlines
Wed, Jul 22 - Wed, Jul 29

United Airlines flights from Chicago to San Luis Obispo

Our best United Airlines deals on Chicago to San Luis Obispo flight tickets
United Airlines
Apr 6
ORD7:00 amChicago O'Hare Intl
8h 49m
1 stop
SBP1:49 pmSan Luis Obispo County
Apr 13
SBP2:12 pmSan Luis Obispo County
8h 47m
1 stop
ORD12:59 amChicago O'Hare Intl
$394
United Airlines
Apr 22
ORD5:48 amChicago O'Hare Intl
14h 08m
2 stops
SBP5:56 pmSan Luis Obispo County
Apr 28
SBP2:12 pmSan Luis Obispo County
7h 17m
1 stop
ORD11:29 pmChicago O'Hare Intl
$396
United Airlines
Apr 9
ORD10:30 amChicago O'Hare Intl
9h 26m
1 stop
SBP5:56 pmSan Luis Obispo County
Apr 11
SBP5:00 amSan Luis Obispo County
6h 12m
1 stop
ORD1:12 pmChicago O'Hare Intl
$410

Alaska Airlines flights from Chicago to San Luis Obispo

Our best Alaska Airlines deals on Chicago to San Luis Obispo flight tickets
Alaska Airlines
Apr 17
ORD7:59 pmChicago O'Hare Intl
20h 33m
1 stop
SBP2:32 pmSan Luis Obispo County
Apr 22
SBP3:39 pmSan Luis Obispo County
19h 34m
1 stop
ORD1:13 pmChicago O'Hare Intl
$285
Alaska Airlines
Apr 8
ORD4:10 pmChicago O'Hare Intl
8h 19m
1 stop
SBP10:29 pmSan Luis Obispo County
Apr 14
SBP3:12 pmSan Luis Obispo County
21h 09m
1 stop
ORD2:21 pmChicago O'Hare Intl
$288
Alaska Airlines
Apr 15
ORD6:00 amChicago O'Hare Intl
14h 42m
1 stop
SBP6:42 pmSan Luis Obispo County
Apr 21
SBP7:34 pmSan Luis Obispo County
9h 06m
1 stop
ORD6:40 amChicago O'Hare Intl
$311

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 March 20, 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

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 4/17

7:59 pm-2:32 pm

1 stop20h 33m

San Luis Obispo County

Wed 4/22

3:39 pm-1:13 pm

1 stop19h 34m

$285

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 4/8

4:10 pm-10:29 pm

1 stop8h 19m

San Luis Obispo County

Tue 4/14

3:12 pm-2:21 pm

1 stop21h 09m

$288

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sat 4/18

6:57 am-12:10 pm

1 stop7h 13m

San Luis Obispo County

Tue 4/21

12:55 pm-11:48 pm

1 stop8h 53m

$291
Quickest round-trip

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sat 4/18

5:25 pm-10:10 pm

1 stop6h 45m

San Luis Obispo County

Sat 4/25

12:55 pm-10:00 pm

1 stop7h 05m

$293

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sat 4/18

3:07 pm-10:10 pm

2 stops9h 03m

San Luis Obispo County

Tue 4/21

12:55 pm-10:00 pm

1 stop7h 05m

$296

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 4/15

6:00 am-6:42 pm

1 stop14h 42m

San Luis Obispo County

Tue 4/21

7:34 pm-6:40 am

1 stop9h 06m

$311

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 5/20

5:25 pm-10:10 pm

1 stop6h 45m

San Luis Obispo County

Fri 5/29

12:51 pm-12:42 am

1 stop9h 51m

$330

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Tue 7/21

5:00 am-11:44 am

1 stop8h 44m

San Luis Obispo County

Tue 7/28

12:31 pm-10:26 pm

1 stop7h 55m

$349

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 4/17

4:10 pm-11:34 pm

1 stop9h 24m

San Luis Obispo County

Wed 4/22

3:39 pm-6:40 am

2 stops13h 01m

$369

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 7/22

7:26 am-11:51 am

1 stop6h 25m

San Luis Obispo County

Wed 7/29

12:31 pm-10:26 pm

1 stop7h 55m

$374

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 cheapest month to fly to San Luis Obispo?

In general, January 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 $298. The month of March is another great option to travel to San Luis Obispo, with average flight prices from Chicago averaging around $404.

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

7h 06m

Direct flights

None
The fastest flight from Chicago to San Luis Obispo takes 7h 06m
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

  • 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. 7h 06m 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
11,480 reviews
Search American Airlines flights
United AirlinesPriceFrom $276Free CancellationRating
7.4
9,451 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
Morro Bay
Paso Robles
Cambria
Avila Beach
San Simeon
Cayucos
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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