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Cheap flights from Chicago to San Luis Obispo from $117

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 3/6. 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
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
5:00 am - 12:03 pm
ORD
-
SBP
9h 03m
1 stop
American Airlines Logo
7:16 pm - 5:25 am
SBP
-
ORD
8h 09m
1 stop
$251American Airlines
Wed, Feb 25 - Wed, Mar 4
Alaska Airlines Logo
8:20 am - 11:17 pm
ORD
-
SBP
16h 57m
1 stop
Alaska Airlines Logo
6:00 am - 2:58 pm
SBP
-
ORD
6h 58m
1 stop
$263Alaska Airlines
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
5:00 am - 12:03 pm
ORD
-
SBP
9h 03m
1 stop
American Airlines Logo
7:16 pm - 5:25 am
SBP
-
ORD
8h 09m
1 stop
$280American Airlines
Wed, Feb 25 - Wed, Mar 4
Alaska Airlines Logo
7:59 pm - 11:34 pm
ORD
-
SBP
29h 35m
1 stop
Alaska Airlines Logo
7:34 pm - 6:40 am
SBP
-
ORD
9h 06m
1 stop
$290Alaska Airlines
Fri, Apr 17 - Tue, Apr 21
United Airlines Logo
6:20 pm - 11:59 pm
ORD
-
SBP
7h 39m
1 stop
United Airlines Logo
5:00 am - 1:14 pm
SBP
-
ORD
6h 14m
1 stop
$300United Airlines
Sat, Feb 21 - Sat, Feb 28
United Airlines Logo
10:51 am - 5:15 pm
ORD
-
SBP
8h 24m
1 stop
United Airlines Logo
2:15 pm - 12:59 am
SBP
-
ORD
8h 44m
1 stop
$309United Airlines
Mon, Mar 2 - Mon, Mar 9
American Airlines Logo
5:00 am - 12:03 pm
ORD
-
SBP
9h 03m
2 stops
American Airlines Logo
12:45 pm - 10:45 pm
SBP
-
ORD
8h 00m
1 stop
$310American Airlines
Sat, Feb 21 - Sat, Feb 28
Alaska Airlines Logo
3:07 pm - 3:07 pm
ORD
-
SBP
26h 00m
2 stops
Alaska Airlines Logo
6:00 am - 2:58 pm
SBP
-
ORD
6h 58m
1 stop
$318Alaska Airlines
Wed, Feb 25 - Wed, Mar 4
Alaska Airlines Logo
8:20 am - 11:17 pm
ORD
-
SBP
16h 57m
1 stop
Alaska Airlines Logo
5:34 pm - 1:11 pm
SBP
-
ORD
17h 37m
1 stop
$331Alaska Airlines
Sat, Feb 21 - Fri, Mar 6
American Airlines Logo
5:00 am - 12:02 pm
ORD
-
SBP
9h 02m
1 stop
American Airlines Logo
7:16 pm - 5:25 am
SBP
-
ORD
8h 09m
1 stop
$334American Airlines
Thu, Feb 19 - Mon, Feb 23

American Airlines flights from Chicago to San Luis Obispo

Our best American Airlines deals on Chicago to San Luis Obispo flight tickets
American Airlines
Feb 25
ORD5:00 amChicago O'Hare Intl
9h 03m
1 stop
SBP12:03 pmSan Luis Obispo County
Mar 4
SBP7:16 pmSan Luis Obispo County
8h 09m
1 stop
ORD5:25 amChicago O'Hare Intl
$251
American Airlines
Feb 25
ORD5:00 amChicago O'Hare Intl
9h 03m
1 stop
SBP12:03 pmSan Luis Obispo County
Mar 4
SBP7:16 pmSan Luis Obispo County
8h 09m
1 stop
ORD5:25 amChicago O'Hare Intl
$280
American Airlines
Feb 21
ORD5:00 amChicago O'Hare Intl
9h 03m
2 stops
SBP12:03 pmSan Luis Obispo County
Feb 28
SBP12:45 pmSan Luis Obispo County
8h 00m
1 stop
ORD10:45 pmChicago O'Hare Intl
$310

Alaska Airlines flights from Chicago to San Luis Obispo

Our best Alaska Airlines deals on Chicago to San Luis Obispo flight tickets
Alaska Airlines
Feb 28
ORD8:20 amChicago O'Hare Intl
16h 57m
1 stop
SBP11:17 pmSan Luis Obispo County
Mar 4
SBP6:00 amSan Luis Obispo County
6h 58m
1 stop
ORD2:58 pmChicago O'Hare Intl
$263
Alaska Airlines
Apr 17
ORD7:59 pmChicago O'Hare Intl
29h 35m
1 stop
SBP11:34 pmSan Luis Obispo County
Apr 21
SBP7:34 pmSan Luis Obispo County
9h 06m
1 stop
ORD6:40 amChicago O'Hare Intl
$290
Alaska Airlines
Feb 25
ORD3:07 pmChicago O'Hare Intl
26h 00m
2 stops
SBP3:07 pmSan Luis Obispo County
Mar 4
SBP6:00 amSan Luis Obispo County
6h 58m
1 stop
ORD2:58 pmChicago O'Hare Intl
$318

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 February 3, 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

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 2/25

5:00 am-12:03 pm

1 stop9h 03m

San Luis Obispo County

Wed 3/4

7:16 pm-5:25 am

1 stop8h 09m

$251

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sat 2/28

8:20 am-11:17 pm

1 stop16h 57m

San Luis Obispo County

Wed 3/4

6:00 am-2:58 pm

1 stop6h 58m

$263

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 2/25

5:00 am-12:03 pm

1 stop9h 03m

San Luis Obispo County

Wed 3/4

7:16 pm-5:25 am

1 stop8h 09m

$280

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Fri 4/17

7:59 pm-11:34 pm

1 stop29h 35m

San Luis Obispo County

Tue 4/21

7:34 pm-6:40 am

1 stop9h 06m

$290

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sat 2/21

6:20 pm-11:59 pm

1 stop7h 39m

San Luis Obispo County

Sat 2/28

5:00 am-1:14 pm

1 stop6h 14m

$300

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Mon 3/2

10:51 am-5:15 pm

1 stop8h 24m

San Luis Obispo County

Mon 3/9

2:15 pm-12:59 am

1 stop8h 44m

$309

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sat 2/21

5:00 am-12:03 pm

2 stops9h 03m

San Luis Obispo County

Sat 2/28

12:45 pm-10:45 pm

1 stop8h 00m

$310

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Wed 2/25

3:07 pm-3:07 pm

2 stops26h 00m

San Luis Obispo County

Wed 3/4

6:00 am-2:58 pm

1 stop6h 58m

$318

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Sat 2/21

8:20 am-11:17 pm

1 stop16h 57m

San Luis Obispo County

Fri 3/6

5:34 pm-1:11 pm

1 stop17h 37m

$331

ChicagoSan Luis Obispo

ORD - SBP

ORDSBP

Chicago O'Hare Intl

Thu 2/19

5:00 am-12:02 pm

1 stop9h 02m

San Luis Obispo County

Mon 2/23

7:16 pm-5:25 am

1 stop8h 09m

$334

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 34m

Direct flights

None
The fastest flight from Chicago to San Luis Obispo takes 7h 34m
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 34m 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
7.2
11,216 reviews
Search American Airlines flights
United AirlinesPriceFrom $276Free CancellationRating
7.4
9,236 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
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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